Compounds > phenylamil
Page last updated: 2024-08-04 03:28:47

phenylamil

Description

phenylamil: irreversible inhibitor of sodium channels in the toad urinary bladder [MeSH]

Phenylamil : no description available [CHeBI]

Cross-References

ID SourceID
PubMed CID135403792
CHEMBL ID211502
SCHEMBL ID14504131
SCHEMBL ID4245294
CHEBI ID34919
MeSH IDM0136159

Synonyms (59)

Synonym
CBIOL_001870
MLS002172443 ,
BRD-K21350491-001-02-1
BIO2_000153
BIO1_000156
BIO1_001134
BIO2_000633
BIO1_000645
BSPBIO_001433
LOPAC0_000998
IDI1_033903
2038-35-9
phenamil
phenylamil
smr000326941
NCGC00162311-02
NCGC00162311-03
KBIO3_000306
KBIO2_000153
KBIO3_000305
KBIOSS_000153
KBIOGR_000153
KBIO2_002721
KBIO2_005289
NCGC00162311-04
NCGC00162311-05
NCGC00162311-01
HMS1989H15
HMS2089E19
NCGC00162311-06
chebi:34919 ,
CHEMBL211502 ,
HMS1791H15
ST50826156 ,
AC1L1IVQ ,
CCG-205078
pyrazinecarboxamide, 3,5-diamino-6-chloro-n-(imino(phenylamino)methyl)-
3,5-diamino-6-chloro-n-(n-phenylcarbamimidoyl)pyrazine-2-carboxamide
3,5-diamino-n-[(1e)-amino(phenylamino)methylidene]-6-chloropyrazine-2-carboxamide
gtpl4281
SCHEMBL14504131
SCHEMBL4245294
bdbm115076
3,5-bis(azanyl)-n-[azanyl(phenylazanyl)methylidene]-6-chloranyl-pyrazine-2-carboxamide;methanesulfonic acid
3,5-diamino-n-[amino(anilino)methylidene]-6-chloropyrazine-2-carboxamide;methanesulfonic acid
cid_9604979
3,5-diamino-n-[amino(anilino)methylene]-6-chloro-pyrazinamide;mesylic acid
3,5-diamino-n-[amino(anilino)methylidene]-6-chloro-2-pyrazinecarboxamide;methanesulfonic acid
3,5-diamino-n-[amino(anilino)methylene]-6-chloro-pyrazine-2-carboxamide
HMS3402H15
DTXSID50942542
Q27088359
SDCCGSBI-0050971.P002
(nz)-3,5-diamino-n-[amino(anilino)methylidene]-6-chloropyrazine-2-carboxamide
NCGC00162311-11
cid 5353878
pyrazinecarboxamide, 3,5-diamino-6-chloro-n-(phenylamidino)-
1,4-dioxane-2-carboxylic?acid
2-pyrazinecarboxamide, 3,5-diamino-6-chloro-n-[imino(phenylamino)methyl]-

Drug Classes (2)

ClassDescription
pyrazines
guanidinesAny organonitrogen compound containing a carbamimidamido (guanidino) group. Guanidines have the general structure (R(1)R(2)N)(R(3)R(4)N)C=N-R(5) and are related structurally to amidines and ureas.

Protein Targets (14)

Potency Measurements

ProteinTaxonomyMeasurementAverage (mM)Bioassay(s)
thioredoxin reductaseRattus norvegicus (Norway rat)Potency17.8956AID488772; AID588453; AID588456
ATAD5 protein, partialHomo sapiens (human)Potency14.7990AID493106; AID493107
TDP1 proteinHomo sapiens (human)Potency22.5551AID686978; AID686979
aldehyde dehydrogenase 1 family, member A1Homo sapiens (human)Potency21.4509AID1030
67.9K proteinVaccinia virusPotency25.1189AID720580
ParkinHomo sapiens (human)Potency12.2798AID720572; AID720573
euchromatic histone-lysine N-methyltransferase 2Homo sapiens (human)Potency22.3872AID504332
heat shock 70kDa protein 5 (glucose-regulated protein, 78kDa)Homo sapiens (human)Potency26.1216AID602332
NPC intracellular cholesterol transporter 1 precursorHomo sapiens (human)Potency2.0596AID485313
D(1A) dopamine receptorHomo sapiens (human)Potency7.1126AID488982; AID488983
ras-related protein Rab-9AHomo sapiens (human)Potency2.0596AID485297
survival motor neuron protein isoform dHomo sapiens (human)Potency14.9872AID1458
ATP-dependent phosphofructokinaseTrypanosoma brucei brucei TREU927Potency8.4921AID485368

Inhibition Measurements

ProteinTaxonomyMeasurementAverage (mM)Bioassay(s)
Amiloride-sensitive sodium channel subunit alphaHomo sapiens (human)IC500.4010AID268105

Bioassays (27)

Assay IDTitleYearJournalArticle
AID1508630Primary qHTS for small molecule stabilizers of the endoplasmic reticulum resident proteome: Secreted ER Calcium Modulated Protein (SERCaMP) assay2021Cell reports, 04-27, Volume: 35, Issue:4
ISSN: 2211-1247		A target-agnostic screen identifies approved drugs to stabilize the endoplasmic reticulum-resident proteome.
AID1508627Counterscreen qHTS for small molecule stabilizers of the endoplasmic reticulum resident proteome: GLuc-NoTag assay2021Cell reports, 04-27, Volume: 35, Issue:4
ISSN: 2211-1247		A target-agnostic screen identifies approved drugs to stabilize the endoplasmic reticulum-resident proteome.
AID1347154Primary screen GU AMC qHTS for Zika virus inhibitors2020Proceedings of the National Academy of Sciences of the United States of America, 12-08, Volume: 117, Issue:49
ISSN: 1091-6490		Therapeutic candidates for the Zika virus identified by a high-throughput screen for Zika protease inhibitors.
AID1508628Confirmatory qHTS for small molecule stabilizers of the endoplasmic reticulum resident proteome: Secreted ER Calcium Modulated Protein (SERCaMP) assay2021Cell reports, 04-27, Volume: 35, Issue:4
ISSN: 2211-1247		A target-agnostic screen identifies approved drugs to stabilize the endoplasmic reticulum-resident proteome.
AID1508629Cell Viability qHTS for small molecule stabilizers of the endoplasmic reticulum resident proteome2021Cell reports, 04-27, Volume: 35, Issue:4
ISSN: 2211-1247		A target-agnostic screen identifies approved drugs to stabilize the endoplasmic reticulum-resident proteome.
AID1347151Optimization of GU AMC qHTS for Zika virus inhibitors: Unlinked NS2B-NS3 protease assay2020Proceedings of the National Academy of Sciences of the United States of America, 12-08, Volume: 117, Issue:49
ISSN: 1091-6490		Therapeutic candidates for the Zika virus identified by a high-throughput screen for Zika protease inhibitors.
AID1347049Natriuretic polypeptide receptor (hNpr1) antagonism - Pilot screen2019Science translational medicine, 07-10, Volume: 11, Issue:500
ISSN: 1946-6242		Inhibition of natriuretic peptide receptor 1 reduces itch in mice.
AID1347410qHTS for inhibitors of adenylyl cyclases using a fission yeast platform: a pilot screen against the NCATS LOPAC library2019Cellular signalling, 08, Volume: 60ISSN: 1873-3913A fission yeast platform for heterologous expression of mammalian adenylyl cyclases and high throughput screening.
AID1347059CD47-SIRPalpha protein protein interaction - Alpha assay qHTS validation2019PloS one, , Volume: 14, Issue:7
ISSN: 1932-6203		Quantitative high-throughput screening assays for the discovery and development of SIRPα-CD47 interaction inhibitors.
AID588378qHTS for Inhibitors of ATXN expression: Validation2022The Journal of biological chemistry, 08, Volume: 298, Issue:8
ISSN: 1083-351X
AID1347050Natriuretic polypeptide receptor (hNpr2) antagonism - Pilot subtype selectivity assay2019Science translational medicine, 07-10, Volume: 11, Issue:500
ISSN: 1946-6242		Inhibition of natriuretic peptide receptor 1 reduces itch in mice.
AID1347082qHTS for Inhibitors of the Functional Ribonucleoprotein Complex (vRNP) of Lassa (LASV) Arenavirus: LASV Primary Screen - GLuc reporter signal2020Antiviral research, 01, Volume: 173ISSN: 1872-9096A cell-based, infectious-free, platform to identify inhibitors of lassa virus ribonucleoprotein (vRNP) activity.
AID1347405qHTS to identify inhibitors of the type 1 interferon - major histocompatibility complex class I in skeletal muscle: primary screen against the NCATS LOPAC collection2020ACS chemical biology, 07-17, Volume: 15, Issue:7
ISSN: 1554-8937		High-Throughput Screening to Identify Inhibitors of the Type I Interferon-Major Histocompatibility Complex Class I Pathway in Skeletal Muscle.
AID1347057CD47-SIRPalpha protein protein interaction - LANCE assay qHTS validation2019PloS one, , Volume: 14, Issue:7
ISSN: 1932-6203		Quantitative high-throughput screening assays for the discovery and development of SIRPα-CD47 interaction inhibitors.
AID1347086qHTS for Inhibitors of the Functional Ribonucleoprotein Complex (vRNP) of Lymphocytic Choriomeningitis Arenaviruses (LCMV): LCMV Primary Screen - GLuc reporter signal2020Antiviral research, 01, Volume: 173ISSN: 1872-9096A cell-based, infectious-free, platform to identify inhibitors of lassa virus ribonucleoprotein (vRNP) activity.
AID504810Antagonists of the Thyroid Stimulating Hormone Receptor: HTS campaign2010Endocrinology, Jul, Volume: 151, Issue:7
ISSN: 1945-7170		A small molecule inverse agonist for the human thyroid-stimulating hormone receptor.
AID504836Inducers of the Endoplasmic Reticulum Stress Response (ERSR) in human glioma: Validation2002The Journal of biological chemistry, Apr-19, Volume: 277, Issue:16
ISSN: 0021-9258		Sustained ER Ca2+ depletion suppresses protein synthesis and induces activation-enhanced cell death in mast cells.
AID1347045Natriuretic polypeptide receptor (hNpr1) antagonism - Pilot counterscreen GloSensor control cell line2019Science translational medicine, 07-10, Volume: 11, Issue:500
ISSN: 1946-6242		Inhibition of natriuretic peptide receptor 1 reduces itch in mice.
AID504812Inverse Agonists of the Thyroid Stimulating Hormone Receptor: HTS campaign2010Endocrinology, Jul, Volume: 151, Issue:7
ISSN: 1945-7170		A small molecule inverse agonist for the human thyroid-stimulating hormone receptor.
AID588349qHTS for Inhibitors of ATXN expression: Validation of Cytotoxic Assay2022The Journal of biological chemistry, 08, Volume: 298, Issue:8
ISSN: 1083-351X
AID1347083qHTS for Inhibitors of the Functional Ribonucleoprotein Complex (vRNP) of Lassa (LASV) Arenavirus: Viability assay - alamar blue signal for LASV Primary Screen2020Antiviral research, 01, Volume: 173ISSN: 1872-9096A cell-based, infectious-free, platform to identify inhibitors of lassa virus ribonucleoprotein (vRNP) activity.
AID1347058CD47-SIRPalpha protein protein interaction - HTRF assay qHTS validation2019PloS one, , Volume: 14, Issue:7
ISSN: 1932-6203		Quantitative high-throughput screening assays for the discovery and development of SIRPα-CD47 interaction inhibitors.
AID588519A screen for compounds that inhibit viral RNA polymerase binding and polymerization activities2011Antiviral research, Sep, Volume: 91, Issue:3
ISSN: 1872-9096		High-throughput screening identification of poliovirus RNA-dependent RNA polymerase inhibitors.
AID406411Protection against Bacillus anthracis lethal toxin-mediated cytotoxicity in mouse RAW264.7 cells assessed as change in viability at 0.125 to 12.5 uM relative to toxin-treated control2007Antimicrobial agents and chemotherapy, Jul, Volume: 51, Issue:7
ISSN: 0066-4804		Amiodarone and bepridil inhibit anthrax toxin entry into host cells.
AID268105Inhibition of dog bronchi prototypical epithelial sodium channel by electrophysiological assay2006Journal of medicinal chemistry, Jul-13, Volume: 49, Issue:14
ISSN: 0022-2623		Design, synthesis, and structure-activity relationships of novel 2-substituted pyrazinoylguanidine epithelial sodium channel blockers: drugs for cystic fibrosis and chronic bronchitis.
AID268106Recovery of short-circuit current in dog primary bronchial epithelial cells2006Journal of medicinal chemistry, Jul-13, Volume: 49, Issue:14
ISSN: 0022-2623		Design, synthesis, and structure-activity relationships of novel 2-substituted pyrazinoylguanidine epithelial sodium channel blockers: drugs for cystic fibrosis and chronic bronchitis.
AID1159607Screen for inhibitors of RMI FANCM (MM2) intereaction2016Journal of biomolecular screening, Jul, Volume: 21, Issue:6
ISSN: 1552-454X		A High-Throughput Screening Strategy to Identify Protein-Protein Interaction Inhibitors That Block the Fanconi Anemia DNA Repair Pathway.

Research

Studies (103)

TimeframeStudies, This Drug (%)All Drugs %
pre-199014 (13.59)18.7374
1990's30 (29.13)18.2507
2000's19 (18.45)29.6817
2010's30 (29.13)24.3611
2020's10 (9.71)2.80

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews0 (0.00%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other104 (100.00%)84.16%
SubstanceStudiesClassesRolesFirst YearLast YearAverage AgeRelationship StrengthTrialspre-19901990's2000's2010'spost-2020
pyrazinamide
0
monocarboxylic acid amide;
N-acylammonia;
pyrazines		antitubercular agent;
prodrug		00low000000
5-(n,n-hexamethylene)amiloride
0
aromatic amine;
azepanes;
guanidines;
monocarboxylic acid amide;
organochlorine compound;
pyrazines		antineoplastic agent;
apoptosis inducer;
odorant receptor antagonist;
sodium channel blocker		00low000000
ethylisopropylamiloride
0
aromatic amine;
guanidines;
monocarboxylic acid amide;
organochlorine compound;
pyrazines;
tertiary amino compound		anti-arrhythmia drug;
neuroprotective agent;
sodium channel blocker		00low000000
glipizide
0
aromatic amide;
monocarboxylic acid amide;
N-sulfonylurea;
pyrazines		EC 2.7.1.33 (pantothenate kinase) inhibitor;
hypoglycemic agent;
insulin secretagogue		00low000000
sulfalene
0
pyrazines;
sulfonamide antibiotic;
sulfonamide		00low000000
pyrazines
0
diazine;
pyrazines		Daphnia magna metabolite00low000000
aspergillic acid
0
pyrazines00low000000
tetramethylpyrazine
0
alkaloid;
pyrazines		antineoplastic agent;
apoptosis inhibitor;
bacterial metabolite;
neuroprotective agent;
platelet aggregation inhibitor;
vasodilator agent		00low000000
amiloride
0
aromatic amine;
guanidines;
organochlorine compound;
pyrazines		diuretic;
sodium channel blocker		00low000000
2,3-Dimethylpyrazine
0
pyrazines00low000000
2-ethyl-3,5-dimethylpyrazine
0
pyrazines00low000000
2,3,5-trimethylpyrazine
0
pyrazinesanimal metabolite;
bacterial metabolite;
flavouring agent;
pheromone;
plant metabolite		00low000000
2,3-Diethyl-5-methylpyrazine
0
pyrazines00low000000
2,5-dimethylpyrazine
0
pyrazines00low000000
oltipraz
0
1,2-dithiole;
pyrazines		angiogenesis modulating agent;
antimutagen;
antineoplastic agent;
antioxidant;
EC 3.1.3.48 (protein-tyrosine-phosphatase) inhibitor;
neurotoxin;
protective agent;
schistosomicide drug		00low000000
morphazinamide
0
morpholines;
pyrazines;
secondary carboxamide		00low000000
methyl 3-aminopyrazine-2-carboxylate
0
aromatic amine;
methyl ester;
pyrazines		00low000000
cyanopyrazine
0
nitrile;
pyrazines		00low000000
2-chloropyrazine
0
pyrazines00low000000
2-aminopyrazine
0
pyrazines00low000000
benzamil
0
guanidines;
pyrazines		00low000000
3',4'-dichlorobenzamil
0
guanidines;
pyrazines		00low000000
5-hydroxypyrazinamide
0
carboxamide;
pyrazines		00low000000
6-chloro-3,5-diaminopyrazine-3-carboxamide
0
organochlorine compound;
pyrazines		00low000000
2,3-diphenylpyrazine
0
pyrazines00low000000
bortezomib
0
amino acid amide;
L-phenylalanine derivative;
pyrazines		antineoplastic agent;
antiprotozoal drug;
protease inhibitor;
proteasome inhibitor		00low000000
isradipine
0
pyrazinesoxidized luciferins00low000000
2-methoxy-N-methyl-N-[5-(5-methyl-2-pyrazinyl)-1,3,4-thiadiazol-2-yl]acetamide
0
pyrazines00low000000
N-methyl-N-[5-(5-methyl-2-pyrazinyl)-1,3,4-thiadiazol-2-yl]-2-oxolanecarboxamide
0
pyrazines00low000000
N-(3-carbamoyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl)-2-pyrazinecarboxamide
0
primary carboxamide;
pyrazines;
secondary carboxamide		00low000000
N'-[1-oxo-2-(4-propan-2-ylphenoxy)ethyl]-2-pyrazinecarbohydrazide
0
carbohydrazide;
pyrazines		00low000000
N'-[2-(4-bromo-2-methylphenoxy)-1-oxoethyl]-2-pyrazinecarbohydrazide
0
carbohydrazide;
pyrazines		00low000000
N-[1-[(4-chlorophenyl)methyl]-4-pyrazolyl]-2-pyrazinecarboxamide
0
pyrazines;
secondary carboxamide		00low000000
2,6-bis(1-pyrazolyl)pyrazine
0
pyrazines00low000000
n-(4-(n-(3-methoxypyrazin-2-yl)sulfamoyl)phenyl)-3-(5-nitrothiophene-2-yl)acrylamide
0
pyrazines;
sulfonamide;
thiophenes		necroptosis inhibitor;
neuroprotective agent		00low000000
N-[5-[(2,6-dichlorophenyl)methylthio]-1,3,4-thiadiazol-2-yl]-5-methyl-2-pyrazinecarboxamide
0
pyrazines;
secondary carboxamide		00low000000
yoda 1
0
aromatic compound;
dichlorobenzene;
organic sulfide;
pyrazines;
thiadiazoles		glycine transporter 2 inhibitor;
piezo1 agonist		00low000000
3,5-Dimethylpyrazin-2-amine
0
pyrazines00low000000
telaprevir
0
cyclopentapyrrole;
cyclopropanes;
oligopeptide;
pyrazines		antiviral drug;
hepatitis C protease inhibitor;
peptidomimetic		00low000000
selexipag
0
aromatic amine;
ether;
monocarboxylic acid amide;
N-sulfonylcarboxamide;
pyrazines;
tertiary amino compound		orphan drug;
platelet aggregation inhibitor;
prodrug;
prostacyclin receptor agonist;
vasodilator agent		00low000000
mre 269
0
aromatic amine;
ether;
monocarboxylic acid;
pyrazines;
sulfonamide;
tertiary amino compound		drug metabolite;
orphan drug;
platelet aggregation inhibitor;
prostacyclin receptor agonist;
vasodilator agent		00low000000
azd2858
0
aromatic amine;
N-methylpiperazine;
pyrazines;
pyridines;
secondary carboxamide;
sulfonamide		antineoplastic agent;
bone density conservation agent;
EC 2.7.11.26 (tau-protein kinase) inhibitor;
Wnt signalling activator		00low000000
cx 5461
0
diazepine;
naphthyridine derivative;
organic heterotetracyclic compound;
pyrazines;
secondary carboxamide		antineoplastic agent;
apoptosis inducer;
EC 2.7.7.6 (RNA polymerase) inhibitor		00low000000
lgk974
0
bipyridines;
pyrazines;
pyridines;
secondary carboxamide		Wnt signalling inhibitor00low000000
gilteritinib
0
aromatic amine;
monomethoxybenzene;
N-methylpiperazine;
oxanes;
piperidines;
primary carboxamide;
pyrazines;
secondary amino compound		antineoplastic agent;
apoptosis inducer;
EC 2.7.10.1 (receptor protein-tyrosine kinase) inhibitor		00low000000
3-[(5-tert-butyl-1H-imidazol-4-yl)methylidene]-6-(phenylmethylene)piperazine-2,5-dione
0
pyrazines00low000000
agmatine
0
guanidines;
primary amino compound		Escherichia coli metabolite;
mouse metabolite		00low000000
gamma-guanidinobutyric acid
0
guanidines;
monocarboxylic acid;
zwitterion		fungal metabolite;
mouse metabolite;
Saccharomyces cerevisiae metabolite		00low000000
creatine
0
glycine derivative;
guanidines;
zwitterion		geroprotector;
human metabolite;
mouse metabolite;
neuroprotective agent;
nutraceutical		00low000000
pimagedine
0
guanidines;
one-carbon compound		EC 1.14.13.39 (nitric oxide synthase) inhibitor;
EC 1.4.3.4 (monoamine oxidase) inhibitor		00low000000
apraclonidine
0
dichlorobenzene;
guanidines;
imidazolines		alpha-adrenergic agonist;
antiglaucoma drug;
beta-adrenergic agonist;
diagnostic agent;
ophthalmology drug		00low000000
arcaine
0
guanidines00low000000
bethanidine
0
guanidinesadrenergic antagonist;
antihypertensive agent		00low000000
camostat
0
benzoate ester;
carboxylic ester;
diester;
guanidines;
tertiary carboxamide		anti-inflammatory agent;
anticoronaviral agent;
antifibrinolytic drug;
antihypertensive agent;
antineoplastic agent;
antiviral agent;
serine protease inhibitor		00low000000
cimetidine
0
aliphatic sulfide;
guanidines;
imidazoles;
nitrile		adjuvant;
analgesic;
anti-ulcer drug;
H2-receptor antagonist;
P450 inhibitor		00low000000
epinastine
0
benzazepine;
guanidines		anti-allergic agent;
H1-receptor antagonist;
histamine antagonist;
ophthalmology drug		00low000000
famotidine
0
1,3-thiazoles;
guanidines;
sulfonamide		anti-ulcer drug;
H2-receptor antagonist;
P450 inhibitor		00low000000
guanethidine
0
azocanes;
guanidines		adrenergic antagonist;
antihypertensive agent;
sympatholytic agent		00low000000
guanidine
0
carboxamidine;
guanidines;
one-carbon compound		00low000000
guazatine
0
aliphatic nitrogen antifungal agent;
guanidines;
secondary amino compound		antifungal agrochemical00low000000
metformin
0
guanidinesenvironmental contaminant;
geroprotector;
hypoglycemic agent;
xenobiotic		00low000000
nafamostat
0
benzoic acids;
guanidines		00low000000
(n-(p-cyanophenyl)-n'-(diphenylmethyl)guanidine)acetic acid
0
glycine derivative;
guanidines		epitope;
sweetening agent		00low000000
phenyl biguanide
0
guanidinescentral nervous system drug00low000000
biguanides
0
guanidines00low000000
diphenylguanidine
0
guanidinesallergen00low000000
dicyandiamido
0
guanidines;
nitrile		curing agent;
explosive;
fertilizer;
flame retardant;
nitrification inhibitor		00low000000
methylguanidine
0
guanidinesEC 1.14.13.39 (nitric oxide synthase) inhibitor;
metabolite;
uremic toxin		00low000000
galegine
0
guanidines00low000000
guanazodine
0
guanidines00low000000
guanadrel
0
guanidines;
spiroketal		adrenergic antagonist;
antihypertensive agent		00low000000
zanamivir
0
guanidinesantiviral agent;
EC 3.2.1.18 (exo-alpha-sialidase) inhibitor		00low000000
propamidine
0
aromatic ether;
guanidines;
polyether		antimicrobial agent;
antiseptic drug		00low000000
hexamidine
0
aromatic ether;
guanidines;
polyether		antimicrobial agent;
antiseptic drug		00low000000
synthalin a
0
guanidineshepatotoxic agent;
hypoglycemic agent;
nephrotoxin		00low000000
guanidinopropionic acid
0
guanidines;
zwitterion		hypoglycemic agent00low000000
guanidinoethane sulfonate
0
guanidines;
organosulfonic acid;
zwitterion		00low000000
hydroxyguanidine
0
guanidines;
one-carbon compound		antineoplastic agent;
antiviral agent		00low000000
nopaline
0
amino acid opine;
D-glutamic acid derivative;
guanidines;
L-arginine derivative;
secondary amino compound;
tricarboxylic acid		00low000000
octopine
0
amino acid opine;
amino dicarboxylic acid;
D-alpha-amino acid zwitterion;
D-arginine derivative;
guanidines;
secondary amino compound		animal metabolite;
xenobiotic metabolite		00low000000
acetylphenylalanyl-prolyl-boroarginine
0
acetamides;
C-terminal boronic acid peptide;
guanidines		anticoagulant;
EC 3.4.21.5 (thrombin) inhibitor		00low000000
n,n-dimethylarginine
0
dimethylarginine;
guanidines;
L-arginine derivative;
non-proteinogenic L-alpha-amino acid		EC 1.14.13.39 (nitric oxide synthase) inhibitor00low000000
e 64
0
dicarboxylic acid monoamide;
epoxy monocarboxylic acid;
guanidines;
L-leucine derivative;
zwitterion		antimalarial;
antiparasitic agent;
protease inhibitor		00low000000
omega-n-methylarginine
0
amino acid zwitterion;
arginine derivative;
guanidines;
L-arginine derivative;
non-proteinogenic L-alpha-amino acid		00low000000
argininehydroxamic acid
0
guanidines;
hydroxamic acid;
L-arginine derivative		00low000000
bcx 1812
0
3-hydroxy monocarboxylic acid;
acetamides;
cyclopentanols;
guanidines		antiviral drug;
EC 3.2.1.18 (exo-alpha-sialidase) inhibitor		00low000000
4-guanidinobenzoate
0
benzoic acids;
guanidines		00low000000
aminopotentidine
0
aromatic ether;
benzamides;
guanidines;
nitrile;
piperidines;
substituted aniline		H2-receptor antagonist00low000000
symmetric dimethylarginine
0
amino acid zwitterion;
dimethylarginine;
guanidines;
L-arginine derivative;
non-proteinogenic L-alpha-amino acid		EC 1.14.13.39 (nitric oxide synthase) inhibitor00low000000
delta-n-methylarginine
0
guanidines;
L-arginine derivative;
non-proteinogenic L-alpha-amino acid		00low000000
nitroarginine
0
guanidines;
L-arginine derivative;
N-nitro compound;
non-proteinogenic L-alpha-amino acid		00low000000
argininamide
0
amino acid amide;
guanidines;
L-arginine derivative		00low000000
n(1)-guanyl-1,7-diaminoheptane
0
guanidines;
primary amino compound		antineoplastic agent;
EC 2.5.1.46 (deoxyhypusine synthase) inhibitor		00low000000
tosylarginine methyl ester
0
guanidines;
L-arginine ester;
methyl ester;
sulfonamide		00low000000
N(2)-carbamimidoyl-N-{2-[4-(3-{4-[(5-carboxyfuran-2-yl)methoxy]-2,3-dichlorophenyl}-1-methyl-1H-pyrazol-5-yl)piperidin-1-yl]-2-oxoethyl}-D-leucinamide
0
D-leucine derivative;
dichlorobenzene;
furoic acid;
glycine derivative;
guanidines;
pyrazolylpiperidine		00low000000
l803087
0
benzenes;
fluoroindole;
guanidines;
L-arginine derivative;
methyl ester;
phenylindole;
secondary carboxamide		somatostatin receptor agonist00low000000
mitoguazone
0
guanidines;
hydrazone		antineoplastic agent;
apoptosis inducer;
EC 4.1.1.50 (adenosylmethionine decarboxylase) inhibitor		00low000000
famotidine
0
1,3-thiazoles;
guanidines;
sulfonamide		anti-ulcer drug;
H2-receptor antagonist;
P450 inhibitor		00low000000
gabexate methanesulfonate
0
benzoate ester;
guanidines;
methanesulfonate salt		00low000000
betrixaban
0
benzamides;
guanidines;
monochloropyridine;
monomethoxybenzene;
secondary carboxamide		anticoagulant;
EC 3.4.21.6 (coagulation factor Xa) inhibitor		00low000000
massadine
0
alkaloid;
guanidines;
organobromine compound;
pyrrolecarboxamide		animal metabolite;
EC 2.5.1.59 (protein geranylgeranyltransferase type I) inhibitor;
marine metabolite		00low000000
batzelladine a
0
alkaloid;
carboxylic ester;
guanidines;
organic heterotricyclic compound;
pyrrolopyrimidine;
triazaacenaphthylene		anti-HIV-1 agent;
metabolite		00low000000
vanchrobactin
0
catechols;
dipeptide;
guanidines;
monocarboxylic acid;
primary alcohol;
triol		bacterial metabolite;
marine metabolite;
siderophore		00low000000
decarbamylsaxitoxin
0
alkaloid;
guanidines;
ketone hydrate;
paralytic shellfish toxin;
primary alcohol;
pyrrolopurine		bacterial metabolite;
marine metabolite;
neurotoxin;
toxin;
xenobiotic		00low000000
dibromophakellin
0
alkaloid;
guanidines;
organobromine compound		alpha-adrenergic agonist;
animal metabolite;
marine metabolite		00low000000
guanidinohydantoin
0
guanidines;
imidazolidine-2,4-dione		00low000000
hordatine a
0
aromatic ether;
benzofurans;
dicarboxylic acid diamide;
guanidines;
phenols		adrenergic antagonist;
metabolite		00low000000
crambescidin 800
0
alkaloid;
carboxylic ester;
guanidines;
monocarboxylic acid amide;
organic heteropentacyclic compound;
primary amino compound;
secondary alcohol;
spiro compound		anti-HIV-1 agent;
anti-HSV-1 agent;
antimalarial;
marine metabolite		00low000000
saxitoxin
0
alkaloid;
carbamate ester;
guanidines;
ketone hydrate;
paralytic shellfish toxin;
pyrrolopurine		cyanotoxin;
marine metabolite;
neurotoxin;
sodium channel blocker;
toxin		00low000000
callipeltin a
0
cyclodepsipeptide;
guanidines;
lactone;
oligopeptide;
phenols		anti-HIV-1 agent;
antifungal agent;
metabolite		00low000000
phleomycin d1
0
bi-1,3-thiazole;
chelate-forming peptide;
disaccharide derivative;
glycopeptide;
guanidines		antibacterial agent;
antifungal agent;
antimicrobial agent;
antineoplastic agent;
bacterial metabolite		00low000000
tegaserod
0
carboxamidine;
guanidines;
hydrazines;
indoles		gastrointestinal drug;
serotonergic agonist		00low000000
SubstanceStudiesClassesRolesFirst YearLast YearAverage AgeRelationship StrengthTrialspre-19901990's2000's2010'spost-2020
am 580
1
amidobenzoic acid;
tetralins		antineoplastic agent;
retinoic acid receptor alpha/beta agonist		2007200717.0low000100
amiodarone
1
1-benzofurans;
aromatic ketone;
organoiodine compound;
tertiary amino compound		cardiovascular drug2007200717.0low000100
bepridil
1
pyrrolidines;
tertiary amine		anti-arrhythmia drug;
antihypertensive agent;
calcium channel blocker;
vasodilator agent		2007200717.0low000100
bisindolylmaleimide i
1
2007200717.0low000100
ml 9
1
naphthalenes;
sulfonic acid derivative		2007200717.0low000100
nicardipine
1
benzenes;
C-nitro compound;
diester;
dihydropyridine;
methyl ester;
tertiary amino compound		2007200717.0low000100
ns 1619
1
(trifluoromethyl)benzenes;
benzimidazoles;
phenols		potassium channel opener2007200717.0low000100
propafenone
1
aromatic ketone;
secondary alcohol;
secondary amino compound		anti-arrhythmia drug2007200717.0low000100
sb 202190
1
imidazoles;
organofluorine compound;
phenols;
pyridines		apoptosis inducer;
EC 2.7.11.24 (mitogen-activated protein kinase) inhibitor		2007200717.0low000100
amiloride
1
aromatic amine;
guanidines;
organochlorine compound;
pyrazines		diuretic;
sodium channel blocker		2006200618.0low000100
plasmenylserine
1
O-phosphoserineEC 1.4.7.1 [glutamate synthase (ferredoxin)] inhibitor;
EC 2.5.1.49 (O-acetylhomoserine aminocarboxypropyltransferase) inhibitor;
EC 4.3.1.10 (serine-sulfate ammonia-lyase) inhibitor;
Escherichia coli metabolite;
human metabolite;
mouse metabolite;
Saccharomyces cerevisiae metabolite		2007200717.0low000100
benzamil
1
guanidines;
pyrazines		2006200618.0low000100
san 202791
1
2007200717.0low000100
sdz pco 400
1
1-benzopyran2007200717.0low000100
sb 203580
1
imidazoles;
monofluorobenzenes;
pyridines;
sulfoxide		EC 2.7.11.1 (non-specific serine/threonine protein kinase) inhibitor;
EC 2.7.11.24 (mitogen-activated protein kinase) inhibitor;
geroprotector;
Hsp90 inhibitor;
neuroprotective agent		2007200717.0low000100
tretinoin
1
retinoic acid;
vitamin A		anti-inflammatory agent;
antineoplastic agent;
antioxidant;
AP-1 antagonist;
human metabolite;
keratolytic drug;
retinoic acid receptor agonist;
retinoid X receptor agonist;
signalling molecule		2007200717.0low000100
alitretinoin
1
retinoic acidantineoplastic agent;
keratolytic drug;
metabolite;
retinoid X receptor agonist		2007200717.0low000100
h 89
1
N-[2-(4-bromocinnamylamino)ethyl]isoquinoline-5-sulfonamide2007200717.0low000100
u-50488
1
dichlorobenzene;
monocarboxylic acid amide;
N-alkylpyrrolidine		analgesic;
antitussive;
calcium channel blocker;
diuretic;
kappa-opioid receptor agonist		2007200717.0low000100
n,n-dimethylsphingenine
1
aminodiol;
sphingoid;
tertiary amino compound		EC 2.7.1.91 (sphingosine kinase) inhibitor;
metabolite		2007200717.0low000100
isotretinoin
1
retinoic acidantineoplastic agent;
keratolytic drug;
teratogenic agent		2007200717.0low000100
kn 93
1
monochlorobenzenes;
monomethoxybenzene;
primary alcohol;
sulfonamide;
tertiary amino compound		EC 2.7.11.17 (Ca(2+)/calmodulin-dependent protein kinase) inhibitor;
geroprotector		2007200717.0low000100
SubstanceStudiesClassesRolesFirst YearLast YearAverage AgeRelationship StrengthTrialspre-19901990's2000's2010'spost-2020
gamma-aminobutyric acid
1
amino acid zwitterion;
gamma-amino acid;
monocarboxylic acid		human metabolite;
neurotransmitter;
Saccharomyces cerevisiae metabolite;
signalling molecule		201620168.0low000010
ammonium hydroxide
2
azane;
gas molecular entity;
mononuclear parent hydride		EC 3.5.1.4 (amidase) inhibitor;
metabolite;
mouse metabolite;
neurotoxin;
NMR chemical shift reference compound;
nucleophilic reagent;
refrigerant		1999201417.5low001010
choline
1
cholinesallergen;
Daphnia magna metabolite;
Escherichia coli metabolite;
human metabolite;
mouse metabolite;
neurotransmitter;
nutrient;
plant metabolite;
Saccharomyces cerevisiae metabolite		2005200519.0low000100
chlorine
10
halide anion;
monoatomic chlorine		cofactor;
Escherichia coli metabolite;
human metabolite		1988201223.9low023320
lactic acid
3
2-hydroxy monocarboxylic acidalgal metabolite;
Daphnia magna metabolite		201420169.0low000030
dimethyl sulfoxide
1
sulfoxide;
volatile organic compound		alkylating agent;
antidote;
Escherichia coli metabolite;
geroprotector;
MRI contrast agent;
non-narcotic analgesic;
polar aprotic solvent;
radical scavenger		1988198836.0low010000
hydrogen carbonate
4
carbon oxoanioncofactor;
Escherichia coli metabolite;
human metabolite;
mouse metabolite;
Saccharomyces cerevisiae metabolite		1988200727.5low012100
hydrogen
1
elemental hydrogen;
elemental molecule;
gas molecular entity		antioxidant;
electron donor;
food packaging gas;
fuel;
human metabolite		2000200024.0low001000
nickel
1
metal allergen;
nickel group element atom		epitope;
micronutrient		1990199034.0low001000
5-dimethylamiloride
4
1986199634.0low022000
5-(n,n-hexamethylene)amiloride
2
aromatic amine;
azepanes;
guanidines;
monocarboxylic acid amide;
organochlorine compound;
pyrazines		antineoplastic agent;
apoptosis inducer;
odorant receptor antagonist;
sodium channel blocker		2011201610.5low000020
ethylisopropylamiloride
8
aromatic amine;
guanidines;
monocarboxylic acid amide;
organochlorine compound;
pyrazines;
tertiary amino compound		anti-arrhythmia drug;
neuroprotective agent;
sodium channel blocker		1988201523.8low023030
acetazolamide
1
monocarboxylic acid amide;
sulfonamide;
thiadiazoles		anticonvulsant;
diuretic;
EC 4.2.1.1 (carbonic anhydrase) inhibitor		2000200024.0low001000
theophylline
2
dimethylxanthineadenosine receptor antagonist;
anti-asthmatic drug;
anti-inflammatory agent;
bronchodilator agent;
drug metabolite;
EC 3.1.4.* (phosphoric diester hydrolase) inhibitor;
fungal metabolite;
human blood serum metabolite;
immunomodulator;
muscle relaxant;
vasodilator agent		1989199930.0low011000
bumetanide
6
amino acid;
benzoic acids;
sulfonamide		diuretic;
EC 3.6.3.49 (channel-conductance-controlling ATPase) inhibitor		1992201123.8low004110
caffeine
1
purine alkaloid;
trimethylxanthine		adenosine A2A receptor antagonist;
adenosine receptor antagonist;
adjuvant;
central nervous system stimulant;
diuretic;
EC 2.7.11.1 (non-specific serine/threonine protein kinase) inhibitor;
EC 3.1.4.* (phosphoric diester hydrolase) inhibitor;
environmental contaminant;
food additive;
fungal metabolite;
geroprotector;
human blood serum metabolite;
mouse metabolite;
mutagen;
plant metabolite;
psychotropic drug;
ryanodine receptor agonist;
xenobiotic		2000200024.0low001000
verapamil
1
aromatic ether;
nitrile;
polyether;
tertiary amino compound		2005200519.0low000100
carbonyl cyanide m-chlorophenyl hydrazone
1
hydrazone;
monochlorobenzenes;
nitrile		antibacterial agent;
geroprotector;
ionophore		2004200420.0low000100
erythrosine
1
2007200717.0low000100
ethylenediamine
1
alkane-alpha,omega-diamineGABA agonist2005200519.0low000100
furosemide
3
chlorobenzoic acid;
furans;
sulfonamide		environmental contaminant;
loop diuretic;
xenobiotic		1988201420.3low010110
guanidine
1
carboxamidine;
guanidines;
one-carbon compound		201620168.0low000010
hydrochlorothiazide
2
benzothiadiazine;
organochlorine compound;
sulfonamide		antihypertensive agent;
diuretic;
environmental contaminant;
xenobiotic		1996201419.0low001010
metformin
1
guanidinesenvironmental contaminant;
geroprotector;
hypoglycemic agent;
xenobiotic		201720177.0low000010
methazolamide
1
sulfonamide;
thiadiazoles		2011201113.0low000010
metolazone
1
organochlorine compound;
quinazolines;
sulfonamide		antihypertensive agent;
diuretic;
ion transport inhibitor		2012201212.0low000010
nifedipine
1
C-nitro compound;
dihydropyridine;
methyl ester		calcium channel blocker;
human metabolite;
tocolytic agent;
vasodilator agent		2009200915.0low000100
aldosterone
3
11beta-hydroxy steroid;
18-oxo steroid;
20-oxo steroid;
21-hydroxy steroid;
3-oxo-Delta(4) steroid;
C21-steroid hormone;
mineralocorticoid;
primary alpha-hydroxy ketone;
steroid aldehyde		human metabolite;
mouse metabolite		1986199931.3low012000
edetic acid
1
ethylenediamine derivative;
polyamino carboxylic acid;
tetracarboxylic acid		anticoagulant;
antidote;
chelator;
copper chelator;
geroprotector		2005200519.0low000100
tyrosine
1
amino acid zwitterion;
erythrose 4-phosphate/phosphoenolpyruvate family amino acid;
L-alpha-amino acid;
proteinogenic amino acid;
tyrosine		EC 1.3.1.43 (arogenate dehydrogenase) inhibitor;
fundamental metabolite;
micronutrient;
nutraceutical		2010201014.0low000100
phlorhizin
1
aryl beta-D-glucoside;
dihydrochalcones;
monosaccharide derivative		antioxidant;
plant metabolite		1991199133.0low001000
2-aminoisobutyric acid
1
2,2-dialkylglycine zwitterion;
2,2-dialkylglycine		1990199034.0low001000
egtazic acid
1
diether;
tertiary amino compound;
tetracarboxylic acid		chelator2009200915.0low000100
mannitol
2
mannitolallergen;
antiglaucoma drug;
compatible osmolytes;
Escherichia coli metabolite;
food anticaking agent;
food bulking agent;
food humectant;
food stabiliser;
food thickening agent;
hapten;
metabolite;
osmotic diuretic;
sweetening agent		1999200422.5low001100
histidine
1
amino acid zwitterion;
histidine;
L-alpha-amino acid;
polar amino acid zwitterion;
proteinogenic amino acid		algal metabolite;
Escherichia coli metabolite;
human metabolite;
micronutrient;
mouse metabolite;
nutraceutical;
Saccharomyces cerevisiae metabolite		201920195.0low000010
nitrilotriacetic acid
1
NTA;
tricarboxylic acid		carcinogenic agent;
nephrotoxic agent		2005200519.0low000100
oxazoles
1
1,3-oxazoles;
mancude organic heteromonocyclic parent;
monocyclic heteroarene		2010201014.0low000100
durapatite
1
202120213.0low000001
amiloride
88
aromatic amine;
guanidines;
organochlorine compound;
pyrazines		diuretic;
sodium channel blocker		1985202222.1high0143314252
lanthanum
1
f-block element atom;
lanthanoid atom;
scandium group element atom		2005200519.0low000100
mercury
1
elemental mercury;
zinc group element atom		neurotoxin2005200519.0low000100
silver
1
copper group element atom;
elemental silver		Escherichia coli metabolite2007200717.0low000100
sodium sulfate
1
inorganic sodium salt2007200717.0low000100
silver nitrate
1
inorganic nitrate salt;
silver salt		astringent1999199925.0low001000
8-bromo cyclic adenosine monophosphate
1
3',5'-cyclic purine nucleotide;
adenyl ribonucleotide;
organobromine compound		antidepressant;
protein kinase agonist		1988198836.0low010000
simvastatin
1
delta-lactone;
fatty acid ester;
hexahydronaphthalenes;
statin (semi-synthetic)		EC 1.1.1.34/EC 1.1.1.88 (hydroxymethylglutaryl-CoA reductase) inhibitor;
EC 3.4.24.83 (anthrax lethal factor endopeptidase) inhibitor;
ferroptosis inducer;
geroprotector;
prodrug		202220222.0low000001
nicotine
1
3-(1-methylpyrrolidin-2-yl)pyridineanxiolytic drug;
biomarker;
immunomodulator;
mitogen;
neurotoxin;
nicotinic acetylcholine receptor agonist;
peripheral nervous system drug;
phytogenic insecticide;
plant metabolite;
psychotropic drug;
teratogenic agent;
xenobiotic		2011201113.0low000010
glycidyl nitrate
1
201920195.0low000010
1-(2-(3-(4-methoxyphenyl)propoxy)-4-methoxyphenylethyl)-1h-imidazole
1
ether;
imidazoles;
monomethoxybenzene		TRP channel blocker2009200915.0low000100
benzamil
13
guanidines;
pyrazines		1986201625.5low027220
3',4'-dichlorobenzamil
4
guanidines;
pyrazines		1989200031.0low013000
egta acetoxymethyl ester
1
2009200915.0low000100
hoe 694
1
2003200321.0low000100
ouabain
7
11alpha-hydroxy steroid;
14beta-hydroxy steroid;
5beta-hydroxy steroid;
alpha-L-rhamnoside;
cardenolide glycoside;
steroid hormone		anti-arrhythmia drug;
cardiotonic drug;
EC 2.3.3.1 [citrate (Si)-synthase] inhibitor;
EC 3.1.3.41 (4-nitrophenylphosphatase) inhibitor;
EC 3.6.3.10 (H(+)/K(+)-exchanging ATPase) inhibitor;
EC 3.6.3.9 (Na(+)/K(+)-transporting ATPase) inhibitor;
ion transport inhibitor;
plant metabolite		1987201127.4low031210
n-formylmethionine leucyl-phenylalanine
1
tripeptide1990199034.0low001000
oleic acid
1
octadec-9-enoic acidantioxidant;
Daphnia galeata metabolite;
EC 3.1.1.1 (carboxylesterase) inhibitor;
Escherichia coli metabolite;
mouse metabolite;
plant metabolite;
solvent		201620168.0low000010
thapsigargin
1
butyrate ester;
organic heterotricyclic compound;
sesquiterpene lactone		calcium channel blocker;
EC 3.6.3.8 (Ca(2+)-transporting ATPase) inhibitor		2009200915.0low000100
brij-58
1
2000200024.0low001000
valinomycin
1
cyclodepsipeptide;
macrocycle		antimicrobial agent;
antiviral agent;
bacterial metabolite;
potassium ionophore		1988198836.0low010000
quercetin
1
7-hydroxyflavonol;
pentahydroxyflavone		antibacterial agent;
antineoplastic agent;
antioxidant;
Aurora kinase inhibitor;
chelator;
EC 1.10.99.2 [ribosyldihydronicotinamide dehydrogenase (quinone)] inhibitor;
geroprotector;
phytoestrogen;
plant metabolite;
protein kinase inhibitor;
radical scavenger		2013201311.0low000010
dinoprostone
1
prostaglandins Ehuman metabolite;
mouse metabolite;
oxytocic		1992199232.0low001000
harmine
1
harmala alkaloidanti-HIV agent;
EC 1.4.3.4 (monoamine oxidase) inhibitor;
metabolite		2010201014.0low000100
genistein
1
7-hydroxyisoflavonesantineoplastic agent;
EC 5.99.1.3 [DNA topoisomerase (ATP-hydrolysing)] inhibitor;
geroprotector;
human urinary metabolite;
phytoestrogen;
plant metabolite;
tyrosine kinase inhibitor		201720177.0low000010
4-acetamido-4'-isothiocyanatostilbene-2,2'-disulfonic acid
1
stilbenoid2000200024.0low001000
purmorphamine
1
aromatic ether;
morpholines;
purines;
secondary amino compound		osteogenesis regulator;
SMO receptor agonist		201720177.0low000010
clobetasol
1
11beta-hydroxy steroid;
17alpha-hydroxy steroid;
20-oxo steroid;
3-oxo-Delta(1),Delta(4)-steroid;
chlorinated steroid;
fluorinated steroid;
glucocorticoid;
tertiary alpha-hydroxy ketone		anti-inflammatory drug;
SMO receptor agonist		201620168.0low000010
lead
1
carbon group element atom;
elemental lead;
metal atom		neurotoxin2005200519.0low000100
barium
1
alkaline earth metal atom;
elemental barium		1994199430.0low001000
rubidium
1
alkali metal atom1988198836.0low010000
strontium
1
alkaline earth metal atom201720177.0low000010
cysteine
1
cysteiniumfundamental metabolite2005200519.0low000100
bafilomycin a
2
2012201411.0low000020
4,4'-diisothiocyanostilbene-2,2'-disulfonic acid
3
2000200720.0low001200
zoniporide
1
2011201113.0low000010
bafilomycin a1
5
cyclic hemiketal;
macrolide antibiotic;
oxanes		apoptosis inducer;
autophagy inhibitor;
bacterial metabolite;
EC 3.6.3.10 (H(+)/K(+)-exchanging ATPase) inhibitor;
EC 3.6.3.14 (H(+)-transporting two-sector ATPase) inhibitor;
ferroptosis inhibitor;
fungicide;
potassium ionophore;
toxin		1999201120.0low001310
gw 7845
1
2010201014.0low000100
palytoxin
1
polyoltoxin1993199331.0low001000
pituitrin
1
1986198638.0low010000
transforming growth factor beta
1
202020204.0low000010
cyclic gmp
1
3',5'-cyclic purine nucleotide;
guanyl ribonucleotide		Escherichia coli metabolite;
human metabolite;
mouse metabolite;
plant metabolite;
Saccharomyces cerevisiae metabolite		1988198836.0low010000
8-bromocyclic gmp
1
3',5'-cyclic purine nucleotide;
organobromine compound		muscle relaxant;
protein kinase G agonist		1988198836.0low010000
2',4'-dimethylbenzamil
2
1990199133.5medium002000
5-(n-4-chlorobenzyl)-n-(2',4'-dimethyl)benzamil
1
1991199133.0low001000
2',7'-bis-(2-carboxyethyl)-5(6)-carboxyfluorescein acetoxymethyl ester
1
2007200717.0low000100
ConditionIndicatedStudiesFirst YearLast YearAverage AgeRelationship StrengthTrialspre-19901990's2000's2010'spost-2020
Anemia, Fanconi0
1
201620168.0low000010
Anoxemia0
1
2011201113.0low000010
Anthrax0
1
2007200717.0low000100
Bacillus anthracis Infection0
1
2007200717.0low000100
Blood Pressure, High0
1
1992199232.0low001000
Bronchitis, Chronic0
1
2006200618.0low000100
Chronic Bronchitis0
1
2006200618.0low000100
Congenital Zika Syndrome0
1
202020204.0low000010
Contact Dermatitis0
1
201920195.0low000010
Cystic Fibrosis0
4
1997200622.8low002200
Cystic Fibrosis of Pancreas0
4
1997200622.8low002200
Dermatitis, Contact0
1
201920195.0low000010
Di Guglielmo Disease0
1
1988198836.0low010000
Disease Models, Animal0
2
201920204.5low000020
Disease, Pulmonary0
1
2004200420.0low000100
Electrolytes0
1
2005200519.0low000100
Encephalitis, Polio0
1
2011201113.0low000010
Fanconi Anemia0
1
201620168.0low000010
Hypercapnia0
1
2007200717.0low000100
Hypertension0
1
1992199232.0low001000
Hypertension, Pulmonary0
1
2011201113.0low000010
Hypoxia0
1
2011201113.0low000010
Inflammation0
1
201720177.0low000010
Injuries, Mandibular0
2
201720177.0low000020
Innate Inflammatory Response0
1
201720177.0low000010
Itching0
1
201920195.0low000010
Leukemia, Erythroblastic, Acute0
1
1988198836.0low010000
Lung Diseases0
1
2004200420.0low000100
Muscle Contraction0
2
2004201116.5low000110
Osteomyelitis0
1
202220222.0low000001
Poliomyelitis0
1
2011201113.0low000010
Pregnancy0
4
199420229.0low001003
Pruritus0
1
201920195.0low000010
Pulmonary Hypertension0
1
2011201113.0low000010
Zika Virus Infection0
1
202020204.0low000010

Pharmacokinetics (2)

ArticleYear
Activation of sodium transport mediates regulation of thyroid follicle volume in response to hypotonic media.
The American journal of physiology, , Volume: 264, Issue:4 Pt 1		1993
Sodium channel but neither Na(+)-H+ nor Na-glucose symport inhibitors slow neonatal lung water clearance.
American journal of respiratory cell and molecular biology, , Volume: 5, Issue:4		1991

Dosage (1)

ArticleYear
Enhanced Osteogenesis of Adipose-Derived Stem Cells by Regulating Bone Morphogenetic Protein Signaling Antagonists and Agonists.
Stem cells translational medicine, , Volume: 5, Issue:4		2016