Page last updated: 2024-12-04

amitrole

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth Market Indicators

Description

Amitrole: A non-selective post-emergence, translocated herbicide. According to the Seventh Annual Report on Carcinogens (PB95-109781, 1994) this substance may reasonably be anticipated to be a carcinogen. (From Merck Index, 12th ed) It is an irreversible inhibitor of CATALASE, and thus impairs activity of peroxisomes. [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

amitrole : A member of the class of triazoles that is 1H-1,2,4-triazole substituted by an amino group at position 3. Used to control annual grasses and aquatic weeds (but not on food crops because it causes cancer in laboratory animals). Its use within the EU was banned from September 2017 on the grounds of potential groundwater contamination and risks to aquatic life; there have also been concerns about its endocrine-disrupting properties. [Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Cross-References

ID SourceID
PubMed CID1639
CHEMBL ID232801
CHEBI ID40036
MeSH IDM0000980

Synonyms (197)

Synonym
MLS001066382
smr000434277
1h-[1,2,4]triazol-3-ylamine
BIDD:GT0663
BIDD:ER0572
amitrole (3-amino-1h-1,2,4-triazole)
4h-1,2,4-triazol-3-amine
EN300-17045
1h-[1,2,4]triazol-3-yl-amine
elmasil
cytrole
cytrol
nsc7243
emisol
3-amino-1,4-triazol
orga-414
triazolamine
ramizol
diurol 5030
weedar at
amizol
3-amino-1h-1,4-triazole
weedazin
2-amino-1,4-triazole
weedazin arginit
fenavar
aminotriazole (plant regulator)
vorox
amitolamitril
kleer-lot
amizol f
herbizole
.delta.2-1,4-triazoline, 5-imino-
azolan
nsc-7243
amitrol
amitrol-t
amizol d
weedazol super
ent 25445
vorox as
emisol 50
amitril t.l.
amizol dp nau
domatol 88
x-all liquid
weedar ads
wln: t5mn dnj cz
weedazol gp2
3-at
campaprim a 1544
vorox aa
azaplant kombi
3-amino-s-triazole
5-amino-1h-1,4-triazole
aminotriazol-spritzpulver
s-triazole, 3-amino-
radoxone tl
herbidal total
3-aminotriazole
amerol
weedazol
amitrol 90
emisol f
1h-1,4-triazol-3-amine
usaf xr-22
weedex granulat
weedoclor
azaplant
weedazol t
3-amino-1,4-triazole
nsc34809
nsc-34809
1h-1,2,4-triazol-3-amine
3-amino-1h-1,2,4-triazole
1h-1,2,4-triazol-3-ylamine
amino triazole weedkiller 90
simazol
amitrole [ansi:bsi:iso]
5-amino-1h-1,2,4-triazole
caswell no. 040
nsc 34809
ccris 40
hsdb 2953
rcra waste no. u011
epa pesticide chemical code 004401
delta2-1,2,4-triazoline, 5-imino-
rcra waste number u011
einecs 200-521-5
diurol
STK300039
amitrole
aminotriazole
61-82-5
3-amino-1,2,4-triazole
2-amino-1,3,4-triazole
3-amino-1,2,4-triazole, >=95% (tlc)
CHEBI:40036 ,
3TR ,
NCGC00096037-01
SPECTRUM1505154
A-7200
1,2,4-triazole, 3-amino-
138903B1-BF0B-45AC-842E-8F06589B06F2
A0432
CHEMBL232801 ,
AE-641/30106057
FT-0662110
2h-[1,2,4]triazol-3-ylamine
bdbm50204936
1h-1,2,4-triazol-5-amine
AKOS001041416
AKOS003234051
A833433
NCGC00096037-02
dtxcid9076
dtxsid0020076 ,
cas-61-82-5
NCGC00256352-01
tox21_302991
tox21_201782
NCGC00259331-01
4h-[1,2,4]triazol-3-yl-amine
BBL012592
65380-04-3
(4h)-1,2,4-triazol-3-amine
65312-61-0
einecs 265-695-7
1,2,4-triazol-3-amine
HMS2796E16
zf80h5gxuf ,
unii-zf80h5gxuf
(4h-1,2,4-triazol-3-yl)amine-13c2,15n2
1346603-92-6
FT-0614903
4LPF
amitrole [mi]
amitrole [iarc]
trapidil impurity b [ep impurity]
amitrole [hsdb]
ent-25445
amitrole [iso]
CCG-214705
AKOS022504310
1h-1,2,4-triazole-3-amine
2h-1,2,4-triazol-3-amine
1h-[1,2,4]triazole-5-amine
3-amino-4h-[1,2,4]triazole
3-amino -1,2,4-triazole
3-amino-[1,2,4]triazole
3-amino-4h-1,2,4-triazole
W-203416
STR00855
3-amino-1,2,4-triazol
domatol (salt/mix)
mss aminotriazole
azaplant kombi (salt/mix)
aminotriazole bayer
1h-1,2,4-triazole, 3-amino-
1,2,4-triazol-3-ylamine
tomatol (salt/mix)
maxata
5-amino-1,2,4-triazole
2,3,5,6-tetraazabicyclo[2.1.1]hex-1-ene
3-amino-1.2.4-triazole
PS-9367
mfcd00005230
us9144538, amitrol
us9138393, amitrol
bdbm181126
F0001-1598
3-amino-1,2,4-triazole, 95%
mfcd00053362
amitrol, pestanal(r), analytical standard
4h-1,2,4-triazol-3-amine, aldrichcpr
trapidil impurity b, european pharmacopoeia (ep) reference standard
trapidil ep impurity b
218787-12-3
BCP22056
Q423314
155-25-9
5-amino-1,3,4-triazole
SB37916
mfcd00982302
D70019
5-amino-1h-1
3-amino-1
5-amino-s-triazole
5-amino-1
3-amino-1,2,4-triazole (amitrole)
F1716-0525
S5977
CS-0166917
CS-0071616
E85243
HY-W027592
Z56866006

Research Excerpts

Overview

Amitrole is a nonselective polar herbicide that can easily pollute ground and surface waters. Amitrole has been found to induce thyroid and liver tumours in rodents, yet demonstrates limited genotoxic activity.

ExcerptReferenceRelevance
"Amitrole is a biologically toxic nonselective herbicide which contaminates surface and ground waters at unprecedented rates. "( A simple electrochemical platform based on pectin stabilized gold nanoparticles for picomolar detection of biologically toxic amitrole.
Ajmal Ali, M; Al-Hemaid, FM; Chen, SM; Devasenathipathy, R; Huang, ST; Mani, V; Vasantha, VS, 2015
)
2.07
"Amitrole is a pesticide potentially interfering with thyroid hormone regulation."( Changes of thyroid hormone levels and related gene expression in Chinese rare minnow (Gobiocypris rarus) during 3-amino-1,2,4-triazole exposure and recovery.
Li, W; Li, Z; Spear, PA; Wang, Z; Yang, L; Zha, J, 2009
)
1.07
"Amitrole is a nonselective polar herbicide that can easily pollute ground and surface waters because of its high solubility in water. "( Determination of amitrole in environmental water samples with precolumn derivatization by high-performance liquid chromatography.
Cao, YS; Li, JQ; Liu, PF; Sun, Y; Wang, D, 2009
)
2.14
"Amitrole is a widely used polar herbicide, difficult to isolate from water. "( Determination of the herbicide amitrole in water with pre-column derivatization, liquid chromatography and tandem mass spectrometry.
Bobeldijk, I; Broess, K; Speksnijder, P; van Leerdam, T, 2001
)
2.04
"Amitrole is a herbicide which has been found to induce thyroid and liver tumours in rodents, yet demonstrates limited genotoxic activity. "( Evaluation of amitrole mutagenicity in Salmonella typhimurium using prostaglandin synthase activation.
Bonin, AM; Croker, P; Stacey, NH, 1992
)
2.09

Actions

ExcerptReferenceRelevance
"Amitrole may cause thyroid tumor by multiple signaling pathways, and bmp2, arnt2 and wnt5 b may beits major target genes."( [The change of cancer-related genes expression profile in Nthy-ori-3-1 cell induced by the pesticide amitrole].
Han, D; Pan, H; Wang, Q; Wu, S; Xuan, Q; Yin, J, 2016
)
2.09

Treatment

Amitrole treatment causes multispored ascus production by cells of a yeast strain. The induction of Lhc and RbcS gene expression was reduced by non-photooxidative, low-intensity light.

ExcerptReferenceRelevance
"The amitrole-treated seedlings did not form paracrystalline prolamellar bodies, and the induction of Lhc and RbcS gene expression was reduced by non-photooxidative, low-intensity light."( Amitrole treatment of etiolated barley seedlings leads to deregulation of tetrapyrrole synthesis and to reduced expression of Lhc and RbcS genes.
La Rocca, N; Oster, U; Rascio, N; Rüdiger, W, 2001
)
2.23
"Amitrole treatment causes multispored ascus production by cells of a yeast strain whose asci normally contain two diploid spores. "( Sporulation in single-spore isolates from amitrole-induced multispored asci of Saccharomyces cerevisiae.
Ashraf, M; Miller, JJ, 1978
)
1.97
"Amitrole treatment, at the same concentration, stimulated cell enlargment and ascus production in this organism."( The effect of amitrole (3-amino-1H-1,2-4-triazole) on cytokinin activity and sexual reproduction in the yeast Schizosaccharomyces octosporus.
Ashraf, M; Roberts, LW; Tylutki, EE, 1976
)
1.34

Toxicity

Amitrole was highly toxic at early larval stages of Drosophila (LD50 is 40 ppm in medium) Only rats which received ETU at 125 or 625 ppm and those ingesting PTU or amitrole demonstrated a measurable toxic response.

ExcerptReferenceRelevance
" Only those rats which received ETU at 125 or 625 ppm and those ingesting PTU or amitrole demonstrated a measurable toxic response."( Dietary subacute toxicity of ethylene thiourea in the laboratory rat.
Baron, RL; Freudenthal, RI; Kerchner, G; Persing, R,
)
0.36
"Amitrole was highly toxic at early larval stages of Drosophila (LD50 is 40 ppm in medium)."( Mutangenicity and toxicity of amitrole. I. Drosophila tests.
Bamford, D; Gripenberg, U; Laamanen, I; Meretoja, T; Sorsa, M, 1976
)
1.99
" In contrast, 3-AT pretreatment did not affect the LD50 of DMN or provide any protection against the hepatotoxicity of DMN."( Effects of pyrazole and 3-amino-1,2,4-triazole on the metabolism and toxicity of dimethylnitrosamine in the rat.
Gangolli, SD; Grasso, P; Lake, BG; Lloyd, AG; Phillips, JC, 1977
)
0.26
"1-Methyl-4-phenyl-1,2,3,6-tetrahydropyridine (MPTP) has been shown to be toxic by inducing oxygen free radicals in the mammalian nervous system, especially in the nigrostriatal dopaminergic system."( Reduced levels of catalase activity potentiate MPP+-induced toxicity: comparison between MN9D cells and CHO cells.
Ali, SF; Hass, BS; Hussain, S; Slikker, W, 1999
)
0.3
"Retinal photoreceptors and retinal pigment epithelial (RPE) cells are among the cell types that are sensitive to poisoning with methanol and its toxic metabolite formic acid."( Antioxidants and ocular cell type differences in cytoprotection from formic acid toxicity in vitro.
Burke, JM; Eells, JT; Henry, MM; Skumatz, CM; Treichel, JL, 2004
)
0.32
" This material has been utilized to fabricate fire safe epoxy thermosets (EP)."( From herbicide to flame retardant: The lamellar-like phosphorus-bridged amitrole toward high fire safety epoxy resin with light smoke and low toxicity.
Ai, YF; Bai, WB; Jian, RK; Lin, YC; Liu, XD; Xie, RR, 2022
)
0.95

Compound-Compound Interactions

ExcerptReferenceRelevance
" The present study was performed to investigate whether three amino compounds, 1-methyl-9H-pyrido[3,4-b]indole (harman), 9H-pyrido[3,4-b]indole (norharman) and 2-amino-1,3,4-triazole (amitrole), might be converted in vivo to compounds capable of promoting hepatocarcinogenesis when given with NaNO(2)."( Lack of combination hepatocarcinogenicity of harman, norharman and amitrole when given with NaNO2 in the rat.
Asamoto, M; Hirose, M; Ichihara, T; Imaida, K; Kawabe, M; Miyashita, K; Ogiso, T; Shirai, T; Tamano, S, 2005
)
0.76

Bioavailability

ExcerptReferenceRelevance
" In contrast to these results, compounds such as urea and amitrole, which remain completely nonionized over the pH range studied, showed no change in absorption rate when the pH was varied."( Lung pH and pulmonary absorption of nonvolatile drugs in the rat.
Less, MJ; Schanker, LS,
)
0.38

Dosage Studied

ExcerptRelevanceReference
" In the higher dosage group, these ratios increased markedly, whereas with the lower dosage group, the ratios stabilized at a lower value."( The effects of aminotriazole (ATZ) on the thyroid gland and the development of the White Leghorn chick.
Goldsmith, ED; Rolle-Getz, GK; Wishe, HI, 1979
)
0.26
" However, parallel studies including the dosage of the active hormones (T3, T4) are necessary in order to appreciate the value of Tgl determination as an indicator of hormogenesis in this type of experiments."( The radioimmunological measurement of thyroglobulin secretion in vitro under the influence of some herbicides.
Dimitriu, V; Ghinea, E; Ghinea, L; Oprescu, M; Săhleanu, V; Simionescu, L,
)
0.13
" The dose-response relationship between H2O2 (0."( Role of cellular defense against hydrogen peroxide-induced inhibition of myocyte respiration.
Kako, KJ; Konno, N,
)
0.13
" Treatment of rats with aminotriazole in vivo inhibited heart catalase by 83% and shifted the dose-response curve for GSSG release toward lower H2O2 concentrations."( Role of catalase in metabolism of hydrogen peroxide by the perfused rat heart.
Thayer, WS, 1986
)
0.27
" High dosage affects all inter- and intralobular portions."( Light and electron microscopical changes in the liver of mice following treatment with aminotriazole.
Reitze, HK; Seitz, KA, 1985
)
0.27
" However, glucose protected the cells from killing induced by milder exposure (1 mumol/10(7) cells) to the oxidant causing a shift in the dose-response curve."( The role of glucose in cellular defences against cytotoxicity of hydrogen peroxide in Chinese hamster ovary cells.
Averill-Bates, DA; Przybytkowski, E, 1994
)
0.29
" In vivo studies from our laboratory with potent antioxidants in dosage regimes inhibiting LP, however, were in contrast with that hypothesis."( Depression of liver microsomal glucose 6-phosphatase activity in carbon tetrachloride-poisoned rats. Potential synergistic effects of lipid peroxidation and of covalent binding of haloalkane-derived free radicals to cellular components in the process.
Castro, JA; de Toranzo, EG; González Padrón, A, 1996
)
0.29
" Preincubation with 300 and 1000 microM SCU significantly suppressed the contractile dose-response to phenylephrine, causing both a significant rise in half maximal effective concentration and a decrease in the maximal developed force."( Nitric oxide and catalase-sensitive relaxation by scutellarin in the mouse thoracic aorta.
Bofferding, A; Lust, RM; Wingard, CJ; Yang, W, 2009
)
0.35
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Roles (3)

RoleDescription
herbicideA substance used to destroy plant pests.
EC 1.11.1.6 (catalase) inhibitorAn inhibitor of peroxidases (EC 1.11.1.*) that inhibits the action of catalase (EC 1.11.1.6).
carotenoid biosynthesis inhibitorAny pathway inhibitor that acts on the carotenoid biosynthesis pathway.
[role information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Drug Classes (2)

ClassDescription
aromatic amineAn amino compound in which the amino group is linked directly to an aromatic system.
triazolesAn azole in which the five-membered heterocyclic aromatic skeleton contains three N atoms and two C atoms.
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Pathways (2)

PathwayProteinsCompounds
thyroid hormone biosynthesis524
L-histidine biosynthesis1833

Protein Targets (25)

Potency Measurements

ProteinTaxonomyMeasurementAverage (µ)Min (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Chain A, 2-oxoglutarate OxygenaseHomo sapiens (human)Potency28.18380.177814.390939.8107AID2147
acetylcholinesteraseHomo sapiens (human)Potency58.36480.002541.796015,848.9004AID1347398
TDP1 proteinHomo sapiens (human)Potency17.34570.000811.382244.6684AID686978; AID686979
retinoic acid nuclear receptor alpha variant 1Homo sapiens (human)Potency20.13410.003041.611522,387.1992AID1159552; AID1159555
estrogen-related nuclear receptor alphaHomo sapiens (human)Potency31.70020.001530.607315,848.9004AID1224841
estrogen nuclear receptor alphaHomo sapiens (human)Potency26.07350.000229.305416,493.5996AID743069; AID743079
nuclear factor erythroid 2-related factor 2 isoform 1Homo sapiens (human)Potency25.77850.000627.21521,122.0200AID743219
cytochrome P450 3A4 isoform 1Homo sapiens (human)Potency15.84890.031610.279239.8107AID884; AID885
Gamma-aminobutyric acid receptor subunit piRattus norvegicus (Norway rat)Potency15.84891.000012.224831.6228AID885
Gamma-aminobutyric acid receptor subunit beta-1Rattus norvegicus (Norway rat)Potency15.84891.000012.224831.6228AID885
Gamma-aminobutyric acid receptor subunit deltaRattus norvegicus (Norway rat)Potency15.84891.000012.224831.6228AID885
Gamma-aminobutyric acid receptor subunit gamma-2Rattus norvegicus (Norway rat)Potency15.84891.000012.224831.6228AID885
Gamma-aminobutyric acid receptor subunit alpha-5Rattus norvegicus (Norway rat)Potency15.84891.000012.224831.6228AID885
Gamma-aminobutyric acid receptor subunit alpha-3Rattus norvegicus (Norway rat)Potency15.84891.000012.224831.6228AID885
Gamma-aminobutyric acid receptor subunit gamma-1Rattus norvegicus (Norway rat)Potency15.84891.000012.224831.6228AID885
Gamma-aminobutyric acid receptor subunit alpha-2Rattus norvegicus (Norway rat)Potency15.84891.000012.224831.6228AID885
Gamma-aminobutyric acid receptor subunit alpha-4Rattus norvegicus (Norway rat)Potency15.84891.000012.224831.6228AID885
Gamma-aminobutyric acid receptor subunit gamma-3Rattus norvegicus (Norway rat)Potency15.84891.000012.224831.6228AID885
Gamma-aminobutyric acid receptor subunit alpha-6Rattus norvegicus (Norway rat)Potency15.84891.000012.224831.6228AID885
Gamma-aminobutyric acid receptor subunit alpha-1Rattus norvegicus (Norway rat)Potency15.84891.000012.224831.6228AID885
Gamma-aminobutyric acid receptor subunit beta-3Rattus norvegicus (Norway rat)Potency15.84891.000012.224831.6228AID885
Gamma-aminobutyric acid receptor subunit beta-2Rattus norvegicus (Norway rat)Potency15.84891.000012.224831.6228AID885
GABA theta subunitRattus norvegicus (Norway rat)Potency15.84891.000012.224831.6228AID885
Gamma-aminobutyric acid receptor subunit epsilonRattus norvegicus (Norway rat)Potency15.84891.000012.224831.6228AID885
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Integrase Human immunodeficiency virus 1IC50 (µMol)0.17000.00051.544310.0000AID93381
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Ceullar Components (1)

Processvia Protein(s)Taxonomy
plasma membraneGamma-aminobutyric acid receptor subunit gamma-2Rattus norvegicus (Norway rat)
plasma membraneGamma-aminobutyric acid receptor subunit alpha-1Rattus norvegicus (Norway rat)
plasma membraneGamma-aminobutyric acid receptor subunit beta-2Rattus norvegicus (Norway rat)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (23)

Assay IDTitleYearJournalArticle
AID1745845Primary qHTS for Inhibitors of ATXN expression
AID588499High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain A protease, MLPCN compound set2010Current protocols in cytometry, Oct, Volume: Chapter 13Microsphere-based flow cytometry protease assays for use in protease activity detection and high-throughput screening.
AID588499High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain A protease, MLPCN compound set2006Cytometry. Part A : the journal of the International Society for Analytical Cytology, May, Volume: 69, Issue:5
Microsphere-based protease assays and screening application for lethal factor and factor Xa.
AID588499High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain A protease, MLPCN compound set2010Assay and drug development technologies, Feb, Volume: 8, Issue:1
High-throughput multiplex flow cytometry screening for botulinum neurotoxin type a light chain protease inhibitors.
AID588497High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain F protease, MLPCN compound set2010Current protocols in cytometry, Oct, Volume: Chapter 13Microsphere-based flow cytometry protease assays for use in protease activity detection and high-throughput screening.
AID588497High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain F protease, MLPCN compound set2006Cytometry. Part A : the journal of the International Society for Analytical Cytology, May, Volume: 69, Issue:5
Microsphere-based protease assays and screening application for lethal factor and factor Xa.
AID588497High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain F protease, MLPCN compound set2010Assay and drug development technologies, Feb, Volume: 8, Issue:1
High-throughput multiplex flow cytometry screening for botulinum neurotoxin type a light chain protease inhibitors.
AID588501High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Lethal Factor Protease, MLPCN compound set2010Current protocols in cytometry, Oct, Volume: Chapter 13Microsphere-based flow cytometry protease assays for use in protease activity detection and high-throughput screening.
AID588501High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Lethal Factor Protease, MLPCN compound set2006Cytometry. Part A : the journal of the International Society for Analytical Cytology, May, Volume: 69, Issue:5
Microsphere-based protease assays and screening application for lethal factor and factor Xa.
AID588501High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Lethal Factor Protease, MLPCN compound set2010Assay and drug development technologies, Feb, Volume: 8, Issue:1
High-throughput multiplex flow cytometry screening for botulinum neurotoxin type a light chain protease inhibitors.
AID651635Viability Counterscreen for Primary qHTS for Inhibitors of ATXN expression
AID409954Inhibition of mouse brain MAOA2008Journal of medicinal chemistry, Nov-13, Volume: 51, Issue:21
Quantitative structure-activity relationship and complex network approach to monoamine oxidase A and B inhibitors.
AID106581Compound concentration required to reduce the exponential growth of MT-4 cells by 50%1998Journal of medicinal chemistry, Oct-08, Volume: 41, Issue:21
Geometrically and conformationally restrained cinnamoyl compounds as inhibitors of HIV-1 integrase: synthesis, biological evaluation, and molecular modeling.
AID299139Inhibition of bacterial glucosamine-6-phosphate synthase by colorimetric morgan-elson assay2007Bioorganic & medicinal chemistry letters, Apr-01, Volume: 17, Issue:7
Discovering new inhibitors of bacterial glucosamine-6P synthase (GlmS) by docking simulations.
AID95500Compound concentration required to reduce the exponential growth of KB cells by 50%1998Journal of medicinal chemistry, Oct-08, Volume: 41, Issue:21
Geometrically and conformationally restrained cinnamoyl compounds as inhibitors of HIV-1 integrase: synthesis, biological evaluation, and molecular modeling.
AID167940Tested for carcinogenic activity on breast after oral administration of the compound; - denotes non carcinogenic activity.1981Journal of medicinal chemistry, Mar, Volume: 24, Issue:3
Computer-assisted structure-activity studies of chemical carcinogens. Aromatic amines.
AID167927Carcinogenic activity on all sites after oral administration1981Journal of medicinal chemistry, Mar, Volume: 24, Issue:3
Computer-assisted structure-activity studies of chemical carcinogens. Aromatic amines.
AID409956Inhibition of mouse brain MAOB2008Journal of medicinal chemistry, Nov-13, Volume: 51, Issue:21
Quantitative structure-activity relationship and complex network approach to monoamine oxidase A and B inhibitors.
AID168084Carcinogenic activity on liver after oral administration1981Journal of medicinal chemistry, Mar, Volume: 24, Issue:3
Computer-assisted structure-activity studies of chemical carcinogens. Aromatic amines.
AID167951Carcinogenic activity on ear duct after oral administration of the compound; - denotes non carcinogenic activity.1981Journal of medicinal chemistry, Mar, Volume: 24, Issue:3
Computer-assisted structure-activity studies of chemical carcinogens. Aromatic amines.
AID96213Fold increase in protein-linked DNA breaks (PLDB) with respect to untreated controls.1998Journal of medicinal chemistry, Oct-08, Volume: 41, Issue:21
Geometrically and conformationally restrained cinnamoyl compounds as inhibitors of HIV-1 integrase: synthesis, biological evaluation, and molecular modeling.
AID168110Carcinogenic activity on other sites after oral administration1981Journal of medicinal chemistry, Mar, Volume: 24, Issue:3
Computer-assisted structure-activity studies of chemical carcinogens. Aromatic amines.
AID93381Compound concentration required to reduce HIV-1 Integrase 3'-processing activity by 50%1998Journal of medicinal chemistry, Oct-08, Volume: 41, Issue:21
Geometrically and conformationally restrained cinnamoyl compounds as inhibitors of HIV-1 integrase: synthesis, biological evaluation, and molecular modeling.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (843)

TimeframeStudies, This Drug (%)All Drugs %
pre-1990316 (37.49)18.7374
1990's230 (27.28)18.2507
2000's173 (20.52)29.6817
2010's106 (12.57)24.3611
2020's18 (2.14)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 41.33

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be strong demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index41.33 (24.57)
Research Supply Index6.80 (2.92)
Research Growth Index4.33 (4.65)
Search Engine Demand Index100.06 (26.88)
Search Engine Supply Index3.02 (0.95)

This Compound (41.33)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials2 (0.22%)5.53%
Reviews7 (0.78%)6.00%
Case Studies4 (0.44%)4.05%
Observational0 (0.00%)0.25%
Other886 (98.55%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]