Compounds > hexamethylenebis(dimethyl-(3-phthalimidopropyl)ammonium bromide)
Page last updated: 2024-12-08

hexamethylenebis(dimethyl-(3-phthalimidopropyl)ammonium bromide)

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Description

hexamethylenebis(dimethyl-(3-phthalimidopropyl)ammonium bromide): antidote in organophosphate poisoning [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID167961
CHEMBL ID266295
SCHEMBL ID3989856
MeSH IDM0060443

Synonyms (31)

Synonym
n1,n6-bis(3-(1,3-dioxoisoindolin-2-yl)propyl)-n1,n1,n6,n6-tetramethylhexane-1,6-diaminium bromide
w-84 dibromide, >=98% (hplc), solid
hdmppa
hexamethylenebis(dimethyl-(3-phthalimidopropyl)ammonium bromide)
CHEMBL266295 ,
21093-51-6
SCHEMBL3989856
3-[1,3-bis(oxidanylidene)isoindol-2-yl]propyl-[6-[3-[1,3-bis(oxidanylidene)isoindol-2-yl]propyl-dimethyl-azaniumyl]hexyl]-dimethyl-azanium dibromide
A815135
3-(1,3-dioxo-2-isoindolyl)propyl-[6-[3-(1,3-dioxo-2-isoindolyl)propyl-dimethylammonio]hexyl]-dimethylammonium dibromide
1,6-hexanediaminium, n,n'-bis(3-(1,3-dihydro-1,3-dioxo-2h-isoindol-2-yl)propyl)-n,n,n',n'-tetramethyl-, dibromide
w 84
hexamethylene-bis-[dimethyl-(3-phthalimidopropyl)ammonium]dibromide
w-84 dibromide
FT-0638093
AKOS024458552
SR-01000597956-1
sr-01000597956
J-013837
DTXSID80943406
n~1~,n~6~-bis[3-(1,3-dioxo-1,3-dihydro-2h-isoindol-2-yl)propyl]-n~1~,n~1~,n~6~,n~6~-tetramethylhexane-1,6-bis(aminium) dibromide
1,6-hexanediaminium, n1,n6-bis[3-(1,3-dihydro-1,3-dioxo-2h-isoindol-2-yl)propyl]-n1,n1,n6,n6-tetramethyl-, bromide (1:2)
w 84 dibromide
F81746
3-(1,3-dioxoisoindol-2-yl)propyl-[6-[3-(1,3-dioxoisoindol-2-yl)propyl-dimethylazaniumyl]hexyl]-dimethylazanium;dibromide
WAA09351
HY-100979
w-84 (dibromide)
[3-(1,3-dioxo-2,3-dihydro-1h-isoindol-2-yl)propyl](6-{[3-(1,3-dioxo-2,3-dihydro-1h-isoindol-2-yl)propyl]dimethylazaniumyl}hexyl)dimethylazanium dibromide
AS-80705
CS-0020659
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Protein Targets (2)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Muscarinic acetylcholine receptor M2Homo sapiens (human)IC50 (µMol)0.47860.00001.23267.7930AID1482269
Muscarinic acetylcholine receptor M2Homo sapiens (human)Ki0.56140.00000.690210.0000AID1482282; AID1482283; AID1482312; AID1482313; AID1648528; AID1648530; AID1648531; AID1648532
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Activation Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Muscarinic acetylcholine receptor M2Sus scrofa (pig)EC50 (µMol)1.05370.01351.86256.3096AID142671; AID142679; AID142786; AID258953
Muscarinic acetylcholine receptor M2Homo sapiens (human)Kd0.24450.00050.16230.9300AID1482282; AID1482283; AID1648525; AID1648526; AID1648527
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (13)

Processvia Protein(s)Taxonomy
G protein-coupled receptor signaling pathwayMuscarinic acetylcholine receptor M2Homo sapiens (human)
adenylate cyclase-modulating G protein-coupled receptor signaling pathwayMuscarinic acetylcholine receptor M2Homo sapiens (human)
phospholipase C-activating G protein-coupled acetylcholine receptor signaling pathwayMuscarinic acetylcholine receptor M2Homo sapiens (human)
G protein-coupled acetylcholine receptor signaling pathwayMuscarinic acetylcholine receptor M2Homo sapiens (human)
nervous system developmentMuscarinic acetylcholine receptor M2Homo sapiens (human)
regulation of heart contractionMuscarinic acetylcholine receptor M2Homo sapiens (human)
response to virusMuscarinic acetylcholine receptor M2Homo sapiens (human)
G protein-coupled serotonin receptor signaling pathwayMuscarinic acetylcholine receptor M2Homo sapiens (human)
presynaptic modulation of chemical synaptic transmissionMuscarinic acetylcholine receptor M2Homo sapiens (human)
regulation of smooth muscle contractionMuscarinic acetylcholine receptor M2Homo sapiens (human)
adenylate cyclase-inhibiting G protein-coupled acetylcholine receptor signaling pathwayMuscarinic acetylcholine receptor M2Homo sapiens (human)
G protein-coupled receptor signaling pathway, coupled to cyclic nucleotide second messengerMuscarinic acetylcholine receptor M2Homo sapiens (human)
chemical synaptic transmissionMuscarinic acetylcholine receptor M2Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (3)

Processvia Protein(s)Taxonomy
G protein-coupled acetylcholine receptor activityMuscarinic acetylcholine receptor M2Homo sapiens (human)
arrestin family protein bindingMuscarinic acetylcholine receptor M2Homo sapiens (human)
G protein-coupled serotonin receptor activityMuscarinic acetylcholine receptor M2Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (13)

Processvia Protein(s)Taxonomy
plasma membraneMuscarinic acetylcholine receptor M2Homo sapiens (human)
membraneMuscarinic acetylcholine receptor M2Homo sapiens (human)
clathrin-coated endocytic vesicle membraneMuscarinic acetylcholine receptor M2Homo sapiens (human)
asymmetric synapseMuscarinic acetylcholine receptor M2Homo sapiens (human)
symmetric synapseMuscarinic acetylcholine receptor M2Homo sapiens (human)
presynaptic membraneMuscarinic acetylcholine receptor M2Homo sapiens (human)
neuronal cell bodyMuscarinic acetylcholine receptor M2Homo sapiens (human)
axon terminusMuscarinic acetylcholine receptor M2Homo sapiens (human)
postsynaptic membraneMuscarinic acetylcholine receptor M2Homo sapiens (human)
glutamatergic synapseMuscarinic acetylcholine receptor M2Homo sapiens (human)
cholinergic synapseMuscarinic acetylcholine receptor M2Homo sapiens (human)
plasma membraneMuscarinic acetylcholine receptor M2Homo sapiens (human)
synapseMuscarinic acetylcholine receptor M2Homo sapiens (human)
dendriteMuscarinic acetylcholine receptor M2Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (28)

Assay IDTitleYearJournalArticle
AID1482282Displacement of [3H]UNSW-MK259 from human muscarinic acetylcholine receptor M2 expressed in CHOK9 cells after 3 hrs by liquid scintillation counting assay2017Journal of medicinal chemistry, 04-27, Volume: 60, Issue:8
Radiolabeled Dibenzodiazepinone-Type Antagonists Give Evidence of Dualsteric Binding at the M
AID1648526Displacement of 4-(2-((1E,3E)-5-((E)-3,3-Dimethyl-1-(6-oxo-6-((2-(3-(1-(4-(1-(2-oxo-2-(11-oxo-10,11-dihydro-5H-dibenzo[b,e][1,4]diazepin-5-yl)ethyl)piperidin-4-yl)butyl)-1H-imidazol-4-yl)propanamido)ethyl)-amino)hexyl)-5-sulfoindolin-2-ylidene)penta-1,3-d2020Journal of medicinal chemistry, 04-23, Volume: 63, Issue:8
Red-Emitting Dibenzodiazepinone Derivatives as Fluorescent Dualsteric Probes for the Muscarinic Acetylcholine M
AID142671Allosteric potency against the dissociation of radioligand [3H]N-methylscopolamine from the porcine cardiac Muscarinic acetylcholine receptor M21999Journal of medicinal chemistry, Mar-11, Volume: 42, Issue:5
Bisquaternary ligands of the common allosteric site of M2 acetylcholine receptors: search for the minimum essential distances between the pharmacophoric elements.
AID1482312Displacement of [3H]Dimethyl-W84 from human muscarinic acetylcholine receptor M2 expressed in CHO cells after 2 hrs2017Journal of medicinal chemistry, 04-27, Volume: 60, Issue:8
Radiolabeled Dibenzodiazepinone-Type Antagonists Give Evidence of Dualsteric Binding at the M
AID1482283Displacement of [3H]UR-AP060 from human muscarinic acetylcholine receptor M2 expressed in CHOK9 cell homogenate after 3 hrs by liquid scintillation counting assay2017Journal of medicinal chemistry, 04-27, Volume: 60, Issue:8
Radiolabeled Dibenzodiazepinone-Type Antagonists Give Evidence of Dualsteric Binding at the M
AID1185256Displacement of [3H]-NMS from wild-type human muscarinic M2 receptor expressed in Flp-In-CHO cells by liquid scintillation counting2014Journal of medicinal chemistry, Aug-14, Volume: 57, Issue:15
Dualsteric muscarinic antagonists--orthosteric binding pose controls allosteric subtype selectivity.
AID1648528Displacement of 4-(2-((1E,3E)-5-((E)-3,3-Dimethyl-1-(6-oxo-6-((2-(4-(4-(1-(2-oxo-2-(11-oxo-10,11-dihydro-5H-dibenzo[b,e][1,4]diazepin-5-yl)ethyl)piperidin-4-yl)butyl)piperazin-1-yl)ethyl)amino)hexyl)-5-sulfoindolin-2-ylidene)penta-1,3-dien-1-yl)-3,3-dimet2020Journal of medicinal chemistry, 04-23, Volume: 63, Issue:8
Red-Emitting Dibenzodiazepinone Derivatives as Fluorescent Dualsteric Probes for the Muscarinic Acetylcholine M
AID1648525Displacement of 4-(2-((1E,3E)-5-((E)-3,3-Dimethyl-1-(6-oxo-6-((2-(4-(4-(1-(2-oxo-2-(11-oxo-10,11-dihydro-5H-dibenzo[b,e][1,4]diazepin-5-yl)ethyl)piperidin-4-yl)butyl)piperazin-1-yl)ethyl)amino)hexyl)-5-sulfoindolin-2-ylidene)penta-1,3-dien-1-yl)-3,3-dimet2020Journal of medicinal chemistry, 04-23, Volume: 63, Issue:8
Red-Emitting Dibenzodiazepinone Derivatives as Fluorescent Dualsteric Probes for the Muscarinic Acetylcholine M
AID142784Cooperativity factor pAlpha at porcine heart ventricle muscarinic acetylcholine receptor M2.2003Journal of medicinal chemistry, Mar-13, Volume: 46, Issue:6
Systematic development of high affinity bis(ammonio)alkane-type allosteric enhancers of muscarinic ligand binding.
AID258954Effect on [3H]NMS binding to muscarinic receptor M22006Journal of medicinal chemistry, Jan-12, Volume: 49, Issue:1
Design, synthesis, and action of oxotremorine-related hybrid-type allosteric modulators of muscarinic acetylcholine receptors.
AID258953Inhibition of [3H]NMS dissociation from porcine heart muscarinic receptor M22006Journal of medicinal chemistry, Jan-12, Volume: 49, Issue:1
Design, synthesis, and action of oxotremorine-related hybrid-type allosteric modulators of muscarinic acetylcholine receptors.
AID142783Binding affinity for [3H]NMS-occupied muscarinic acetylcholine receptor M2 from porcine heart ventricle.2003Journal of medicinal chemistry, Mar-13, Volume: 46, Issue:6
Systematic development of high affinity bis(ammonio)alkane-type allosteric enhancers of muscarinic ligand binding.
AID1648527Displacement of 4-(2-((1E,3E)-5-((E)-1-(6-((3,5-Bis((2-(3-(1-(4-(1-(2-oxo-2-(11-oxo-10,11-dihydro-5H-dibenzo[b,e][1,4]diazepin-5-yl)ethyl)piperidin-4-yl)butyl)-1H-imidazol-4-yl)propanamido)ethyl)carbamoyl)benzyl)amino)-6-oxohexyl)-3,3-dimethyl-5-sulfoindo2020Journal of medicinal chemistry, 04-23, Volume: 63, Issue:8
Red-Emitting Dibenzodiazepinone Derivatives as Fluorescent Dualsteric Probes for the Muscarinic Acetylcholine M
AID1482269Displacement of [3H]NMS from human muscarinic acetylcholine receptor M2 expressed in CHOK9 cells after 3 hrs by liquid scintillation counting assay2017Journal of medicinal chemistry, 04-27, Volume: 60, Issue:8
Radiolabeled Dibenzodiazepinone-Type Antagonists Give Evidence of Dualsteric Binding at the M
AID142786Effective concentration required to inhibit dissociation of [3H]NMS from porcine heart ventricles muscarinic acetylcholine receptor M2.2003Journal of medicinal chemistry, Mar-13, Volume: 46, Issue:6
Systematic development of high affinity bis(ammonio)alkane-type allosteric enhancers of muscarinic ligand binding.
AID1185259Displacement of [3H]-NMS from human muscarinic M2 Y177Q/T423H mutant expressed in Flp-In-CHO cells by liquid scintillation counting2014Journal of medicinal chemistry, Aug-14, Volume: 57, Issue:15
Dualsteric muscarinic antagonists--orthosteric binding pose controls allosteric subtype selectivity.
AID24884Half life (t1/2) value of the compound.1999Journal of medicinal chemistry, Mar-11, Volume: 42, Issue:5
Bisquaternary ligands of the common allosteric site of M2 acetylcholine receptors: search for the minimum essential distances between the pharmacophoric elements.
AID1482313Displacement of [3H]NMS from human muscarinic acetylcholine receptor M2 expressed in CHO cells after 2 hrs2017Journal of medicinal chemistry, 04-27, Volume: 60, Issue:8
Radiolabeled Dibenzodiazepinone-Type Antagonists Give Evidence of Dualsteric Binding at the M
AID142679Inhibition of [3H]- N-methyl-scopolamine ([3H]NMS) dissociation from porcine cardiac M2-receptors2000Journal of medicinal chemistry, Jun-01, Volume: 43, Issue:11
Structure-activity relationships in a series of bisquaternary bisphthalimidine derivatives modulating the muscarinic M(2)-receptor allosterically.
AID1648532Displacement of 4-(2-((1E,3E)-5-((E)-1-(6-((3,5-Bis((2-(3-(1-(4-(1-(2-oxo-2-(11-oxo-10,11-dihydro-5H-dibenzo[b,e][1,4]diazepin-5-yl)ethyl)piperidin-4-yl)butyl)-1H-imidazol-4-yl)propanamido)ethyl)carbamoyl)benzyl)amino)-6-oxohexyl)-3,3-dimethyl-5-sulfoindo2020Journal of medicinal chemistry, 04-23, Volume: 63, Issue:8
Red-Emitting Dibenzodiazepinone Derivatives as Fluorescent Dualsteric Probes for the Muscarinic Acetylcholine M
AID1185260Displacement of [3H]-NMS from human muscarinic M2 W422A mutant expressed in Flp-In-CHO cells by liquid scintillation counting2014Journal of medicinal chemistry, Aug-14, Volume: 57, Issue:15
Dualsteric muscarinic antagonists--orthosteric binding pose controls allosteric subtype selectivity.
AID142789Tested for binding of [3H]N-methylscopolamine ([3H]NMS) at porcine heart ventricle muscarinic acetylcholine receptor M2 expressed as -logKa.2003Journal of medicinal chemistry, Mar-13, Volume: 46, Issue:6
Systematic development of high affinity bis(ammonio)alkane-type allosteric enhancers of muscarinic ligand binding.
AID1648530Displacement of 4-(2-((1E,3E)-5-((E)-3,3-Dimethyl-1-(6-oxo-6-((2-(4-(4-(1-(2-oxo-2-(11-oxo-10,11-dihydro-5H-dibenzo[b,e][1,4]diazepin-5-yl)ethyl)piperidin-4-yl)butyl)piperazin-1-yl)ethyl)amino)hexyl)-5-sulfoindolin-2-ylidene)penta-1,3-dien-1-yl)-3,3-dimet2020Journal of medicinal chemistry, 04-23, Volume: 63, Issue:8
Red-Emitting Dibenzodiazepinone Derivatives as Fluorescent Dualsteric Probes for the Muscarinic Acetylcholine M
AID1185261Displacement of [3H]-NMS from wild-type human muscarinic M5 receptor expressed in CHO-K1 cells by liquid scintillation counting2014Journal of medicinal chemistry, Aug-14, Volume: 57, Issue:15
Dualsteric muscarinic antagonists--orthosteric binding pose controls allosteric subtype selectivity.
AID1648531Displacement of 4-(2-((1E,3E)-5-((E)-3,3-Dimethyl-1-(6-oxo-6-((2-(3-(1-(4-(1-(2-oxo-2-(11-oxo-10,11-dihydro-5H-dibenzo[b,e][1,4]diazepin-5-yl)ethyl)piperidin-4-yl)butyl)-1H-imidazol-4-yl)propanamido)ethyl)-amino)hexyl)-5-sulfoindolin-2-ylidene)penta-1,3-d2020Journal of medicinal chemistry, 04-23, Volume: 63, Issue:8
Red-Emitting Dibenzodiazepinone Derivatives as Fluorescent Dualsteric Probes for the Muscarinic Acetylcholine M
AID1185257Displacement of [3H]-NMS from human muscarinic M2 Y104A mutant expressed in Flp-In-CHO cells by liquid scintillation counting2014Journal of medicinal chemistry, Aug-14, Volume: 57, Issue:15
Dualsteric muscarinic antagonists--orthosteric binding pose controls allosteric subtype selectivity.
AID27594Partition coefficient (logP)2000Journal of medicinal chemistry, Jun-01, Volume: 43, Issue:11
Structure-activity relationships in a series of bisquaternary bisphthalimidine derivatives modulating the muscarinic M(2)-receptor allosterically.
AID1185258Displacement of [3H]-NMS from human muscarinic M2 Y177Q mutant expressed in Flp-In-CHO cells by liquid scintillation counting2014Journal of medicinal chemistry, Aug-14, Volume: 57, Issue:15
Dualsteric muscarinic antagonists--orthosteric binding pose controls allosteric subtype selectivity.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (24)

TimeframeStudies, This Drug (%)All Drugs %
pre-19901 (4.17)18.7374
1990's10 (41.67)18.2507
2000's10 (41.67)29.6817
2010's2 (8.33)24.3611
2020's1 (4.17)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 12.26

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 weak demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index12.26 (24.57)
Research Supply Index3.22 (2.92)
Research Growth Index5.48 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (12.26)

All Compounds (24.57)

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%
Other24 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceRelationship StrengthStudiesTrialsClassesRoles
tacrine
Tacrine: A cholinesterase inhibitor that crosses the blood-brain barrier. Tacrine has been used to counter the effects of muscle relaxants, as a respiratory stimulant, and in the treatment of Alzheimer's disease and other central nervous system disorders.. tacrine : A member of the class of acridines that is 1,2,3,4-tetrahydroacridine substituted by an amino group at position 9. It is used in the treatment of Alzheimer's disease.		2.4120acridines;
aromatic amine		EC 3.1.1.7 (acetylcholinesterase) inhibitor
hexamethonium
Hexamethonium: A nicotinic cholinergic antagonist often referred to as the prototypical ganglionic blocker. It is poorly absorbed from the gastrointestinal tract and does not cross the blood-brain barrier. It has been used for a variety of therapeutic purposes including hypertension but, like the other ganglionic blockers, it has been replaced by more specific drugs for most purposes, although it is widely used a research tool.		1.9810quaternary ammonium salt
oxotremorine m
oxotremorine M: structure given in first source		2.4120quaternary ammonium ionmuscarinic agonist
oxotremorine
Oxotremorine: A non-hydrolyzed muscarinic agonist used as a research tool.		2.9740N-alkylpyrrolidine
pirenzepine
Pirenzepine: An antimuscarinic agent that inhibits gastric secretion at lower doses than are required to affect gastrointestinal motility, salivary, central nervous system, cardiovascular, ocular, and urinary function. It promotes the healing of duodenal ulcers and due to its cytoprotective action is beneficial in the prevention of duodenal ulcer recurrence. It also potentiates the effect of other antiulcer agents such as CIMETIDINE and RANITIDINE. It is generally well tolerated by patients.		2.9240pyridobenzodiazepineanti-ulcer drug;
antispasmodic drug;
muscarinic antagonist
pyrilamine
Pyrilamine: A histamine H1 antagonist. It has mild hypnotic properties and some local anesthetic action and is used for allergies (including skin eruptions) both parenterally and locally. It is a common ingredient of cold remedies.. mepyramine : An ethylenediamine derivative that is ethylenediamine in which one of the amino nitrogens is substituted by two methyl groups and the remaining amino nitrogen is substituted by a 4-methoxybenzyl and a pyridin-2-yl group.		210aromatic ether;
ethylenediamine derivative		H1-receptor antagonist
tubocurarine
Tubocurarine: A neuromuscular blocker and active ingredient in CURARE; plant based alkaloid of Menispermaceae.. tubocurarine : A benzylisoquinoline alkaloid muscle relaxant which constitutes the active component of curare.. isoquinoline alkaloid : Any alkaloid that has a structure based on an isoquinoline nucleus. They are derived from the amino acids like tyrosine and phenylalanine.		1.9910bisbenzylisoquinoline alkaloiddrug allergen;
muscle relaxant;
nicotinic antagonist
tyrosine
Tyrosine: A non-essential amino acid. In animals it is synthesized from PHENYLALANINE. It is also the precursor of EPINEPHRINE; THYROID HORMONES; and melanin.. tyrosine : An alpha-amino acid that is phenylalanine bearing a hydroxy substituent at position 4 on the phenyl ring.		2.0210amino 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
gallamine triethiodide
Gallamine Triethiodide: A synthetic nondepolarizing blocking drug. The actions of gallamine triethiodide are similar to those of TUBOCURARINE, but this agent blocks the cardiac vagus and may cause sinus tachycardia and, occasionally, hypertension and increased cardiac output. It should be used cautiously in patients at risk from increased heart rate but may be preferred for patients with bradycardia. (From AMA Drug Evaluations Annual, 1992, p198)		3.4170
threonine
Threonine: An essential amino acid occurring naturally in the L-form, which is the active form. It is found in eggs, milk, gelatin, and other proteins.. threonine : An alpha-amino acid in which one of the hydrogens attached to the alpha-carbon of glycine is substituted by a 1-hydroxyethyl group.		2.4320amino acid zwitterion;
aspartate family amino acid;
L-alpha-amino acid;
proteinogenic amino acid;
threonine		algal metabolite;
Escherichia coli metabolite;
human metabolite;
micronutrient;
mouse metabolite;
nutraceutical;
plant metabolite;
Saccharomyces cerevisiae metabolite
tryptophan
Tryptophan: An essential amino acid that is necessary for normal growth in infants and for NITROGEN balance in adults. It is a precursor of INDOLE ALKALOIDS in plants. It is a precursor of SEROTONIN (hence its use as an antidepressant and sleep aid). It can be a precursor to NIACIN, albeit inefficiently, in mammals.. tryptophan : An alpha-amino acid that is alanine bearing an indol-3-yl substituent at position 3.		2.0310erythrose 4-phosphate/phosphoenolpyruvate family amino acid;
L-alpha-amino acid zwitterion;
L-alpha-amino acid;
proteinogenic amino acid;
tryptophan zwitterion;
tryptophan		antidepressant;
Escherichia coli metabolite;
human metabolite;
micronutrient;
mouse metabolite;
nutraceutical;
plant metabolite;
Saccharomyces cerevisiae metabolite
obidoxime chloride
Obidoxime Chloride: Cholinesterase reactivator occurring in two interchangeable isomeric forms, syn and anti.		2.420
quinazolines
Quinazolines: A group of aromatic heterocyclic compounds that contain a bicyclic structure with two fused six-membered aromatic rings, a benzene ring and a pyrimidine ring.. quinazoline : A mancude organic heterobicyclic parent that is naphthalene in which the carbon atoms at positions 1 and 3 have been replaced by nitrogen atoms.. quinazolines : Any organic heterobicyclic compound based on a quinazoline skeleton and its substituted derivatives.		2.3920azaarene;
mancude organic heterobicyclic parent;
ortho-fused heteroarene;
quinazolines
xanomeline
xanomeline: a cholinergic agonist; used in the treatment of Alzheimer's disease; structure given in first source		2.5920tetrahydropyridine;
thiadiazoles		muscarinic agonist;
serotonergic agonist
n-methylscopolamine
N-Methylscopolamine: A muscarinic antagonist used to study binding characteristics of muscarinic cholinergic receptors.		3.96130
nicotine
(S)-nicotine : A 3-(1-methylpyrrolidin-2-yl)pyridine in which the chiral centre has S-configuration. The naturally occurring and most active enantiomer of nicotine, isolated from Nicotiana tabacum.		1.97103-(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
afdx 384
[no description available]		2.730
hyoscyamine
Hyoscyamine: The 3(S)-endo isomer of atropine.. (S)-atropine : An atropine with a 2S-configuration.		2.110tropane alkaloid
atropine
tropan-3alpha-yl 3-hydroxy-2-phenylpropanoate : A tropane alkaloid that is (1R,5)-8-methyl-8-azabicyclo[3.2.1]octane substituted by a (3-hydroxy-2-phenylpropanoyl)oxy group at position 3.		2.5920
scopolamine hydrobromide
[no description available]		2.110
trimedoxime bromide
Trimedoxime: Cholinesterase reactivator used as an antidote in alkyl phosphate poisoning.		1.9710
ConditionIndicatedRelationship StrengthStudiesTrials
Organophosphorus Poisoning
[description not available]		01.9710
Organophosphate Poisoning
Poisoning due to exposure to ORGANOPHOSPHORUS COMPOUNDS, such as ORGANOPHOSPHATES; ORGANOTHIOPHOSPHATES; and ORGANOTHIOPHOSPHONATES.		01.9710