cimetidine (CHEBI:3699)

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ChEBI Name	cimetidine

ChEBI ID	CHEBI:3699

Definition	A member of the class of guanidines that consists of guanidine carrying a methyl substituent at position 1, a cyano group at position 2 and a 2-{[(5-methyl-1H-imidazol-4-yl)methyl]sulfanyl}ethyl group at position 3. It is a H₂-receptor antagonist that inhibits the production of acid in stomach.

Stars	This entity has been manually annotated by the ChEBI Team.

Supplier Information	ChemicalBook:CB4229414, ChemicalBook:CB31086794, eMolecules:26714830, eMolecules:6208997, eMolecules:1107425, eMolecules:19230646, eMolecules:901649, Selleckchem:Cimetidine(Tagamet), ZINC000018115268

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Formula

C10H16N6S

Net Charge

Average Mass

252.34048

Monoisotopic Mass

252.11572

InChI

InChI=1S/C10H16N6S/c1-8-9(16-7-15-8)5-17-4-3-13-10(12-2)14-6-11/h7H,3-5H2,1-2H3,(H,15,16)(H2,12,13,14)

InChIKey

AQIXAKUUQRKLND-UHFFFAOYSA-N

SMILES

CN\C(NCCSCc1nc[nH]c1C)=N\C#N

Roles Classification
Biological Role(s):	H2-receptor antagonist H2-receptor antagonists are the drugs that selectively bind to but do not activate histamine H2 receptors, thereby blocking the actions of endogenous histamine. P450 inhibitor An enzyme inhibitor that interferes with the activity of cytochrome P450 involved in catalysis of organic substances. analgesic An agent capable of relieving pain without the loss of consciousness or without producing anaesthesia. In addition, analgesic is a role played by a compound which is exhibited by a capability to cause a reduction of pain symptoms.

Application(s):	H2-receptor antagonist H2-receptor antagonists are the drugs that selectively bind to but do not activate histamine H2 receptors, thereby blocking the actions of endogenous histamine. analgesic An agent capable of relieving pain without the loss of consciousness or without producing anaesthesia. In addition, analgesic is a role played by a compound which is exhibited by a capability to cause a reduction of pain symptoms. adjuvant Any pharmacological or immunological agent that modifies the effect of other agents such as drugs or vaccines while having few if any direct effects when given by itself. anti-ulcer drug One of various classes of drugs with different action mechanisms used to treat or ameliorate peptic ulcer or irritation of the gastrointestinal tract.

ChEBI Ontology
Outgoing	cimetidine (CHEBI:3699) has role adjuvant (CHEBI:60809) cimetidine (CHEBI:3699) has role analgesic (CHEBI:35480) cimetidine (CHEBI:3699) has role anti-ulcer drug (CHEBI:49201) cimetidine (CHEBI:3699) has role H₂-receptor antagonist (CHEBI:37961) cimetidine (CHEBI:3699) has role P450 inhibitor (CHEBI:50183) cimetidine (CHEBI:3699) is a aliphatic sulfide (CHEBI:22327) cimetidine (CHEBI:3699) is a guanidines (CHEBI:24436) cimetidine (CHEBI:3699) is a imidazoles (CHEBI:24780) cimetidine (CHEBI:3699) is a nitrile (CHEBI:18379)

Incoming	cimetidine S-oxide (CHEBI:30731) has functional parent cimetidine (CHEBI:3699) cimetidine hydrochloride (CHEBI:50362) has part cimetidine (CHEBI:3699)

IUPAC Name

2-cyano-1-methyl-3-(2-{[(5-methyl-1H-imidazol-4-yl)methyl]sulfanyl}ethyl)guanidine

Synonyms	Sources
1-Cyano-2-methyl-3-(2-(((5-methyl-4-imidazolyl)methyl)thio)ethyl)guanidine	ChemIDplus
2-cyano-1-methyl-3-(2-(((5-methylimidazol-4-yl)methyl)thio)ethyl)guanidine	NIST Chemistry WebBook
N''-cyano-N-methyl-N'-(2-{[(5-methyl-1H-imidazol-4-yl)methyl]thio}ethyl)guanidine	ChEBI
N-cyano-N'-methyl-N''-(2-([(5-methyl-1H-imidazol-4-yl)methyl]sulfanyl)ethyl)guanidine	NIST Chemistry WebBook

Citations

Last Modified

22 February 2017