EMBL-EBI | Chemical Biology | ChEBI

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

CHEBI:3699 - cimetidine

Default Structure
ChEBI IDCHEBI:3699
ChEBI Namecimetidine
Stars
DefinitionA 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.
Last Modified22 February 2017
DownloadsMolfile
FormulaC10H16N6S
Net Charge0
Average Mass252.347
Monoisotopic Mass252.11572
SMILESCN/C(=N/C#N)NCCSCc1ncnc1C
InChIInChI=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)
InChIKeyAQIXAKUUQRKLND-UHFFFAOYSA-N
Wikipedia
Roles Classification
Biological Roles:
P450 inhibitor  An enzyme inhibitor that interferes with the activity of cytochrome P450 involved in catalysis of organic substances.
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.
Applications:
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.
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.
ChEBI Ontology
Outgoing Relation(s)
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 Relation(s)
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
INNs  Source
cimetidinaChemIDplus
cimetidineChemIDplus
cimétidineChEBI
cimetidinumChemIDplus
Synonyms  Source
1-Cyano-2-methyl-3-(2-(((5-methyl-4-imidazolyl)methyl)thio)ethyl)guanidineChemIDplus
2-cyano-1-methyl-3-(2-(((5-methylimidazol-4-yl)methyl)thio)ethyl)guanidineNIST Chemistry WebBook
N-cyano-N'-methyl-N''-(2-([(5-methyl-1H-imidazol-4-yl)methyl]sulfanyl)ethyl)guanidineNIST Chemistry WebBook
N''-cyano-N-methyl-N'-(2-{[(5-methyl-1H-imidazol-4-yl)methyl]thio}ethyl)guanidineChEBI
Brand Names  Source
CimetagDrugBank
Tagamet HB 200DrugBank
UlcerfenDrugBank
Manual XrefsDatabases
1892VSDB
645DrugCentral
BE804144Patent
CimetidineWikipedia
D00295KEGG DRUG
DB00501DrugBank
HMDB0014644HMDB
LSM-2404LINCS
US3950333Patent
Registry NumbersSources
Reaxys:6516325Reaxys
CAS:51481-61-9NIST Chemistry WebBook
CAS:51481-61-9KEGG COMPOUND
CAS:51481-61-9ChemIDplus
Citations