Structure via PubChem · Public domain (PubChem)
سایمتیدین
Sign in to saveAlso known as cimetidine HCl, Tagamet®, 1-Cyano-2-methyl-3-(2-(((5-methyl-4-imidazolyl)methyl)thio)ethyl)guanidine, N''-cyano-N-methyl-N'-(2-{[(5-methyl-1H-imidazol-4-yl)methyl]thio}ethyl)guanidine, N-cyano-N'-methyl-N''-(2-([(5-methyl-1H-imidazol-4-yl)methyl]sulfanyl)ethyl)guanidine, 2-cyano-1-methyl-3-(2-(((5-methylimidazol-4-yl)methyl)thio)ethyl)guanidine, Tagamet hb 200, Cimetidinum
Cimetidine, sold under the brand name Tagamet among others, is a histamine H2 receptor antagonist that inhibits stomach acid production. It is mainly used in the treatment of heartburn and peptic ulcers.
Key facts
- Drug.pregnancy_AU
- B1
- Drug.routes_of_administration
- By mouth, intramuscular injection, intravenous infusion
- Drug.ATC_prefix
- A02
- Drug.ATC_suffix
- BA01
- Drug.legal_AU
- S4
- Drug.legal_UK
- POM
- Drug.legal_US
- Rx-only
- Drug.legal_US_comment
- / OTC
- Drug.bioavailability
- 60–70%
- Drug.protein_bound
- 13–25%
- Drug.metabolism
- Liver
- Drug.Watchedfields
- changed
- Drug.verifiedrevid
- 456484490
- Drug.image
- Cimetidine.svg
- Drug.image_class
- skin-invert-image
- Drug.width
- 250
- Drug.image2
- Cimetidine-xtal-3D-balls.png
- Drug.image_class2
- bg-transparent
via Wikipedia infobox
Chemical data
- Formula
- C10H16N6S
- Molecular weight
- 252.34 g/mol
- IUPAC name
- 1-cyano-2-methyl-3-[2-[(5-methyl-1H-imidazol-4-yl)methylsulfanyl]ethyl]guanidine
- SMILES
- CC1=C(N=CN1)CSCCNC(=NC)NC#N
- InChIKey
- AQIXAKUUQRKLND-UHFFFAOYSA-N
- XLogP
- 0.4
- Polar surface area
- 114 Ų
- H-bond donors
- 3
- H-bond acceptors
- 4
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Approved
- Molecule type
- Small molecule
- First approval
- 1977
- Admin. routes
- oral, parenteral
- Indications
- gastroesophageal reflux disease, Peptic ulcer, hemorrhage, Gastrointestinal hemorrhage
via ChEMBL · EBI
Research
12,893 papers- Cimetidine.IARC monographs on the evaluation of carcinogenic risks to humans · 1990
- Cimetidine: an immunomodulator.DICP : the annals of pharmacotherapy · 1990
- Cimetidine.South African medical journal = Suid-Afrikaanse tydskrif vir geneeskunde · 1978
- Cimetidine in dermatology.International journal of dermatology · 1987
- Cimetidine.JAMA · 1978
via PubMed
Wikidata facts
- Subclass of
- heterocyclic compound
- Has part
- carbon
- Mass
- 252.115716
- Has use
- medication
Show 6 more facts
- Commons category
- Cimetidine
- chemical formula
- C₁₀H₁₆N₆S
- canonical SMILES
- CC1=C(N=CN1)CSCCNC(=NC)NC#N
- isomeric SMILES
- CN/C(=N\CCSCC=1N=CNC1C)/NC#N
- World Health Organisation international non-proprietary name
- cimetidine
- significant drug interaction
- moclobemide
Sources (5)
via Wikidata · CC0