CIMETIDINE

Synonyms. Cimetidine; 1-Cyano-2-methyl-3-(2-(((5-methyl-4-imidazolyl)methyl)thio)ethyl)guanidine; 2-Cyano-1-methyl-3-(2-(((5-methylimidazol-4-yl)methyl)thio)ethyl)guanidine; Acibilin; Acinil; Cimal; Cimetag; Cimetidina; Cimetidinum; Cimetum; Edalene; Equaline acid reducer; Eureceptor; Evicer; Gastrobitan; Gastromet; N-Cyano-N'-methyl-N''-(2-(((5-methyl-1H-imidazol-4-yl)methyl)thio) ethyl)guanidine; Tagamet; Tametin; Tratul; Ulcedin; Ulcedine; Ulcimet; Ulcomet; Valmagen;

CIMETIDINE

 

PRODUCT IDENTIFICATION

CAS RN

51481-61-9, 70059-30-2 (HCl)

EINECS RN

 257-232-2

FORMULA

C10H16N6S

MOLE WEIGHT

 252.34

H.S CODE

 2933.29.4500

SMILES

 c1(c([nH]cn1)C)CSCCN\C(=N\C#N)NC

CLASSIFICATION

H2 eceptor antagonist, Anti-ulcer agent.

EXTRA NOTES

 A histamine congener, it competitively inhibits histamine binding to histamine H2 receptors. Cmetidine has a range of pharmacological actions. it inhibits gastric acid secretion, as well as pepsin and gastrins output. it also blocks the activity of cytochrome P-450 which might explain proposals for use in neoadjuvant therapy.
H2 histamine receptor antagonist; I1 imidazoline receptor agonist; anti-ulcer agent. Blocks cancer metastasis by inhibiting the expression of E-selectin on the surface of endothelial cells, thus blocking tumor cell adhesion.

 

PHYSICAL AND CHEMICAL PROPERTIES

PHYSICAL STATE.

white powder

MELTING POINT

142 C

BOILING POINT

 

DENSITY

 

SOLUBILITY IN WATER

9380 mg/l

SOLVENT SOLUBILITY  

VAPOR DENSITY

 

log P(octanol-water)

 0.417

VAPOR PRESSURE

 5.50E-09

AUTOIGNITION TEMP

  
pKa

6.8

REFRACTIVE INDEX

 

FLASH POINT

 

 

STABILITY AND REACTIVITY
STABILITY Stable under normal conditions.

INCOMPATIBLE MATERIALS

Strong oxidizing agents
POLYMERIZATION

Has not been reported

NFPA RATINGS

Health: 2, Flammability:0, Reactivity: 0

 

EXTERNAL LINKS & GENERAL DESCRIPTION

Wikipedia Linking - Cimetidine

Google Scholar Search - Cimetidine

Drug Information Portal (U.S. National Library of Medicine) - Cimetidine

PubChem Compound Summary - Cimetidine

Drug Bank -  Cimetidine

KEGG (Kyoto Encyclopedia of Genes and Genomes) - Cimetidine

http://www.ebi.ac.uk/ - Cimetidine

http://www.ncbi.nlm.nih.gov/ - Cimetidine

http://www.sigmaaldrich.com/
Cimentidine is a competitive histamine H2-receptor antagonist whose effects include inhibition of gastric acid secretion and reduction of pepsin output. It also binds to cytochrome P450, which can lead to the inhibition of breakdown of compounds metabolized by the cytochrome P450 system. A review of the effects of cimetidine and other compounds on transport proteins has been published. Cimeditine has been used in the culture of rabbit gastric parietal cells for subsequent ultrastructural examination. Cimetidine blocks the histamineinduced surface expression of P-selectin in primary cultured human brain microvessel endothelial cells. A study of cultured human monocytes has utilized cimetidine to probe the expression of histidine decarboxylase. The susceptibility of cimetidine to metabolism by colonic bacteria in vitro has been investigated. 

http://dermatology-s10.cdlib.org/
Cimetidine is approved by the FDA for the reduction of the secretion of gastric acid. It is used to alleviate the symptoms of peptic ulcer disease, erosive gastroesophageal reflux disease, and hypersecretory conditions including Zollinger-Ellison syndrome and multiple endocrine adenomas. It is available over the counter and by prescription. In dermatology it is most commonly used to treat warts, urticaria, and mastocytosis. Cimetidine is generally taken without ill effect. Its side effects include dizziness and mild somnolence (at doses of 800–1600 mg/day), a reversible state of confusion (especially in the elderly with preexisting renal or hepatic disease), gastrointestinal upset, gynecomastia (may occur if treatment period is greater than 1 month), reversible dose-related increase in serum transaminases, and dose-related elevations in plasma creatinine.

 

SALES SPECIFICATION

APPEARANCE

white powder

ASSAY

98.0% ~ 102.0%

MELTING POINT

140 ~ 145 C

LOSS ON DRYING

0.5% max

ASH

0.1% max

HEAVY METALS

20ppm max

 

TRANSPORT & REGULATORY INFORMATION

UN NO.

Not regulated

HAZARD CLASS

  
PACKING GROUP  

 

SAFETY INFORMATION

HAZARD OVERVIEW

Target Organ Effect, Reproductive hazard. Target Organs:Kidney, Heart, Nerves., Male reproductive system.

GHS

  

SIGNAL WORD

Danger

PICTOGRAMS

HAZARD STATEMENTS

H360

P STATEMENTS

P201-P308 + P313

EC DIRECTIVES

 

HAZARD CODES

RISK PHRASES

 60

SAFETY PHRASES

 26-36/37/39-45

 

PACKING

 

 

PRICE INFORMATION