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51481-61-9 molecular structure
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(Z)-1-cyano-2-methyl-3-(2-{[(5-methyl-1H-imidazol-4-yl)methyl]sulfanyl}ethyl)guanidine

ChemBase ID: 384
Molecular Formular: C10H16N6S
Molecular Mass: 252.33924
Monoisotopic Mass: 252.11571554
SMILES and InChIs

SMILES:
S(Cc1nc[nH]c1C)CCN/C(=N/C)/NC#N
Canonical SMILES:
N#CN/C(=N\C)/NCCSCc1nc[nH]c1C
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

Cite this record

CBID:384 http://www.chembase.cn/molecule-384.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
(Z)-1-cyano-2-methyl-3-(2-{[(5-methyl-1H-imidazol-4-yl)methyl]sulfanyl}ethyl)guanidine
IUPAC Traditional name
tagamet HB
Brand Name
Acibilin
Acinil
Cimal
Cimetag
Cimetum
Dyspamet
Edalene
Eureceptor
Gastromet
Peptol
Tagamet
Tagamet HB
Tagamet HB 200
Tametin
Tratul
Ulcedin
Ulcedine
Ulcerfen
Ulcimet
Ulcofalk
Ulcomedina
Ulcomet
Ulhys
Synonyms
Cimetidine Hcl
Cimetidine A/AB
Cimetidine
CAS Number
51481-61-9
PubChem SID
46505360
160963847
PubChem CID
2756

DATA SOURCES

DATA SOURCES

All Sources Commercial Sources Non-commercial Sources
Data Source Data ID
DrugBank DB00501 external link
PubChem 2756 external link
Data Source Data ID Price

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem ALOGPS 2.1
Acid pKa 13.3825  H Acceptors
H Donor LogD (pH = 5.5) -1.0659736 
LogD (pH = 7.4) -0.21997932  Log P -0.109356105 
Molar Refractivity 70.3171 cm3 Polarizability 25.88721 Å3
Polar Surface Area 88.89 Å2 Rotatable Bonds
Lipinski's Rule of Five true 
Log P 0.44  LOG S -2.49 
Solubility (Water) 8.16e-01 g/l 

PROPERTIES

PROPERTIES

Physical Property Bioassay(PubChem)
Solubility
0.5 g/100 mL expand Show data source
Hydrophobicity(logP)
1 expand Show data source

DETAILS

DETAILS

DrugBank DrugBank
DrugBank - DB00501 external link
Item Information
Drug Groups approved
Description A histamine congener, it competitively inhibits histamine binding to histamine H2 receptors. Cimetidine 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. [PubChem]
Indication For the treatment and the management of acid-reflux disorders (GERD), peptic ulcer disease, heartburn, and acid indigestion.
Pharmacology Cimetidine is a histamine H2-receptor antagonist. It reduces basal and nocturnal gastric acid secretion and a reduction in gastric volume, acidity, and amount of gastric acid released in response to stimuli including food, caffeine, insulin, betazole, or pentagastrin. It is used to treat gastrointestinal disorders such as gastric or duodenal ulcer, gastroesophageal reflux disease, and pathological hypersecretory conditions. Cimetidine inhibits many of the isoenzymes of the hepatic CYP450 enzyme system. Other actions of Cimetidine include an increase in gastric bacterial flora such as nitrate-reducing organisms.
Toxicity Symptoms of overdose include nausea, vomiting, diarrhea, increased saliva production, difficulty breathing, and a fast heartbeat.
Affected Organisms
Humans and other mammals
Biotransformation Hepatic
Absorption Rapid 60-70%
Half Life 2 hours
Protein Binding 15-20%
Elimination The principal route of excretion of cimetidine is the urine.
References
Michnovicz JJ, Galbraith RA: Cimetidine inhibits catechol estrogen metabolism in women. Metabolism. 1991 Feb;40(2):170-4. [Pubmed]
External Links
Wikipedia
RxList
Drugs.com

REFERENCES

REFERENCES

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  • • Michnovicz JJ, Galbraith RA: Cimetidine inhibits catechol estrogen metabolism in women. Metabolism. 1991 Feb;40(2):170-4. Pubmed
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PATENTS

PATENTS

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INTERNET

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