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

• ChemBase ID: 72810
• Molecular Formular: C10H16N6S
• Molecular Mass: 252.33924
• Monoisotopic Mass: 252.11571554
• SMILES: c1(c(nc[nH]1)CSCCN/C(=N/C#N)/NC)C
• Canonical SMILES: N#C/N=C(/NCCSCc1nc[nH]c1C)\NC
• 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

NAMES AND DATABASE IDS

Names

• IUPAC name: (E)-2-cyano-1-methyl-3-(2-{[(5-methyl-1H-imidazol-4-yl)methyl]sulfanyl}ethyl)guanidine
• IUPAC Traditional name: (E)-2-cyano-1-methyl-3-(2-{[(5-methyl-1H-imidazol-4-yl)methyl]sulfanyl}ethyl)guanidine
• Synonyms: Tagamet; SKF-92334; Tratul; Tametin; Cimetidine; Ulcedin; N-Cyano-N'-methyl-N''-[2-[[(4-methyl-1H-imidazol-5-yl)methyl]thio]ethyl]-guanidine; Acibilin; Acinil; Biomet; Cimal; Cimetag; Cimetum; Dyspamet; Edalene; Eureceptor; Gastromet; Histodil; Peptol; SKF 92334

Database IDs

• CAS Number: 51481-61-9
• PubChem SID: 162037731
• PubChem CID: 2756

CALCULATED PROPERTIES

• Acid pKa: 13.3825
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): -1.023358
• LogD (pH = 7.4): -0.21932887
• Log P: -0.109356105
• Molar Refractivity: 70.3171 cm^3
• Polarizability: 25.88721 Å^3
• Polar Surface Area: 88.89 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol; Water
• Apperance: White Solid
• Melting Point: 141 - 143 °C

Safety Information

• Storage Condition: -20°C; Refrigerator, Under Inert Atmosphere

Product Information

• Salt Data: Free Base

DETAILS

Selleck Chemicals - S1845

Research Area: Inflammation
Biological Activity:
Cimetidine(Tagamet) , 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. [1]

Toronto Research Chemicals - C441650

Competitive histamine H2-receptor antagonist which inhibits gastric acid secretion and reduces pepsin output.

REFERENCES

• http://www.drugbank.ca/drugs/DB00501
• Brimblecombe, R.W., et al.: J. Int. Med. Res., 3, 86 (1975)