3-[({2-[(diaminomethylidene)amino]-1,3-thiazol-4-yl}methyl)sulfanyl]-N-sulfamoylpropanimidamide

• ChemBase ID: 104998
• Molecular Formular: C8H15N7O2S3
• Molecular Mass: 337.4454
• Monoisotopic Mass: 337.04493576
• SMILES: NC(=Nc1nc(CSCCC(=N)NS(=O)(=O)N)cs1)N
• Canonical SMILES: N=C(NS(=O)(=O)N)CCSCc1csc(n1)N=C(N)N
• InChI: InChI=1S/C8H15N7O2S3/c9-6(15-20(12,16)17)1-2-18-3-5-4-19-8(13-5)14-7(10)11/h4H,1-3H2,(H2,9,15)(H2,12,16,17)(H4,10,11,13,14)
• InChIKey: XUFQPHANEAPEMJ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-[({2-[(diaminomethylidene)amino]-1,3-thiazol-4-yl}methyl)sulfanyl]-N-sulfamoylpropanimidamide
• IUPAC Traditional name: 3-[({2-[(diaminomethylidene)amino]-1,3-thiazol-4-yl}methyl)sulfanyl]-N-sulfamoylpropanimidamide
• Synonyms: 3-[[[2-[(Aminoiminomethyl)amino]-4-thiazolyl]methyl]thio]-N-(aminosulfonyl)propanimidamide; N-(Aminosulfonyl)-3-[[[2-[(diaminomethylene)amino]-4-thiazolyl]methyl]thio]propanimidamide; Amfamox; Antodine; Famodin; Famosan; Ganor; Lecedil; Mosul; Motiax; Ulfamid; 3-[({2-[(diaminomethylidene)amino]-1,3-thiazol-4-yl}methyl)sulfanyl]-N-sulfamoylpropanimidamide; N'-[Aminosulfonyl]-3-[2-[diaminomethyleneamino]-4-thiazolyl)methylthio]-propanamidine; FAMOTIDINE

Database IDs

• CAS Number: 76824-35-6
• MDL Number: MFCD00079297
• PubChem SID: 162091767
• PubChem CID: 5702160

CALCULATED PROPERTIES

• Acid pKa: 10.383979
• H Acceptors: 8
• H Donor: 5
• LogD (pH = 5.5): -3.022432
• LogD (pH = 7.4): -2.4389935
• Log P: -1.488558
• Molar Refractivity: 90.9548 cm^3
• Polarizability: 31.13542 Å^3
• Polar Surface Area: 173.33 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol; Water
• Apperance: White Solid
• Melting Point: 166-168°C (dec.)
• Hydrophobicity(logP): -0.371

Safety Information

• Storage Condition: Hygroscopic, -20°C Freezer, Under Inert Atmosphere; Room Temperature (15-30°C)
• RTECS: UA2300000

Product Information

• Purity: 95%

DETAILS

MP Biomedicals - 02158023

(N′-[Aminosulfonyl]-3-[2-[diaminomethyleneamino]-4-thiazolyl)methylthio]-propanamidine)

Toronto Research Chemicals - F102250

Histamine H2-receptor antagonist. Antiulcerative.

REFERENCES

• Takeda, M., et al.: Arzneim.-Forsch., 32, 734 (1982)
• Miwa, M., et al.: J. Clin. Pharmacol. Ther. Toxicol., 22, 214 (1982)
• Takabatke, T., et al.: Eur. J. Clin. Pharmacol., 28, 327 (1982)