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

• ChemBase ID: 166824
• Molecular Formular: C8H15ClN6O3S3
• Molecular Mass: 374.8911
• Monoisotopic Mass: 374.00562905
• SMILES: Cl.s1cc(nc1N=C(N)N)CSCCC(=O)NS(=O)(=O)N
• Canonical SMILES: O=C(NS(=O)(=O)N)CCSCc1csc(n1)N=C(N)N.Cl
• InChI: InChI=1S/C8H14N6O3S3.ClH/c9-7(10)13-8-12-5(4-19-8)3-18-2-1-6(15)14-20(11,16)17;/h4H,1-3H2,(H,14,15)(H2,11,16,17)(H4,9,10,12,13);1H
• InChIKey: LBBLJRHWJZWHQA-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-[({2-[(diaminomethylidene)amino]-1,3-thiazol-4-yl}methyl)sulfanyl]-N-sulfamoylpropanamide hydrochloride
• IUPAC Traditional name: 3-[({2-[(diaminomethylidene)amino]-1,3-thiazol-4-yl}methyl)sulfanyl]-N-sulfamoylpropanamide hydrochloride
• Synonyms: 3-[[[2-[(Aminoiminomethyl)amino]-4-thiazolyl]methyl]thio]-N-(aminosulfonyl)propanamide Hydrochloride; [3-[[[2-(Diaminomethyleneamino)-4-thiazolyl]methyl]thio]propionyl]sulfamide Hydrochloride(Famotidine Impurity)

Database IDs

• CAS Number: 76824-17-4
• PubChem SID: 162260957
• PubChem CID: 12790768

CALCULATED PROPERTIES

• Acid pKa: 4.1793957
• H Acceptors: 8
• H Donor: 4
• LogD (pH = 5.5): -0.9143713
• LogD (pH = 7.4): -0.93135405
• Log P: -0.9017693
• Molar Refractivity: 78.4828 cm^3
• Polarizability: 30.532717 Å^3
• Polar Surface Area: 166.55 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol
• Apperance: White to Off-White Solid
• Melting Point: 148-150°C (dec.)

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - D416369

An intermediate in the synthesis of the metabolite of the drug Famotidine.

REFERENCES

• Yanagisawa, I., et al.: J. Med. Chem., 30, 1787 (1987)
• Singh, S., et al.: J. Pharm. Sci., 91, 253 (1987)