N-(2H9)butyl-1-carbamimidamidomethanimidamide

• ChemBase ID: 163085
• Molecular Formular: C6H15N5
• Molecular Mass: 157.2168
• Monoisotopic Mass: 157.13274551
• SMILES: C(CCNC(=N)NC(=N)N)C
• Canonical SMILES: CCCCNC(=N)NC(=N)N
• InChI: InChI=1S/C6H15N5/c1-2-3-4-10-6(9)11-5(7)8/h2-4H2,1H3,(H6,7,8,9,10,11)
• InChIKey: XSEUMFJMFFMCIU-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-(^2H₉)butyl-1-carbamimidamidomethanimidamide
• IUPAC Traditional name: N-(^2H₉)butyl-1-carbamimidamidomethanimidamide
• Synonyms: N-Butyl-d9-idodicarbonimidic Diamide; 1-Butyl-d9-biguanide; 1-Butylbiguanide-d9; Buformine-d9; Butformin-d9; Butylbiguanid-d9e; Butyldiguanid-d9e; DBV-d9; Dibetos B-d9; Glybigid-d9; H 224-d9; N1-Butylbiguanide-d9; W 37-d9; Buformin-d9

Database IDs

• PubChem SID: 162257220
• PubChem CID: 46780911

CALCULATED PROPERTIES

• H Acceptors: 5
• H Donor: 5
• LogD (pH = 5.5): -4.684388
• LogD (pH = 7.4): -4.4946766
• Log P: 0.14349368
• Molar Refractivity: 65.2216 cm^3
• Polarizability: 16.660162 Å^3
• Polar Surface Area: 97.78 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: White Solid
• Melting Point: 134-136°C

Safety Information

• Storage Condition: Hygroscopic, -20°C Freezer, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - B689522

Buformin, clinically used for diabetes mellitus, is known to improve resistance to insulin in patients. It suppresses the expression of glyceraldehyde 3-phosphate dehydrogenase.

REFERENCES

• Owen, M.,et al.: J. Biochem., 348, 607 (2000)
• Detaille, D., et al.: Biochem. Pharmacol. 63, 1259 (2002).