1-carbamimidamido-N-(2-phenylethyl)methanimidamide hydrochloride

• ChemBase ID: 73095
• Molecular Formular: C10H16ClN5
• Molecular Mass: 241.72054
• Monoisotopic Mass: 241.10942322
• SMILES: c1ccc(cc1)CCNC(=N)NC(=N)N.Cl
• Canonical SMILES: N=C(NC(=N)N)NCCc1ccccc1.Cl
• InChI: InChI=1S/C10H15N5.ClH/c11-9(12)15-10(13)14-7-6-8-4-2-1-3-5-8;/h1-5H,6-7H2,(H6,11,12,13,14,15);1H
• InChIKey: YSUCWSWKRIOILX-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-carbamimidamido-N-(2-phenylethyl)methanimidamide hydrochloride
• IUPAC Traditional name: phenethylbiguanide hydrochloride; 1-carbamimidamido-N-(2-phenylethyl)methanimidamide hydrochloride
• Synonyms: Phenethylbiguanide; Phenformin hydrochloride; Phenformin hydrochloride; N-(2-Phenylethyl)imidodicarbonimidic Diamide Hydrochloride; 1-Phenethylbiguanide Hydrochloride; Insoral; Dibotin; Meltrol; 1-carbamimidamido-N-(2-phenylethyl)methanimidamide hydrochloride; 苯乙双胍; 降糖灵 盐酸盐

Database IDs

• CAS Number: 834-28-6
• EC Number: 212-637-3
• MDL Number: MFCD00035039
• PubChem SID: 162038015; 24898814
• PubChem CID: 13266

CALCULATED PROPERTIES

• H Acceptors: 5
• H Donor: 5
• LogD (pH = 5.5): -3.9934607
• LogD (pH = 7.4): -3.7257519
• Log P: 0.832729
• Molar Refractivity: 80.7156 cm^3
• Polarizability: 22.477764 Å^3
• Polar Surface Area: 97.78 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol; Water
• Apperance: White Solid
• Melting Point: 166-168°C

Safety Information

• Storage Condition: -20°C; -20°C Freezer
• RTECS: DU2200000
• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22
• Safety Statements: 36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Pharmacology Properties

• Mechanism of Action: Reducing hepatic gluconeogenesis

Product Information

• Salt Data: HCl; hydrochloride
• Application(s): Antidiabetic agent
• Empirical Formula (Hill Notation): C10H15N5 · HCl

DETAILS

Selleck Chemicals - S2542

Research Area: Immunology
Biological Activity:
Phenformin hydrochloride is a hydrochloride salt of phenformin that is an anti-diabetic drug from the biguanide class. Phenformin is a biguanide. Phenformin can increase AMPK activity without increasing AMP/ATP. In a study, in hearts treated with phenformin for 18 min and then perfused for 20 min with Krebs-Henseleit buffer, [AMP] began to increase at 26 min and AMPK activity was elevated at 36 min. In hearts treated with metformin, [AMP] was increased at 50 min and AMPK activity, phosphorylated AMPK, and phosphorylated acetyl-CoA carboxylase were elevated at 61 min. Phenformin increase AMPK activity and phosphorylation in the isolated heart. The increase in AMPK activity was always preceded by and correlated with increased cytosolic [AMP]. [1][2]References on Phenformin HCl[1] Can Fam Physician., 1968 Feb., 14(2):45-7.[2] http://en.wikipedia.org/wiki/Phenformin, ,

Toronto Research Chemicals - P296900

It is an anti-diabetic drug from the biguanide class.

REFERENCES

• http://en.wikipedia.org/wiki/Phenformin
• Moody, J.E., Anal. Profiles Drug Subs., 4, 319 (1975)
• Shapiro, S.L. et al., J.A.C.S., 1959, 81, 2220, (synth)
• Matin, S.B. et al., Biomed. Mass Spectrom., 1974, 1, 320, (ms)
• Moody, J.E., Anal. Profiles Drug Subst., 1975, 4, 319, (rev)
• Czyzyk, A., Med. Welt, 1975, 26, 1928, (pharmacol)
• Vicente-Pedros, F. et al., J. Pharm. Sci., 1983, 72, 565
• Negwer, M., Organic-Chemical Drugs and their Synonyms, 6th edn., Akademie-Verlag, 1987, 1694
• Martindale, The Extra Pharmacopoeia, 30th edn., Pharmaceutical Press, 1993, 290
• Soriano-Lesh, M.A. et al., Acta Cryst. C, 1998, 54, 1187-1189, (cryst struct)
• Lewis, R.J., Sax's Dangerous Properties of Industrial Materials, 8th edn., Van Nostrand Reinhold, 1992, PDF000; PDF250