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Substance Name: Phenformin [INN:BAN]
RN: 114-86-3
UNII: DD5K7529CE
InChIKey: ICFJFFQQTFMIBG-UHFFFAOYSA-N

Note

  • A biguanide hypoglycemic agent with actions and uses similar to those of METFORMIN. Although it is generally considered to be associated with an unacceptably high incidence of lactic acidosis, often fatal, it is still available in some countries. (From Martindale, The Extra Pharmacopoeia, 30th ed, p290)

Molecular Formula

  • C10-H15-N5

Molecular Weight

  • 205.2635
 

Classification Codes

  • Drug / Therapeutic Agent
  • Hypoglycemic Agents
  • Tumor Data
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Names and Synonyms

Results Name

  • Phenformin [INN:BAN]

Name of Substance

  • Phenformin
  • Phenformin [INN:BAN]

MeSH Heading

  • Phenformin

Synonyms

  • 1-Phenethylbiguanide
  • 4-12-00-02472 (Beilstein Handbook Reference)
  • Azucaps
  • beta-PEBG
  • beta-Phenethylbiguanide
  • Biguanide, 1-phenethyl-
  • BRN 1977317
  • CCRIS 500
  • Cronoformin
  • D Bretard
  • DB Comb
  • Db-retard
  • DBI
  • Debeone
  • Debinyl
  • Diabis
  • Dibein
  • Dibiraf
  • Dibotin
  • EINECS 204-057-4
  • Feguanide
  • Fenfoduron
  • Fenformin
  • Fenformina
  • Fenformina [INN-Spanish]
  • Fenormin
  • Glukopostin
  • Glyphen
  • HSDB 3154
  • Imidodicarbonimidic diamide, N-(2-phenylethyl)-
  • Insoral
  • Lentobetic
  • N'-beta-Fenetilformamidiniliminourea
  • N'-beta-Fenetilformamidiniliminourea [Italian]
  • N'-beta-Phenethylformamidinylliminourea
  • NCI-C01741
  • Normoglucina
  • PEDG
  • Phenethyldiguanide
  • Phenformin
  • Phenformine
  • Phenformine [INN-French]
  • Phenforminum
  • Phenforminum [INN-Latin]
  • Phenformix
  • Phenylethylbiguanide
  • Retardo
  • UNII-DD5K7529CE
  • W 32

Systematic Names

  • Biguanide, 1-phenethyl-
  • Imidodicarbonimidic diamide, N-(2-phenylethyl)-
  • Phenformin

Registry Numbers

CAS Registry Number

  • 114-86-3

FDA UNII

  • DD5K7529CE

System Generated Number

  • 0000114863

Structure Descriptors

InChI

1S/C10H15N5/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)

InChIKey

ICFJFFQQTFMIBG-UHFFFAOYSA-N

Smiles

c1(CCNC(NC(N)=N)=N)ccccc1

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
guinea pig LD50 subcutaneous 16mg/kg (16mg/kg)   Medicina Experimentalis. Vol. 8, Pg. 237, 1963.
guinea pig LDLo intravenous 30mg/kg (30mg/kg)   "Hemoperfusion: Kidney and Liver Support and Detoxification, Proceedings of the International Symposium, Haifa, 1979," Sideman, S., and T.M.S. Chang, eds., Multiple parts, New York, Hemisphere Pub. Corp., 1980-Vol. 1, Pg. 337, 1980.
mouse LD50 intraperitoneal 140mg/kg (140mg/kg)   Bollettino Chimico Farmaceutico. Vol. 97, Pg. 396, 1958.
mouse LD50 oral 450mg/kg (450mg/kg)   Acta Poloniae Pharmaceutica. For English translation, see APPFAR. Vol. 42, Pg. 236, 1985.
rat LD50 oral 650mg/kg (650mg/kg)   Acta Poloniae Pharmaceutica. For English translation, see APPFAR. Vol. 42, Pg. 236, 1985.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 176.5 deg C   EXP
log P (octanol-water) -0.83 (none)   EXP
Water Solubility 2.10E+05 mg/L 25 EST
Vapor Pressure 2.01E-06 mm Hg 25 EST
Henry's Law Constant 3.73E-17 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 1.64E-10 cm3/molecule-sec 25 EST

Physical property data is provided to ChemIDplus by SRC, Inc.