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Phenformin

Catalog No. DB00914 Name DrugBank
CAS Number 114-86-3 Website http://www.ualberta.ca/
M. F. C10H15N5 Telephone (780) 492-3111
M. W. 205.2596 Fax (780) 492-1071
Purity Email david.wishart@ualberta.ca
Storage Chembase ID: 790

SYNONYMS

IUPAC name
1-carbamimidamido-N-(2-phenylethyl)methanimidamide
IUPAC Traditional name
phenethylbiguanide
Brand Name
Dibiraf
Normoglucina
DBI
Cronoformin
D Bretard
DB Comb
DB-Retard
Debinyl
Diabis
Insoral
Meltrol
Meltrol-50
Azucaps
DBI Monohydrochloride
Debeone
Dibein
Dibotin
Dipar
Fenfoduron
Fenormin
Glukopostin
Glyphen
Lentobetic
Phenformix
Feguanide
Retardo
Synonyms
Phenformine
Fenformin
Phenformine HCl
Phenformine [INN-French]
Fenformina [INN-Spanish]
N-Phenethylbiguanide Hydrochloride
Phenethylbiguanide Hydrochloride
PEDG
Phenethyldiguanide
Phenformin HCl
Phenoformine Hydrochloride
Phenylethylbiguanide
Beta-Phenethylbiguanide
Beta-Phenethybiguanide
Beta-Pebg
Phenformin Hydrochloride
Phenforminum [INN-Latin]

DATABASE IDS

CAS Number 114-86-3
PubChem SID 46505230
PubChem CID 8249

PROPERTIES

Hydrophobicity(logP) 0.1
Solubility 210 mg/mL

DETAILS

Description (English)
Item Information
Drug Groups approved; withdrawn
Description 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)
Indication For the reatment of type II diabetes mellitus.
Pharmacology Used to treat diabetes, phenformin is a biguanide (contains 2 guanidino groups) hypoglycemic agent with actions and uses similar to those of metformin (Glucophage). Both drugs work by (1) decreasing the absorption of glucose by the intestines, (2) decreasing the production of glucose in the liver, and by (3) increasing the body's ability to use insulin more effectively. More specifically, phenformin improves glycemic control by improving insulin sensitivity. Phenformin is generally considered to be associated with an unacceptably high incidence of actic acidosis. In general biguanides should be used only in stable type II diabetics who are free of liver, kidney and cardiovascular problems and who cannot be controlled with diet.
Affected Organisms
Humans and other mammals
References
Enia G, Garozzo M, Zoccali C: Lactic acidosis induced by phenformin is still a public health problem in Italy. BMJ. 1997 Nov 29;315(7120):1466-7. [Pubmed]
Rosand J, Friedberg JW, Yang JM: Fatal phenformin-associated lactic acidosis. Ann Intern Med. 1997 Jul 15;127(2):170. [Pubmed]
External Links
Wikipedia

REFERENCES

  • Enia G, Garozzo M, Zoccali C: Lactic acidosis induced by phenformin is still a public health problem in Italy. BMJ. 1997 Nov 29;315(7120):1466-7. Pubmed
  • Rosand J, Friedberg JW, Yang JM: Fatal phenformin-associated lactic acidosis. Ann Intern Med. 1997 Jul 15;127(2):170. Pubmed