فن فورمین

Also known as DBI, Fenformin, β-Phenethybiguanide, Fenformina, Phenformine, Phenforminum, Phenformin

Phenformin is an antidiabetic drug from the biguanide class. It was marketed as DBI by Ciba-Geigy, but was withdrawn from most markets in the late 1970s due to a high risk of lactic acidosis, which was fatal in 50% of cases.

Chemical data

Formula: C10H15N5
Molecular weight: 205.26 g/mol
IUPAC name: 1-(diaminomethylidene)-2-(2-phenylethyl)guanidine
SMILES: C1=CC=C(C=C1)CCN=C(N)N=C(N)N
InChIKey: ICFJFFQQTFMIBG-UHFFFAOYSA-N
XLogP: -0.8
Polar surface area: 103 Å²
H-bond donors: 3
H-bond acceptors: 1
Formal charge: 0

via PubChem

Drug data · ChEMBL

Withdrawn

Max clinical phase: Approved
Molecule type: Small molecule
Indications: diabetes mellitus, melanoma

via ChEMBL · EBI

Research

1,924 papers

Phenformin as an Anticancer Agent: Challenges and Prospects.International journal of molecular sciences · 2019
A review of phenformin, metformin, and imeglimin.Drug development research · 2020
[Phenformin].Journees annuelles de diabetologie de l'Hotel-Dieu · 1967
Phenformin: AMP(K)ed for Potential Repurposing.The Journal of investigative dermatology · 2021
Progress in antitumor mechanisms and applications of phenformin (Review).Oncology reports · 2024

via PubMed

Wikidata facts

Subclass of: chemical compound
Mass: 205.133
Has use: medication

Show 7 more facts

chemical formula: C₁₀H₁₅N₅
canonical SMILES: C1=CC=C(C=C1)CCN=C(N)N=C(N)N
World Health Organisation international non-proprietary name: phenformin
defined daily dose: 0.1
subject has role: anti-diabetic medication
isomeric SMILES: [H]/N=C(/N)\N/C(=N/[H])/NCCc1ccccc1
Commons category: Phenformin

Sources (4)

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