CHEBI:8064 - phenformin

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ChEBI Name phenformin
ChEBI ID CHEBI:8064
Definition A member of the class of biguanides that is biguanide in which one of the terminal nitrogen atoms is substituted by a 2-phenylethyl group. It was used as an anti-diabetic drug but was later withdrawn from the market due to potential risk of lactic acidosis.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C10H15N5
Net Charge 0
Average Mass 205.25960
Monoisotopic Mass 205.13275
InChI 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 NC(=N)NC(=N)NCCc1ccccc1
Roles Classification
Application(s): antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
hypoglycemic agent
A drug which lowers the blood glucose level.
(via biguanides )
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ChEBI Ontology
Outgoing phenformin (CHEBI:8064) has functional parent biguanide (CHEBI:3095)
phenformin (CHEBI:8064) has role antineoplastic agent (CHEBI:35610)
phenformin (CHEBI:8064) is a biguanides (CHEBI:53662)
IUPAC Name
N-(2-phenylethyl)imidodicarbonimidic diamide
INNs Sources
fenformina ChemIDplus
phenformin ChemIDplus
phenformine ChemIDplus
phenforminum ChemIDplus
Synonym Source
DBI KEGG COMPOUND
Manual Xrefs Databases
2126 DrugCentral
C07673 KEGG COMPOUND
D08351 KEGG DRUG
DB00914 DrugBank
HMDB0015050 HMDB
LSM-2233 LINCS
Phenformin Wikipedia
US2961377 Patent
US3057780 Patent
WO2010114805 Patent
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Registry Numbers Types Sources
114-86-3 CAS Registry Number ChemIDplus
114-86-3 CAS Registry Number NIST Chemistry WebBook
1977317 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
16567854 PubMed citation Europe PMC
18239244 PubMed citation Europe PMC
20188727 PubMed citation Europe PMC
22036620 PubMed citation Europe PMC
22361631 PubMed citation Europe PMC
23322141 PubMed citation Europe PMC
23475884 PubMed citation Europe PMC
23548904 PubMed citation Europe PMC
23612073 PubMed citation Europe PMC
Last Modified
22 February 2017