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P7045

Supelco

Phenformin hydrochloride

analytical standard

Synonym(s):

N-(2-Phenylethyl)imidodicarbonimidic diamide monohydrochloride, Phenethylbiguanide

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About This Item

Empirical Formula (Hill Notation):
C10H15N5 · HCl
CAS Number:
834-28-6
Molecular Weight:
241.72
EC Number:
212-637-3
MDL number:
MFCD00035039
UNSPSC Code:
41116107
PubChem Substance ID:
329820259
NACRES:
NA.24

grade

analytical standard

Quality Level

100

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

application(s)

forensics and toxicology
pharmaceutical (small molecule)

format

neat

SMILES string

Cl.NC(=N)NC(=N)NCCc1ccccc1

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

InChI key

YSUCWSWKRIOILX-UHFFFAOYSA-N

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General description

Phenformin hydrochloride is a biguanide derivative that shows anti-diabetic activity.

Application

Phenformin hydrochloride has been used as a test compound to study the antineoplastic activity it can exhibit in suppressing the growth of ovarian cancer cells and also human hepatocellular carcinoma cells.
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Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302

Hazard Classifications

Acute Tox. 4 Oral

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Relevance of the OCT1 transporter to the antineoplastic effect of biguanides
Segal D E, et al.
Biochemical and Biophysical Research Communications, 414(4), 694-699 (2011)
Valentina R Garbarino et al.
Pharmacological research, 140, 21-32 (2018-11-14)
Poorly managed gestational diabetes can lead to severe complications for mother and child including fetal overgrowth, neonatal hypoglycemia and increased autism risk. Use of metformin to control it is relatively new and promising. Yet safety concerns regarding gestational metformin use
Kevin R W Ngoei et al.
Cell chemical biology, 25(6), 728-737 (2018-04-17)
The AMP-activated protein kinase (AMPK) αβγ heterotrimer regulates cellular energy homeostasis with tissue-specific isoform distribution. Small-molecule activation of skeletal muscle α2β2 AMPK complexes may prove a valuable treatment strategy for type 2 diabetes and insulin resistance. Herein, we report the
Energy metabolism determines the sensitivity of human hepatocellular carcinoma cells to mitochondrial inhibitors and biguanide drugs
Hsu C-C, et al.
Oncology Reports, 34(3), 1620-1628 (2015)
Mozhgan Sedigh-Ardekani et al.
Regulatory toxicology and pharmacology : RTP, 70(2), 514-518 (2014-09-10)
Lactic acidosis occurs in a number of clinical conditions, e.g. in surgeries, orthotopic liver transplant, and anesthetic agent administration, which has deleterious effects on the patient's survival. The most rational therapy for these patients, the sodium bicarbonate administration, cannot prevent
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