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Merck
CN

SML3840

Phenformin hydrochloride

≥98% (HPLC)

Synonym(s):

1-(Diaminomethylidene)-2-(2-phenylethyl)guanidine hydrochloride, 1-Carbamimidamido-N-(2-phenylethyl)methanimidamide hydrochloride, 1-Phenethyl-biguanide hydrochloride, N-(2-Phenylethyl)imidodicarbonimidic diamide hydrochloride

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About This Item

Empirical Formula (Hill Notation):
C10H15N5·HCl
CAS Number:
834-28-6
Molecular Weight:
241.72
MDL number:
MFCD00035039
UNSPSC Code:
12352200
NACRES:
NA.21

Key Documents

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Quality Level

100

Assay

≥98% (HPLC)

form

powder

storage condition

desiccated

color

white to beige

solubility

H2O: 2 mg/mL, clear

storage temp.

-10 to -25°C

SMILES string

[Cl-].N\C(=N/CCc1ccccc1)\N=C(N)N.[H+]

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

Biochem/physiol Actions

Orally available biguanide hypoglycemic drug
Phenformin is an orally available biguanide hypoglycemic drug. Phenformin can cause lactic acidosis thus it was withdrawn from most markets. Phenformin exhibits potent anticancer activity associated with AMPK activation and suppression of mTOR phosphorylation.

Disclaimer

Hygroscopic

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302

Precautionary Statements

P264 - P270 - P301 + P312 - P501

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
0000385904
0000385904
0000268706
0000260809
0000260809

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Rattanaporn Jaidee et al.
Naunyn-Schmiedeberg's archives of pharmacology, 393(9), 1681-1690 (2020-05-10)
Phenformin (Phen), a potent activator of AMPK, is effective against some resistant cancers. This study evaluated the inhibition of proliferation, migration, invasion, and angiogenesis by Phen in aggressive cancer cells and investigated the underlying mechanism of the inhibition. Cholangiocarcinoma (CCA)
A review of phenformin, metformin, and imeglimin
Drug Development Research, 81(4), 390-401 (2020)
Guanyi Liu et al.
Cells, 11(15) (2022-08-13)
The treatment of many skin inflammation diseases, such as psoriasis and atopic dermatitis, is still a challenge and inflammation plays important roles in multiple stages of skin tumor development, including initiation, promotion and metastasis. Phenformin, a biguanide drug, has been

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