M0605000

Metformin hydrochloride

Name: Metformin hydrochloride
Brand: SIAL
Price: 241 USD
Availability: InStock

European Pharmacopoeia (EP) Reference Standard

Synonym(s):

1,1-Dimethylbiguanide hydrochloride, Metformin

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About This Item

Linear Formula:

NH₂C(=NH)NHC(=NH)N(CH₃)₂ · HCl

CAS Number:

1115-70-4

Molecular Weight:

165.62

NACRES:

NA.24

PubChem Substance ID:

329817811

UNSPSC Code:

41116107

MDL number:

MFCD00012582

Key Documents

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Product Name

Metformin hydrochloride, European Pharmacopoeia (EP) Reference Standard

InChI

1S/C4H11N5.ClH/c1-9(2)4(7)8-3(5)6;/h1-2H3,(H5,5,6,7,8);1H

SMILES string

Cl[H].CN(C)C(=N)NC(N)=N

InChI key

OETHQSJEHLVLGH-UHFFFAOYSA-N

grade

pharmaceutical primary standard

agency

EP Reference standard

API family

metformin

manufacturer/tradename

EDQM

mp

223-226 °C (lit.)

application(s)

pharmaceutical (small molecule)

format

neat

Gene Information

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Show Differences

1 of 4

This Item	1396309	BP227	PHR1084
M0605000 Metformin hydrochloride	USP 1396309 Metformin hydrochloride	BP227 Metformin hydrochloride	Supelco PHR1084 Metformin hydrochloride
manufacturer/tradename EDQM	manufacturer/tradename USP	manufacturer/tradename BP	manufacturer/tradename -
grade pharmaceutical primary standard	grade pharmaceutical primary standard	grade pharmaceutical primary standard	grade certified reference material, pharmaceutical secondary standard
application(s) pharmaceutical (small molecule)	application(s) pharmaceutical (small molecule)	application(s) pharmaceutical pharmaceutical small molecule	application(s) pharmaceutical (small molecule)
format neat	format neat	format neat	format neat
agency EP Reference standard	agency -	agency -	agency traceable to Ph. Eur. M0605000, traceable to USP 1396309
API family metformin	API family metformin	API family metformin	API family metformin

Application

Metformin hydrochloride EP Reference standard, intended for use in laboratory tests only as specifically prescribed in the European Pharmacopoeia.

Biochem/physiol Actions

Metformin is an antidiabetic agent that reduces blood glucose levels and improves insulin sensitivity. Its metabolic effects, including the inhibition of hepatic gluconeogenesis, are mediated at least in part by activation of the LKB1-AMPK (AMP-activated protein kinase) pathway. Activation of this pathway also appears to be involved in the antiproliferative and proapoptotic actions of metformin in cancer cell lines.

General description

This product is provided as delivered and specified by the issuing Pharmacopoeia. All information provided in support of this product, including SDS and any product information leaflets have been developed and issued under the Authority of the Issuing Pharmacopoeia. For further information and support please go to the website of the issuing Pharmacopoeia.

Other Notes

Sales restrictions may apply.

Packaging

The product is delivered as supplied by the issuing Pharmacopoeia. For the current unit quantity, please visit the EDQM reference substance catalogue.

related product

Product No.

Description

Pricing

1396310

Metformin Related Compound A, United States Pharmacopeia (USP) Reference Standard

1396309

Metformin hydrochloride, United States Pharmacopeia (USP) Reference Standard

PHR1331

Metformin Related Compound A, Pharmaceutical Secondary Standard; Certified Reference Material

Y0001590

Metformin impurity A, European Pharmacopoeia (EP) Reference Standard

Y0001600

Metformin impurity F, European Pharmacopoeia (EP) Reference Standard

1396331

Metformin Related Compound B, United States Pharmacopeia (USP) Reference Standard

1396342

Metformin Related Compound C, United States Pharmacopeia (USP) Reference Standard

PHR1505

Metformin Related Compound B, Pharmaceutical Secondary Standard; Certified Reference Material

PHR1506

Metformin Related Compound C, Pharmaceutical Secondary Standard; Certified Reference Material

PHR1532

Metformin Impurity F, Pharmaceutical Secondary Standard; Certified Reference Material

BP227

Metformin hydrochloride, British Pharmacopoeia (BP) Reference Standard

pictograms

GHS07

signalword

Warning

hcodes

H302,H319

pcodes

P264 - P280 - P301 + P312 - P305 + P351 + P338 - P337 + P313 - P501

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2

Storage Class

11 - Combustible Solids

wgk

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

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The Causal Role of Mitochondrial Dynamics in Regulating Innate Immunity in Diabetes.

Yen-Hsiang Chang et al.

Frontiers in endocrinology, 11, 445-445 (2020-08-28)

Background: Plenty of evidence suggested that chronic low-grade inflammation triggered by innate immunity activation contributes to the pathogenesis of type 2 diabetes (T2D). Using the trans-mitochondrial cybrid cell model, we have demonstrated that mitochondria independently take part in the pathological

Metformin Mitigates DPP-4 Inhibitor-Induced Breast Cancer Metastasis via Suppression of mTOR Signaling.

Emi Kawakita et al.

Molecular cancer research : MCR, 19(1), 61-73 (2020-10-01)

The biological influence of antidiabetic drugs on cancer cells and diabetic cancer patients has not yet been completely elucidated. We reported that a dipeptidyl peptidase (DPP)-4 inhibitor accelerates mammary cancer metastasis by inducing epithelial-mesenchymal transition (EMT) through the CXCL12/CXCR4/mTOR axis.

Metformin increases AMP-activated protein kinase activity in skeletal muscle of subjects with type 2 diabetes.

Nicolas Musi et al.

Diabetes, 51(7), 2074-2081 (2002-06-28)

Metformin is an effective hypoglycemic drug that lowers blood glucose concentrations by decreasing hepatic glucose production and increasing glucose disposal in skeletal muscle; however, the molecular site of metformin action is not well understood. AMP-activated protein kinase (AMPK) activity increases

Endocrine and metabolic effects of metformin versus ethinyl estradiol-cyproterone acetate in obese women with polycystic ovary syndrome: a randomized study.

L C Morin-Papunen et al.

The Journal of clinical endocrinology and metabolism, 85(9), 3161-3168 (2000-09-22)

Metformin, a biguanide antihyperglycemic drug, has been shown to improve ovarian function and glucose metabolism in women with polycystic ovary syndrome (PCOS), but results concerning its effects on insulin sensitivity are controversial. Oral contraceptive pills are commonly used in the

Influence of metformin on glucose intolerance and muscle catabolism following severe burn injury.

Dennis C Gore et al.

Annals of surgery, 241(2), 334-342 (2005-01-15)

Hyperglycemia and accelerated muscle catabolism have been shown to adversely affect immune response and survival. The purpose of this study was to determine the effect of metformin on glucose kinetics and muscle protein metabolism in severely burned patients and assess

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