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1396309

USP

Metformin hydrochloride

United States Pharmacopeia (USP) 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
MDL number:
MFCD00012582
UNSPSC Code:
41116107
PubChem Substance ID:
329750380
NACRES:
NA.24
Pricing and availability is not currently available.

grade

pharmaceutical primary standard

API family

metformin

manufacturer/tradename

USP

mp

223-226 °C (lit.)

application(s)

pharmaceutical (small molecule)

format

neat

SMILES string

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

InChI

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

InChI key

OETHQSJEHLVLGH-UHFFFAOYSA-N

Gene Information

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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.

Application

Metformin hydrochloride USP reference standard for specified tests and assay use.

Also used to prepare standard, mixed standard stock and system suitability solutions for the assay, impurity analysis and performance tests according to the given below monographs of United States Pharmacopeia (USP):
  • Metformin Hydrochloride[1]
  • Pioglitazone and Metformin Hydrochloride Tablets[2]
  • Metformin Hydrochloride Tablets[3]
  • Glyburide and Metformin Hydrochloride Tablets[4]

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.

Analysis Note

These products are for test and assay use only. They are not meant for administration to humans or animals and cannot be used to diagnose, treat, or cure diseases of any kind.  ​

Other Notes

Sales restrictions may apply.

related product

Product No.
Description
Pricing

1396310

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

M0605000

Metformin hydrochloride, European Pharmacopoeia (EP) 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

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302,H319

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Certificates of Analysis (COA)

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Development and validation of a stability indicating capillary electrophoresis method for the determination of metformin hydrochloride in tablets
Hamdan II, et al.
Journal of Pharmaceutical and Biomedical Analysis, 53(5), 1254-1257 (2010)
Quantitative determination and validation of metformin hydrochloride in pharmaceutical using quantitative nuclear magnetic resonance spectroscopy
Gadape HH and Parikh KS
E-Journal of Chemistry, 8(2), 767-781 (2011)
Pioglitazone and Metformin Hydrochloride Tablets
United States Pharmacopeia and National Formulary
United States Pharmacopeia, 42(4), 3558-3558 (2020)
Determination of metformin in human plasma by high-performance liquid chromatography with spectrophotometric detection
Cheng CL and Chou CH
Journal of Chromatography. B, Biomedical Sciences and Applications, 762(1), 51-58 (2001)
Eleonora Vitali et al.
Cancers, 12(8) (2020-08-05)
Treatment options for neuroendocrine tumors (NETs) are rarely curative, as NETs frequently show resistance to medical therapy. The use of everolimus, an mTOR inhibitor, is limited by the development of resistance, probably due to the activation of Akt signaling. In
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Questions

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  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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