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04635

Metformin hydrochloride

pharmaceutical secondary standard; traceable to USP and PhEur

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:
Molecular Weight:
165.62
UNSPSC Code:
41116107
PubChem Substance ID:
EC Number:
214-230-6
MDL number:

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grade

certified reference material, pharmaceutical secondary standard

agency

traceable to Ph. Eur. M0605000, traceable to USP 1396309

mp

223-226 °C (lit.)

application(s)

clinical testing

format

neat

storage temp.

2-8°C

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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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.

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hcodes

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2

Storage Class

11 - Combustible Solids

flash_point_f

Not applicable

flash_point_c

Not applicable


Certificates of Analysis (COA)

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Yingwu Wang et al.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences, 808(2), 215-219 (2004-07-21)
A rapid and sensitive liquid chromatography-tandem mass spectrometric (LC-MS-MS) method for the determination of metformin in human plasma using phenformin as internal standard has been developed and validated. Sample preparation of plasma involved acidification with acetic acid, deproteination with acetonitrile
J Radziuk et al.
Diabetes/metabolism research and reviews, 17(4), 250-272 (2001-09-07)
Hepatic glycogen is replenished during the absorptive period postprandially. This repletion is prompted partly by an increased hepatic uptake of glucose by the liver, partly by metabolite and hormonal signals in the portal vein, and partly by an increased gluconeogenic
Gerald G Briggs et al.
Obstetrics and gynecology, 105(6), 1437-1441 (2005-06-04)
To determine whether metformin is excreted into breast milk and whether this exposure adversely affects the blood glucose of nursing infants. Seven women were started on metformin 500 mg twice daily on the first day after cesarean delivery. Breastfeeding was
D Einhorn et al.
Clinical therapeutics, 22(12), 1395-1409 (2001-02-24)
Their complimentary mechanisms of action suggest that a combination of pioglitazone hydrochloride and metformin may have clinically beneficial effects in the treatment of patients with type 2 diabetes. This study was undertaken to assess the efficacy and tolerability of pioglitazone
Dennis C Gore et al.
The Journal of trauma, 59(2), 316-322 (2005-11-19)
Both insulin and metformin have been shown to attenuate hyperglycemia and reduce net muscle protein catabolism following burn injury. The purpose of this study was to compare the peripheral metabolic effects of insulin and metformin in severe burn patients. Six

Global Trade Item Number

SKUGTIN
187887-5G04061838758668

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