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Merck

D150959

1,1-Dimethylbiguanide hydrochloride

97%

Synonyme(s) :

Metformin

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A propos de cet article

Formule linéaire :
NH2C(=NH)NHC(=NH)N(CH3)2 · HCl
Numéro CAS:
1115-70-4
Poids moléculaire :
165.62
NACRES:
NA.22
PubChem Substance ID:
24893460
UNSPSC Code:
12352100
EC Number:
214-230-6
MDL number:
MFCD00012582

Principaux documents

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Nom du produit

1,1-Dimethylbiguanide hydrochloride, 97%

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

SMILES string

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

assay

97%

form

crystals

mp

223-226 °C (lit.)

Quality Level

200

Gene Information

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Catégories apparentées

Application

1,1-Dimethylbiguanide hydrochloride is suitable biguanide agent used in a study to investigate its role in enhancing the secretions of plasma active glucagon-like peptide-1 (GLP-1) levels. It may be used in the synthesis of the following:
  • bis(1,1-dimethylbiguanido)copper(II) octahydrate
  • bis(1,1-dimethylbiguanido)nickel(II)
  • 1,1-dimethylbiguanidium tetrabromothallate(III)

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

1,1-Dimethylbiguanide hydrochloride (metformin) is a strong base. It forms well defined salts and possessing excellent coordination capacity with transition metals, forming highly colored bidentate chelate complexes. Metformin (MET) exists in various forms: diprotonated (H2MET)2+ in strong acidic solution, monoprotonated (HMET)+ in weak acid, MET in neutral and deprotonated (MET)- in strong alkali solution. It is an oral antidiabetic drug. Pharmacokinetics of metformin has been studied. Determination of metformin in human plasma has been described by simple HPLC-UV method. Metformin is reported to increase plasma active glucagon-like peptide-1 (GLP-1) in humans.

Metformin is used as an organic base catalyst for the transesterification of coconut oil with methanol.

wgk

WGK 1

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H302,H319

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2

Classe de stockage

11 - Combustible Solids

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificats d'analyse (COA)

Lot/Batch Number
WXBF7865V
WXBF1779V
BCCJ4785
WXBD2659V
BCCC7544

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  1. Which document(s) contains shelf-life or expiration date information for a given product?

    If available for a given product, the recommended re-test date or the expiration date can be found on the Certificate of Analysis.

  2. How do I get lot-specific information or a Certificate of Analysis?

    The lot specific COA document can be found by entering the lot number above under the "Documents" section.

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  4. What is the Department of Transportation shipping information for this product?

    Transportation information can be found in Section 14 of the product's (M)SDS.To access the shipping information for this material, use the link on the product detail page for the product. 

  5. What solvents can be used to dissolve Product D150959, 1,1-Dimethylbiguanide hydrochloride?

    According to the chemicals encyclopedia published by the Royal Society of Chemistry, 1,1-dimethylbiguanide hydrochloride is expected to be soluble in water, or in 95% alcohol.

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    Ask a Scientist here.

1,1-Dimethylbiguanidium tetrabromothallate (III).
He Z, et al.
Acta Crystallographica Section E, Structure Reports Online, 58(11), m647-m649 (2002)
Bis (1, 1-dimethylbiguanido) nickel (II).
Zhu M, et al.
Acta Crystallographica Section E, Structure Reports Online, 58(6), 272-274 (2002)
Nobuyuki Yasuda et al.
Biochemical and biophysical research communications, 298(5), 779-784 (2002-11-07)
Metformin was reported to increase plasma active glucagon-like peptide-1 (GLP-1) in humans. There are two possible mechanisms for this effect: (1) metformin inhibits dipeptidyl peptidase IV (DPPIV), an enzyme degrading GLP-1, and (2) metformin enhances GLP-1 secretion. To elucidate the
Bis (1,1-dimethylbiguanido) copper (II) octahydrate.
Zhu M, et al.
Acta Crystallographica Section E, Structure Reports Online, 58(5), 217-219 (2002)
Eric P Kusnadi et al.
The EMBO journal, 39(21), e105111-e105111 (2020-09-19)
Elevated ribosome biogenesis in oncogene-driven cancers is commonly targeted by DNA-damaging cytotoxic drugs. Our previous first-in-human trial of CX-5461, a novel, less genotoxic agent that specifically inhibits ribosome biogenesis via suppression of RNA polymerase I (Pol I) transcription, revealed single-agent
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