1,1-Dimethylbiguanide hydrochloride 97% ยี่ห้อ Sigma

PROPERTIES

Quality Level

200

Assay

97%

form

crystals

mp

223-226 °C (lit.)

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

DESCRIPTION

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.[1] 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.[2] It is an oral antidiabetic drug. Pharmacokinetics of metformin has been studied.[3] Determination of metformin in human plasma has been described by simple HPLC-UV method.[4] Metformin is reported to increase plasma active glucagon-like peptide-1 (GLP-1) in humans.[5]

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.[5] It may be used in the synthesis of the following:

bis(1,1-dimethylbiguanido)copper(II) octahydrate[1]

bis(1,1-dimethylbiguanido)nickel(II)[2]

1,1-dimethylbiguanidium tetrabromothallate(III)[6]

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.