D150959

1,1-Dimethylbiguanide hydrochloride

97%

• Synonyme(s) : Metformin
• Formule linéaire : NH₂C(=NH)NHC(=NH)N(CH₃)₂ · HCl
• Numéro CAS: 1115-70-4
• Poids moléculaire : 165.62
• Numéro CE : 214-230-6
• Numéro MDL: MFCD00012582
• Code UNSPSC : 12352100
• ID de substance PubChem : 24893460
• Nomenclature NACRES : NA.22

Propriétés

• Niveau de qualité: 200
• Pureté: 97%
• Forme: crystals
• Pf: 223-226 °C (lit.)
• Chaîne SMILES: 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
• Clé InChI: OETHQSJEHLVLGH-UHFFFAOYSA-N

Description

Description générale

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.

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)

Actions biochimiques/physiologiques

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.

Informations sur la sécurité

• Pictogrammes: GHS07
• Mention d'avertissement: Warning
• Mentions de danger: H302,H319
• Conseils de prudence: P264 - P280 - P301 + P312 - P305 + P351 + P338 - P337 + P313 - P501
• Classification des risques: Acute Tox. 4 Oral - Eye Irrit. 2
• Code de la classe de stockage: 11 - Combustible Solids
• Classe de danger pour l'eau (WGK): WGK 1
• Point d'éclair (°F): Not applicable
• Point d'éclair (°C): Not applicable
• Équipement de protection individuelle: dust mask type N95 (US), Eyeshields, Gloves