D5035

Image

1 of 1

D5035

Sigma

 

1,1-Dimethylbiguanide hydrochloride

Synonym:Metformin
CAS Number:1115-70-4
Linear Formula:NH2C(=NH)NHC(=NH)N(CH3)2 · HCl
Molecular Weight:165.62
EC Number:214-230-6
MDL number:MFCD00012582
PubChem Substance ID:24893918

Description

Biochem/physiol ActionsMetformin 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.

Properties

assay≥97%
mp223-226 °C(lit.)

Safety

Hazard CodesXn
Risk Statements22-36/38
Safety Statements26-36
WGK Germany3
RTECSDU1800000

Related Products

Replaced byD150959, 1,1-Dimethylbiguanide hydrochloride

References

referenceTowler, M.C., and Hardie, D.G. , AMP-activated protein kinase in metabolic control and insulin signaling. Circ. Res. 100, 328-341, (2007) Abstract
 Isakovic, A., et al., Dual antiglioma action of metformin: cell cycle arrest and mitochondria-dependent apoptosis. Cell. Mol. Life Sci. 64, 1290-1302, (2007) Abstract
 Zakikhani, M., et al., Metformin is an AMP kinase-dependent growth inhibitor for breast cancer cells. Cancer Res. 66, 10269-10273, (2006) Abstract
 Shaw, R.J., et al., The kinase LKB1 mediates glucose homeostasis in liver and therapeutic effects of metformin. Science 310, 1642-1646, (2005) Abstract
 Leverve, X.M., et al., Mitochondrial metabolism and type-2 diabetes: a specific target for metformin. Diabetes Metab. 29, 6S88-6S94, (2003) Abstract
 Towler, M.C., and Hardie, D.G., AMP-activated protein kinase in metabolic control and insulin signaling. Circ. Res. 100, 328-341, (2007)
 Zakikhani, M., et al., , Metformin is an AMP kinase-dependent growth inhibitor for breast cancer cells. Cancer Res. 66, 10269-10273, (2006)
 Isakovic, A., et al., , Dual antiglioma action of metformin: cell cycle arrest and mitochondria-dependent apoptosis. Cell. Mol. Life Sci. 64, 1290-1302, (2007)
 Shaw, R.J., et al., , The kinase LKB1 mediates glucose homeostasis in liver and therapeutic effects of metformin. Science 310, 1642-1646, (2005)
 Leverve, X.M., et al., , Mitochondrial metabolism and type-2 diabetes: a specific target for metformin. Diabetes Metab. 29, 6S88-6S94, (2003)
MerckMerck 13,5963
 Aldrich MSDS 1, 758:C / Corp MSDS 1 (1), 1358:A / FT-IR 2 (1), 1393:A / IR-Spectra (2), 431:D / IR-Spectra (3), 487:G / RegBook 1 (1), 965:K / Structure Index 1, 150:D:4