1,1-Dimethylbiguanide, Hydrochloride An antihyperglycemic biguanide which stimulates AMPK

1,1-Dimethylbiguanide, Hydrochloride (CAS 1115-70-4)

1,1-Dimethylbiguanide, Hydrochloride | CAS 1115-70-4 is rated 5.0 out of 5 by 1.
  • y_2019, m_5, d_18, h_19
  • bvseo_bulk, prod_bvrr, vn_bulk_2.0.12
  • cp_1, bvpage1
  • co_hasreviews, tv_0, tr_1
  • loc_en_US, sid_202000, prod, sort_[SortEntry(order=SUBMISSION_TIME, direction=DESCENDING)]
  • clientName_scbt
  • bvseo_sdk, java_sdk, bvseo-3.2.0
  • CLOUD, getAggregateRating, 93ms
  • REVIEWS, PRODUCT
Synonym: Metformin hydrochloride
Application: An antihyperglycemic biguanide which stimulates AMPK
CAS Number: 1115-70-4
Purity: ≥99%
Molecular Weight: 165.62
Molecular Formula: C4H11N5•HCl
* Refer to Certificate of Analysis for lot specific data (including water content).
Submit a review for this product and receive 15 CruzCredits

1,1-Dimethylbiguanide, Hydrochloride (Metformin) is a biguanide antihyperglycemic agent. Through glucose clamp investigation in rats 1,1-Dimethylbiguanide, Hydrochloride has been shown to lower blood glucose levels through improved glucose tolerance without stimulating insulin secretion, promoting weight gain or causing hypoglycemia. The biguanide reduces the diabetic complications on the cardiovascular system and increases insulin sensitivity. The compound has been shown not to change the synthesis of either GLUT4 or GLUT1 but does stimulate the transport of GLUT1 to the plasma membrane as seen in skeletal muscles. The compound has also been observed to improve peripheral arterials through selective reduction of PAI-1 (plasminogen activator inhibitor). In Xenopus oocytes the compound has been documented to act by increasing intercellular calcium concentration in addition to elevating receptor tyrosine kinase activity and inositol 1,4,5-trisphosphate. 1,1-Dimethylbiguanide, Hydrochloride has demonstrated the ability to induce fatty acid oxidation and to stimulate AMP-activated protein kinase (AMPK) leading to the reduction in acetyl-CoA carboxylase activity. In brown adipocytes 1,1-Dimethylbiguanide, Hydrochloride has been observed to inhibit leptin secretion via a mitogen-activated protein kinase signalling pathway.


References

1. Vague, P.,et al. 1987. Thromb. Haemost. 57: 326-328. PMID: 3310318
2. Rossetti, L., et al. 1990. Metab. Clin. Exp. 39: 425-435. PMID: 2157941
3. Stith, B.J., et al. 1996. Endocrinology. 137: 2990-2999. PMID: 8770923
4. Lin, H.Z., et al. 2000. Nat. Med. 6: 998-1003. PMID: 10973319
5. Zhou, G., et al. 2001. J. Clin. Invest. 108: 1167-1174. PMID: 11602624
6. Cleasby, M.E., et al. 2004. Diabetes. 53: 3258-3266. PMID: 15561958
7. Klein, J., et al. 2004. J. Endocrinol. 183: 299-307. PMID: 15531718
8. Mohiuddin, M., et al. 2009. Pak. J. Biol. Sci. 12: 734-737. PMID: 19634481

Appearance :
Crystalline
Physical State :
Solid
Solubility :
Soluble in water (50 mg/ml), ethanol, and DMSO (50 mM).
Storage :
Store at 4° C
Melting Point :
223-226° C (lit.)
IC50 :
Streptococcus sp. 'group A': EC5050 = 4.08 µM; Streptokinase A: EC5050 = 5.65 µM (Streptococcus pyogenes serotype M1)
pK Values :
pKb: 12.25 (Predicted)
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
WGK Germany :
3
RTECS :
DU1800000
PubChem CID :
14219
Merck Index :
14: 5938
MDL Number :
MFCD00012582
EC Number :
214-230-6
SMILES :
CN(C)C(=N)N=C(N)N.Cl

Download SDS (MSDS)

Certificate of Analysis

Adobe Acrobat Reader is required to reliably view,
print and comment on PDF documents

1,1-Dimethylbiguanide, Hydrochloride  Product Citations

See how others have used 1,1-Dimethylbiguanide, Hydrochloride. Click on the entry to view the PubMed entry .

Citations 1 to 8 of 8 total

PMID: # 27741557  Huang, YS. et al. 2017. Biomed. Chromatogr. 31:

PMID: # 28243322  García-Castillo, V. et al. 2017. J Cancer. 8: 178-189.

PMID: # 26771051  Kinsky, OR. et al. 2016. Chemical research in toxicology.

PMID: # 26561471  Marinello, PC. et al. 2016. Tumour biology : the journal of the International Society for Oncodevelopmental Biology and Medicine. 37: 5337-46.

PMID: # 26465106  Wang, ZS. et al. 2015. Acta cirurgica brasileira / Sociedade Brasileira para Desenvolvimento Pesquisa em Cirurgia. 30: 617-23.

PMID: # 11994296  Fryer, LG. et al. 2002. J. Biol. Chem. 277: 25226-25232.

PMID: # 11602624  Zhou, G. et al. 2001. J. Clin. Invest. 108: 1167-1174.

PMID: # 9428832  Garber, AJ. et al. 1997. Am. J. Med. 103: 491-497.

Citations 1 to 8 of 8 total
  • bvseo_sdk, java_sdk, bvseo-3.2.0
  • CLOUD, getContent, 61ms
  • QUESTIONS, PRODUCT
  • bvseo-msg: The resource to the URL or file is currently unavailable.;
Rated 5 out of 5 by from Fryer et al Fryer et al. (PubMed ID 11994296) used 1,1-Dimethylbiguanide, Hydrochloride (metformin hydrochloride) to activate AMPK in hepatocytes without having to increase AMP:ATP ratios. -SCBT Publication Review
Date published: 2015-03-09
  • y_2019, m_5, d_18, h_19
  • bvseo_bulk, prod_bvrr, vn_bulk_2.0.12
  • cp_1, bvpage1
  • co_hasreviews, tv_0, tr_1
  • loc_en_US, sid_202000, prod, sort_[SortEntry(order=SUBMISSION_TIME, direction=DESCENDING)]
  • clientName_scbt
  • bvseo_sdk, java_sdk, bvseo-3.2.0
  • CLOUD, getReviews, 39ms
  • REVIEWS, PRODUCT

Santa Cruz Biotechnology, Inc. is a world leader in the development of products for the biomedical research market. Call us Toll Free at 1-800-457-3801.
Copyright © 2007-2019 Santa Cruz Biotechnology, Inc. All Rights Reserved. "Santa Cruz Biotechnology", and the Santa Cruz Biotechnology, Inc. logo, "Santa Cruz Animal Health", "San Juan Ranch", "Supplement of Champions", the San Juan Ranch logo, "Ultracruz", "Chemcruz", "Immunocruz", "Exactacruz", and "EZ Touch" are registered trademarks of Santa Cruz Biotechnology, Inc.
All trademarks are the property of their respective owners.