U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ACHIRAL
Molecular Formula C2H7N5
Molecular Weight 101.1105
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of BIGUANIDE

SMILES

NC(=N)NC(N)=N

InChI

InChIKey=XNCOSPRUTUOJCJ-UHFFFAOYSA-N
InChI=1S/C2H7N5/c3-1(4)7-2(5)6/h(H7,3,4,5,6,7)

HIDE SMILES / InChI
Biguanide has been investigated for the treatment of Diabetes Mellitus. The term "biguanidine" often refers specifically to a class of drugs that have a broad range of medical indications. Besides recent experiments have shown that biguanide could be a modifiable pharmacophore for the synthesis of therapeutic cysteinyl cathepsins inhibitors with a wide range of potencies and specificities. It is known that excessive activities of cysteinyl cathepsins contribute to the progress of many diseases.

Approval Year

PubMed

PubMed

TitleDatePubMed
Liver transplantation with allografts from hepatitis B core antibody-positive donors: a new approach.
2003-09
Antidiabetic and antimalarial biguanide drugs are metal-interactive antiproteolytic agents.
2003-08-15
Effectiveness of low-dose intramuscular anti-VHB immune globulin in the prophylaxis of viral B hepatitis reinfection after liver transplantation: preliminary report.
2003-08
Prophylaxis of recurrent hepatitis B virus by vaccination after liver transplant: preliminary results.
2003-08
Combined lamivudine and hepatitis B immunoglobulin for the prevention of hepatitis B recurrence after liver transplantation: long-term results.
2003-08
Cardioprotection with pioglitazone is abolished by nitric oxide synthase inhibitor in ischemic rabbit hearts--comparison of the effects of pioglitazone and metformin.
2003-07-25
New developments in type 2 diabetes mellitus: combination therapy with a thiazolidinedione.
2003-07
Role of hepatitis B immunoglobulin in infants born to hepatitis B e antigen-negative carrier mothers in Taiwan.
2003-07
Interruption of HBV intrauterine transmission: a clinical study.
2003-07
HBV DNA persistence 10 years after liver transplantation despite successful anti-HBS passive immunoprophylaxis.
2003-07
[Medication of the month. Glucovance in type 2 diabetes, a fixed combination of metformin-glibenclamide for the treatment of a bipolar metabolic disease].
2003-06
Cost-effective and safe ambulatory long-term immunoprophylaxis with intramuscular instead of intravenous hepatitis B immunoglobulin to prevent reinfection after orthotopic liver transplantation.
2003-06
Characterization of hepatitis B virus surface antigen and polymerase mutations in liver transplant recipients pre- and post-transplant.
2003-06
Active immunization against de novo hepatitis B virus infection in pediatric patients after liver transplantation.
2003-06
A randomized study comparing lamivudine monotherapy after a short course of hepatitis B immune globulin (HBIg) and lamivudine with long-term lamivudine plus HBIg in the prevention of hepatitis B virus recurrence after liver transplantation.
2003-06
Plasma interleukin 8 concentrations in obese subjects with impaired glucose tolerance.
2003-05-16
A randomized control trial on interruption of HBV transmission in uterus.
2003-05
[Efficacy of recombinant hepatitis B vaccine and low-dose hepatitis B immune globulin in preventing mother-infant transmission of hepatitis B virus infection].
2003-05
Constructing an algorithm for managing type 2 diabetes. Focus on role of the thiazolidinediones.
2003-05
Insulin resistance syndrome. Description, pathogenesis, and management.
2003-05
Regulation of skeletal muscle morphology in type 2 diabetic subjects by troglitazone and metformin: relationship to glucose disposal.
2003-05
Experience with lamivudine therapy for hepatitis B virus infection before and after liver transplantation, and review of the literature.
2003-05
Use of liver grafts from donors positive for antihepatitis B-core antibody (anti-HBc) in the era of prophylaxis with hepatitis-B immunoglobulin and lamivudine.
2003-04-27
Mild acute renal failure potentiates metformin accumulation in the diabetic rat kidney without further impairment of renal function.
2003-04
Effect of pioglitazone compared with metformin on glycemic control and indicators of insulin sensitivity in recently diagnosed patients with type 2 diabetes.
2003-04
Involvement of organic cation transporter 1 in the lactic acidosis caused by metformin.
2003-04
Breastfeeding does not pose any additional risk of immunoprophylaxis failure on infants of HBV carrier mothers.
2003-03
Comparison between levels of anti-HBS with a fixed administration dose of HBIG and a combination of HBIG and lamivudine for the prophylaxis of hepatitis B after liver transplantation.
2003-03
Prevention of and treatment for hepatitis B virus infection after liver transplantation in the nucleoside analogues era.
2003-03
Role of 0.02% polyhexamethylene biguanide and 1% povidone iodine in experimental Aspergillus keratitis.
2003-03
Prophylaxis and treatment of recurrent hepatitis B after liver transplantation.
2003-02-15
Cissus sicyoides (princess vine) in the long-term treatment of streptozotocin-diabetic rats.
2003-02
The long-term efficacy of plasma-derived hepatitis B vaccine in babies born to carrier mothers.
2003-01
Metformin: new understandings, new uses.
2003
New options in the treatment of chronic hepatitis.
2003
A pilot study on the combined therapy of granulocyte-macrophage colony-stimulating factor and hepatitis B vaccine on chronic hepatitis B virus carrier children.
2002-12
Enhanced secretion of glucagon-like peptide 1 by biguanide compounds.
2002-11-15
Protective efficacy of hepatitis B vaccine without HBIG in infants of HBeAg-positive carrier mothers in Thailand.
2002-11-01
Combination of HBIG and lamivudine-resistant mutations: a formula for trouble?
2002-11
Prevention of recurrent hepatitis B post-liver transplantation.
2002-10
Hepatitis B: progress in the last 15 years.
2002-10
Evolving experience of hepatitis B virus prophylaxis in liver transplantation.
2002-09
Mechanism of peripheral blood mononuclear cell invasion by HBV on artificial immunization in newborns.
2002-09
[Clinical usefulness of treatment with biguanide and insulin].
2002-09
Combination prophylaxis with Hepatitis B immunoglobulin and lamivudine after liver transplantation minimizes HBV recurrence rates unless evolution of pretransplant lamivudine resistance.
2002-09
Involvement of organic cation transporter 1 in hepatic and intestinal distribution of metformin.
2002-08
Restoration of replication phenotype of lamivudine-resistant hepatitis B virus mutants by compensatory changes in the "fingers" subdomain of the viral polymerase selected as a consequence of mutations in the overlapping S gene.
2002-07-20
Field evaluation of the efficacy and immunogenicity of recombinant hepatitis B vaccine without HBIG in newborn Vietnamese infants.
2002-07
Trends in oral antihyperglycemic and insulin use in the Nova Scotia senior population (1993-1999).
2002
A study of the pharmacokinetic profile of low-dose hepatitis B immune globulin in long-term liver transplant recipients for chronic hepatitis B infection.
2001-05
Patents

Patents

Name Type Language
BIGUANIDE
MI   WHO-DD  
Systematic Name English
DURAPLUS
Preferred Name English
GUANYLGUANIDINE
Systematic Name English
Biguanide [WHO-DD]
Common Name English
BIGUANIDE [MI]
Common Name English
ISOBIGUANIDE
Common Name English
DIGUANIDE
Common Name English
IMIDODICARBONIMIDIC DIAMIDE
Systematic Name English
GUANIDINE, (AMINOIMINOMETHYL)-
Systematic Name English
Code System Code Type Description
CHEBI
3095
Created by admin on Mon Mar 31 21:07:06 GMT 2025 , Edited by admin on Mon Mar 31 21:07:06 GMT 2025
PRIMARY
CAS
56-03-1
Created by admin on Mon Mar 31 21:07:06 GMT 2025 , Edited by admin on Mon Mar 31 21:07:06 GMT 2025
PRIMARY
ECHA (EC/EINECS)
200-251-8
Created by admin on Mon Mar 31 21:07:06 GMT 2025 , Edited by admin on Mon Mar 31 21:07:06 GMT 2025
PRIMARY
WIKIPEDIA
BIGUANIDE
Created by admin on Mon Mar 31 21:07:06 GMT 2025 , Edited by admin on Mon Mar 31 21:07:06 GMT 2025
PRIMARY
MERCK INDEX
m2488
Created by admin on Mon Mar 31 21:07:06 GMT 2025 , Edited by admin on Mon Mar 31 21:07:06 GMT 2025
PRIMARY Merck Index
FDA UNII
FB4Q52I9K2
Created by admin on Mon Mar 31 21:07:06 GMT 2025 , Edited by admin on Mon Mar 31 21:07:06 GMT 2025
PRIMARY
DRUG BANK
DB13100
Created by admin on Mon Mar 31 21:07:06 GMT 2025 , Edited by admin on Mon Mar 31 21:07:06 GMT 2025
PRIMARY
EPA CompTox
DTXSID7074664
Created by admin on Mon Mar 31 21:07:06 GMT 2025 , Edited by admin on Mon Mar 31 21:07:06 GMT 2025
PRIMARY
SMS_ID
300000051419
Created by admin on Mon Mar 31 21:07:06 GMT 2025 , Edited by admin on Mon Mar 31 21:07:06 GMT 2025
PRIMARY
PUBCHEM
5939
Created by admin on Mon Mar 31 21:07:06 GMT 2025 , Edited by admin on Mon Mar 31 21:07:06 GMT 2025
PRIMARY
DAILYMED
FB4Q52I9K2
Created by admin on Mon Mar 31 21:07:06 GMT 2025 , Edited by admin on Mon Mar 31 21:07:06 GMT 2025
PRIMARY
RXCUI
1918319
Created by admin on Mon Mar 31 21:07:06 GMT 2025 , Edited by admin on Mon Mar 31 21:07:06 GMT 2025
PRIMARY