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

Details

Stereochemistry ACHIRAL
Molecular Formula C10H14N5O4P
Molecular Weight 299.223
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of BESIFOVIR

SMILES

NC1=NC=C2N=CN(CC3(CC3)OCP(O)(O)=O)C2=N1

InChI

InChIKey=KDNSSKPZBDNJDF-UHFFFAOYSA-N
InChI=1S/C10H14N5O4P/c11-9-12-3-7-8(14-9)15(5-13-7)4-10(1-2-10)19-6-20(16,17)18/h3,5H,1-2,4,6H2,(H2,11,12,14)(H2,16,17,18)

HIDE SMILES / InChI

Molecular Formula C10H14N5O4P
Molecular Weight 299.223
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Besifovir (also known as LB80331), an active metabolite of LB80380 was studied for the treatment of hepatitis B.

Approval Year

PubMed

PubMed

TitleDatePubMed
A novel class of phosphonate nucleosides. 9-[(1-phosphonomethoxycyclopropyl)methyl]guanine as a potent and selective anti-HBV agent.
2004 May 20
Antiviral activity and safety of LB80380 in hepatitis B e antigen-positive chronic hepatitis B patients with lamivudine-resistant disease.
2010 Mar
Pharmacokinetic comparison of the maleate and free base formulations of LB80380, a novel nucleotide analog, in healthy male volunteers.
2012 Sep
Phase IIb multicentred randomised trial of besifovir (LB80380) versus entecavir in Asian patients with chronic hepatitis B.
2014 Jun
Patents

Patents

Sample Use Guides

Besifovir 150 mg q.d. + Placebo of Tenofovir Disoproxil Fumarate 300 mg q.d. + L-carnitine (L-Carn Tab. 330 mg) 660 mg q.d.
Route of Administration: Oral
Substance Class Chemical
Created
by admin
on Fri Dec 15 20:14:59 UTC 2023
Edited
by admin
on Fri Dec 15 20:14:59 UTC 2023
Record UNII
4PLG22CQUU
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
BESIFOVIR
INN   WHO-DD  
INN  
Official Name English
(((1-((2-AMINO-9H-PURIN-9-YL)METHYL)CYCLOPROPYL)OXY)METHYL)PHOSPHONIC ACID
Systematic Name English
besifovir [INN]
Common Name English
PHOSPHONIC ACID, P-(((1-((2-AMINO-9H-PURIN-9-YL)METHYL)CYCLOPROPYL)OXY)METHYL)-
Common Name English
Besifovir [WHO-DD]
Common Name English
Code System Code Type Description
PUBCHEM
5270766
Created by admin on Fri Dec 15 20:14:59 UTC 2023 , Edited by admin on Fri Dec 15 20:14:59 UTC 2023
PRIMARY
WIKIPEDIA
Besifovir
Created by admin on Fri Dec 15 20:14:59 UTC 2023 , Edited by admin on Fri Dec 15 20:14:59 UTC 2023
PRIMARY
SMS_ID
300000036882
Created by admin on Fri Dec 15 20:14:59 UTC 2023 , Edited by admin on Fri Dec 15 20:14:59 UTC 2023
PRIMARY
INN
9478
Created by admin on Fri Dec 15 20:14:59 UTC 2023 , Edited by admin on Fri Dec 15 20:14:59 UTC 2023
PRIMARY
CAS
441785-25-7
Created by admin on Fri Dec 15 20:14:59 UTC 2023 , Edited by admin on Fri Dec 15 20:14:59 UTC 2023
PRIMARY
FDA UNII
4PLG22CQUU
Created by admin on Fri Dec 15 20:14:59 UTC 2023 , Edited by admin on Fri Dec 15 20:14:59 UTC 2023
PRIMARY
NCI_THESAURUS
C166775
Created by admin on Fri Dec 15 20:14:59 UTC 2023 , Edited by admin on Fri Dec 15 20:14:59 UTC 2023
PRIMARY
DRUG BANK
DB15671
Created by admin on Fri Dec 15 20:14:59 UTC 2023 , Edited by admin on Fri Dec 15 20:14:59 UTC 2023
PRIMARY
EPA CompTox
DTXSID601027760
Created by admin on Fri Dec 15 20:14:59 UTC 2023 , Edited by admin on Fri Dec 15 20:14:59 UTC 2023
PRIMARY
Related Record Type Details
TARGET ORGANISM->INHIBITOR
Related Record Type Details
PRODRUG -> METABOLITE ACTIVE
Related Record Type Details
ACTIVE MOIETY