For research use only. Not for therapeutic Use.
Lobucavir, also known as BMS-180194; SQ-34514, is a reverse transcriptase inhibitor potentially for treatment of HBV infection.
| Catalog Number | R012125 |
| CAS Number | 127759-89-1 |
| Synonyms | 2-Amino-9-[(1R,2R,3S)-2,3-bis(hydroxymethyl)cyclobutyl]-1,9-dihydro-6H-purin-6-one;?[1R-(1α,2β,3α)]-2-Amino-9-[2,3-bis(hydroxymethyl)cyclobutyl]-1,9-dihydro-6H-purin-6-one; (+)-Cyclobut G; BMS 180194; SQ 34514; |
| Molecular Formula | C11H15N5O3 |
| Purity | ≥95% |
| Storage | -20°C |
| IUPAC Name | 2-amino-9-[(1R,2R,3S)-2,3-bis(hydroxymethyl)cyclobutyl]-3H-purin-6-one |
| InChI | InChI=1S/C11H15N5O3/c12-11-14-9-8(10(19)15-11)13-4-16(9)7-1-5(2-17)6(7)3-18/h4-7,17-18H,1-3H2,(H3,12,14,15,19)/t5-,6-,7-/m1/s1 |
| InChIKey | GWFOVSGRNGAGDL-FSDSQADBSA-N |
| SMILES | C1C(C(C1N2C=NC3=C2NC(=NC3=O)N)CO)CO |
| Reference | </br>1:Lobucavir-induced proliferative changes in mice. Woicke J, Durham SK, Mense MG.Exp Toxicol Pathol. 2007 Nov;59(3-4):197-204. Epub 2007 Oct 17. PMID: 17942294 </br>2:In situ studies of regional absorption of lobucavir and ganciclovir from rabbit intestine and predictions of dose-limited absorption and associated variability in humans. Yang Z, Manitpisitkul P, Sawchuk RJ.J Pharm Sci. 2006 Oct;95(10):2276-92. PMID: 16883564 </br>3:Antiviral efficacy of lobucavir (BMS-180194), a cyclobutyl-guanosine nucleoside analogue, in the woodchuck (Marmota monax) model of chronic hepatitis B virus (HBV) infection. Genovesi EV, Lamb L, Medina I, Taylor D, Seifer M, Innaimo S, Colonno RJ, Clark JM.Antiviral Res. 2000 Dec;48(3):197-203. PMID: 11164506 </br>4:Regioselective enzymatic aminoacylation of lobucavir to give an intermediate for lobucavir prodrug. Hanson RL, Shi Z, Brzozowski DB, Banerjee A, Kissick TP, Singh J, Pullockaran AJ, North JT, Fan J, Howell J, Durand SC, Montana MA, Kronenthal DR, Mueller RH, Patel RN.Bioorg Med Chem. 2000 Dec;8(12):2681-7. PMID: 11131158 </br>5:Inhibition of the replication of the DNA polymerase M550V mutation variant of human hepatitis B virus by adefovir, tenofovir, L-FMAU, DAPD, penciclovir and lobucavir. Ying C, De Clercq E, Nicholson W, Furman P, Neyts J.J Viral Hepat. 2000 Mar;7(2):161-5. PMID: 10760047 </br>6:The immunosuppressive agent mycophenolate mofetil markedly potentiates the activity of lobucavir [1R(1alpha,2beta,3alpha)]-9-[2,3-bis(hydroxymethyl)cyclobutyl]guanine against different herpes viruses. Neyts J, De Clercq E.Transplantation. 1999 Mar 15;67(5):760-4. PMID: 10096537 </br>7:In vitro inhibition of hepadnavirus polymerases by the triphosphates of BMS-200475 and lobucavir. Seifer M, Hamatake RK, Colonno RJ, Standring DN.Antimicrob Agents Chemother. 1998 Dec;42(12):3200-8. PMID: 9835515 Free PMC Article</br>8:Lobucavir is phosphorylated in human cytomegalovirus-infected and -uninfected cells and inhibits the viral DNA polymerase. Tenney DJ, Yamanaka G, Voss SM, Cianci CW, Tuomari AV, Sheaffer AK, Alam M, Colonno RJ.Antimicrob Agents Chemother. 1997 Dec;41(12):2680-5. PMID: 9420038 Free PMC Article |
