737. Aplaviroc

Nomenclature

CAS number: 461443-59-4
4-[4-[[(3R)-1-Butyl-3-[(R)-cyclohexylhydroxymethyl]-2,5-dioxo-1,4,9-triazaspiro[5.5]undec-9-yl]methyl]phenoxy]benzoic acid; (3R)-1-butyl-2,5-dioxo-3-[(1R)-1-hydroxy-1-cyclohexylmethyl]-9-[4-(4-carboxyphenyloxy)phenylmethyl]-1,4,9-triazaspiro[5.5]undecane.
C33H43N3O6; mol wt 577.71.
C 68.61%, H 7.50%, N 7.27%, O 16.62%.

Description and references

CCR5 chemokine receptor antagonist; inhibits HIV entry by blocking interaction of viral coat protein gp120 with the receptor. Prepn: H. Habashita et al., WO 02074770 (2002 to Ono); eidem, US 04082584 (2004). Study of CCR5 binding and mechanism of action: C. Watson et al., Mol. Pharmacol. 67, 1268 (2005). Antiretroviral activity in immunodeficient mice: H. Nakata et al., J. Virol. 79, 2087 (2005). Clinical pharmacokinetics: K. K. Adkison et al., Antimicrob. Agents Chemother. 49, 2802 (2005).

Chemical structure

Derivative

Hydrochloride.

Nomenclature

CAS number: 461023-63-2
AK-602; GW-873140; ONO-4128.
C33H43N3O6.HCl; mol wt 614.17.
C 64.53%, H 7.22%, N 6.84%, O 15.63%, Cl 5.77%.

Therapeutic Category

Antiretroviral.

Keywords

Antiretroviral; Entry Inhibitors