Darunavir

For research use only. Not for therapeutic Use.

  • CAT Number: I002590
  • CAS Number: 206361-99-1
  • Molecular Formula: C27H37N3O7S
  • Molecular Weight: 547.70
  • Purity: ≥95%
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Darunavir(Cat No.:I002590)is a potent HIV-1 protease inhibitor widely used in antiretroviral research and therapy. By binding to the active site of HIV protease, it prevents the cleavage of viral polyproteins, a critical step in viral replication, leading to the production of immature, non-infectious viral particles. Darunavir is particularly effective against resistant HIV strains due to its strong binding affinity and high genetic barrier to resistance. It serves as a cornerstone in studying protease inhibitor pharmacology, resistance pathways, and the optimization of combination antiretroviral therapies for HIV management.


Catalog Number I002590
CAS Number 206361-99-1
Synonyms

(E)-(3R,3aS,6aR)-hexahydrofuro[2,3-b]furan-3-yl hydrogen ((2S,3R)-4-(4-amino-N-isobutylphenylsulfonamido)-3-hydroxy-1-phenylbutan-2-yl)carbonimidate

Molecular Formula C27H37N3O7S
Purity ≥95%
Target Metabolic Enzyme/Protease
Solubility DMSO: soluble20 mg/mL, clear
Storage Store at -20°C
Overview of Clinical Research

Darunavir is a HIV protease inhibitor developed by Gilead Sciences and Janssen R&D Ireland.

IUPAC Name [(3aS,4R,6aR)-2,3,3a,4,5,6a-hexahydrofuro[2,3-b]furan-4-yl] N-[(2S,3R)-4-[(4-aminophenyl)sulfonyl-(2-methylpropyl)amino]-3-hydroxy-1-phenylbutan-2-yl]carbamate
InChI InChI=1S/C27H37N3O7S/c1-18(2)15-30(38(33,34)21-10-8-20(28)9-11-21)16-24(31)23(14-19-6-4-3-5-7-19)29-27(32)37-25-17-36-26-22(25)12-13-35-26/h3-11,18,22-26,31H,12-17,28H2,1-2H3,(H,29,32)/t22-,23-,24+,25-,26+/m0/s1
InChIKey CJBJHOAVZSMMDJ-HEXNFIEUSA-N
SMILES CC(C)CN(C[C@H]([C@H](CC1=CC=CC=C1)NC(=O)O[C@H]2CO[C@@H]3[C@H]2CCO3)O)S(=O)(=O)C4=CC=C(C=C4)N
Reference

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[1]. Meher, Biswa Ranjan; Wang, Yixuan. Interaction of I50V Mutant and I50L/A71V Double Mutant HIV-Protease with Inhibitor TMC114 (Darunavir): Molecular Dynamics Simulation and Binding Free Energy Studies. Journal of Physical Chemistry B (2012), 116(6), 1884-1900.<br />
[2]. Kakuda, Thomas; Sekar, Vanitha; Vis, Peter; Coate et al. Pharmacokinetics and pharmacodynamics of darunavir and etravirine in HIV-1-infected, treatment-experienced patients in the gender, race, and clinical experience (GRACE) trial AIDS Research and Treatment (2012), 186987, 10 pp..<br />
[3]. Valantin, M. A.; Lambert-Niclot, S.; Flandre, P.; et al.Long-term efficacy of darunavir/ritonavir monotherapy in patients with HIV-1 viral suppression: week 96 results from the MONOI ANRS 136 study. Journal of Antimicrobial Chemotherapy (2012), 67(3), 691-695.<br />
[4]. Lambert-Niclot S, Flandre P, Valantin MA, Soulie C, Fourati S, Wirden M, Sayon S, Pakianather S, Bocket L, Masquelier B, Dos Santos G, Katlama C, Calvez V, Marcelin AG. Similar Evolution of Cellular HIV-1 DNA Level in Darunavir/Ritonavir Monotherapy versus Triple Therapy in MONOI -ANRS136 Trial over 96 Weeks. PLoS One. 2012;7(7):e41390.<br />
[5]. Ruela Corr&ecirc;a JC, D/&#39;Arcy DM, Dos Reis Serra CH, Nunes Salgado HR. Darunavir: a critical review of its properties, use and drug interactions. Pharmacology. 2012;90(1-2):102-9.</p>

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