Home > Name List By other > [(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-h...

CAS No 206361-99-1 , [(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

  • 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
  • Synonyms: TMC114;Prezista; 2ien; TMC 114; UIC-94017; TMC-114; 2idw;[(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; Darunavirum; Darunavirum [INN-Latin];
  • CAS Registry Number:
  • Density: 1.34g/cm3
  • Refractive index: 1.62
  • Molecular Weight: 547.66358
  • InchiKey: CJBJHOAVZSMMDJ-HEXNFIEUSA-N
  • 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
  • Molecular Formula: C27H37N3O7S
  • Molecular Structure:CAS No:206361-99-1 [(3aS,4R,6aR)-2,3,3a,4,5,6a-hexahydrofuro[2,3-b]furan-4-yl]<br />N-[(2S,<br />3R)-4-[(4-aminophenyl)sulfonyl-(2-methylpropyl)amino]-3-hydroxy-1-<br />phenylbutan-2-yl]carbamate

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References of [(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
Title: Darunavir
CAS Registry Number: 206361-99-1
CAS Name: [(1S,2R)-3-[[(4-Aminophenyl)sulfonyl] (2-methylpropyl)amino]-2-hydroxy-1-(phenylmethyl)propyl]carbamic acid (3R,3aS,6aR)-hexahydrofuro[2,3-b]furan-3-yl ester
Synonyms: (1S,2R,3￠R,3￠aS,6￠aR)-[3￠-hexahydrofuro[2,3-b]furanyl-[3-(4-aminobenzenesulfonyl)isobutylamino]-1-benzyl-2-hydroxypropyl]carbamate
Manufacturers' Codes: TMC-114; UIC-94017
Molecular Formula: C27H37N3O7S
Molecular Weight: 547.66
Percent Composition: C 59.21%, H 6.81%, N 7.67%, O 20.45%, S 5.85%
Literature References: Second generation HIV-1 protease inhibitor; structurally similar to amprenavir, q.v. Prepn: A. K. Ghosh et al., Bioorg. Med. Chem. Lett. 8, 687 (1998); idem et al., J. Org. Chem. 69, 7822 (2004). See also: J. W. Erickson, S. V. Gulnik, WO 9967417 (1999 to U.S. Dept. Health Human Serv.); J. W. Erickson et al., US 05158713 (2005 to Univ. Illinois). In vitro activity vs multidrug resistant HIV isolates: Y. Koh et al., Antimicrob. Agents Chemother. 47, 3123 (2003). Crystal structures of complex with protease variants: Y. Tie et al., J. Mol. Biol. 338, 341 (2004). Structure activity study and pharmacokinetic analysis: D. L. N. G. Surleraux et al., J. Med. Chem. 48, 1813 (2005). Review of pharmacology and clinical experience: A. C. Shurtleff, Curr. Opin. Invest. Drugs 5, 879-886 (2004). Clinical evaluation of combination with ritonavir: K. Arastéh et al., AIDS 19, 943 (2005).
Properties: White amorphous solid, mp 74° (dec).
Melting point: mp 74° (dec)
Therap-Cat: Antiviral.
Keywords: Antiviral; Peptidomimetics; HIV Protease Inhibitor.