Home > Name List By n > N-[2-[4-[3-(propan-2-ylamino)pyridin-2-yl]piperazine-1-carbonyl]-1H- indol-5-yl]methanesulfonamide

CAS No 136817-59-9 , N-[2-[4-[3-(propan-2-ylamino)pyridin-2-yl]piperazine-1-carbonyl]-1H-
indol-5-yl]methanesulfonamide

  • Name: N-[2-[4-[3-(propan-2-ylamino)pyridin-2-yl]piperazine-1-carbonyl]-1H-
    indol-5-yl]methanesulfonamide
  • Synonyms: u-90152;N-[2-[4-[3-(propan-2-ylamino)pyridin-2-yl]piperazine-1-carbonyl]-1H-
    indol-5-yl]methanesulfonamide; Rescriptor (TM); Delavirdine [INN]; 136817-59-9;Rescriptor; BHAP-U 90152; Delavirdine (INN); BHAP der;
  • CAS Registry Number:
  • Flash Point: 396.5°C
  • Boiling Point: 732°Cat760mmHg
  • Density: 1.388g/cm3
  • Refractive index: 1.68
  • Flash Point: 396.5°C
  • Molecular Weight: 456.56112
  • InchiKey: WHBIGIKBNXZKFE-UHFFFAOYSA-N
  • InChI: InChI=1S/C22H28N6O3S/c1-15(2)24-19-5-4-8-23-21(19)27-9-11-28(12-10-27)22
    (29)20-14-16-13-17(26-32(3,30)31)6-7-18(16)25-20/h4-8,13-15,24-26H,
    9-12H2,1-3H3
  • Molecular Formula: C22H28N6O3S
  • Molecular Structure:CAS No:136817-59-9 N-[2-[4-[3-(propan-2-ylamino)pyridin-2-yl]piperazine-1-carbonyl]-1H-<br />indol-5-yl]methanesulfonamide

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References of N-[2-[4-[3-(propan-2-ylamino)pyridin-2-yl]piperazine-1-carbonyl]-1H-
indol-5-yl]methanesulfonamide
Title: Delavirdine
CAS Registry Number: 136817-59-9
CAS Name: 1-[3-[(1-Methylethyl)amino]-2-pyridinyl]-4-[[5-[(methylsulfonyl)amino]-1H-indol-2-yl]carbonyl]piperazine
Synonyms: 1-(5-methanesulfonamido-1H-indol-2-ylcarbonyl)-4-[3-(1-methylethylamino)pyridinyl]piperazine; 1-[3-(isopropylamino)-2-pyridyl]-4-[(5-methanesulfonamidoindol-2-yl)carbonyl]piperazine
Manufacturers' Codes: U-90152
Molecular Formula: C22H28N6O3S
Molecular Weight: 456.56
Percent Composition: C 57.88%, H 6.18%, N 18.41%, O 10.51%, S 7.02%
Literature References: Bisheteroarylpiperazine non-nucleoside reverse transcriptase inhibitor of HIV-1. Prepn: D. L. Romero et al., WO 9109849; J. R. Palmer et al., US 5563142 (1991, 1996 both to Upjohn). Structure-activity studies: D. L. Romero et al., J. Med. Chem. 36, 1505 (1993). In vitro activity vs HIV-1: T. J. Dueweke et al., Antimicrob. Agents Chemother. 37, 1127 (1993); P. J. Pagano, K.-T. Chong, J. Infect. Dis. 171, 61 (1995). Enzyme kinetic studies: I. W. Althaus et al., Biochem. Pharmacol. 47, 2017 (1994). NMR characterization of crystalline forms: P. Gao, Pharm. Res. 15, 1425 (1998). HPLC determn in plasma: C.-L. Cheng et al., J. Chromatogr. B 769, 297 (2002). Review of discovery and development: W. J. Adams et al., in Pharm. Biotechnol., R. T. Borchardt et al., Eds. (Plenum Press, New York, 1998) pp 285-312; of clinical use in HIV infection: L. J. Scott, C. M. Perry, Drugs 60, 1411-1444 (2000).
Properties: Crystals from ethyl acetate + hexane, mp 226-228°. Aqueous soly at 23° (mg/ml): 2942 (pH 1.0); 295 (pH 2.0); 0.81 (pH 7.4). pKa1 4.56. pKa2 8.9. Log P (n-octanol/water): 2.84.
Melting point: mp 226-228°
pKa: pKa1 4.56; pKa2 8.9
Log P: Log P (n-octanol/water): 2.84
 
Derivative Type: Methanesulfonate
CAS Registry Number: 147221-93-0
Synonyms: Delavirdine mesylate
Manufacturers' Codes: U-90152S
Trademarks: Rescriptor (Pharmacia & Upjohn)
Molecular Formula: C22H28N6O3S.CH3SO3H
Molecular Weight: 552.67
Percent Composition: C 49.98%, H 5.84%, N 15.21%, O 17.37%, S 11.60%
 
Therap-Cat: Antiviral.
Keywords: Antiviral; Reverse Transcriptase Inhibitor.