Home > Name List By 5 > 5-[[(2R,3S)-2-[(1R)-1-[3, 5-bis(trifluoromethyl)phenyl]ethoxy]-3-(4-fluorophenyl)morpholin-4-yl] methyl]-1,2-dihydro-1,2,4-tr...

CAS No 170729-80-3 , 5-[[(2R,3S)-2-[(1R)-1-[3,
5-bis(trifluoromethyl)phenyl]ethoxy]-3-(4-fluorophenyl)morpholin-4-yl]
methyl]-1,2-dihydro-1,2,4-triazol-3-one

  • Name: 5-[[(2R,3S)-2-[(1R)-1-[3,
    5-bis(trifluoromethyl)phenyl]ethoxy]-3-(4-fluorophenyl)morpholin-4-yl]
    methyl]-1,2-dihydro-1,2,4-triazol-3-one
  • Synonyms: L-754030; Emend (TN);5-[[(2R,3S)-2-[(1R)-1-[3,
    5-bis(trifluoromethyl)phenyl]ethoxy]-3-(4-fluorophenyl)morpholin-4-yl]
    methyl]-1,2-dihydro-1,2,4-triazol-3-one; CHEBI:499361; AC1OCFCG;170729-80-3; S1189_Selleck; Emend; MK-869; MK-0869;
  • CAS Registry Number:
  • Density: 1.51 g/cm3
  • Refractive index: 1.564
  • Molecular Weight: 534.426662
  • InchiKey: ATALOFNDEOCMKK-OITMNORJSA-N
  • InChI: InChI=1S/C23H21F7N4O3/c1-12(14-8-15(22(25,26)27)10-16(9-14)23(28,
    29)30)37-20-19(13-2-4-17(24)5-3-13)34(6-7-36-20)11-18-31-21(35)33-32-18/
    h2-5,8-10,12,19-20H,6-7,11H2,1H3,(H2,31,32,33,35)/t12-,19+,20-/m1/s1
  • Molecular Formula: C23H21F7N4O3
  • Molecular Structure:CAS No:170729-80-3 5-[[(2R,3S)-2-[(1R)-1-[3,<br />5-bis(trifluoromethyl)phenyl]ethoxy]-3-(4-fluorophenyl)morpholin-4-yl]<br />methyl]-1,2-dihydro-1,2,4-triazol-3-one

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References of 5-[[(2R,3S)-2-[(1R)-1-[3,
5-bis(trifluoromethyl)phenyl]ethoxy]-3-(4-fluorophenyl)morpholin-4-yl]
methyl]-1,2-dihydro-1,2,4-triazol-3-one
Title: Aprepitant
CAS Registry Number: 170729-80-3
CAS Name: 5-[[(2R,3S)-2-[(1R)-1-[3,5-Bis(trifluoromethyl)phenyl]ethoxy]-3-(4-fluorophenyl)-4-morpholinyl]methyl]-1,2-dihydro-3H-1,2,4-triazol-3-one
Synonyms: (2R)-[(1R)-3,5-bis(trifluoromethyl)phenylethoxy]-(3S)-(4-fluoro)phenyl-4-(3-oxo-1,2,4-triazol-5-yl)methyl morpholine
Manufacturers' Codes: MK-0869
Trademarks: Emend (Merck & Co.)
Molecular Formula: C23H21F7N4O3
Molecular Weight: 534.43
Percent Composition: C 51.69%, H 3.96%, F 24.88%, N 10.48%, O 8.98%
Literature References: Selective neurokinin-1 (NK-1) receptor antagonist. Prepn: C. P. Dorn et al., WO 9516679; eidem, US 5719147 (1995, 1998 both to Merck & Co.); and pharmacology: J. J. Hale et al., J. Med. Chem. 41, 4607 (1998). Improved synthesis: K. M. J. Brands et al., J. Am. Chem. Soc. 125, 2129 (2003). LC/MS/MS determn in plasma: C. M. Chavez-Eng et al., J. Pharm. Biomed. Anal. 35, 1213 (2004). Clinical trial in prevention of cisplatin-induced emesis: S. Van Belle et al., Cancer 94, 3032 (2002); with granisetron and/or dexamethasone: D. Campos et al., J. Clin. Oncol. 19, 1759 (2001). Clinical pharmacokinetics: A. K. Majumdar et al., J. Clin. Pharmacol. 46, 291 (2006). Review of clinical experience in prevention of chemotherapy-induced nausea and vomiting (CINV): T. M. Dando, C. M. Perry, Drugs 64, 777-794 (2004); A. M. Massaro, K. L. Lenz, Ann. Pharmacother. 39, 77-85 (2005).
Properties: mp 255°. [a]D25 +69° (c = 1.00 in methanol). Sparingly sol in ethanol, isopropyl acetate; slightly sol in acetonitrile. Practically insol in water.
Melting point: mp 255°
Optical Rotation: [a]D25 +69° (c = 1.00 in methanol)
 
Derivative Type: Fosaprepitant dimeglumine
CAS Registry Number: 265121-04-8; 172673-20-0 (free acid)
CAS Name: 1-Deoxy-1-(methylamino)-D-glucitol [3-[[(2R,3S)-2-[(1R)-1-[bis(trifluoromethyl)phenyl]ethoxy]-3-(4-fluorophenyl)-4-morpholinyl]methyl]-2,5-dihydro-5-oxo-1H-1,2,4-triazol-1-yl]phosphonate (2:1) (salt)
Manufacturers' Codes: MK-0517
Molecular Formula: C23H22F7N4O6P.2C7H17NO5
Molecular Weight: 1004.83
Percent Composition: C 44.23%, H 5.62%, F 13.23%, N 8.36%, O 25.48%, P 3.08%
Literature References: Water-soluble prodrug. Prepn: C. P. Dorn et al., WO 9523798; eidem, US 5691336 (1995, 1997 both to Merck & Co.); J. J. Hale et al., J. Med. Chem. 43, 1234 (2000).
 
Therap-Cat: Antiemetic.
Keywords: Antiemetic; Neurokinin Receptor Antagonist.