Ixabepilone

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Names

[ CAS No. ]:
219989-84-1

[ Name ]:
Ixabepilone

[Synonym ]:
15-aza-EpoB
[14C]-Ixabepilone
Ixempra
Ixabepilone [INN]
16-aza-epothilone B
17-Oxa-4-azabicyclo[14.1.0]heptadecane-5,9-dione, 7,11-dihydroxy-8,8,10,12,16-pentamethyl-3-[(E)-1-methyl-2-(2-methyl-4-thiazolyl)ethenyl]-, (1S,3S,7S,10R,11S,12S,16R)-
[1S-[1R*,3R*(E),7R*,10S*,11R*,12R*,16S*]]-7,11-dihydroxy-8,8,10,12,16-pentamethyl-3-[1-methyl-2-(2-methyl-4-thiazolyl)ethenyl]-4-aza-17-oxabicyclo[14.1.0]heptadecane-5,9-dione
(1S,3S,7S,10R,11S,12S,16R)-7,11-dihydroxy-8,8,10,12,16-pentamethyl-3-[(1E)-1-(2-methyl-1,3-thiazol-4-yl)prop-1-en-2-yl]-17-oxa-4-azabicyclo[14.1.0]heptadecane-5,9-dione
(1S,3S,7S,10R,11S,12S,16R)-7,11-dihydroxy-8,8,10,12,16-pentamethyl-3-[(E)-1-(2-methyl-1,3-thiazol-4-yl)prop-1-en-2-yl]-17-oxa-4-azabicyclo[14.1.0]heptadecane-5,9-dione
Azaepothilone B
Ixabepilone
(1S,3S,7S,10R,11S,12S,16R)-7,11-dihydroxy-8,8,10,12,16-pentamethyl-3-[(E)-1-methyl-2-(2-methyl-1,3-thiazol-4-yl)ethenyl]-17-oxa-4-azabicyclo[14.1.0]heptadecane-5,9-dione
(1S,3S,7S,10R,11S,12S,16R)-7,11-Dihydroxy-8,8,10,12,16-pentamethyl-3-[(1E)-1-(2-methyl-1,3-thiazol-4-yl)-1-propen-2-yl]-17-oxa-4-azabicyclo[14.1.0]heptadecane-5,9-dione
(1S,3S,7S,10R,11S,12S,16R)-7,11-dihydroxy-8,8,10,12,16-pentamethyl-3-[(E)-1-methyl-2-(2-methylthiazol-4-yl)vinyl]-17-oxa-4-azabicyclo[14.1.0]hepta-decane-5,9-dione
Aza-epothilone B

Chemical & Physical Properties

[ Density]:
1.1±0.1 g/cm3

[ Boiling Point ]:
697.8±55.0 °C at 760 mmHg

[ Molecular Formula ]:
C27H42N2O5S

[ Molecular Weight ]:
506.698

[ Flash Point ]:
375.8±31.5 °C

[ Exact Mass ]:
506.281433

[ PSA ]:
140.29000

[ LogP ]:
1.77

[ Vapour Pressure ]:
0.0±2.3 mmHg at 25°C

[ Index of Refraction ]:
1.533

[ Storage condition ]:
-20 °C

Safety Information

[ Hazard Codes ]:
Xi

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

  • (3S,6R,7S,8S,12R,13S,15S)-15-amino-12,13-epoxy-4,4,6,8,12,16-hexamethyl-3,7-dihydroxy-17-(2-methyl-4-thiazolyl)-5-oxo-16(E)-heptadecenoic acid
  • (3S,6R,7S,8S)-11-((2R,3S)-3-((S,E)-2-(2-acetylhydrazinyl)-3-methyl-4-(2-methylthiazol-4-yl)but-3-en-1-yl)-2-methyloxiran-2-yl)-3,7-dihydroxy-4,4,6,8-tetramethyl-5-oxoundecanoic acid
  • (3S,6R,7S,8S,12R,13S,15S)-15-azido-12,13-epoxy-4,4,6,8,12,16-hexamethyl-3,7-dihydroxy-17-(2-methyl-4-thiazolyl)-5-oxo-16(E)-heptadecenoic acid
  • epothilone B
  • (5R)-5-hydroxy-2-iodo-6-methyl-7-(2-methylthiazol-4-yl)-2,6-heptadiene
  • (5S)-5-azido-2-iodo-6-methyl-7-(2-methylthiazol-4-yl)-2,6-heptadiene
  • (4S,7R,8S,9S,16S,Z)-4-hydroxy-5,5,7,9,13-pentamethyl-16-((E)-1-(2-methylthiazol-4-yl)prop-1-en-2-yl)-2,6-dioxoazacyclohexadec-13-en-8-yl (2,2,2-trichloroethyl) carbonate
  • (3S,6R,7S,8S,12Z,15S,16E)-15-amino-3-hydroxy-4,4,6,8,12,16-hexamethyl-17-(2-methylthiazol-4-yl)-5-oxo-7-(((2,2,2-trichloroethoxy)carbonyl)oxy)heptadeca-12,16-dienoic acid

DownStream

Related Compounds

  • 5-(2-Ethoxy-4-fluorophenyl)-1-propyl-1,2,3,6-tetrahydropyridine
  • 3-Chloro-6-(2-ethoxy-4-fluorophenyl)pyridazine
  • 4-[(2R)-2-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)butanoyl]-2-(methoxymethyl)morpholine-2-carboxylic acid
  • 4-[3-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)butanoyl]-2-(methoxymethyl)morpholine-2-carboxylic acid
  • 1-[2-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)butanoyl]-3,4-dimethylpyrrolidine-3-carboxylic acid
  • (3R)-3-[3-cyclohexyl-2-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)propanamido]butanoic acid
  • (3R)-3-[5-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)-3-(trifluoromethyl)pentanamido]butanoic acid
  • tert-butyl 4-(1-cyanocyclopropyl)-1H-imidazole-1-carboxylate
  • 3-[(3R)-3-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)butanoyl]-3-azabicyclo[3.2.1]octane-8-carboxylic acid
  • 3-{1-[(3R)-3-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)butanoyl]azetidin-3-yl}propanoic acid
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