epothilone B

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Names

[ CAS No. ]:
152044-54-7

[ Name ]:
epothilone B

[Synonym ]:
Epothilone B
(-)-Epothilone B
(1S,3S,7S,10R,11S,12S,16R)-7,11-Dihydroxy-8,8,10,12,16-pentamethyl-3-[(1E)-1-methyl-2-(2-methyl-4-thiazolyl)ethenyl]-4,17-dioxabicyclo[14.1.0]heptadecane-5,9-dione
4,17-Dioxabicyclo[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)-
Epothilon B
EPO906,EpoB,Patupilone
EPO906
[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]-4,17-dioxabicyclo[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]-4,17-dioxabicyclo[14.1.0]heptadecane-5,9-dione
GNF-PF-193
UNII-UEC0H0URSE
Epothilone B (EPO906,Patupilone)
Patupilone
(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]-4,17-dioxabicyclo[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]-4,17-dioxabicyclo[14.1.0]heptadecane-5,9-dione
EpoB

Chemical & Physical Properties

[ Density]:
1.1±0.1 g/cm3

[ Boiling Point ]:
680.2±55.0 °C at 760 mmHg

[ Melting Point ]:
95-97ºC

[ Molecular Formula ]:
C27H41NO6S

[ Molecular Weight ]:
507.682

[ Flash Point ]:
365.2±31.5 °C

[ Exact Mass ]:
507.265472

[ PSA ]:
137.49000

[ LogP ]:
2.29

[ Vapour Pressure ]:
0.0±2.2 mmHg at 25°C

[ Index of Refraction ]:
1.532

[ Storage condition ]:
-20°C

Safety Information

[ Hazard Codes ]:
Xi

[ RIDADR ]:
NONH for all modes of transport

[ HS Code ]:
29419090

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

  • Epothilone D
  • (E)-9,10-dehydroepothilone B
  • 2,2-dimethyl-3-oxopentanal
  • (5S)-5-(tert-butyl-dimethyl-silanyloxy)-4,4-dimethyloct-7en-3-one
  • (2E)-2-Methyl-3-(2-methyl-1,3-thiazol-4-yl)acrylaldehyde
  • (-)-(2Z,5S,6E)-5-{[tert-butyl(dimethyl)silyl]oxy}-2,6-dimethyl-7-(2-methyl-1,3-thiazol-4-yl)hepta-2,6-dien-1-ol
  • (3S)-2-methyl-1-(2-methyl-1,3-thiazol-4-yl)hexa-1,5-dien-3-ol
  • (1S,3S,7S,10R,11S,12S,16R)-7-((tert-butyldimethylsilyl)oxy)-11-hydroxy-8,8,10,12,16-pentamethyl-3-((E)-1-(2-methylthiazol-4-yl)prop-1-en-2-yl)-4,17-dioxabicyclo[14.1.0]heptadecane-5,9-dione
  • 4-Formyl-2-methylthiazole

DownStream

  • Epothilone D
  • Ixabepilone

Articles

Ionizing radiation induces tumor cell lysyl oxidase secretion.

BMC Cancer 14 , 532, (2014)

Ionizing radiation (IR) is a mainstay of cancer therapy, but irradiation can at times also lead to stress responses, which counteract IR-induced cytotoxicity. IR also triggers cellular secretion of va...


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Related Compounds

  • epothilone B
  • Azaepothilone B
  • desoxyepothilone B
  • 21-amino-epothilone B
  • 21-amino-epothilone B
  • 21-amino-epothilone B
  • O-[2-(3-ethoxy-4-methoxyphenyl)propan-2-yl]hydroxylamine
  • 6-Bromo-8-(2-(trimethylsilyl)ethoxy)imidazo[1,2-a]pyrazine
  • 4-[(1,3-dimethyl-1H-pyrazol-4-yl)methyl]piperidin-4-ol
  • 2-Phenyl-5-(prop-2-yn-1-yl)thiophene
  • tert-butyl N-[3-amino-2-(1H-imidazol-2-yl)-2-methylpropyl]carbamate
  • 1-{2-[3-Fluoro-4-(trifluoromethyl)phenyl]propan-2-yl}cyclopropan-1-amine
  • 2-Chloro-1-(3,3-dimethylcyclopentyl)ethan-1-one
  • tert-butyl N-{2-hydroxy-3-methoxy-5-[(3-methylazetidin-3-yl)oxy]phenyl}carbamate
  • tert-butyl N-[3-amino-2-(3,4-dihydro-2H-pyran-5-yl)propyl]carbamate
  • Methyl 3-[1-(2-aminopropan-2-yl)cyclopropyl]benzoate
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