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Merck
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SML2615

Sigma-Aldrich

Ixabepilone

≥98% (HPLC)

Sinónimos:

(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]-17-oxa-4-azabicyclo[14.1.0]heptadecane-5,9-dione, Azaepothilone B, BMS-247550, NSC-710428

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About This Item

Fórmula empírica (notación de Hill):
C27H42N2O5S
Número de CAS:
219989-84-1
Peso molecular:
506.70
MDL number:
MFCD04307791
UNSPSC Code:
12352200
NACRES:
NA.77

assay

≥98% (HPLC)

form

powder

optical activity

[α]/D -35 to -45°, c = 1.0 in chloroform-d

storage condition

protect from light

color

white to beige

solubility

DMSO: 2 mg/mL, clear

storage temp.

−20°C

InChI

1S/C27H42N2O5S/c1-15-9-8-10-27(7)22(34-27)12-20(16(2)11-19-14-35-18(4)28-19)29-23(31)13-21(30)26(5,6)25(33)17(3)24(15)32/h11,14-15,17,20-22,24,30,32H,8-10,12-13H2,1-7H3,(H,29,31)/b16-11+/t15-,17+,20-,21-,22-,24-,27+/m0/s1

InChI key

FABUFPQFXZVHFB-PVYNADRNSA-N

Biochem/physiol Actions

Ixabepilone is a microtubule stabilizing semisynthetic lactam analog of epothilone B. It appears that Ixabepilone is unaffected by BCRP mediated chemoresistance.

pictograms

Skull and crossbonesHealth hazard
GHS06,GHS08

signalword

Danger

Hazard Classifications

Acute Tox. 3 Oral - Muta. 2 - Repr. 2 - STOT RE 1

target_organs

Gastro-intestinal system,hematopoietic system,Nervous system,lymphatics

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificados de análisis (COA)

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Jennifer A Smith et al.
Cancer research, 76(17), 5115-5123 (2016-08-05)
Peripheral neuropathy is a serious, dose-limiting side effect of cancer treatment with microtubule-targeting drugs. Symptoms present in a "stocking-glove" distribution, with longest nerves affected most acutely, suggesting a length-dependent component to the toxicity. Axonal transport of ATP-producing mitochondria along neuronal
John T Hunt
Molecular cancer therapeutics, 8(2), 275-281 (2009-01-29)
The discovery of the antineoplastic agent paclitaxel and its unique activity as a microtubule-stabilizing agent resulted in dramatic improvements in the treatment of breast, ovarian, and non-small cell lung cancers. Despite the potent antitumor activity of taxanes such as paclitaxel
Cynthia Osborne et al.
Clinical breast cancer, 18(1), e89-e95 (2017-08-07)
Hormonal therapies and single-agent sequential chemotherapeutic regimens are the standards of care for HER2- metastatic breast cancer (MBC). However, treating patients with hormone-refractory and triple negative (TN) MBC remains challenging. We report the results of combined ixabepilone and carboplatin in

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