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Merck
CN

SML2615

Ixabepilone

≥98% (HPLC)

别名:

(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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关于此项目

经验公式（希尔记法）:
C27H42N2O5S
化学文摘社编号:
219989-84-1
分子量:
506.70
UNSPSC Code:
12352200
NACRES:
NA.77
MDL number:
MFCD04307791

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SMILES string

[s]1c(nc(c1)\C=C(\[C@H]2NC(=O)C[C@@H](C(C(=O)[C@@H]([C@H]([C@H](CCC[C@]3(O[C@H]3C2)C)C)O)C)(C)C)O)/C)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

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

Biochem/physiol Actions

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

存储类别

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

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

法规信息

涉药品监管产品
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历史批次信息供参考:

分析证书(COA)

Lot/Batch Number
0000071894
0000069166

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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
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

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