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イキサベピロン, FREE BASE

イキサベピロン, FREE BASE 化学構造式
219989-84-1
CAS番号.
219989-84-1
化学名:
イキサベピロン, FREE BASE
别名:
イキサベピロン, FREE BASE;イキサベピロン;イキサベピロン (JAN)
英語化学名:
IXABEPILONE
英語别名:
Ixempra;BMS 247550;Ixempra kit;IXABEPILONE;Bms 247550-1;Unii-K27005np0a;Azi-epothilone B;Aza-epothilone B;Ixabepilone BMS-247550;Ixabepilone, Free Base, >99%
CBNumber:
CB61011739
化学式:
C27H42N2O5S
分子量:
506.7
MOL File:
219989-84-1.mol

イキサベピロン, FREE BASE 物理性質

比旋光度 :
D22 -40.7° (c = 1.0 in chloroform)

安全性情報

イキサベピロン, FREE BASE 価格

メーカー 製品番号 製品説明 CAS番号 包装 価格 更新時間 購入

イキサベピロン, FREE BASE 化学特性,用途語,生産方法

効能

抗悪性腫瘍薬, 有糸分裂阻害薬

説明

Ixabepilone, a semisynthetic analog of epothilone B, was launched for the treatment of metastatic or locally advanced breast cancer. It is indicated for use in combination with capecitabine in patients who have previously failed treatment with an anthracycline such as doxorubicin and a taxane such as paclitaxel. It is also approved as monotherapy for the treatment of metastatic or locally advanced breast cancer in patients whose tumors are resistant or refractory to anthracyclines, taxanes, and capecitabine. Ixabepilone is the first member of the epothilone family of anticancer agents to be approved. Epothilones are novel cytotoxic macrolides derived from bacterial fermentation.
Like the taxanes, their mechanism of action involves binding to and stabilizing microtubules, which results in mitotic arrest and apoptosis.
The most common adverse reactions (X20%) associated with ixabelipone as monotherapy or in combination with capecitabine were peripheral sensory neuropathy, fatigue/asthenia, myalgia/arthralgia, alopecia, nausea, vomiting, stomatitis/ mucositis, diarrhea, and musculoskeletal pain. The most common hematologic abnormalities (W 40%) include neutropenia, leukopenia, anemia, and thrombocytopenia. Ixabelipone in combination with capecitabine is contraindicated in patients with AST or ALT W2.5 ULN (upper limit of normal) or bilirubin W1 ULN due to increased risk of toxicity and neutropenia-related death.

Originator

BMS (US)

使用

Antineoplastic; antimitotic.

定義

ChEBI: A macrocycle that is a lactam analogue of epothilone B. Binds directly to beta-tubulin subunits on microtubules, leading to suppression of microtubule dynamics.

brand name

Ixempra

一般的な説明

The epothilones are macrocyclic lactones that have a mechanismof action similar to that of the taxanes but offer severaladvantages.Ixabepilone is the semisyntheticamide analog of epothilone B that is isolated from themyxobacterium Sorangium cellulosum. The epothilonesshowed potent in vitro activity but greatly decreased activityin vivo caused by metabolic instability via hydrolysis ofthe macrocyclic lactone. Conversion to the lactam increasedstability and maintained in vivo activity. Ixabepilone hasbeen recently (2007) approved for the treatment of metastaticbreast cancer that is resistant to the taxanes. The agent isbelieved to bind to the same site occupied by the taxanes.Molecular modeling studies have been utilized to identifya common pharmacophore between the taxanes andepothilones.Like the taxanes, ixabepilone binds to β-tubulin and stabilizesmicrotubules resulting in cell death.The agent is usefulin cancers that have become resistant to the taxanes, becauseit is not removed by Pgp and is still capable of binding to altered beta tubulin to which the taxanes no longer bind.Increased water solubility also allows the agent to be administeredwithout the need for Cremophor EL, reducing thechance of hypersensitivity reactions. The current indicationsfor the agent are in metastatic breast cancer in combinationwith capecitabine after the failure of an anthracycline and ataxane and as monotherapy in metastatic breast cancer afterfailure of an anthracycline, a taxane, and capecitabine. Theagent is extensively metabolized in the liver primarily byCYP3A4 to give over 30 different metabolites. Eliminationoccurs primarily in the feces (65%) with a smaller amount(21%) occurring in the urine. The terminal elimination halflifeis 52 hours. Major toxicities associated with the useof ixabepilone have included peripheral neuropathy andmyelosuppression occurring as neutropenia. Occurring lessfrequently are alopecia, nausea, vomiting, mucositis, diarrhea,and muscle pain.

イキサベピロン, FREE BASE 上流と下流の製品情報

原材料

準備製品


イキサベピロン, FREE BASE 生産企業

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219989-84-1(イキサベピロン, FREE BASE)キーワード:


  • 219989-84-1
  • IXABEPILONE
  • (1R,5S,6S,7R,10S,14S,16S)-6,10-dihydroxy-1,5,7,9,9-pentamethyl-14-[(E) -1-(2-methyl-1,3-thiazol-4-yl)prop-1-en-2-yl]-17-oxa-13-azabicyclo[14. 1.0]heptadecane-8,12-dione
  • Aza-epothilone B
  • Bms 247550-1
  • Ixempra
  • Ixempra kit
  • Unii-K27005np0a
  • Azi-epothilone B
  • BMS 247550
  • Ixabepilone BMS-247550
  • Ixabepilone, Free Base, >99%
  • 17-Oxa-4-azabicyclo[14.1.0]heptadecane-5,9-dione,7,11-dihydroxy-8,8,10,12,16-pentaMethyl-3-[(1E)-1-Methyl-2-(2-Methyl-4-thiazolyl)ethenyl]-,(1S,3S,7S,10R,11S,12S,16R)-
  • Ixabepilone (1R,5S,6S,7R,10S,14S,16S)-6,10-Dihydroxy-1,5,7,9,9-pentamethyl-14-[(E)-1-(2-methyl-1,3-thiazol-4-yl)prop-1-en-2-yl]-17-oxa-13-azabicyclo[14.1.0]heptadecane-8,12-dione
  • Ixabepilone (Azaepothilone 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]-17-Oxa-4-azabicyclo[14.1.0]heptadecane-5,9-dione
  • イキサベピロン, FREE BASE
  • イキサベピロン
  • イキサベピロン (JAN)
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