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ドセタキセル

ドセタキセル 化学構造式
114977-28-5
  • CAS番号.114977-28-5
  • 化学名:ドセタキセル
  • 别名:ドセタキセル水和物;ドセタキセル;N-デベンゾイル-N-tert-ブトキシカルボニル-10-デアセチルタキソール;ドセタキセル (JAN)
  • 英語化学名:Docetaxel
  • 英語别名:rp56976;TAXOTERE;BIND-014;Docetere;Decetaxel;Docetaxel;Docetaxet;Doxetaxel;Docetaxel;NSC_628503
  • CBNumber:CB1163212
  • Molecular Formula:C43H53NO14
  • Formula Weight:807.88
  • MOL File:114977-28-5.mol
ドセタキセル 物理性質
  • 融点  :186-192 °C (dec.)
  • 比旋光度  :-36 º (c=0.74,EtOH)
  • 沸点  :900.5±65.0 °C(Predicted)
  • 比重(密度)  :1.38
  • 貯蔵温度  :Store at +4°C
  • 溶解性 :Practically insoluble in water, freely soluble in anhydrous ethanol, soluble in methylene chloride.
  • 酸解離定数(Pka) :11.20±0.46(Predicted)
  • 外見  :neat
  • 水溶解度  :Soluble in dimethyl sulfoxide and ethanol. Insoluble in water.
  • Merck  :14,3397
  • InChIKey :BEDLLNJKXXVTSX-LWWLJZAUSA-N
  • CAS データベース :114977-28-5(CAS DataBase Reference)
安全性情報
危険有害性情報のコード(GHS)
  • 絵表示(GHS)
  • 注意喚起語Warning
  • 危険有害性情報
  • H361:生殖能または胎児への悪影響のおそれの疑い
  • 注意書き
  • P201:使用前に取扱説明書を入手すること。
  • P202:全ての安全注意を読み理解するまで取り扱わないこ と。
  • P280:保護手袋/保護衣/保護眼鏡/保護面を着用するこ と。
  • P308+P313:暴露または暴露の懸念がある場合:医師の診断/手当てを 受けること。
  • P405:施錠して保管すること。
  • P501:内容物/容器を...に廃棄すること。
ドセタキセル 価格 もっと(19)
  • メーカー: 富士フイルム和光純薬株式会社(wako)
  • 製品番号: W01CHDASB-00004989
  • 製品説明 : ドセタキセル
  • 純度: Docetaxel
  • 包装: 5mg
  • 価格: ¥23200
  • 更新時間: 2020/09/21
  • 購入: 購入
  • メーカー: 富士フイルム和光純薬株式会社(wako)
  • 製品番号: W01CHDASB-00004989
  • 製品説明 : ドセタキセル
  • 純度: Docetaxel
  • 包装: 25mg
  • 価格: ¥137500
  • 更新時間: 2021/03/23
  • 購入: 購入
  • メーカー: 東京化成工業
  • 製品番号: D4102
  • 製品説明 : ドセタキセル
  • 純度: Docetaxel >98.0%(HPLC)
  • 包装: 1g
  • 価格: ¥47200
  • 更新時間: 2021/03/23
  • 購入: 購入
  • メーカー: 東京化成工業
  • 製品番号: D4102
  • 製品説明 : ドセタキセル
  • 純度: Docetaxel >98.0%(HPLC)
  • 包装: 100mg
  • 価格: ¥9500
  • 更新時間: 2021/03/23
  • 購入: 購入
  • メーカー: Sigma-Aldrich Japan
  • 製品番号: Y0001466
  • 製品説明 : 
  • 純度: European Pharmacopoeia (EP) Reference Standard
  • 包装: 
  • 価格: ¥35200
  • 更新時間: 2021/03/23
  • 購入: 購入

ドセタキセル MSDS


Docetaxel

Docetaxel 化学特性,用途語,生産方法

  • 外観 白色~わずかにうすい褐色, 結晶~粉末
  • 溶解性 アセトンに溶けやすく、エタノールにやや溶けやすく、水にほとんど溶けない。
  • 用途 タキソイド系化合物です。細 胞内でチューブリンの重合を促進し、脱重合 を阻害することにより、細胞の有糸分裂停止 作用を示します。
  • 用途 タキソイド系化合物です。細 胞内でチューブリンの重合を促進し、脱重合 を阻害することにより、細胞の有糸分裂停止 作用を示します。
  • 効能 抗悪性腫瘍薬, 微小管脱重合阻害薬
  • 説明 Docetaxel, a semi-synthetic product from the taxoid family, was launched in 1995 first in South Africa and subsequently in several other markets for the treatment of ovarian, breast and non-small cell lung cancers. Like the naturally occurring antitumor agent paclitaxel, the first marketed taxoid, docetaxel promotes both the rate and extent of tubulin assembly into stable microtubules and inhibits their depolymerization. It acts as a mitotic spindle poison and induces a mitotic block in proliferating cells. This mechanism of action for taxoids is unique from other classes of anticancer agents. Docetaxel was reported to be twice as potent as paclitaxel in several in vitro protocols and also exhibit higher cytotoxicity. Clinical trials are on going for docetaxel for other types of tumors including pancreatic, gastric, head and neck cancers and soft tissue sarcomas.
  • 化学的特性 Off-white Cryst
  • Originator Rhone-Poulenc Rorer (France)
  • 使用 antineoplastic;binds to microtubules
  • 使用 Docetaxel is a semisynthetic analog of taxol that inhibits microtubule disassembly (IC50 = 0.2 μM) and inhibits cell replication (IC50 = 0.13 μM). It has proven more effective than taxol in preventing the proliferation of cancer cells. Docetaxel has applications in breast cancer and hormone-refractory prostate cancer. This product is intended for research applications.
  • 定義 ChEBI: A tetracyclic diterpenoid that is paclitaxel with the N-benzyloxycarbonyl group replaced by N-tert-butoxycarbonyl, and the acetoxy group at position 10 replaced by a hydroxy group.
  • Manufacturing Process Taxol, a material occurring in nature, and extracted from Taxus brevifolia (i.e. the Pacific yew tree). It consists of the A, B and C variants. Taxol is not water soluble, thereby complicating its delivery in vivo for therapeutic purposes.
    A sample of Taxol (14.7 g, 17 mmol) was dissolved in pyridine (150 mL) and chlorotriethylsilane (23.03 g, 147 mmol) was added. The reaction was stirred at 25°C under N2. After 20 hours the reaction appeared complete by TLC analysis (7% MeOH/CH2Cl2). The mixture was concentrated to remove the pyridine. The residue was dissolved in CH2Cl2 and washed with water, 10% CuSO4, NaHCO3 and brine successively. The organic layer was dried over MgSO4, and concentrated to yield 20.89 g of the crude 2,7'-bis(triethylsilyl) Taxol. A portion of crude 2',7-bis(triethylsilyl) Taxol (14.50 g, 13.4 mmol) was dissolved in dry THF (150 mL). Zirconocene chloride hydride (7.75 g, 30.2 mmol) was added. The reaction was stirred at 25°C under N2. After 20 hours the reaction appeared complete by TLC analysis. The mixture was poured intocold hexanes, and the resulting precipitated Zr complexes were filtered off. The solution was concentrated to yield 17 g of the crude 2,7'-bis(triethylsilyl) Taxol imine. A portion of crude 2',7-bis(triethylsilyl) Taxol imine (8.36 g) was dissolved in 1% HCl/EtOH (180 mL) and the reaction was stirred at 25°C for 20 hours. The reaction appeared complete by TLC analysis. The mixture was poured into 800 mL of water and washed with hexane (180 mL times 3). The aqueous layer was neutralized with NaHCO3 to pH=7.0. The product was extracted with CH2Cl2. The organic layer was removed and concentrated to a solid. Silica gel chromatography (5% MeOH/CH2Cl2) yielded Taxol primary amine (2.41 g, 52% overall yield based on 5 g of Taxol used). Melting point 160°C-162°C.
    A sample of Taxol primary amine (100 mg, 0.13 mmol) was dissolved in CH2Cl2 (10 mL) and HCl (15 mM in Et2O; 10 ml, 150 mmol) was added. The reaction was stirred at 25°C for 2 minutes. The mixture was concentrated to remove the solvents. The residue was redissolved in CH2Cl2 and precipitated in hexane. Filtration yielded 85 mg of Taxol PA (PA-primary amine) HCl (83%). Melting point 65°C. A sample of Taxol PA HCl (50 mg, 0.064 mmol) was dissolved in 0.5 ml of water. It was neutralized to pH 7.0 by addition of saturated NaHCO3, followed by extraction with CH2Cl2. The organic layer was concentrated and chromatographed (3% MeOH/CH2Cl2was used as mobile phase) to yield 30 mg of Taxol primary amine (63% yield). The 1H NMR and LRMS data agree well with a standard sample of Taxol primary amine.
    Trimethylsilyl- and trichlorethoxycarbonyl-protecting group can be used. A mixture of impure Taxol A, B, C can be converted Taxol primary amine, which then can be converted to Taxol A or docetaxel.
  • brand name Taxotere (Sanofi Aventis).
  • Therapeutic Function Antitumor
  • 危険性 A poison. Human systemic effects.
ドセタキセル 上流と下流の製品情報
原材料
準備製品
ドセタキセル 生産企業
Global(611)Suppliers
  • 名前:Jiangsu Yew Pharmaceutical Co., Ltd.
  • 電話番号:+86-510-66865338 +86-189-2133-5032 jiangwenjun@hongdou.com
  • ファックス番号:+86-510-66865972
  • 電子メール:junwenjiang@live.cn ; jiangwenjun@hongdou.com
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114977-28-5, ドセタキセル キーワード:
  • 114977-28-5
  • Benzenepropanoic acid, β-[[(1,1-dimethylethoxy)carbonyl]amino]-α-hydroxy-, (2aR,4S,4aS,6R,9S,11S,12S,12aR,12bS)-12b-(acetyloxy)-12-(benzoyloxy)-2a,3,4,4a,5,6,9,10,11,12,12a,12b-dodecahydro-4,6,11-trihydroxy-4a,8,13,13-tetramethyl-5-oxo-7,11-methano-1H-cyclodeca[3,4]benz[1,2-b]oxet-9-yl ester, (αR,βS)-
  • Docetaxel N-debenzoyl-N-tert-butoxycarbonyl-10-deacetyl taxol
  • Taxotere anhydrous
  • Decetaxel
  • TAXOTERE
  • n-debenzoyl-n-tert-butoxycarbonyl-10-deacetyl taxol
  • )benz(1,2-b)oxet-9-ylester,(2ar-(2a-alpha,4-beta,4a-beta,6-beta,9-alpha(alph
  • Benzenepropanoic acid, b-[[(1,1-dimethylethoxy)carbonyl]amino]-a-hydroxy-, (2aR,4S,4aS,6R,9S,11S,12S,12aR,12bS)-12b-(acetyloxy)-12-(benzoyloxy)-2a,3,4,4a,5,6,9,10,11,12,12a,12b-dodecahydro-4,6,11-trih ydroxy-4a,8,13,13-tetramethyl-5-oxo-7,11-methano-1H-cyclodeca[3,4]benz[1,2-b]oxet-9-yl ester, (aR,bS)-
  • DOCETAXEL ANHYDROUS 99.5%
  • Benzenepropanoic acid, β-[[(1,1-dimethylethoxy)carbonyl]amino]-α-hydroxy-, 12b-(acetyloxy)-12-(benzoyloxy)-2a,3,4,4a,5,6,9,10,11,12,12a,12b-dodecahydro-4,6,11-trihydroxy-4a,8,13,13-tetramethyl-5-oxo-7,11-methano-1H-cyclodeca[3,4]benz[1,2-b]oxet-9-yl ester, [2aR-[2aα,4β,4aβ,6β,9α(αR*,βS*),11α,12α,12aα,12bα]]-
  • docetaxcel,DTX
  • N-debenzoyl-N-tert-butoxycarbonyl-10-deacetyl
  • Docetaxel(other anti-cancers)
  • Docetaxel
  • DOCETAXEL OR TAXOTERE
  • NSC_628503
  • N-DEBENZOYL-N-BOC-10-DEACETYL TAXOL
  • Taxotere(R)
  • Benzenepropanoic acid, beta-(((1,1-dimethylethoxy)carbonyl)amino)-alpha-hydroxy-, (2aR,4S,4aS,6R,9S,11S,12S,12aR,12bS)-12b-(acetyloxy)-12-(benzoyloxy)-2a,3,4,4a,5,6,9,10,11,12,12a,12b-dodecahydro-4,6,11-trihydroxy-4a,8,13,13-tetramethyl-5-oxo-7,11-methano-1H-cyclodeca(3,4)benz(1,2-b)oxet-9-yl ester, (alphaR,betaS)-
  • Docetaxel9.5%
  • Docetaxel (Trihydrate/Anhydrous)
  • DOCETAXEL(P)
  • BIND-014
  • Docetaxet
  • Doxetaxel
  • docetaxel api
  • Benzenepropanoic acid, β-[[(1,1-dimethylethoxy)carbonyl]amino]-α-hydroxy-, (2aR,4S,4aS,6R,9S,11S,12S,12aR,12bS)-12b-(acetyloxy)-12-(benzoyloxy)-2a,3,4,4a,5,6,9,10,11,12,12a,12b-dodecahydro-4,6,11-trihydroxy-4a,8,13,13-tetramet
  • -,12b-(acetyloxy)-12-(benzoyloxy)-2a,3,4,4a,5,6,9,10,11,12,12a,12b-dodecahydr
  • benzenepropanoicacid,beta-(((1,1-dimethylethoxy)carbonyl)amino)-alpha-hydroxy
  • beta-s*),11-alpha,12-alpha,12a-alpha,12b-alpha))-a-r
  • ドセタキセル水和物
  • ドセタキセル
  • N-デベンゾイル-N-tert-ブトキシカルボニル-10-デアセチルタキソール
  • ドセタキセル (JAN)