92950-39-5

Basic information

• Product Name: ACETYLTAXOL, 7-(P)
• Synonyms: 7-acetyltaxol;7-Acetyl Paclitaxel;(αR,βS)-β-(BenzoylaMino)-α-hydroxy-benzenepropanoic Acid (2aR,4S,4aS,6R,9S,11S,12S,12aR,12bS)-4,6,12b-Tris(acetyloxy)-12-(benzoyloxy)-2a,3,4,4a,5,6,9,10,11,12,12a,12b-dodecahydro-11-hydroxy-4a,8,13,13-tetraMethyl-5-oxo-7,11-Methano-1H-cyclodeca[3,4]benz[1,2-b]oxet-9-yl Ester;ACETYLTAXOL, 7-(P);Paclitaxel EP Impurity L;7-O-Acetylpaclitaxel
• CAS NO: 92950-39-5
• Molecular Formula: C₄₉H₅₃NO₁₅
• Molecular Weight: 895.95
• EINECS: 931-377-8
• Product Categories: Intermediates & Fine Chemicals;Pharmaceuticals
• Mol File: 92950-39-5.mol
• Article Data: 5

Chemical Properties

• Melting Point: 160-162 °C
• Boiling Point: 956.4°Cat760mmHg
• Flash Point: 532.2°C
• Appearance: /
• Density: 1.38g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.624
• Storage Temp.: -20°C Freezer
• Solubility: Chloroform (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly)
• PKA: 11.90±0.20(Predicted)
• CAS DataBase Reference: ACETYLTAXOL, 7-(P)(CAS DataBase Reference)
• NIST Chemistry Reference: ACETYLTAXOL, 7-(P)(92950-39-5)
• EPA Substance Registry System: ACETYLTAXOL, 7-(P)(92950-39-5)

Safety Data

• Hazardous Substances Data: 92950-39-5(Hazardous Substances Data)

Usage

Chemical Properties

White Solid

Uses

Biologically active Paclitaxel derivative that interacts with tubulin assemblies in the brain.

InChI:InChI=1/C49H53NO15/c1-26-33(63-45(58)38(54)37(30-17-11-8-12-18-30)50-43(56)31-19-13-9-14-20-31)24-49(59)42(64-44(57)32-21-15-10-16-22-32)40-47(7,41(55)39(62-28(3)52)36(26)46(49,5)6)34(61-27(2)51)23-35-48(40,25-60-35)65-29(4)53/h8-22,33-35,37-40,42,54,59H,23-25H2,1-7H3,(H,50,56)/t33-,34-,35+,37-,38+,39+,40-,42-,47+,48-,49+/m0/s1

Upstream product

• 618428-45-8 C₅₈H₇₃NO₁₅Si 
• 33069-62-4 taxol 
• 143615-03-6 (4S,5R)-3-(tert-butoxycarbonyl)-2,2-dimethyl-4-phenyloxazolidine-5-carboxylic acid 
• 32981-90-1 7-O-acetylbaccatine III 
• 913331-47-2 C₅₀H₆₁NO₁₆ 
• 98-88-4 benzoyl chloride 
• 618428-02-7 2'-triisopropylsilyl-7-triethylsilylpaclitaxel 
• 155371-59-8 (3R,4S)-1-benzoyl-3-triisopropylsilyloxy-4-phenylazetidin-2-one 
• 115437-21-3 7-(triethylsilyl)baccatin III 
• 144465-78-1 1-(4-Methoxyphenyl)-3-triisopropylsilyloxy-4-phenyl-2-azetidinone 
• 115437-18-8 7-triethylsilyl-10-deacetylbaccatin III 
• 100-52-7 benzaldehyde 
• 32981-86-5 10-deacetylbaccatin III 
• 220178-16-5 C₅₅H₆₇NO₁₅Si 

Downstream Products

• 33069-62-4 taxol 
• 81924-74-5 2',7-bis-acetyltaxol 
• 100431-59-2 2'-oxo-7-acetyltaxol 

Relevant articles and documents

Method for preparing 7-acetyl paclitaxel

The invention discloses a method for preparing 7-acetyl paclitaxel. The method comprises the following steps: 1, acetylizing the seventh position and the tenth position of 10-Dab used as a raw material to prepare an intermediate 1; 2, carrying out a conde

Structure-activity relationship study of taxoids for their ability to activate murine macrophages as well as inhibit the growth of macrophage-like cells

A series of new taxoids modified at the C-3′, C-3′N, C-10, C-2 and C-7 positions has been designed, synthesized and evaluated for their potency to induce NO and TNF production by peritoneal murine macrophages (Mφ) from LPS-responsive C3H/HeN and LPS-hyporesponsive C3H/HeJ strains and human blood cells, and for their ability to inhibit the growth of Mφ-like cell lines J774.1 and J7.DEF3. The SAR-study has shown that the nature of the substituents at these positions have critical effect on the induction of TNF and NO production by Mφ. Positions C-3′ and C-10 are the most flexible and an intriguing effect of the length of the substituents at the C-10 position is observed for taxoids bearing a straight chain alkanoyl moiety. An aromatic group at the C-3′N and C-2 positions is required for the activity, while only hydroxyl or acetyl substituents seem to be tolerated at the C-7 position. The natural stereochemistry in the C-13 isoserine side chain of the taxoids is an absolute requirement for macrophage activation. It has also been clearly shown that there is no correlation between the ability of the taxoids to induce TNF/NO production in C3H/HeN Mφ and the cytotoxicity against Mφ-like cells.

Deacetylation of paclitaxel and other taxanes

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