DOCETAXEL

PRODUCT IDENTIFICATION
CAS NO. 114977-28-5 (Anhydrous)
148408-66-6 (trihydrate)

DOCETAXEL

EINECS NO.  
FORMULA C43H53NO14
MOL WT. 807.88

H.S. CODE

  

TOXICITY

  

CLASSIFICATION

TAXANES /
SYNONYMS Taxotere; Docetaxol; Docetaxolum;
N-Debenzoyl-N-tert-butoxycarbonyl-10-deacetyl taxol; 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)-;

PHYSICAL AND CHEMICAL PROPERTIES

PHYSICAL STATE white to off-white crystalline powder
MELTING POINT 186 - 190 C (trihydrate)
BOILING POINT

 

SPECIFIC GRAVITY

 

SOLUBILITY IN WATER Insoluble
pH  
VAPOR DENSITY

 

REFRACTIVE INDEX

 

NFPA RATINGS

  

AUTOIGNITION

 

FLASH POINT

 

STABILITY Stable under normal conditions.

GENERAL DESCRIPTION & APPLICATIONS
Docetaxel is a semi-synthetic antineoplastic agent obtained from the Taxus baccata. It is an analugue of paclitaxel, modified for better solubility in water by -OH group addition. It is a mitotic inhibitor because of its effect on the cell during mitosis. It is used to treat breast, lung, and prostate cancers, and may be used for other cancers as well.  It is a white to off-white crystalline powder; insoluble in water; soluble in ethanol and acetone; melting point 190 C. The chemical designation is (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.

Paclitaxel, containing oxetane ring nucleus, is one of the most medicinally valuable diterpenes in which phyto and vitamin A1 are classified. It is an antineoplastic agent that acts by promoting and stabilizing the polymerization of microtubules. It is semi-synthetic or originally obtained from the Pacific yew tree (Taxus brevifolia). It is a white to off-white crystalline powder; insoluble in water; soluble in ethanol and acetone; melting point 216 - 217 C. The chemical designation is 5-beta,20-epoxy-1,2-alpha, 4,7-beta,10-beta,13-alpha- hexahydroxy-tax- 11-en-9-one 4,10-diacetate 2-benzoate 13-ester with (2R,3S)-N-benzoyl-3-phenyl Isoserine. Paclitaxel is commonly referred to Taxol, by the trade name. Paclitaxel is a representative compound belong to the family of compounds called taxanes. It binds to the N-terminal region of b-tubulin and promotes the formation of highly stable microtubules that resist depolymerization, and thus inhibits cell replication. It is used to treat cancers of ovaries, breast, head, neck and certain types of lung cancer, as well as cancers of skin and mucous membrane more commonly found in patients suffered from AIDS (acquired immunodeficiency syndrome). Other related taxanes modified by substitution of functional side chains including N-acyl groups, -OH group addition and stereochemistry for better solubility in water, oral bioavailability and cytotoxic activity include followings:

  • 10-Deacetyl-7-epibaccatin III
  • 10-Deacetyl-7-epipaclitaxel
  • 10-Deacetyl-7-xylosylpaclitaxel C
  • 10-Deacetyl-7-xylosylpaclitaxel ( CAS #: 90332-65-3)
  • 10-Deacetylbaccatin III ( CAS #: 32981-86-5)
  • 10-Deacetylcephalomannine
  • 10-Deacetyl-N-Debenzoylpaclitaxel
  • 10-Deacetylpaclitaxel
  • 10-Deaceyl-7-xylosylpaclitaxel
  • 13-Acetyl-9-dihydrobaccatin III ( CAS #: 142203-65-4)
  • 2',3'-Dihydrocephalomannine (Paclitaxel E)
  • 2-Debenzoylpaclitaxel
  • 7-Epi-10-Deacetylcephalomannine
  • 7-Epicephalomannine
  • 7-Epipaclitaxel ( CAS #: 105454-04-4)
  • 7-Xylosylpactlitaxel C
  • 7-Xylosylpactlitaxel
  • Baccatin III ( CAS #: 27548-93-2, (the form that side chains are removed)
  • Cephalomannine (( CAS #: 71610-00-9, Paclitaxel B)
  • Docetaxel ( CAS #: 114977-28-5)
  • Isocephalomannine (2-Debenzoylpaclitaxel-2-Pentenoate)
  • N-Benzoyl-(2R, 3S)-3-phenylisoserine  ( CAS #: 132201-33-3, side chain in paclitaxel)
  • N-Benzoyl-(2R, 3S)-3-phenylisoserine esters (side chain in paclitaxels)
  • N-Debenzoylpaclitaxel
  • N-Methylpaclitaxel C
  • N-Methylpaclitaxel
  • Paclitaxel C
  • Paclitaxel D
  • Paclitaxel F
  • Paclitaxel G
SALES SPECIFICATION
Docetaxel Trihydrate

APPEARANCE

white to off-white crystalline powder

IDENTIFICATION

pass

ASSAY (HPLC)

99.0 - 101.0%

OPTICAL ROTATION

-35° ~ -45°

SOLVENT RESIDUE

0.2% max

MELTING POINT

186 - 192 C

INDIVIDUAL IMPURITY

 7-Epi-10-deacetyi-taxol: 0.1% max
Cephalomanin: 0.1% max
Total Impurity: 0.2% max

LOSS ON DRYING

2.0% max

SULFATED ASH

0.1% max
ENDOTOXINS

3.0% max

HEAVY METALS

10ppm max
TRANSPORTATION
PACKING
small and bulk
HAZARD CLASS  
UN NO.  
OTHER INFORMATION
Hazard Symbols: XN, Risk Phrases: 37/38-41-42/43-62-68, Safety Phrases: 22-26-36/37/39-45

PRICE INFORMATION