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Basic information

  • Name:

  • Paclitaxel

  • CAS No.:

  • 33069-62-4

  • Formula:
  • C47H51NO14
  • Synonyms:
  • BMS 181339-01;Benzenepropanoic acid, beta-(benzoylamino)-alpha-hydroxy-, 6,12b-bis(acetyloxy)-12-(benzoyloxy)-2a,3,4,4a,5,6,9,10,11,12,12a,12b-dodecahydro-4,11-dihydroxy-4a,8,13,13-tetramethyl-5-oxo-7,11-methano-1H-cyclodeca(3,4)benz(1,2-b)oxet-9-yl ester, (2aR-(2a-alpha,4-beta,4a-beta,6-beta,9-alpha(alpha-R*,beta-S*),11-alpha,12-alpha,12a-alpha, 12b-alpha))-;Taxol.RTM. (Registered Trademark);QW 8184;MBT 0206;12-benzoate, 9-ester with (2R,3S)-N-benzoyl-3-phenylisoserine;Palcitaxel;Benzenepropanoic acid, beta-(benzoylamino)-alpha-hydroxy-, 6,12b-bis(acetyloxy)-12-(benzoyloxy)-2a,3,4,4a,5,6,9,10,11,12,12a,12b-dodecahydro-4,11-dihydroxy-4a,8,13,13-tetramethyl-5-oxo-7,11-methano-1H-cyclodeca(3,4)benz(1,2-b)oxet-9-yl ester, (2aR-(2aalpha,4beta,4abeta,6beta,9alpha(alphaR*,betaS*),11alpha,12alpha,12aalpha,12balpha))-;Prestwick_459;Abraxane;Taxol (TN);Paxceed;NSC-125973;Paxene;Plaxicel;Onxol;Indirubin;Paclitaxle;Paclitaxel Semi-Synthetic USP30;

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Chemistry

Systematic Name: (2alpha,5beta,7beta,10beta,13alpha)-4,10-bis(acetyloxy)-13-{[(2R,3S)-3-(benzoylamino)-2-hydroxy-3-phenylpropanoyl]oxy}-1,7-dihydroxy-9-oxo-5,20-epoxytax-11-en-2-yl benzoate
Synonyms of Paclitaxel (CAS NO.33069-62-4): 7,11-Methano-5H-cyclodeca[3,4]benz[1,2-b]oxete benzenepropanoic acid deriv ; Taxal ; Taxol A
Molecular Formula: C47H51NO14
Molecular Weight: 853.92
Molecular Structure:
H bond acceptors: 15
H bond donors: 4
Freely Rotating Bonds: 17
Polar Surface Area: 221.29 Å2
Index of Refraction: 1.637
Molar Refractivity: 219.267 cm3
Molar Volume: 610.556 cm3
Surface Tension: 68.487 dyne/cm
Density: 1.399 g/cm3
Flash Point: 532.644 °C
Enthalpy of Vaporization: 145.984 kJ/mol
Boiling Point: 957.115 °C at 760 mmHg
Vapour Pressure: 0 mmHg at 25 °C
Melting Point : 213 °C
Appearance: White Powder
Solubility: solubile in methanol: 50 mg/mL, clear, colorless
Stability: Stable. Incompatible with strong oxidizing agents. Combustible. 
Product Categories of Paclitaxel (CAS NO.33069-62-4): Active Pharmaceutical Ingredients; Pharmaceutical material and intermeidates; Antineoplastics;Antineoplastic; APIs; Antitumors for Research and Experimental Use; Biochemistry; Natural Plant Extract; Intermediates & Fine Chemicals; Pharmaceuticals; Natural Anti-cancer Medical Materials and It's Derivatives; Antitumour; Signalling

Uses

  Paclitaxel (CAS NO.33069-62-4) can be used to treat patients with breast cancer,lung, ovarian,  head and neck cancer, and advanced forms of Kaposi's sarcoma. Besides, it is also can be used for the prevention of restenosis. And Paclitaxel also can be used in the study of structure and function of microtubles into tubulin.

Production

From 1967 to 1993,  Paclitaxel (CAS NO.33069-62-4) was derived from bark from the Pacific yew, the harvesting of which kills the tree in the process. From the late 1970s, chemists attempted a total synthesis of the molecule, starting from petrochemical-derived starting materials.

Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
dog LDLo intravenous 15mg/kg (15mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: ATAXIA

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY STIMULATION		 National Technical Information Service. Vol. PB83-170969,
mouse LD50 intraperitoneal 128mg/kg (128mg/kg) SKIN AND APPENDAGES (SKIN): HAIR: OTHER National Technical Information Service. Vol. PB83-170969,
mouse LD50 intravenous 12mg/kg (12mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: ATAXIA

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION		 Pharmaceutical Research. Vol. 4, Pg. 162, 1987.
rat LD50 intraperitoneal 32530ug/kg (32.53mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

LUNGS, THORAX, OR RESPIRATION: DYSPNEA		 National Technical Information Service. Vol. PB83-170969,
rat LDLo intravenous 85mg/kg (85mg/kg) LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES

BLOOD: CHANGES IN BONE MARROW NOT INCLUDED ABOVE		 Journal of Toxicological Sciences. Vol. 19(Suppl,
women LDLo intravenous 4995mg/kg/3H- (4995mg/kg) CARDIAC: CARDIOMYOPATHY INCLUDING INFARCTION

BLOOD: LEUKOPENIA

BLOOD: THROMBOCYTOPENIA		 Lancet. Vol. 343, Pg. 727, 1994.

Safety Profile

Safety Information about  Paclitaxel (CAS NO.33069-62-4):
Hazard Codes: HarmfulXn
Risk Statements: 37/38-41-42/43-62-68-40-48-20/21/22
R20/21/22: Harmful by inhalation, in contact with skin and if swallowed. 
R37/38: Irritating to respiratory system and skin. 
R40: Limited evidence of a carcinogenic effect.
R41: Risk of serious damage to the eyes. 
R42/43: May cause sensitization by inhalation and skin contact. 
R48: Danger of serious damage to health by prolonged exposure. 
R62: Risk of impaired fertility. 
R68: Possible risk of irreversible effects.
Safety Statements: 22-26-36/37/39-45
S22: Do not breathe dust. 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S36/37/39: Wear suitable protective clothing, gloves and eye/face protection. 
S45: In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
RIDADR: 1544
WGK Germany: 3
RTECS: DA8340700
F: 10-21
HazardClass: 6.1(b)
PackingGroup: III

Specification

  Paclitaxel (CAS NO.33069-62-4), its Synonyms are 7,11-Methano-5H-cyclodeca[3,4]benz[1,2-b]oxete benzenepropanoic acid deriv ; Taxal ; Taxol A  .

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