CAS No.33069-62-4,Paclitaxel Suppliers,MSDS download

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Basic Information

Molecular Structure:
CAS No.:	33069-62-4
Name:	Paclitaxel
Article Data:	81
Cas Database

Formula:	C₄₇H₅₁NO₁₄
Molecular Weight:	853.92
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;
EINECS:	205-285-7
Density:	1.39 g/cm³
Melting Point:	213 °C
Boiling Point:	957.115 °C at 760 mmHg
Flash Point:	532.644 °C
Solubility:	solubile in methanol: 50 mg/mL, clear, colorless
Appearance:	white powder
Hazard Symbols:	R40:; R41:;
Risk Codes:	37/38-41-42/43-62-68-40-48-20/21/22
Safety:	22-26-36/37/39-45
PSA:	221.29000
LogP:	4.12660

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Synthetic route

: 135365-62-7
1-hydroxy-7β-triethylsilyloxy-9-oxo-10β-acetyloxy-5β,20-epoxytax-11-ene-2α,4,13α-triyl 4-acetate 2-benzoate 13-[(2R,3S)-3-benzoylamino-2-triethylsilyloxy-3-phenylpropanoate]

: 33069-62-4
taxol

Conditions

Conditions	Yield
With pyridine; hydrogen fluoride In water; acetonitrile at 0 - 25℃; for 14h;	98%
With pyridine; hydrogen fluoride In water; acetonitrile at 0 - 25℃; for 14h;	98%
With hydrogenchloride In methanol; water at -5 - 30℃; for 27h;	90%
With pyridine hydrogenfluoride In tetrahydrofuran at 25℃; for 1.25h;	80%

Reaxys ID: 15738630: Reaxys ID: 15738630

: 98-88-4
benzoyl chloride

: 33069-62-4
taxol

Conditions

Conditions	Yield
Stage #1: With dmap; chloro-trimethyl-silane; diisopropylamine In tetrahydrofuran at 20℃; for 1h; Stage #2: Schwartz's reagent In tetrahydrofuran at 0℃; for 4h; Stage #3: benzoyl chloride With tert-butyl methyl ether; N,N-bis-(2-hydroxyethyl)glycine; sulfuric acid; sodium hydrogencarbonate more than 3 stages;	86.6%

Reaxys ID: 15738631: Reaxys ID: 15738631

: 98-88-4
benzoyl chloride

: 33069-62-4
taxol

Conditions

Conditions	Yield
With tert-butyl methyl ether; N,N-bis-(2-hydroxyethyl)glycine; sulfuric acid; pyridinium p-toluenesulfonate; sodium hydrogencarbonate; triethylamine; ethyl vinyl ether; Schwartz's reagent In tetrahydrofuran; water; ethyl acetate at 5 - 20℃; for 24.8333h;	80%

Reaxys ID: 15738641: Reaxys ID: 15738641

: 98-88-4
benzoyl chloride

: 33069-62-4
taxol

Conditions

Conditions	Yield
Stage #1: With dmap; chloro-trimethyl-silane; diisopropylamine In tetrahydrofuran at 0℃; for 1h; Stage #2: Schwartz's reagent In tetrahydrofuran at 5℃; for 4h; Stage #3: benzoyl chloride With tert-butyl methyl ether; N,N-bis-(2-hydroxyethyl)glycine; sulfuric acid; sodium chloride more than 3 stages;	76.5%

: 439813-57-7
(2'R,3'S)-2'-ethoxyethyl-7-triethylsilyl taxol

: 33069-62-4
taxol

Conditions

Conditions	Yield
With hydrogenchloride In ethanol; water at 0℃; for 30h;	90%
With hydrogenchloride In ethanol at 0℃; for 72h;	80%

: (2'R,3"S)-2'-(2-methoxy-2-propyloxy)-7-triethylsilyl taxol

: 33069-62-4
taxol

Conditions

Conditions	Yield
With pyridine; hydrogen fluoride In water; acetonitrile at 0 - 25℃; for 18h;	99%
Stage #1: (2'R,3"S)-2'-(2-methoxy-2-propyloxy)-7-triethylsilyl taxol With trifluoroacetic acid In water; acetic acid at 20℃; for 7h; Stage #2: With sodium acetate In dichloromethane; water; acetic acid for 0.25h;	26.3 g

Reaxys ID: 15738633: Reaxys ID: 15738633

: 98-88-4
benzoyl chloride

: 33069-62-4
taxol

Conditions

Conditions	Yield
With tert-butyl methyl ether; N,N-bis-(2-hydroxyethyl)glycine; sulfuric acid; pyridinium p-toluenesulfonate; sodium hydrogencarbonate; triethylamine; ethyl vinyl ether; Schwartz's reagent In tetrahydrofuran; water; ethyl acetate at -5 - 20℃; for 26.8333h;	43.6%
Stage #1: Schwartz's reagent In tetrahydrofuran at 5℃; for 4h; Stage #2: With N,N-bis-(2-hydroxyethyl)glycine In tetrahydrofuran; ethyl acetate for 0.833333h; Stage #3: benzoyl chloride With tert-butyl methyl ether; sulfuric acid; sodium hydrogencarbonate more than 3 stages;

: 158722-23-7
7-(triethylsilyl)-13-O-[((4S,5R)-2,4-diphenyl-4,5-dihydrooxazol-5-yl)carbonyl]baccatin

: 33069-62-4
taxol

Conditions

Conditions	Yield
With hydrogenchloride In methanol at 60 - 80℃; for 3.5h;	80%
With hydrogenchloride In methanol	76%
With hydrogenchloride at 95℃; for 2h;	75%
With hydrogenchloride In methanol at 60℃; for 3h; Hydrolysis;

: 1122-58-3
dmap

: 33069-62-4
taxol

Conditions

Conditions	Yield
With hydrogenchloride; water In ethanol at 0 - 20℃; for 2.41667h;	100%

: C50H59NO14Si

: 33069-62-4
taxol

Conditions

Conditions	Yield
With hydrogenchloride In water at 20℃;	93.3%

Raw Materials

140-10-3

98-88-4

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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: Harmful Xn
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 .