Docetaxel

TAXOTERE · Doxetaxel · rp56976 · BIND-014 · Decetaxel · Anhydrous Docetaxel · Docetere · Docetaxel

https://huagongshe.com/de/chemical/148124

Identifikatoren & physikalische Daten

CAS No.	114977-28-5
Summenformel	C43H53NO14
Durchschnittliche Molmasse	807,9 g/mol
Monoisotopische Masse	807,34660538 g/mol
SMILES	CC(=O)O[C@@]12CO[C@@H]1C[C@H](O)[C@@]1(C)C(=O)[C@H](O)C3=C(C)[C@@H](OC(=O)[C@H](O)[C@@H](NC(=O)OC(C)(C)C)c4ccccc4)C[C@@](O)([C@@H](OC(=O)c4ccccc4)[C@H]21)C3(C)C
InChIKey	ZDZOTLJHXYCWBA-VCVYQWHSSA-N
PubChem CID	148124
ChEMBL	CHEMBL3545252
ChEBI	CHEBI:4672
EC No.	601-339-2
DTXSID	DTXSID0040464

Chemische & physikalische Eigenschaften

XLogP	1,6
Polarare Oberfläche (TPSA)	224
H-Brücken-Donoren	5
H-Brücken-Akzeptoren	14
Frei drehbare Bindungen	13
Schwere Atome	58
Formalladung	0
Komplexität	1.660
Arzneimittel	Pharmaceuticals -> Listed in ZINC15
LogP (Verteilungskoeffizient)	2.43.4
Löslichkeit	Insoluble1.27e-02 g/LPractically insoluble in water, freely soluble in anhydrous ethanol, soluble in methylene chloride.Soluble in dimethyl sulfoxide and ethanol. Insoluble in water.
Human Drugs	Breast FeedingLactationMilk, HumanAntineoplastic AgentsAntimitotic AgentsTubulin ModulatorsFDA approved drugs -> Active ingredientEMA approved medicines: Human medicine
Schmelzpunkt	232 °C186-192 °C (dec.)
Optical Rotation	Specific optical rotation: - 36 deg (c = 0.74 in ethanol)
Physical Description	Solid
Other Experimental Properties	White to almost white powder. Highly lipophilic. Practically insoluble in water /Docetaxel trihydrate/
Siedepunkt	900.5±65.0 °C(Predicted)
Dichte	1.38
Lagerbedingungen	Sealed in dry,Store in freezer, under -20°C
Aggregatzustand	Solid
pKa (Säurekonstante)	11.20±0.46(Predicted)
Farbe	White
Merck	14,3397
Stabilität	Stable for 1 year from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20° for up to 3 months.
InChIKey	BEDLLNJKXXVTSX-LWWLJZAUSA-N
LogP (Verteilungskoeffizient)	2.456 (est)
CAS Datenbank	114977-28-5(CAS DataBase Reference)

Sicherheit & Vorschriften

GHS-Einstufung	DangerH315 (14.3%): Causes skin irritation [Warning Skin corrosion/irritation]P203, P260, P263, P264, P264+P265, P270, P280, P302+P352, P305+P351+P338, P318, P319, P321, P332+P317, P337+P317, P362+P364, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 14 reports by companies from 12 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
FDA-Anforderungen	The Approved Drug Products with Therapeutic Equivalence Evaluations identifies currently marketed prescription drug products, including docetaxel, approved on the basis of safety and effectiveness by FDA under sections 505 of the Federal Food, Drug, and Cosmetic Act.
Toxic Combustion Products	Special hazards arising from the substance or mixture: Carbon oxides, Nitrogen oxides (NOx).
Hazard Classes and Categories	Skin Irrit. 2 (14.3%)
Brandbekämpfungsverfahren	Advice for firefighters: Wear self-contained breathing apparatus for firefighting if necessary.Suitable extinguishing media: Use water spray, alcohol-resistant foam, dry chemical or carbon dioxide.
Lagerbedingungen	Store between 2 °C and 25 °C (36 °F and 77 °F). Retain in the original package to protect from light. Freezing does not adversely affect the product.Keep container tightly closed in a dry and well-ventilated place. Keep in a dry place.
Reinigungsverfahren	Accidental Release Measures. Personal precautions, protective equipment and emergency procedures: Avoid dust formation. Avoid breathing vapors, mist or gas. Environmental precautions: Do not let product enter drains. Methods and materials for containment and cleaning up: Sweep up and shovel. Keep in suitable, closed containers for disposal.
Entsorgungsverfahren	SRP: At the time of review, regulatory criteria for small quantity disposal are subject to significant revision, however, household quantities of waste pharmaceuticals may be managed as follows: Mix with wet cat litter or coffee grounds, double bag in plastic, discard in trash.SRP: Those disposing of expired or waste pharmaceuticals shall carefully take into consideration applicable DEA, EPA, and FDA regulations. It is not appropriate to dispose by flushing the pharmaceutical down the toilet or discarding to trash. If possible return the pharmaceutical to the manufacturer for proper disposal being careful to properly label and securely package the material. Alternatively, the waste pharmaceutical shall be labeled, securely packaged and transported by a state licensed medical waste contractor to dispose by burial in a licensed hazardous or toxic waste landfill or incinerator.

Anwendungen & Verwendung

Beschreibung

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.

Verwenden

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. It is a second-generation cytotoxic antimicrotubule agent and is mostly used in the pharmaceutical industry.