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Thiotepa

Thiotepa structure

CAS No:
52-24-4
Formula:
C6H12N3PS
Chemical Name:
Thiotepa
Synonyms:
Aziridine,1,1′,1′′-phosphinothioylidynetris-;Phosphine sulfide,tris(1-aziridinyl)-;1,1′,1′′-Phosphinothioylidynetris[aziridine];NSC 6396;Tespamin;Tespamine;Thiotriethylenephosphoramide;Triaziridinylphosphine sulfide;N,N′,N′′-Triethylenethiophosphoramide;Triethylenethiophosphorotriamide;Tris(1-aziridinyl)phosphine sulfide;Triethylenethiophosphoramide;Tri(ethyleneimino)thiophosphoramide;Thiophosphoramide,N,N′,N′′-tri-1,2-ethanediyl-;Phosphorothioic triamide,N,N′,N′′-tri-1,2-ethanediyl-;Thiophosphamide;Thiotepa;Oncotiotepa;Phosphorothioic acid triethylenetriamide;Thiotef;Tiofosfamid;Thiofozil;Tiofozil;Tiofosyl;TSPA;Tio-TEF;Girostan;N,N′,N′′-Triethylenethiophosphortriamide;Tris(aziridinyl)phosphine sulfide;AI 3-24916;Tri-1-aziridinylphosphine sulfide;Thioplex;STEPA;CBC 806495;Oncothio-tepa;TESPA;Oncotepa;Thio-Tepa S;NCI C01649;SK 6882;Thio-Tep;Tris(aziridinyl)phosphine-thioxide;Tepadina;639-23-6;85177-92-0;1631739-26-8
Categories:
Active Pharmaceutical Ingredients > Antineoplastic Agents

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Description

Thio-TEPA is a DNA alkylating agent, with antitumor activity.

Thiotepa Basic Attributes

Molecular Weight：

189.22

Exact Mass：

189.22

EC Number：

200-135-7

HScode：

2933990090

Characteristics

PSA：

41.1

XLogP3：

0.5

Appearance：

white solid

Density：

1.5±0.1 g/cm3

Melting Point：

51.5 °C

Boiling Point：

272 deg F (decomposes)

Flash Point：

117.2±22.6 °C

Refractive Index：

1.709

Water Solubility：

H2O: 19 g/100 mL (25 ºC);soluble in benzene, acetone and methanol.

Storage Conditions：

2-8°C

Vapor Pressure：

9.41X10-3 mm Hg at 25 deg C (est)

Toxicity：

LD50 i.v. in rats: 15 mg/kg (Scherf)

Odor：

Faint odor

Safety Information

Packing level：

Ⅱ

Hazard category：

6.1(a)

Transport codes：

UN 2811 6.1/PG 2

wgk germany：

hazard class code：

45-46-28

safety instructions：

53-22-26-36/37/39-45-36/37-28

RTECS Number：

SZ2975000

Marks：

T+

Stability/Shelf Life：

Stable. Incompatible with strong oxidizing agents.

Precautionary statement(s)：

P201-P264-P301 + P310-P308 + P313

Hazard Statements：

H300-H350

Thiotepa Use and Manufacturing

Methods of Manufacturing

Ethyleneimine, triethylamine and anhydrous benzene are cooled to below 0℃, and the solution of phosphorous thiochloride and benzene is added dropwise with stirring, the temperature is controlled below 5℃, after the addition, the mixture is stirred at room temperature for 2-3h, filtered . The filter cake is triethylamine hydrochloride, washed with anhydrous benzene. Wash and filtrate are combined, benzene is distilled off under reduced pressure, the residue is added with petroleum ether to precipitate crystals, cooled and filtered. The crystallization is recrystallized with petroleum ether to obtain the finished product thiotepa. The yield was 79.4%.

Uses

Insect sterilant.

Computed Properties

Molecular Weight:189.22
XLogP3:0.5
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:3
Exact Mass:189.04895557
Monoisotopic Mass:189.04895557
Topological Polar Surface Area:41.1
Heavy Atom Count:11
Complexity:194
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

Drug Function and Efficacy

It is a non-specific drug for the cell cycle, forming an unstable ethyleneimine group, and has a strong cytotoxic effect. It is a multifunctional alkylating agent, which can inhibit the synthesis of nucleic acids, cross-link with DNA, interfere with the functions of DNA and RNA, change the functions of DNA, and cause mutations. In vitro tests show that it can cause chromosomal aberrations. In studies on mice, it can be clearly seen that it is carcinogenic, but it is not yet clear for humans. In recent years, it has been proven that this product has an effect on the content of pituitary follicle-stimulating hormone.

This ingredient has been used in drugs with the following functions (note: it does not mean that the ingredient itself has the following health functions)

Related Drugs

Thiotepa Injection
Ingredients	Main ingredients: The main ingredients of this product and their chemical names are: 1,1prime;,1Prime;-thiophosphine triaziridine. Molecular formula: C6H12N3PS Molecular weight: 189.22
Indication	1. Thiotepa can increase blood uric acid levels. Allopurinol can be given to control hyperuricemia. 2. When used simultaneously with radiotherapy, the dose should be adjusted appropriately. 3. When used simultaneously with succinylcholine, apnea can be prolonged. In patients receiving thiotepa treatment, the level of pseudocholinesterase in the blood must be measured before using succinylcholine. 4. When used simultaneously with urokinase, the efficacy of thiotepa in treating bladder cancer can be increased. Urokinase is an activator of plasminogen and can increase the concentration of the drug in tumor tissue.
Specifications	1 ml: 10 mg
Manufacturer	Shanghai Xudong Haipu Pharmaceutical Co., Ltd.

Thiotepa Injection
Ingredients	Main ingredients: The main ingredients of this product and their chemical names are: 1,1prime;,1Prime;-thiophosphine triaziridine. Molecular formula: C6H12N3PS Molecular weight: 189.22
Indication	1. Thiotepa can increase blood uric acid levels. Allopurinol can be given to control hyperuricemia. 2. When used simultaneously with radiotherapy, the dose should be adjusted appropriately. 3. When used simultaneously with succinylcholine, apnea can be prolonged. In patients receiving thiotepa treatment, the level of pseudocholinesterase in the blood must be measured before using succinylcholine. 4. When used simultaneously with urokinase, the efficacy of thiotepa in treating bladder cancer can be increased. Urokinase is an activator of plasminogen and can increase the concentration of the drug in tumor tissue.
Specifications	1 ml: 10 mg
Manufacturer	Shanghai Xudong Haipu Pharmaceutical Co., Ltd.

Thiotepa
Manufacturer	Jiuquan Dadeli Pharmaceutical Co., Ltd.

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Registered Holders

NATCO PHARMA LTD

Brazil
Active
Heraeus Precious Metals GmbH & Co. KG

Germany
Active
INDENA SPA

France
Active

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