ChemicalBook >> CAS DataBase List >>estra-1,3,5(10)-triene-3,17beta-diol 3-[bis(2-chloroethyl)carbamate] 17-(dihydrogen phosphate)

estra-1,3,5(10)-triene-3,17beta-diol 3-[bis(2-chloroethyl)carbamate] 17-(dihydrogen phosphate)

CAS No.
4891-15-0
Chemical Name:
estra-1,3,5(10)-triene-3,17beta-diol 3-[bis(2-chloroethyl)carbamate] 17-(dihydrogen phosphate)
Synonyms
estramustine phosphate;LS 299;Leo 299;Proesta;ESTRADIOLMUSTARDPHOSPHATE;Estradiol 3-N-bis(2-chloroethyl)carbamate-17β-phosphate;Estradiol 3-[bis(2-chloroethyl)carbamate] dihydrogen phosphate;Estradiol, 3-[bis(2-chloroethyl)carbamate] dihydrogen phosphate (8CI);Estradiol, 3-[bis(2-chloroethyl)carbamate], 17-(dihydrogen phosphate) (7CI);estra-1,3,5(10)-triene-3,17β-diol 3-[bis(2-chloroethyl)carbaMate] 17-(dihydrogen phosphate)
CBNumber:
CB9876255
Molecular Formula:
C23H32Cl2NO6P
Molecular Weight:
520.383041
MDL Number:
MFCD00869450
MOL File:
4891-15-0.mol
MSDS File:
SDS
Last updated:2026-05-28 05:32:49
Product description Number Pack Size Price
ESTRAMUSTINE PHOSPHATE 95.00% API0024634 5MG $500.37
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estra-1,3,5(10)-triene-3,17beta-diol 3-[bis(2-chloroethyl)carbamate] 17-(dihydrogen phosphate) Properties

Melting point 155 °C
Boiling point 661.2±65.0 °C(Predicted)
Density 1.40±0.1 g/cm3(Predicted)
pka 1.88±0.10(Predicted)
FDA UNII MUZ9585Y7B

Pharmacokinetic data

Excreted unchanged in urine 22-36%
Volume of distribution 0.43(L/kg)
Biological half-life 10 (estromustine: 20) / -

SAFETY

Risk and Safety Statements

Symbol(GHS)  Health Hazard (GHS08)
GHS08
Signal word  Danger
Hazard statements  H360-H351
Precautionary statements  P201-P202-P281-P308+P313-P405-P501

estra-1,3,5(10)-triene-3,17beta-diol 3-[bis(2-chloroethyl)carbamate] 17-(dihydrogen phosphate) price

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
American Custom Chemicals Corporation API0024634 ESTRAMUSTINE PHOSPHATE 95.00% 4891-15-0 5MG $500.37 2021-12-16 Buy
Product number Packaging Price Buy
API0024634 5MG $500.37 Buy

estra-1,3,5(10)-triene-3,17beta-diol 3-[bis(2-chloroethyl)carbamate] 17-(dihydrogen phosphate) Chemical Properties,Uses,Production

Originator

Estracyt,Bastian Werk,W. Germany,1973

Definition

ChEBI: A steroid phosphate which is the 17-O-phospho derivative of estramustine.

Manufacturing Process

A solution in dry benzene of 82 grams of bis(β-chloroethyl)amine freshly liberated from its hydrochloride is added gradually to a solution of 36 grams of carbonyl chloride (phosgene) in benzene at a temperature below 10°C. The mixture is mechanically stirred for 3 hours, the precipitate of bis(β- chloroethyl)amine hydrochloride is removed by filtration and the benzene is distilled off on a water bath. The residue is distilled in vacuo and the Nchloroformyl-bis(β-chloroethyl)amine is obtained as a pale yellow oil with a BP of 114° to 116°C at 1 mm Hg.
To a solution of 16.35 grams of estradiol in 75 ml of dry pyridine, 21.00 grams of the abovementioned chloroformyl-bis(β-chloroethyl)amine are added while stirring and cooling with ice-water.
The reaction mixture is allowed to stand at room temperature for 60 to 70 hours under the exclusion of air humidity. Then the excess of the chloroformyl compound is hydrolyzed with crushed ice. Ethyl acetate is added and after shaking, the ethyl acetate solution is separated and washed with water, dried over sodium sulfate and evaporated in vacuo to dryness.
The residue is the 3-N-bis(beta-chloroethyl)carbamate of estradiol. The compound melts at 101° to 103°C after recrystallization from isopropyl ether plus hexane (1:1).
To a solution of 2.3 ml of phosphorus oxychloride in 50 ml of dry pyridine is added a solution of 2.2 grams of 3-N-bis(β-chloroethyl)carbamate of estradiol while stirring and at a temperature of about -10°C. The reaction mixture is allowed to stand at about 0°C for 1 hours, whereupon it is hydrolyzed by pouring it into ice-water. The main part of the pyridine is evaporated in vacuo, whereupon the residue is poured into 100 ml of cold 3.5 N hydrochloric acid with stirring. The precipitate thus obtained is isolated and washed with 0.1 N hydrochloric acid and water.
The compound, which consists of the 17-phosphate of estradiol-3-N-bis(β- chloroethyl)carbamate, melts under decomposition at about 155°C. It is soluble in an aqueous solution of alkali.

Therapeutic Function

Cancer chemotherapy

Clinical Use

Alkylating agent:
Prostate cancer

Drug interactions

Potentially hazardous interactions with other drugs
Antipsychotics: avoid concomitant use with clozapine (increased risk of agranulocytosis).
Bisphosphonates: concentration increased by sodium clodronate

Metabolism

Estramustine sodium phosphate is absorbed from the gastrointestinal tract and rapidly dephosphorylated in the intestine and prostate to estramustine and its oxidised isomer estromustine. Some hydrolysis of the carbamate linkage occurs in the liver, releasing estradiol, estrone, and the normustine group. Estramustine and estromustine are excreted with their metabolites mainly in the faeces.

estra-1,3,5(10)-triene-3,17beta-diol 3-[bis(2-chloroethyl)carbamate] 17-(dihydrogen phosphate) Preparation Products And Raw materials

Global( 15)Suppliers
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Capot Chemical Co.,Ltd.
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CONIER CHEM AND PHARMA LIMITED
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Dideu Industries Group Limited
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AFINE CHEMICALS LIMITED
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TargetMol Chemicals Inc.
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TargetMol Chemicals Inc.
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Hangzhou Yuhao Chemical Technology Co., Ltd -- info@yuhaochemical.com China 6387 52
Zhengzhou Akem Chemical Co., Ltd 13303867194 3001317055@qq.com China 9991 58
Shaanxi DIDU pharmaceutical and Chemical Co., Ltd 029-029-029-81148696 18161915376 1040@dideu.com China 10000 58
TargetMol Chemicals Inc. 4008200310 15002144251 marketing@tsbiochem.com China 24957 58

View Lastest Price from estra-1,3,5(10)-triene-3,17beta-diol 3-[bis(2-chloroethyl)carbamate] 17-(dihydrogen phosphate) manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Estramustine phosphate pictures 2026-05-11 Estramustine phosphate
4891-15-0
$1520.00-2500.00 10g TargetMol Chemicals Inc.
estra-1,3,5(10)-triene-3,17beta-diol 3-[bis(2-chloroethyl)carbamate] 17-(dihydrogen phosphate) USP/EP/BP pictures 2025-11-18 estra-1,3,5(10)-triene-3,17beta-diol 3-[bis(2-chloroethyl)carbamate] 17-(dihydrogen phosphate) USP/EP/BP
4891-15-0
$1.10 1g 99.9% 100 Tons Min Dideu Industries Group Limited
Leo 299 LS 299 ESTRADIOLMUSTARDPHOSPHATE Proesta Estradiol 3-[bis(2-chloroethyl)carbamate] dihydrogen phosphate (17beta)-Estra-1,3,5(10)-triene-3,17-diol 3-[bis(2-chloroethyl)carbamate] 17-(dihydrogen phosphate) estra-1,3,5(10)-triene-3,17β-diol 3-[bis(2-chloroethyl)carbaMate] 17-(dihydrogen phosphate) estra-1,3,5(10)-triene-3,17beta-diol 3-[bis(2-chloroethyl)carbamate] 17-(dihydrogen phosphate) Carbamic acid, bis(2-chloroethyl)-, 3-ester with estradiol dihydrogen phosphate (ester) (8CI) Estra-1,3,5(10)-triene-3,17-diol (17β)-, 3-[bis(2-chloroethyl)carbamate] 17-(dihydrogen phosphate) Estradiol 3-N-bis(2-chloroethyl)carbamate-17β-phosphate Estradiol, 3-[bis(2-chloroethyl)carbamate] dihydrogen phosphate (8CI) Estradiol, 3-[bis(2-chloroethyl)carbamate], 17-(dihydrogen phosphate) (7CI) Estra-1,3,5(10)-triene-3,17-diol (17β)-, 3-[N,N-bis(2-chloroethyl)carbamate], 17-(dihydrogen phosphate) estra-1,3,5(10)-triene-3,17beta-diol 3-[bis(2-chloroethyl)carbamate] 17-(dihydrogen phosphate) USP/EP/BP estramustine phosphate 4891-15-0 4890-15-0 C23H32Cl2NO6P