estramustine phosphate

Modify Date: 2024-01-02 17:11:44

estramustine phosphate Structure
estramustine phosphate structure
Common Name estramustine phosphate
CAS Number 4891-15-0 Molecular Weight 520.38300
Density 1.4g/cm3 Boiling Point 661.2ºC at 760mmHg
Molecular Formula C23H32Cl2NO6P Melting Point N/A
MSDS N/A Flash Point 353.7ºC

 Use of estramustine phosphate


Estramustine phosphate, an estradiol analog, is an orally active antimicrotubule chemotherapy agent. Estramustine phosphate depolymerises microtubules by binding to microtubule associated proteins (MAPs) and/or to tubulin. Estramustine phosphate can interfere mitosis, trigger cell death and induce apoptosis, which can be used for the research of cancer like prostate cancer[1][2][3].

 Names

Name estramustine phosphate
Synonym More Synonyms

 estramustine phosphate Biological Activity

Description Estramustine phosphate, an estradiol analog, is an orally active antimicrotubule chemotherapy agent. Estramustine phosphate depolymerises microtubules by binding to microtubule associated proteins (MAPs) and/or to tubulin. Estramustine phosphate can interfere mitosis, trigger cell death and induce apoptosis, which can be used for the research of cancer like prostate cancer[1][2][3].
Related Catalog
In Vitro Estramustine phosphate (1 µg/mL, 48 h) suppresses PC3 cell growth[1]. Estramustine phosphate (2 µg/mL, 48 h) elevates phosphatidylserine eversion amount on PC3 cells and induces PC3 cell apoptosis through reducing miR-31[1]. Estramustine phosphate (0-40 µM, 24-72 h) inhibits cell proliferation and tubulin cytoskeleton in RAW 264.7 cells[2]. Estramustine phosphate (10 µM, 24 h) inhibits TGF-β-induced RAW 264.7 cell migration, as well as TGF-β-induced uPA production by inhibiting Smad3 activation[2]. Cell Viability Assay[1] Cell Line: PC3 cells Concentration: 1 µg/ mL Incubation Time: 48 h Result: Suppressed PC3 cell growth. Immunofluorescence[2] Cell Line: RAW 264.7 cells Concentration: 10 µM Incubation Time: 24 h Result: Disrupted the interphase microtubules. Cell Migration Assay [2] Cell Line: 18 h of TGF-β treated RAW 264.7 cells Concentration: 10 µM Incubation Time: 24 h Result: Inhibited TGF-β-Induced Cell Migration.
In Vivo Estramustine phosphate (Intraperitoneal injection, 4 or 12 mg/kg, a daily dose for 2 weeks) inhibits PAC120 tumor growth 53% by day 35[3]. Animal Model: Human prostate cancer xenograft PAC120[3] Dosage: 4 or 12 mg/kg, a daily dose for 2 weeks. Administration: Intraperitoneal injection Result: Inhibited PAC120 tumor growth 53% by day 35.
References

[1]. C Wei, et al. Estramustine phosphate induces prostate cancer cell line PC3 apoptosis by down-regulating miR-31 levels. Eur Rev Med Pharmacol Sci. 2018 Jan;22(1):40-45.

[2]. Sonja S Mojsilovic, et al. Estramustine Phosphate Inhibits TGF- β-Induced Mouse Macrophage Migration and Urokinase-Type Plasminogen Activator Production. Anal Cell Pathol (Amst). 2018 Sep 2;2018:3134102.

[3]. Stephane Oudard, et al. Activity of docetaxel with or without estramustine phosphate versus mitoxantrone in androgen dependent and independent human prostate cancer xenografts. J Urol. 2003 May;169(5):1729-34.

 Chemical & Physical Properties

Density 1.4g/cm3
Boiling Point 661.2ºC at 760mmHg
Molecular Formula C23H32Cl2NO6P
Molecular Weight 520.38300
Flash Point 353.7ºC
Exact Mass 519.13400
PSA 106.11000
LogP 5.29900
Index of Refraction 1.594

 Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
KG4300000
CHEMICAL NAME :
Estradiol, 3-(bis(2-chloroethyl)carbamate) dihydrogen phosphate
CAS REGISTRY NUMBER :
4891-15-0
LAST UPDATED :
199707
DATA ITEMS CITED :
1
MOLECULAR FORMULA :
C23-H32-Cl2-N-O6-P
MOLECULAR WEIGHT :
520.43
WISWESSER LINE NOTATION :
L E5 B666TTT&J E1 FOPQQO OOVN2G2G

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

MUTATION DATA

TYPE OF TEST :
Mutation in microorganisms
TEST SYSTEM :
Bacteria - Salmonella typhimurium
DOSE/DURATION :
1000 ug/plate
REFERENCE :
URLRA5 Urological Research. (Springer Verlag New York, Inc., Service Center, 44 Hartz Way, Secaucus, NJ 07094) V.1- 1973- Volume(issue)/page/year: 7,119,1979

 Synonyms

LS 299
[(8R,9S,13S,14S,17S)-13-methyl-17-phosphonooxy-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-3-yl] N,N-bis(2-chloroethyl)carbamate
ESTRAMUSTINE PHOSPHATE
Leo 299
Emcyt (free acid)
(17|A)-17-(phosphonooxy)estra-1,3,5(10)-trien-3-yl bis(2-chloroethyl)carbamate
Estradiol,3-(bis(2-chloroethyl)carbamate) dihydrogen phosphate