Diethylstilbestrol

Modify Date: 2024-01-02 16:45:49

Diethylstilbestrol Structure
Diethylstilbestrol structure
 Common Name Diethylstilbestrol
CAS Number 56-53-1 Molecular Weight 268.350
Density 1.1±0.1 g/cm3 Boiling Point 407.1±25.0 °C at 760 mmHg
Molecular Formula C18H20O2 Melting Point 170-172 °C(lit.)
MSDS Chinese USA Flash Point 186.9±17.8 °C
Symbol GHS07 GHS08 GHS09
GHS07, GHS08, GHS09		 Signal Word Danger

 Use of Diethylstilbestrol


Diethylstilbestrol, a synthetic nonsteroidal estrogen used in the treatment of menopausal and postmenopausal disorders.Target: Estrogen Receptor/ERRDiethylstilbestrol (DES), a synthetic estrogen that was used in pregnancy, is a prototype endocrine-disrupting chemical. Although prenatal exposure to DES is known to increase risks of vaginal/cervical adenocarcinoma and adverse reproductive outcomes in women, and urogenital anomalies in men, data on nonreproductive medical conditions are lacking. Comparing persons exposed prenatally to DES with those who were not exposed, the hazard ratios were 1.21 (95% confidence interval = 0.96-1.54) for diabetes, 1.27 (1.00-1.62) for all cardiovascular disease, 1.18 (0.88-1.59) for coronary artery disease, 1.28 (0.88-1.86) for myocardial infarction, 1.12 (1.02-1.22) for high cholesterol, 1.14 (1.02-1.28) for hypertension, 1.24 (0.99-1.54) for osteoporosis, and 1.30 (0.95-1.79) for fractures. The associations did not differ by dose and timing of DES exposure, nor, in the women, by the presence or absence of vaginal epithelial changes (a marker of DES host susceptibility) [1]. The role of prenatal exposure to DES as an environmental risk factor for psychiatric disorders requires more evidence before any conclusions can be drawn [2].

 Names

Name diethylstilbestrol
Synonym More Synonyms

 Diethylstilbestrol Biological Activity

Description Diethylstilbestrol, a synthetic nonsteroidal estrogen used in the treatment of menopausal and postmenopausal disorders.Target: Estrogen Receptor/ERRDiethylstilbestrol (DES), a synthetic estrogen that was used in pregnancy, is a prototype endocrine-disrupting chemical. Although prenatal exposure to DES is known to increase risks of vaginal/cervical adenocarcinoma and adverse reproductive outcomes in women, and urogenital anomalies in men, data on nonreproductive medical conditions are lacking. Comparing persons exposed prenatally to DES with those who were not exposed, the hazard ratios were 1.21 (95% confidence interval = 0.96-1.54) for diabetes, 1.27 (1.00-1.62) for all cardiovascular disease, 1.18 (0.88-1.59) for coronary artery disease, 1.28 (0.88-1.86) for myocardial infarction, 1.12 (1.02-1.22) for high cholesterol, 1.14 (1.02-1.28) for hypertension, 1.24 (0.99-1.54) for osteoporosis, and 1.30 (0.95-1.79) for fractures. The associations did not differ by dose and timing of DES exposure, nor, in the women, by the presence or absence of vaginal epithelial changes (a marker of DES host susceptibility) [1]. The role of prenatal exposure to DES as an environmental risk factor for psychiatric disorders requires more evidence before any conclusions can be drawn [2].
Related Catalog
References

[1]. Troisi, R., et al., Medical conditions among adult offspring prenatally exposed to diethylstilbestrol. Epidemiology, 2013. 24(3): p. 430-8.

[2]. Kebir, O. and M.O. Krebs, Diethylstilbestrol and risk of psychiatric disorders: a critical review and new insights. World J Biol Psychiatry, 2012. 13(2): p. 84-95.

 Chemical & Physical Properties

Density 1.1±0.1 g/cm3
Boiling Point 407.1±25.0 °C at 760 mmHg
Melting Point 170-172 °C(lit.)
Molecular Formula C18H20O2
Molecular Weight 268.350
Flash Point 186.9±17.8 °C
Exact Mass 268.146332
PSA 40.46000
LogP 5.93
Vapour Pressure 0.0±1.0 mmHg at 25°C
Index of Refraction 1.603
Storage condition 0-6°C
Stability Isomerizes rapidly in Benzene, Chloroform, and Ether.Keep Shielded from light.
Water Solubility PRACTICALLY INSOLUBLE

 Safety Information

Symbol GHS07 GHS08 GHS09
GHS07, GHS08, GHS09
Signal Word Danger
Hazard Statements H315-H319-H335-H350-H360-H410
Precautionary Statements P201-P280-P305 + P351 + P338-P308 + P313
Personal Protective Equipment dust mask type N95 (US);Eyeshields;Gloves;type P2 (EN 143) respirator cartridges
Hazard Codes T:Toxic
Risk Phrases R40;R45;R61;R36/37/38;R51/53
Safety Phrases S53-S36/37/39-S45-S60-S61
RIDADR UN 3077 9/PG 3
WGK Germany 3
RTECS WJ5600000
Packaging Group III
Hazard Class 6.1(b)
HS Code 2942000000

 Synthetic Route

 Customs

HS Code 2942000000

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 Synonyms

Stilboesterol
trans-Diethyl Stilbestrol
Stil
Percutacrine Oestrogenique Iscovesco
Sibol
4,4'-Stilbenediol, α,α'-diethyl-, (E)-
stilboestrol
4,4'-hex-3-ene-3,4-diyldiphenol
cyrena
Synthestrin
Monozol
Diethylstilbestrol
4,4'-Stilbenediol, α,α'-diethyl-
Phenol, 4,4'-[(E)-1,2-diethyl-1,2-ethenediyl]bis-
4,4'-(3E)-hex-3-ene-3,4-diyldiphenol
Estril
(E)-3,4-Bis(p-hydroxyphenyl)-3-hexene
Bufon
Desma
Cyren
4,4'-(1,2-diethyl-1,2-ethenediyl)bisphenol
4,4'-[(3E)-3-Hexene-3,4-diyl]diphenol
a,a'-Diethylstilbenediol
Estrogenine
4,4'-[(1E)-1,2-Diethyl-1,2-ethenediyl]bisphenol
MFCD00002373
α,α'-Diethyl-4,4'-stilbenediol
DES
(E)-a,a'-Diethyl-4,4'-stilbenediol
EINECS 200-278-5
trans-α,α'-Diethyl-4,4'-stilbenediol
DES (VAN)
4,4'-Dihydroxy-a,b-diethylstilbene
OeKolp
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