ChemicalBook > CAS DataBase List > Diethylstilbestrol

Diethylstilbestrol

Product Name:
Diethylstilbestrol
CAS No.
56-53-1
Chemical Name:
Diethylstilbestrol
CBNumber:
CB9751457
Molecular Formula:
C18H20O2
Formula Weight:
268.35
MOL File:
56-53-1.mol
More
Less

Diethylstilbestrol Property

Melting point:
170-172 °C(lit.)
Boiling point:
351.51°C (rough estimate)
Density 
1.1096 (rough estimate)
refractive index 
1.4800 (estimate)
storage temp. 
0-6°C
solubility 
methanol: 0.1 g/mL, clear, faintly yellow
pka
pKa 9.02(H2O t=25 I=0.025) (Uncertain)
form 
Crystalline Powder
color 
White to almost white
Water Solubility 
PRACTICALLY INSOLUBLE
Merck 
13,3155
BRN 
2056095
Stability:
Isomerizes rapidly in Benzene, Chloroform, and Ether. Keep Shielded from light.
CAS DataBase Reference
56-53-1(CAS DataBase Reference)
NIST Chemistry Reference
Diethylstilbesterol(56-53-1)
EPA Substance Registry System
Diethylstilbestrol (56-53-1)
More
Less

Safety

Hazard Codes 
T,N
Risk Statements 
45-61-36/37/38-51/53-40
Safety Statements 
53-36/37/39-45-60-61-36/37
RIDADR 
UN 3077 9/PG 3
WGK Germany 
3
RTECS 
WJ5600000
10
HazardClass 
6.1(b)
PackingGroup 
III
HS Code 
29072990
Hazardous Substances Data
56-53-1(Hazardous Substances Data)
Toxicity
LD50 oral in rat: > 3gm/kg
More
Less

N-Bromosuccinimide Price More Price(11)

Sigma-Aldrich Gold
Product number:
46207
Product name :
Diethylstilbestrol
Purity:
VETRANAL , analytical standard
Packaging:
250mg
Price:
$40.8
Updated:
2019/12/02
Buy:
Buy
Sigma-Aldrich Gold
Product number:
1195001
Product name :
Diethylstilbestrol
Purity:
United States Pharmacopeia (USP) Reference Standard
Packaging:
200mg
Price:
$352.8
Updated:
2019/12/02
Buy:
Buy
Sigma-Aldrich Gold
Product number:
D4628
Product name :
Diethylstilbestrol
Purity:
≥99% (HPLC)
Packaging:
10g
Price:
$506
Updated:
2019/12/02
Buy:
Buy
Sigma-Aldrich Gold
Product number:
D4628
Product name :
Diethylstilbestrol
Purity:
≥99% (HPLC)
Packaging:
25g
Price:
$986
Updated:
2019/12/02
Buy:
Buy
Sigma-Aldrich Gold
Product number:
D1500000
Product name :
Diethylstilbestrol
Purity:
European Pharmacopoeia (EP) Reference Standard
Packaging:
d1500000
Price:
$183
Updated:
2019/12/02
Buy:
Buy
More
Less

Diethylstilbestrol Chemical Properties,Usage,Production

Chemical Properties

White Solid

Uses

A synthetic, nonsteroidal estrogen. Recomended solvents are DMSO, DMF and ethanol, even in these solvents do not store in solution for any prolonged period of time.

brand name

Stilbestrol (Tablicaps); Stilbetin (Bristol-Myers Squibb);Distilbene;Oestro-gynedron;Stilphostrol.

World Health Organization (WHO)

Diethylstilbestrol, a synthetic estrogen which is a stilbene derivative, was introduced into obstetric practice in the late 1940s and subsequently widely used for the treatment of threatened abortion. This use was later shown to be associated with an increased risk of vaginal cancer in the offspring which resulted in restrictive regulatory action in several countries. Diethylstilbestrol and other stilbenes remain available in many countries, however, for the treatment of certain hormone-dependent neoplasms including carcinoma of the prostate and postmenopausal breast cancer. (Reference: (WHODI) WHO Drug Information, 77.1, 16, 1977)

General Description

At first glance, it might be surprising that synthetic nonsteroidal molecules such as diethylstilbestrol (DES) could have the same activity as estradiol or other estrogens. DES can be viewed, however, as a form of estradiol with rings B and C open and a six-carbon ring D. The activity of DES analogs was explained in 1946. It was proposed that the distance between the two DES phenol OH groups was the same as the 3-OH to 17-OH distance of estradiol; therefore, they could both fit the same receptor. Medicinal chemists have shown the OH-to-OH distance to be actually 12.1 ? in DES and 10.9 ? in estradiol. In aqueous solution, however, estradiol has two water molecules that are hydrogen bonded to the 17-OH. If one of the two water molecules is included in the distance measurement, there is a perfect fit with the two OH groups of DES. This suggests that water may have an important role for estradiol in its receptor site.
It is now generally accepted that the estrogens must have a phenolic moiety for binding, but some investigators propose that the receptor may be flexible enough to accommodate varying distances between the two key hydroxyls. This point about estrogens needing a phenolic ring for high-affinity binding to the ER is critical. Steroids with a phenolic A ring and related phenolic compounds lack high-affinity binding to the other steroid hormone receptors.

General Description

Odorless tasteless white crystalline powder.

Air & Water Reactions

Insoluble in water.

Reactivity Profile

Diethylstilbestrol is incompatible with strong oxidizing agents, strong bases, acid chlorides and acid anhydrides .

Fire Hazard

Flash point data for Diethylstilbestrol are not available; however, Diethylstilbestrol is probably combustible.

Safety Profile

Confirmed carcinogen producing skin, liver, and lung tumors in exposed humans as well as uterine and other reproductive system tumors in the female offspring of exposed women. Experimental carcinogenic, neoplas tigenic, tumorigenic, and teratogenic data. A transplacental carcinogen. A human teratogen by many routes. Poison by intraperitoneal and subcutaneous routes. It causes glandular system effects by sktn contact. Human reproductive effects by ingestion: abnormalspermatogenesis; changes in testes, epididymis, and sperm duct; menstrual cycle changes or disorders; changes in female ferulity; unspecified maternal effects; developmental abnormalities of the fetal urogenital system; germ cell effects in offspring; and delayed effects in newborn. Implicated in male impotence and enlargement of male breasts. Other experimental reproductive effects. Mutation data reported. When heated to decomposition it emits acrid smoke and fumes. See also ETHINYL ESTRADIOL.

Carcinogenicity

Diethylstilbestrol is known to be a human carcinogen based on sufficient evidence of carcinogenicity from studies in humans.

Diethylstilbestrol Preparation Products And Raw materials Raw materials

Raw materials

Preparation Products

Less

Diethylstilbestrol Suppliers

Global(228)Suppliers
Chengdu Ai Keda Chemical Technology Co., Ltd.
Tel:
028-85911938-
Fax:
028-86757656
Email:
800078821@qq.com
Country:
China
ProdList:
9753
Advantage:
55
Zhongxiang Yaowei Biological Technology Co., Ltd.
Tel:
153-37241005- ;
Email:
w13260682861@163.com;516219607@qq.com
Country:
China
ProdList:
1870
Advantage:
58
Watson Biotechnology Co.,Ltd
Tel:
027-59207879-
Fax:
QQ:1972026995
Email:
kf@3600chem.com
Country:
China
ProdList:
4229
Advantage:
55
J & K SCIENTIFIC LTD.
Tel:
010-82848833- ;010-82848833-
Fax:
86-10-82849933
Email:
jkinfo@jkchemical.com;market6@jkchemical.com
Country:
China
ProdList:
96815
Advantage:
76
future industrial shanghai co., ltd
Tel:
400-0066-400;021-60496031
Fax:
021-55660885
Email:
sales@jonln.com;sales@jonln.com
Country:
China
ProdList:
2000
Advantage:
65
Chembest Research Laboratories Limited
Tel:
021-20908456-
Fax:
021-58180499
Email:
sales@BioChemBest.com
Country:
China
ProdList:
6006
Advantage:
61
Capot Chemical Co., Ltd
Tel:
+86 (0) 571 85 58 67 18
Fax:
0086-571-85864795
Email:
sales@capotchem.com
Country:
China
ProdList:
18228
Advantage:
66
LGM Pharma
Tel:
1-(800)-881-8210
Fax:
615-250-9817
Email:
inquiries@lgmpharma.com
Country:
United States
ProdList:
1938
Advantage:
70
Nanjing Chemlin Chemical Co., Ltd
Tel:
025-83697070
Fax:
+86-25-83453306
Email:
info@chemlin.com.cn
Country:
China
ProdList:
19991
Advantage:
64

56-53-1, DiethylstilbestrolRelated Search:

DIETHYLSTILBESTROL MONOBENZYL ETHER DIETHYLSTILBESTROL DIMETHYL ETHER DIETHYLSTILBESTROLMONOMETHYLETHER Stilboestrol-d8 DIETHYLSTILBESTROL, [RING-14C(U)] DIETHYLSTILBESTROL,IODINEDERIVATIVE DIETHYLSTILBESTROL DIPALMITATE DIETHYLSTILBESTROL (RING-3,3',5,5'-DIETHYL-1,1,1',1'-D8) Diethylstilbestrol propionate,DIETHYLSTILBESTROL DIPROPIONATE,Stilboestrol dipropionate,Stilboestrol dp Diethylstilbestrol N-Vinyl-2-pyrrolidone Diethyl malonate 1-Hexene Diethyl ether Bisphenol A 4-(4-CHLORO-BENZYLOXY)-PHENYLAMINE Vinyl resin VINYL PROPIONATE
  • -Amino-3-(phosphonomethyl)-2-quinoxalinepropanoic Acid
  • Dibromonicotinate
  • Methyl 4,&#x200B
  • -Phenyl-2-piperidinemethanol (Mixture)
  • -Methyl-N-(phenylmethyl)benzenepropanamine
  • /IL20RA (C-Fc)
  • -(Bromomethyl)-2,4-dichlorobenzenemethanol
  • -Methyl-N-(phenylmethyl)benzenepropanamine-d3
  • Amino-hexanoic Acid Phenylmethyl Ester
  • -Amino-2-Benzofuranacetic Acid Methyl Ester
  • -dimethoxychalcone
  • -Ethyl-4,4&#39
  • -Truxillin
  • Amino-hexanoic Acid Phenylmethyl Ester 4,4&#39
  • alanyl-D-alanine
  • Aminocycloheptanecar&#x200B
  • boxylic Acid
  • -(Methylenecyclopropyl)glycine (Mixture of Diastereomers)
  • 4-bis(2-phenylethyl)-1,4-piperazinediacetic Acid 1,4-Diethyl Ester
  • 4S,2S,5S)-2,5-Dimethyl-3,6-dioxo-&alpha
  • -Methyl-5-indanethylamine-D6 Hydrochloride
  • -(phenylmethyl)benzenehexanoic Acid
  • -[[(1,1-Dimethylethoxy)carbonyl]amino]-&gamma
  • -hydroxy-&alpha
  • R)-&delta
  • R,&delta
  • 1-[2-(2,3-Dihydro-5-benzofuranyl)ethyl-d4]-&alpha
  • D-(+)-Trehalose, Dihydrate (&alpha
  • -D-glucopyranoside, D-Trehalose)
  • -Trehalose, Mycose, &alpha
  • d3)&#x200B
  • R-Brivaracetam-d7
  • -Diphenylprolinol Hydrochloride
  • Pentafluoropropanoic Acid-13C
  • (3S)-1-[2-(3-Ethenyl-4-hydroxyphenyl)ethyl]-&alpha
  • -[[(1S)-1-Carboxyethyl]amino]benzenebutanoic Acid
  • -[[(2-Amino-4-thiazolyl)(hydroxyimino)acetyl]amino]-1,2,5,7-tetrahydro-5-methyl-7-oxo-4H-Furo[3,4-d][1,3]thiazine-2-acetic Acid Sodium Salt||(Mixture of Diastereomers)
  • 4-[(2-Vinyl]-1-enthyne)-&alpha
  • -Methyl-N-[3-[4-(trifluoromethyl)phenyl]propyl]-1-naphthalenemethan|amine|
  • (3R)-&alpha
  • -[(Acetyloxy)imino]-2-(formylamino)-4-thiazoleacetic Acid (Mixture)
  • -[(Acetyloxy)imino]-2-amino-4-thiazoleacetic Acid + (&alpha
  • -(methoxymethylene)benzeneacetic Acid Methyl Ester
  • E)-2-[(6-Chloro-4-pyrimidinyl)oxy]-&alpha
  • -Bromostyrene (~90%, ~1% Hydroquinone as stabilizer)
  • -Methyl-1-pentyl-1H-indole-3-ethanamine (2Z)-2-Butenedioate
  • diiodo-benzenepropanoic Acid
  • dinitrophenoxy)&#x200B
  • Leucine-&#x200B
  • -[(Acetyloxy)imino]-2-(formylamino)-4-thiazoleacetic Acid-13C,15N2
  • Tetrachlorododecane
  • azepin-&#x200B
  • (hydroxyimino)&#x200B
  • Dimethylethyl Ester 2-Methylpropanoate
  • thiazoleacetic Acid 1,&#x200B
  • methoxyphenol-d6
  • -(Phenylmethylene)-1-naphthaleneacetic Acid Ethyl Ester
  • [Chloro(4-&#x200B