Diethylstilbestrol
- CAS No.
- 56-53-1
- Chemical Name:
- Diethylstilbestrol
- Synonyms
- DES;ALPHA;Estrogen;carbaldehyde;carboxaldehyde;piperidinamine;fluorobenzenamine;STILBESTROL;ylamine;Stilbetin
- CBNumber:
- CB9751457
- Molecular Formula:
- C18H20O2
- Molecular Weight:
- 268.35
- MOL File:
- 56-53-1.mol
- MSDS File:
- SDS
- Modify Date:
- 2024/3/26 17:16:27
| 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. | 2-8°C |
| solubility | methanol: 0.1 g/mL, clear, faintly yellow |
| form | Crystalline Powder |
| pka | pKa 9.02(H2O t=25 I=0.025) (Uncertain) |
| 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) |
| IARC | 1 (Vol. 21, Sup 7, 100A) 2012 |
| NIST Chemistry Reference | Diethylstilbesterol(56-53-1) |
| EPA Substance Registry System | Diethylstilbestrol (56-53-1) |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |    GHS07,GHS08,GHS09 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Danger | |||||||||
| Hazard statements | H315-H319-H335-H350-H360FD-H410 | |||||||||
| Precautionary statements | P202-P261-P273-P302+P352-P305+P351+P338-P308+P313 | |||||||||
| 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 | |||||||||
| F | 10 | |||||||||
| HazardClass | 6.1(b) | |||||||||
| PackingGroup | III | |||||||||
| HS Code | 29072990 | |||||||||
| Toxicity | LD50 oral in rat: > 3gm/kg | |||||||||
| NFPA 704 |
|
Diethylstilbestrol price More Price(7)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich(India) | D4628 | Diethylstilbestrol ≥99% (HPLC) | 56-53-1 | 1G | ₹10716.75 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | D4628 | Diethylstilbestrol ≥99% (HPLC) | 56-53-1 | 5G | ₹34953.93 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | SAB1306297 | ANTI-DESMIN (T16) antibody produced in rabbit affinity isolated antibody, buffered aqueous solution | 56-53-1 | 400μL | ₹47796.6 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | D4628 | Diethylstilbestrol ≥99% (HPLC) | 56-53-1 | 10G | ₹58346.75 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | SAB1306249 | ANTI-DESMIN(C-TERMINAL) antibody produced in rabbit affinity isolated antibody, buffered aqueous solution | 56-53-1 | 400μL | ₹47796.6 | 2022-06-14 | Buy |
Diethylstilbestrol Chemical Properties,Uses,Production
Chemical Properties
Diethylstilbestrol is an odorless, white crystalline powder, with a molecular weight of 268.36. Its cisisomer tends to revert to the trans-form. It is a nonsteroidal, synthetic stilbene derivative with estrogenic activity. recomended solvents are DMSO, DMF and ethanol, even in these solvents do not store in solution for any prolonged period of time.
Uses
Diethylstilbestrol is a synthetic nonsteroidal estrogen that was formerly used in estrogenic hormone therapy (for menstrual disorders, postpartum breast engorgement, postcoital contraceptive, prevention of spontaneous abortion) and in chemotherapy of various cancers, including postmenopausal breast cancer and prostate cancer. It was also used in biomedical research and veterinary medicine (growth promoter for cattle and sheep; veterinary drug to treat estrogen deficiency disorders).
Indications
Diethylstilbestrol is one of the older synthetic estrogens in use. It was used to treat prostate cancer but is now rarely used for this purpose because of its adverse effects，although it is occasionally used in postmenopausal women with breast cancer. It is taken orally in tablet form.
Definition
ChEBI: Diethylstilbestrol is an olefinic compound that is trans-hex-3-ene in which the hydrogens at positions 3 and 4 have been replaced by p-hydroxyphenyl groups. It has a role as an antineoplastic agent, a carcinogenic agent, a xenoestrogen, an EC 3.6.3.10 (H(+)/K(+)-exchanging ATPase) inhibitor, an antifungal agent, an endocrine disruptor, an EC 1.1.1.146 (11beta-hydroxysteroid dehydrogenase) inhibitor, an autophagy inducer and a calcium channel blocker. It is a polyphenol and an olefinic compound.
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)
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.
Side effects
These include sodium retention and oedema，nausea，gynaecomastia and impotence in men, and venous and arterial thrombosis. It can cause bone pain and hypercalcaemia when used for breast cancer.
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.
Environmental Fate
Diethylstilbestrol is a known teratogen and carcinogen. Experimental studies using transgenic estrogen receptor knockout animals suggest that binding and activation of the estrogen receptor is required to elicit diethylstilbestrol toxicity. Hence, diethylstilbestrol lesions primarily appear in tissues enriched with estrogen receptors. Diethylstilbestrol binds to the estrogen receptor with a very high affinity and forms a complex with the target tissue. The complex then internalizes in to the cell and translocates to the nucleus. Once in the nucleus, diethylstilbestrol may directly bind with the cellular DNA and cause mutations and unscheduled DNA synthesis. Diethylstilbestrol is also known to induce aneuploidy.
Diethylstilbestrol Preparation Products And Raw materials
Raw materials
1of2
chevron_rightPreparation Products
| Supplier | Tel | Country | ProdList | Advantage | Inquiry |
|---|---|---|---|---|---|
| A.J Chemicals | 91-9810153283 | New Delhi, India | 6124 | 58 | Inquiry |
| CLEARSYNTH LABS LTD. | +91-22-45045900 | Hyderabad, India | 6351 | 58 | Inquiry |
| MANGALAM DRUGS AND ORGANICS LIMITED | 08147509329 | Uttar Pradesh, India | 50 | 58 | Inquiry |
| Krishi Rasayan Exports Private Limited | 08048250281Ext 336 | Ahmedabad, India | 6 | 58 | Inquiry |
| Pharma Affiliates | 172-5066494 | Haryana, India | 6761 | 58 | Inquiry |
| Alfa Aesar | 1 800 209 7001 | Maharashtra, India | 6913 | 58 | Inquiry |
| Pharmaffiliates Analytics and Synthetics P. Ltd | +91-172-5066494 | Haryana, India | 6773 | 58 | Inquiry |
| Hebei Mojin Biotechnology Co., Ltd | +86-13288715578 +8613288715578 | China | 12465 | 58 | Inquiry |
| Shanghai UCHEM Inc. | +862156762820 +86-13564624040 | China | 6841 | 58 | Inquiry |
| Hebei Saisier Technology Co., LTD | +86-18400010335 +86-18034520335 | China | 989 | 58 | Inquiry |
Related articles
- Toxicity of Diethylstilbestrol
- Diethylstilbestrol (DES) is a nonsteroidal, synthetic stilbene derivative with estrogenic activity. It is an odorless, white c....
- Jan 19，2022
56-53-1(Diethylstilbestrol)Related Search:
1of4
chevron_right