Estradiolvalerat

Bezeichnung:Estradiolvalerat

CAS-Nr979-32-8

Englisch Name:Estradiol valerate

CBNumberCB0300193

SummenformelC23H32O3

Molgewicht356.51

MOL-Datei979-32-8.mol

Synonyma

Estradiolvalerat

Estradiolvalerat physikalisch-chemischer Eigenschaften

Schmelzpunkt	144°C
Siedepunkt	438.83°C (rough estimate)
Dichte	1.1024 (rough estimate)
Brechungsindex	1.4700 (estimate)
storage temp.	Sealed in dry,Room Temperature
Löslichkeit	Practically insoluble in water, soluble in alcohol.
pka	10.25±0.60(Predicted)
Merck	13,3738
BRN	2480357
InChI	InChI=1/C23H32O3/c1-3-4-5-22(25)26-21-11-10-20-19-8-6-15-14-16(24)7-9-17(15)18(19)12-13-23(20,21)2/h7,9,14,18-21,24H,3-6,8,10-13H2,1-2H3/t18-,19-,20+,21+,23+/s3
InChIKey	RSEPBGGWRJCQGY-RBRWEJTLSA-N
SMILES	C[C@]12CC[C@]3([H])C4C=CC(O)=CC=4CC[C@@]3([H])[C@]1([H])CC[C@@H]2OC(=O)CCCC \|&1:1,4,15,17,21,r\|
CAS Datenbank	979-32-8(CAS DataBase Reference)

Sicherheit

Kennzeichnung gefährlicher	T
R-Sätze:	60-61
S-Sätze:	53-45
WGK Germany	3
RTECS-Nr.	KG5793000
HS Code	29372390

Gefahreninformationscode (GHS)

Estradiol valerate Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:
R60:Kann die Fortpflanzungsfähigkeit beeinträchtigen.
R61:Kann das Kind im Mutterleib schädigen.
S-Sätze Betriebsanweisung:
S53:Exposition vermeiden - vor Gebrauch besondere Anweisungen einholen.
S45:Bei Unfall oder Unwohlsein sofort Arzt zuziehen (wenn möglich, dieses Etikett vorzeigen).
Beschreibung
Estradiol valerate (EV), sold for use by mouth under the brand name Progynova and for use by injection under the brand names Delestrogen and Progynon Depot among others, is an estrogen medication. In women, it is used in hormone therapy for menopausal symptoms and low estrogen levels, hormone therapy for transgender women, and in hormonal birth control. It is also used in the treatment of prostate cancer in men. The medication is taken by mouth or by injection into muscle or fat once every 1 to 4 weeks.
Chemische Eigenschaften
White to off-white crystalline powder, odorless. Insoluble in water, easily soluble in ethanol, acetone, chloroform, slightly soluble in vegetable oil.
Originator
Delestrogen,Squibb,US,1954
Verwenden
Estradiol valerate is a female hormone (estrogen). It is used to reduce symptoms of menopause which are vaginal dryness, hot flashes, and others. The symptoms of menopause manifest because the body is making less estrogen; with estradiol valerate, these symptoms are brought to the lowest minimum. This medication therapy can also produce enough estrogen in women with ovarian failure, hypogonadism and can be used by men to treat prostate cancer (palliation only).
Definition
ChEBI: Estradiol valerate is a steroid ester. It is the parenterally-administered synthetic valerate ester of estradiol, a steroid sex hormone vital to the maintenance of fertility and secondary sexual characteristics in females.
Indications
Estradiol valerate is commercially available as an intramuscular injection as the product Delestrogen and is indicated for the treatment of moderate to severe vasomotor symptoms and vulvovaginal atrophy due to menopause, for the treatment of hypoestrogenism due to hypogonadism, castration or primary ovarian failure, and for the treatment of advanced androgen-dependent carcinoma of the prostate (for palliation only). Estradiol valerate is also available in combination with Dienogest as the commercially available product Natazia used for the prevention of pregnancy and for the treatment of heavy menstrual bleeding.
Manufacturing Process
2.3 parts of estradiol are mixed with 12 parts of pyridine and 10 parts of nvaleric anhydride and the mixture is heated for some time at 115°C in the oil bath. The cooled solution is mixed with 250 parts of water, whereupon an oil separates; this is extracted with ether. The separated ethereal solution is washed successively with N sulfuric acid, water, N sodium carbonate solution and water and then dried. The ether is then removed and the residue purified by distillation in a high vacuum. The estradiol di-n-valerate forms a yellowish oil according to US Patent 2,205,627.
1 part of estradiol-3,17-n-divalerianate (boiling point at 0.01 mm = 220° to 230°C bath temperature; made, e.g., by the action of n-valeric anhydride on a solution of estradiol in pyridine) is mixed with 50 parts of a solution of 0.5% strength of potassium carbonate in methyl alcohol of 95% strength, and the whole is stirred for some time at 20°C. The oily n-di-valerianate passes gradually into solution. The solution is neutralized and the precipitate is produced by the addition of about 200 parts of water. This finely crystalline product is filtered and washed successively with water, dilute sodium carbonate solution and again with water. It may be further purified by crystallization from a mixture of methyl alcohol and water. The estradiol-17- mono-n-valerianate melts at 144° to 145°C according to US Patent 2,233,025.
Trademarks
Delestrogen (King).
Therapeutic Function
Estrogen
Allgemeine Beschreibung
Estradiol valerate is a synthetic hormone that is extensively metabolized to estradiol and valeric acid before reaching the systemic circulation. It is well suited for treatment of the characteristic symptoms accompanying menopause in women.
Nebenwirkungen
As with all pharmaceutical medicines, some unwanted effects can occur from the use of estradiol valerate tablets.
Always consult a physician for medical advice before use.
Common side effects may include: bloating, vomiting, nausea, breast tenderness, headache, weight changes, and mood changes.
More severe side effects may include mental changes, breast lumps, vaginal bleeding, liver damage, increased thirst, and sudden vision loss.
Sicherheitsprofil
Suspected carcinogen with carcinogenic and teratogenic data. Experimental reproductive effects. When heated to decomposition it emits acrid smoke and irritating fumes. See also ESTRADIOL.

Estradiol valerate Upstream-Materialien And Downstream Produkte

Estradiolvalerat Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

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