Estradiol valerate

Base Information

• Chemical Name: Estradiol valerate
• CAS No.: 979-32-8
• Deprecated CAS: 907-12-0,69557-95-5
• Molecular Formula: C₂₃H₃₂O₃
• Molecular Weight: 356.505
• Hs Code.: 29372390
• European Community (EC) Number: 213-559-2
• NSC Number: 17590
• UNII: OKG364O896
• DSSTox Substance ID: DTXSID8023004
• Nikkaji Number: J7.207I
• Wikipedia: Estradiol_valerate
• Wikidata: Q5401768
• NCI Thesaurus Code: C1090
• RXCUI: 24395
• Pharos Ligand ID: ANPG1TJSGUQF
• Metabolomics Workbench ID: 35297
• ChEMBL ID: CHEMBL1511
• Mol file: 979-32-8.mol

Synonyms:17 beta Estradiol;17 beta Oestradiol;17 beta-Estradiol;17 beta-Oestradiol;Aerodiol;Delestrogen;Estrace;Estraderm TTS;Estradiol;Estradiol 17 alpha;Estradiol 17 beta;Estradiol 17beta;Estradiol Anhydrous;Estradiol Hemihydrate;Estradiol Hemihydrate, (17 alpha)-Isomer;Estradiol Monohydrate;estradiol valerate;estradiol valeriante;Estradiol, (+-)-Isomer;Estradiol, (-)-Isomer;Estradiol, (16 alpha,17 alpha)-Isomer;Estradiol, (16 alpha,17 beta)-Isomer;Estradiol, (17-alpha)-Isomer;Estradiol, (8 alpha,17 beta)-(+-)-Isomer;Estradiol, (8 alpha,17 beta)-Isomer;Estradiol, (9 beta,17 alpha)-Isomer;Estradiol, (9 beta,17 beta)-Isomer;Estradiol, Monosodium Salt;Estradiol, Sodium Salt;Estradiol-17 alpha;Estradiol-17 beta;Estradiol-17beta;Oestradiol;Ovocyclin;Progynon Depot;Progynon-Depot;Progynova;Vivelle

Chemical Property of Estradiol valerate

Chemical Property:

• Appearance/Colour: Na
• Vapor Pressure: 4.47E-10mmHg at 25°C
• Melting Point: 144 °C
• Refractive Index: 1.567
• Boiling Point: 486.2 °C at 760mmHg
• PKA: 10.25±0.60(Predicted)
• Flash Point: 191.1 °C
• PSA: 46.53000
• Density: 1.13 g/cm³
• LogP: 5.35030
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Practically insoluble in water, soluble in alcohol.
• XLogP3: 6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 356.23514488
• Heavy Atom Count: 26
• Complexity: 518

Purity/Quality:

99.00% ^*data from raw suppliers

Estradiol17-Valerate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T
• Hazard Codes: T
• Statements: 60-61
• Safety Statements: 53-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCC(=O)OC1CCC2C1(CCC3C2CCC4=C3C=CC(=C4)O)C
• Isomeric SMILES: CCCCC(=O)O[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CCC4=C3C=CC(=C4)O)C
• Recent ClinicalTrials: Descriptive Analysis of Serum Immunological Markers During an Euploid Frozen Embryo Transfer in a Natural Cycle.
• Recent EU Clinical Trials: Natural cycle versus hormone replacement therapy cycle for a frozen-thawed embryo transfer in PGT patients: a randomised trial.
• Description: 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.
• Uses: 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).
• 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.

Technology Process of Estradiol valerate

There total 7 articles about Estradiol valerate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 74.0%

estradiol divalerate (63042-28-4) → estradiol 17-valerate (979-32-8,25918-99-4,300853-47-8)

Guidance literature:

With methanol; sodium tetrahydroborate; at 40 - 45 ℃; for 2h;

Reference yield:

3-benzoyloxy-17β-valeryloxy-estra-1,3,5(10)-triene (63042-21-7) → estradiol 17-valerate (979-32-8,25918-99-4,300853-47-8)

Guidance literature:

With sodium tetrahydroborate; In methanol;

DOI:10.1248/cpb.11.510

Reference yield:

estradiol (50-28-2) → estradiol 17-valerate (979-32-8,25918-99-4,300853-47-8)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine

2: methanol. NaOH

With pyridine; sodium hydroxide;

upstream raw materials:

estradiol divalerate

estradiol

valeric acid

3-benzoyloxy-17β-valeryloxy-estra-1,3,5(10)-triene

Downstream raw materials:

estradiol-17β 3-β-D-glucopyranoside

Refernces

• 1、 -. "IMPROVED PROCESS FOR PREPARATION OF ESTRADIOL VALERATE AND A NOVEL CRYSTALLINE FORM A OF ESTRADIOL DIVALERATE". Page/Page column 10. . Retrieved 2012/05/20.
• 2、 TSUNEDA,YAMADA,YASUDA,MORI. "Preparation of some estriol esters.". . p. 510 - 514. Retrieved 2007/10/13.