Fluoxymesterone

Base Information Edit

Chemical Name:Fluoxymesterone
CAS No.:76-43-7
Molecular Formula:C20H29FO3
Molecular Weight:336.447
Hs Code.:29372900
European Community (EC) Number:200-961-8
NSC Number:12165,10704
UNII:9JU12S4YFY
DSSTox Substance ID:DTXSID8033512
Nikkaji Number:J1.474E
Wikipedia:Fluoxymesterone
Wikidata:Q410663
NCI Thesaurus Code:C507
Pharos Ligand ID:Y1NCUCB5ZY2A
Metabolomics Workbench ID:35327
ChEMBL ID:CHEMBL1445
Mol file:76-43-7.mol

Synonyms:Android F;Android-F;Fluoximesteron;Fluoxymesterone;Halotestin;Stenox

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Chemical Property of Fluoxymesterone Edit

Chemical Property:

Appearance/Colour:white to light yellow crystal powder
Vapor Pressure:5.5E-11mmHg at 25°C
Melting Point:240 °C
Refractive Index:1.562
Boiling Point:474.2 °C at 760 mmHg
PKA:13.40±0.70(Predicted)
Flash Point:240.6 °C
PSA：57.53000
Density:1.22 g/cm³
LogP:3.33220
Storage Temp.:?20°C
Solubility.:H2O: ≤0.5 mg/mL
Water Solubility.:NEGLIGIBLE
XLogP3:2.4
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:0
Exact Mass:336.21007294
Heavy Atom Count:24
Complexity:630

Purity/Quality:

Safty Information:

Pictogram(s): Xn
Hazard Codes:Xn,T,F
Statements: 63-38-19-11-61-60
Safety Statements: 22-36-24/25-45-53

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

Canonical SMILES:CC12CCC(=O)C=C1CCC3C2(C(CC4(C3CCC4(C)O)C)O)F
Isomeric SMILES:C[C@]12CCC(=O)C=C1CC[C@@H]3[C@@]2([C@H](C[C@]4([C@H]3CC[C@]4(C)O)C)O)F
Recent ClinicalTrials:Androgen Therapy for Management of Estrogen/Progesterone Receptor Negative ER(-)PR(-) Metastatic Breast Cancer
Description Fluoxymesterone(Halotestin) is a steroid with an androgenic property that is used in primary hypogonadism and testicular failure due to cryptorchidism, vanishing testes syndrome, or orchidectomy; and in hypogonadotrophic hypogonadism and luteinizing hormone-releasing hormone (LHRH) deficiency or pituitary hypothalamic injury from tumors, trauma, or radiation. It mimics the actions of testosterone, which is responsible for normal growth and development of the male sex organs and for the maintenance of secondary sex characteristics. In female postmenopausal patients, fluoxymesterone may be indicated in the palliation of recurrent mammary cancer.
Uses Fluoxymesterone is an anabolic steroid with androgenic activity. It is used in the treatment of male hypogonadism. It showed antitumor effects on pregnancy-dependent mammary tumors TPDMT-4.
Indications Fluoxymesterone promotes growth and development of male reproductive organs, maintains secondary sex characteristics, increases protein anabolism, and decreases protein catabolism. It is used to treat symptoms of low testosterone in adult men who have hypogonadism (a condition in which the body does not produce enough natural testosterone). It is also used for palliation of androgen-responsive recurrent mammary cancer in women who are more than 1 year but less than 5 years postmenopausal (women).
Therapeutic Function Androgen

Technology Process of Fluoxymesterone

There total 6 articles about Fluoxymesterone 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:

: 1042-33-7,71423-83-1
9,11β-epoxy-17β-hydroxy-17α-methyl-9β-androst-4-en-3-one

: 76-43-7
fluoxymesterone

Guidance literature:: With dichloromethane; hydrogen fluoride; water;
DOI:10.1021/ja01583a072

Reference yield:

: 1044-92-4
9-bromo-11β,17β-dihydroxy-17α-methyl-androst-4-en-3-one

: 76-43-7
fluoxymesterone

Guidance literature:: Multi-step reaction with 2 steps

1: methanol; aq. NaOH solution

2: CH₂Cl₂; water; HF

With methanol; sodium hydroxide; dichloromethane; hydrogen fluoride; water;
DOI:10.1021/ja01583a072