7a-Hydroxytestosterone

Base Information

• Chemical Name: 7a-Hydroxytestosterone
• CAS No.: 2141-17-5
• Molecular Formula: C19H28O3
• Molecular Weight: 304.43
• Mol file: 2141-17-5.mol

Synonyms:7a-Hydroxytestosterone;D5-Androstene-3b,17a-diol;h_118_4_hydroxytestosterone;Androst-5-ene-3b,17a-diol;3b,17a-Dihydroxyandrost-5-ene;(3b,17a)-Androst-5-ene-3,17-diol;(17beta)-4,17-dihydroxy-Androst-4-en-3-one

Chemical Property of 7a-Hydroxytestosterone

Chemical Property:

• Vapor Pressure: 4.52E-11mmHg at 25°C
• Melting Point: 222-223 °C
• Refractive Index: 1.578
• Boiling Point: 476.3 °C at 760 mmHg
• PKA: 9.32±0.70(Predicted)
• Flash Point: 255.9 °C
• PSA: 57.53000
• Density: 1.19 g/cm³
• LogP: 3.76490
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 304.20384475
• Heavy Atom Count: 22
• Complexity: 551

Purity/Quality:

99%, ^*data from raw suppliers

4-HYDROXYTESTOSTERONE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC12CCC3C(C1CCC2O)CCC4=C(C(=O)CCC34C)O
• Isomeric SMILES: C[C@]12CCC3C(C1CC[C@@H]2O)CCC4=C(C(=O)CC[C@]34C)O
• Uses: 4-Hydroxytestosterone is an anabolic steroid and does not have any therapeutic indication. 4-Hydroxytestosterone is metabolite of the aromatase inhibitor Formestane (F692250). 4-Hydroxytestosterone co ncentration in the urine can be used as a biomarker for steroid misuse. Controlled Substance.

Technology Process of 7a-Hydroxytestosterone

There total 16 articles about 7a-Hydroxytestosterone 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: 78.0%

(10R,13S,17S)-17-Hydroxy-10,13-dimethyl-tetradecahydro-20-oxa-cyclopropa[4,5]cyclopenta[a]phenanthren-3-one (2189-83-5,6765-87-3,16318-53-9,17503-06-9,17503-07-0,17597-25-0,51154-10-0) → 4-Hydroxy-testosteron (2141-17-5,134523-13-0)

Guidance literature:

With sulfuric acid; silica gel; acetic acid; at 70 ℃; for 0.05h;

DOI:10.1055/s-2007-985584

Reference yield: 50.0%

testosterone (58-22-0) → 4-hydroxytestosterone (2141-17-5)

Guidance literature:

testosterone; With dihydrogen peroxide; sodium hydroxide; In methanol; at 4 ℃; for 24h;

With sulfuric acid; acetic acid; at 20 ℃; for 4h;

Reference yield: 16.0%

5β-androstan-17β-ol-3-one (571-22-2) → 4-hydroxytestosterone (2141-17-5)

Guidance literature:

With potassium tert-butylate; oxygen; In tert-butyl alcohol; at 45 ℃; for 6.5h;

DOI:10.1016/j.steroids.2006.11.018

upstream raw materials:

(10R,13S,17S)-17-Hydroxy-10,13-dimethyl-tetradecahydro-20-oxa-cyclopropa[4,5]cyclopenta[a]phenanthren-3-one

4-hydroxy-3-oxo-4-androsten-17β-yl acetate

17β-hydroxy-4α,5-epoxy-5α-androstan-3-one

17β-hydroxy-4β,5-epoxy-5β-androstan-3-one

Downstream raw materials:

3,4-dioximino-5ξ-androstan-17β-ol

C₂₈H₅₂O₃Si₃

17β-hydroxy-5β,17α-pregn-20-yno<3,4-c>-1',2',5'-oxadiazole

17β-hydroxy-5α,17α-pregn-20-yno<3,4-c>-1',2',5'-oxadiazole

Refernces

• 1、 Kohler, Maxie,Parr, Maria K.,Opfermann, Georg,Thevis, Mario,Schloerer, Nils,Marner, Franz-Josef,Schaenzer, Wilhelm. "Metabolism of 4-hydroxyandrostenedione and 4-hydroxytestosterone: Mass spectrometric identification of urinary metabolites". . p. 278 - 286. Retrieved 2007.
• 2、 Jennings,Bengtson. "Reactions of 4β,5-epoxy-5β-androstan-3-ones with hydrogen fluoride in pyridine". . p. 49 - 68. Retrieved 1978.
• 3、 -. "C-19 steroids for treating cellulite". Paragraph 0063-0064. . Retrieved 2015/12/18.
• 4、 -. "Use of 4,17 beta-dihydroxyandrost-4-ene-3-one for treating cancers". Page/Page column 5-6. . Retrieved 2008/06/13.