Androsta-1,4-diene-3,11,17-trione

Base Information

• Chemical Name: Androsta-1,4-diene-3,11,17-trione
• CAS No.: 7738-93-4
• Molecular Formula: C19H22O3
• Molecular Weight: 298.382
• European Community (EC) Number: 231-799-6
• NSC Number: 82849
• UNII: VR7WQ2G5Z1
• DSSTox Substance ID: DTXSID70228097
• Nikkaji Number: J149.403A
• Wikidata: Q83108014
• Mol file: 7738-93-4.mol

Synonyms:Adrosta-DT;androsta-1,4-diene-3,11,17-trione

Chemical Property of Androsta-1,4-diene-3,11,17-trione

Chemical Property:

• Vapor Pressure: 1.97E-09mmHg at 25°C
• Melting Point: 193-195 °C
• Boiling Point: 481.5°Cat760mmHg
• Flash Point: 208.8°C
• PSA: 51.21000
• Density: 1.21g/cm³
• LogP: 3.04240
• Storage Temp.: -20°C Freezer, Under inert atmosphere
• Solubility.: Acetone (Sparingly), Chloroform (Slightly), Ethyl Acetate (Slightly)
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 298.15689456
• Heavy Atom Count: 22
• Complexity: 656

Purity/Quality:

98%min ^*data from raw suppliers

Δ1-Adrenosterone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC12CC(=O)C3C(C1CCC2=O)CCC4=CC(=O)C=CC34C
• Isomeric SMILES: C[C@]12CC(=O)[C@H]3[C@H]([C@@H]1CCC2=O)CCC4=CC(=O)C=C[C@]34C
• Uses: Δ1-Adrenosterone is a derivative of Adrenosterone (A305600), and is suspected to have some inhibitory effects on estrogen biosynthesis in human placental microsomes. Δ1-Adrenosterone also has potential androgenic anabolic and antiuterotropic activity.

Technology Process of Androsta-1,4-diene-3,11,17-trione

There total 16 articles about Androsta-1,4-diene-3,11,17-trione 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: 89.0%

Prednison (53-03-2) → androsta-1,4-diene-3,11,17-trione (7738-93-4)

Guidance literature:

In water; acetonitrile; at 20 ℃; Electrochemical reaction;

DOI:10.1002/chem.202100446

Reference yield:

17α,20S,21-trihydroxypregna-1,4-diene-3,11-dione (2899-94-7) → androsta-1,4-diene-3,11,17-trione (7738-93-4)

Guidance literature:

With sodium periodate; water; In tetrahydrofuran; acetone; at 23 ℃; for 3h;

DOI:10.1021/ja8023466

Reference yield:

→ androsta-1,4-diene-3,11,17-trione (7738-93-4)

Guidance literature:

With sodium bismuthate; acetic acid;

DOI:10.1039/jr9580002500 DOI:10.1021/ja01623a027

upstream raw materials:

(8S,9S,10R,11S,13S,14S)-11-Hydroxy-10,13-dimethyl-7,8,9,10,11,12,13,14,15,16-decahydro-6H-cyclopenta[a]phenanthrene-3,17-dione

Prednison

Cortisone

adrenosterone

Downstream raw materials:

3-hydroxy-9,10-seco-androsta-1,3,5⁽¹⁰⁾-triene-11,17-dione

11-keto-4-androstene-3,17-dione

11β-hydroxy-17α-ethynyl-17β-hydroxy-1,4-androstadiene-3-one

1-Methyl-11-oxo-oestron

Refernces

• 1、 Shenvi, Ryan A.,Guerrero, Carlos A.,Shi, Jun,Li, Chuang-Chuang,Baran, Phil S.. "Synthesis of (+)-Cortistatin A". . p. 7241 - 7243. Retrieved 2008.
• 2、 Shi, Jun,Manolikakes, Georg,Yeh, Chien-Hung,Guerrero, Carlos A.,Shenvi, Ryan A.,Shigehisa, Hiroki,Baran, Phil S.. "Scalable synthesis of cortistatin A and related structures". . p. 8014 - 8027. Retrieved 2011/06/27.