9-Dehydroandrostenedione

Base Information

• Chemical Name: 9-Dehydroandrostenedione
• CAS No.: 1035-69-4
• Molecular Formula: C19H24 O2
• Molecular Weight: 284.398
• European Community (EC) Number: 700-663-2
• NSC Number: 44826
• UNII: 9329RS039I
• DSSTox Substance ID: DTXSID60145880
• Nikkaji Number: J36.718D
• Wikidata: Q27148842
• Pharos Ligand ID: FSCX6Y62VH5H
• ChEMBL ID: CHEMBL3799363
• Mol file: 1035-69-4.mol

Synonyms:9-Dehydroandrostenedione;1035-69-4;Androsta-4,9(11)-diene-3,17-dione;UNII-9329RS039I;9329RS039I;9(11)-Dehydroandrostenedione;Deltaandrost-4,9(11)-diene-3,17-dione;(8S,10S,13S,14S)-10,13-dimethyl-2,6,7,8,12,14,15,16-octahydro-1H-cyclopenta[a]phenanthrene-3,17-dione;CHEMBL3799363;EC 700-663-2;NSC 44826;NSC-44826;4,9(11)-Androstadiene-3,17-dione;androst-4,9(11)-dien-3,17-dione;SCHEMBL1421773;CHEBI:79710;Androst-4,9-dien-3,17-dione;DTXSID60145880;androsta-4,9-diene-3,17-dione;NSC44826;BDBM50168056;androsta-4,9(11) -diene-3,17-dione;Q27148842;(3aS,3bS,9aS,11aS)-9a,11a-dimethyl-1H,2H,3H,3aH,3bH,4H,5H,7H,8H,9H,9aH,11H,11aH-cyclopenta[a]phenanthrene-1,7-dione

Chemical Property of 9-Dehydroandrostenedione

Chemical Property:

• Vapor Pressure: 3.08E-08mmHg at 25°C
• Melting Point: 202-204 °C
• Boiling Point: 448.5°Cat760mmHg
• Flash Point: 167.2°C
• PSA: 34.14000
• Density: 1.14g/cm³
• LogP: 4.00750
• Storage Temp.: Hygroscopic, -20°C Freezer, Under inert atmosphere
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 284.177630004
• Heavy Atom Count: 21
• Complexity: 597

Purity/Quality:

99.9% ^*data from raw suppliers

9-Dehydroandrostenedione ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC12CCC(=O)C=C1CCC3C2=CCC4(C3CCC4=O)C
• Isomeric SMILES: C[C@]12CCC(=O)C=C1CC[C@@H]3C2=CC[C@]4([C@H]3CCC4=O)C
• Uses: 9-Dehydroandrostenedione, is a dehydrated analogue of 4-Androsten-11β-ol-3,17-dione (A637705). It is a steroid hormone, and also a derivative of Androstenedione (A637550), which is a Testosterone precursor and metabolite with androgenic activity.

Technology Process of 9-Dehydroandrostenedione

There total 27 articles about 9-Dehydroandrostenedione 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: 97.5%

9-alpha-hydroxyandrost-4-ene-3,17-dione (560-62-3,23015-99-8) → androst-4,9(11)-dien-3,17-dione (1035-69-4)

Guidance literature:

In water; benzene;

Reference yield: 87.0%

Anecortave (10184-70-0) → androst-4,9(11)-dien-3,17-dione (1035-69-4)

Guidance literature:

With sodium bismuthate;

Reference yield: 83.7%

benzenesulphinyl chloride (4972-29-6) + 9α-hydroxyandrostenedione → androst-4,9(11)-dien-3,17-dione (1035-69-4)

Guidance literature:

With concentrated aqueous hydrochloric acid; p-TSA; sodium hydrogencarbonate; In pyridine; water; benzene;

upstream raw materials:

(8S,9S,10R,11S,13S,14S)-11-Hydroxy-10,13-dimethyl-1,6,7,8,9,10,11,12,13,14,15,16-dodecahydro-2H-cyclopenta[a]phenanthrene-3,17-dione

hydroxy-17β androstadiene-4,9(11) one-3,7

9-alpha-hydroxyandrost-4-ene-3,17-dione

Anecortave

Downstream raw materials:

C₂₇H₃₂O₈

C₂₈H₂₈O₈

C₃₀H₃₆O₈

C₂₆H₃₁NO₆Se

Refernces

• 1、 Shner, V. F.,Dybailo, Z. V.. "IMPROVED METHOD OF OXIDATIVE CLEAVAGE OF THE DIHYDROXYACETONE SIDE CHAIN IN CORTICOSTEROIDS". . p. 73 - 74. Retrieved 1983.
• 2、 Zhao,Li. "A convenient syntheses of 9(11)-dehydrosteroids from 11β-hydroxysteroids". . p. 1473 - 1478. Retrieved 1993.
• 3、 Huy, Luu D.,Diep, Nguyen T.,Vu, Tran K.,Savinova, Tatiana S.,Donova, Marina V.. "An efficient procedure for the synthesis of 21-acetoxypregna-1,4,9(11),16-tetraene-3,20-dione". . p. 225 - 231. Retrieved 2020/04/27.
• 4、 -. "METHODS FOR PREPARING DEOXYCHOLIC ACID". Paragraph 0020-0022. . Retrieved 2018/05/03.