Desoxycortone

Base Information

• Chemical Name: Desoxycortone
• CAS No.: 64-85-7
• Molecular Formula: C21H30O3
• Molecular Weight: 330.467
• Hs Code.: 2942000000
• European Community (EC) Number: 200-596-4
• UNII: 40GP35YQ49
• DSSTox Substance ID: DTXSID0045254
• Nikkaji Number: J1.407I
• Wikipedia: 11-Deoxycorticosterone
• Wikidata: Q948846
• NCI Thesaurus Code: C72737
• Pharos Ligand ID: 6RGR2JRPRH4M
• Metabolomics Workbench ID: 35391
• ChEMBL ID: CHEMBL1498
• Mol file: 64-85-7.mol

Synonyms:11 Decorticosterone;11-Decorticosterone;21 Hydroxy 4 pregnene 3,20 dione;21 Hydroxyprogesterone;21-Hydroxy-4-pregnene-3,20-dione;21-Hydroxyprogesterone;Cortexone;Deoxycorticosterone;Desoxycorticosterone;Desoxycortone

 This product is a nationally controlled contraband, and the Lookchem platform doesn't provide relevant sales information.

Chemical Property of Desoxycortone

Chemical Property:

• Appearance/Colour: white to creamy-white crystalline powder
• Vapor Pressure: 1.43E-11mmHg at 25°C
• Melting Point: 138-144 °C
• Refractive Index: 1.559
• Boiling Point: 488.024 °C at 760 mmHg
• PKA: 12.98±0.10(Predicted)
• Flash Point: 263.05 °C
• PSA: 54.37000
• Density: 1.154 g/cm³
• LogP: 3.69590
• Storage Temp.: ?20°C
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• Water Solubility.: slightly soluble
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 330.21949481
• Heavy Atom Count: 24
• Complexity: 606

Purity/Quality:

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn,T,F
• Statements: 40-48-39/23/24/25-23/24/25-11
• Safety Statements: 22-24/25-45-36/37-16-7

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC12CCC3C(C1CCC2C(=O)CO)CCC4=CC(=O)CCC34C
• Isomeric SMILES: C[C@]12CC[C@H]3[C@H]([C@@H]1CC[C@@H]2C(=O)CO)CCC4=CC(=O)CC[C@]34C
• Recent EU Clinical Trials: NeoAdjuvant Dynamic marker - Adjusted Personalized Therapy comparing trastuzumab-deruxtecan versus pacli-/docetaxel+carboplatin+trastuzumab+pertuzumab in HER2+ early breast cancer
• Uses: A mineralocorticoid that occurs in adrenal cortex. It acts as a precursor to Aldosterone (A514700). Antiinflammatory;Corticoide

Technology Process of Desoxycortone

There total 61 articles about Desoxycortone 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: 100.0%

(E)-3-Methoxy-17-(2-oxazolin-4-ylidene)androsta-3,5-diene (160192-06-3) → 21-Hydroxyprogesterone (64-85-7)

Guidance literature:

With sulfuric acid; In tetrahydrofuran; for 70h; Ambient temperature;

DOI:10.1021/jo00098a024

Reference yield: 99.0%

potassium bicarbonate + 21-Benzoyloxy-4-pregnen-3,20-dion (104203-45-4) → 21-Hydroxyprogesterone (64-85-7)

Guidance literature:

In methanol; water;

Reference yield: 95.0%

(8S,9S,10R,13S,14S,17S)-17-(2-bromoacetyl)-10,13-dimethyl-6,7,8,9,10,11,12,13,14, 15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3(2H)-one (26987-66-6) → 21-Hydroxyprogesterone (64-85-7)

Guidance literature:

With potassium carbonate; In water; acetone; for 1h; Heating;

DOI:10.1039/c39830000127

upstream raw materials:

deoxycorticosterone acetate

21-chloro-5β-pregnane-3,20-dione

21-Diazoprogesterone

Progesterone

Downstream raw materials:

21-chloropregn-4-ene-3,20-dione

4-pregnen-21-ol-3,20-dione 21-(4-methylbenzenesulfonate)

de-oxy corticosterone-21-hemisuccinate

deoxycorticosterone acetate

Refernces

• 1、 Numazawa,Nagaoka. "A facile synthesis of deoxycorticosterone using the controlled alkaline hydrolysis of 21-bromo-2--ketopregnenes". . p. 127 - 128. Retrieved 1983.
• 2、 Bracco, Paula,Wijma, Hein J.,Nicolai, Bastian,Buitrago, Jhon Alexander Rodriguez,Klünemann, Thomas,Vila, Agustina,Schrepfer, Patrick,Blankenfeldt, Wulf,Janssen, Dick B.,Schallmey, Anett. "CYP154C5 Regioselectivity in Steroid Hydroxylation Explored by Substrate Modifications and Protein Engineering**". . p. 1099 - 1110. Retrieved 2020/12/03.
• 3、 Albertolle, Matthew E.,Kim, Donghak,Nagy, Leslie D.,Yun, Chul-Ho,Pozzi, Ambra,Savas, üzen,Johnson, Eric F.,Guengerich, F. Peter. "Heme-thiolate sulfenylation of human cytochrome P450 4A11 functions as a redox switch for catalytic inhibition". . p. 11230 - 11242. Retrieved 2017/08/08.