Onapristone

Base Information

• Chemical Name: Onapristone
• CAS No.: 96346-61-1
• Deprecated CAS: 127138-89-0
• Molecular Formula: C29H39NO3
• Molecular Weight: 449.634
• European Community (EC) Number: 806-449-6
• UNII: H6H7G23O3N
• DSSTox Substance ID: DTXSID90242210
• Nikkaji Number: J248.019K
• Wikipedia: Onapristone
• Wikidata: Q27088181
• NCI Thesaurus Code: C170255
• Pharos Ligand ID: NYB4M36VQNFP
• Metabolomics Workbench ID: 153588
• ChEMBL ID: CHEMBL1908373
• Mol file: 96346-61-1.mol

Synonyms:11 beta-(4-dimethylaminophenyl)-17 alpha-hydroxy-17 beta-(3-hydroxypropyl)-13 alpha-methyl-4,9-gonadien-3-one;onapristone;ZK 299;ZK 98.299;ZK 98299;ZK-299;ZK-98299

Chemical Property of Onapristone

Chemical Property:

• Vapor Pressure: 4.85E-18mmHg at 25°C
• Refractive Index: 1.615
• Boiling Point: 654.8 °C at 760 mmHg
• Flash Point: 349.8 °C
• PSA: 60.77000
• Density: 1.19 g/cm³
• LogP: 5.15570
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 449.29299411
• Heavy Atom Count: 33
• Complexity: 836

Purity/Quality:

98%,99%, ^*data from raw suppliers

Onapristone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC12CC(C3=C4CCC(=O)C=C4CCC3C1CCC2(CCCO)O)C5=CC=C(C=C5)N(C)C
• Isomeric SMILES: C[C@@]12C[C@@H](C3=C4CCC(=O)C=C4CC[C@H]3[C@@H]1CC[C@@]2(CCCO)O)C5=CC=C(C=C5)N(C)C
• Recent ClinicalTrials: Onapristone and Fulvestrant for ER+ HER2- Metastatic Breast Cancer After Endocrine Therapy and CDK4/6 Inhibitors (The SMILE Study)
• Recent EU Clinical Trials: A Phase 1 Study of Onapristone in Patients with Advanced Castration-resistant Prostate Cancer
• Uses: Onapristone is a steroid which acts as a progesterone receptor antagonist.

Technology Process of Onapristone

There total 2 articles about Onapristone 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:

C36H53NO6 → Onapristone (96346-61-1)

Guidance literature:

With pyridine; sulfuric acid; In methanol; at 5 - 10 ℃; for 1h; Inert atmosphere; Large scale;

Reference yield:

→ Onapristone (96346-61-1)

Guidance literature:

Reference yield:

acetic anhydride (108-24-7) + Onapristone (96346-61-1) → 17β-(3-acetoxypropyl)-11β-(4-dimethylaminophenyl)-17α-hydroxy-13α-methyl-4,9-gonadiene-3-one

Guidance literature:

In pyridine; di-isopropyl ether; ethyl acetate;

Downstream raw materials:

(S)-11β-[4-(dimethylamino)phenyl]-17β-[3-[[[(1,1-dimethylethoxy)carbonyl]amino]acetyloxy]propyl]-17α-hydroxy-13α-estra-4,9-dien-3-one

Refernces

• 1、 -. "Progesterone antagonists for the production of pharmaceutical agents for the treatment of dysfunctional uterine bleeding". . . Retrieved 2008/06/13.