18-Hydroxyprogesterone

Base Information

• Chemical Name: 18-Hydroxyprogesterone
• CAS No.: 596-69-0
• Molecular Formula: C21H30 O3
• Molecular Weight: 330.467
• European Community (EC) Number: 209-889-1
• DSSTox Substance ID: DTXSID80975005
• Nikkaji Number: J252.485F
• Wikidata: Q82959488
• Mol file: 596-69-0.mol

Synonyms:18-hydroxyprogesterone

Chemical Property of 18-Hydroxyprogesterone

Chemical Property:

• Vapor Pressure: 8.39E-12mmHg at 25°C
• Boiling Point: 493.4°Cat760mmHg
• Flash Point: 266.3°C
• PSA: 54.37000
• Density: 1.15g/cm³
• LogP: 3.69590
• XLogP3: 2.5
• 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:

99% ^*data from raw suppliers

18α-Hydroxyprogesterone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(=O)C1CCC2C1(CCC3C2CCC4=CC(=O)CCC34C)CO
• Isomeric SMILES: CC(=O)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CCC4=CC(=O)CC[C@]34C)CO
• Uses: 18α-Hydroxyprogesterone is a steroid hormone related to Progesterone (P755900) which is produced by the corpus luteum. It induces maturation and secretory activity of the uterine endothelium; suppresses ovulation. Progesterone is implicated in the etiology of breast cancer.

Technology Process of 18-Hydroxyprogesterone

There total 8 articles about 18-Hydroxyprogesterone 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:

18,20-epoxy-pregna-4,20-dien-3-one (56896-04-9) → 18-hydroxypregn-4-ene-3,20-dione (596-69-0)

Guidance literature:

With hydrogenchloride;

DOI:10.1021/ja01513a068

Reference yield:

21-(dimethyl-oxy-amino)-18,20βF-epoxy-pregn-4-en-3-one (102543-82-8) → 18-hydroxypregn-4-ene-3,20-dione (596-69-0)

Guidance literature:

Multi-step reaction with 2 steps

1: tert-butylbenzene

2: aqueous HCl

With hydrogenchloride; tert-butylbenzene;

DOI:10.1021/ja01513a068

Reference yield:

→ 18-hydroxypregn-4-ene-3,20-dione (596-69-0)

Guidance literature:

With cyclohexanone; aluminum isopropoxide; toluene;

DOI:10.1016/0039-128X(76)90103-3

upstream raw materials:

18,20-epoxy-pregna-4,20-dien-3-one

23-nor-cona-4,20⁽²²⁾-dien-3-one

21-(dimethyl-oxy-amino)-18,20β_F-epoxy-pregn-4-en-3-one