24254-01-1

Basic information

• Product Name: 3-Oxopregn-4-ene-20-carbaldehyde
• Synonyms: 3-Oxopregn-4-ene-20-carbaldehyde;20-Formylpregn-4-en-3-one;Pregn-4-ene-20-carboxaldehyde, 3-oxo-;20-hydroxypregn-4-ene-3-one (BA)
• CAS NO: 24254-01-1
• Molecular Formula: C₂₂H₃₂O₂
• Molecular Weight: 328.49
• Mol File: 24254-01-1.mol
• Article Data: 1

Chemical Properties

• Melting Point: 156-160 °C
• Boiling Point: 459.4°C at 760 mmHg
• Flash Point: 171°C
• Appearance: /
• Density: 1.07g/cm³
• Vapor Pressure: 1.27E-08mmHg at 25°C
• Refractive Index: 1.538
• CAS DataBase Reference: 3-Oxopregn-4-ene-20-carbaldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Oxopregn-4-ene-20-carbaldehyde(24254-01-1)
• EPA Substance Registry System: 3-Oxopregn-4-ene-20-carbaldehyde(24254-01-1)

Safety Data

• Hazardous Substances Data: 24254-01-1(Hazardous Substances Data)

Usage

Description

3-Oxopregn-4-ene-20-carbaldehyde is a steroidal compound derived from the pregnene family, characterized by its unique structure featuring a ketone group at the 3-position and an aldehyde group at the 20-position. This molecule exhibits significant biological activity and has been the subject of research for its potential applications in various fields.

Uses

Used in Cancer Therapy:
3-Oxopregn-4-ene-20-carbaldehyde is used as a potential drug in hyperthermia cancer therapy, specifically in the development of magnetic-based graphene composites. These composites leverage the unique properties of the steroidal compound to enhance the therapeutic effects of hyperthermia, a treatment that uses heat to destroy cancer cells.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 3-Oxopregn-4-ene-20-carbaldehyde is used as a key intermediate in the synthesis of various steroidal drugs. Its structural features make it a valuable building block for creating new molecules with potential therapeutic applications, particularly in the areas of inflammation, immune response, and hormonal regulation.
Used in Drug Delivery Systems:
3-Oxopregn-4-ene-20-carbaldehyde can also be utilized in the development of targeted drug delivery systems. Its steroidal nature allows for the potential enhancement of drug solubility, bioavailability, and targeted delivery to specific tissues or organs, improving the overall efficacy and safety of the treatment.

InChI:InChI=1/C22H32O2/c1-14(13-23)18-6-7-19-17-5-4-15-12-16(24)8-10-21(15,2)20(17)9-11-22(18,19)3/h12-14,17-20H,4-11H2,1-3H3/t14?,17-,18+,19-,20-,21-,22+/m0/s1

Upstream product

• 24377-48-8 22-(piperidin-1-yl)-23,24-dinorchola-4,20⁽²²⁾-dien-3-one 

Downstream Products

• 60966-36-1 (20S)-21-hydroxy-20-methylpregn-4-en-3-one 
• 24377-48-8 22-(piperidin-1-yl)-23,24-dinorchola-4,20⁽²²⁾-dien-3-one 
• 57-83-0 Progesterone 

Relevant articles and documents

Synthesis of methyl (20R,22E)- and (20S,22E)-3-oxochola-1,4,22-trien-24-oate

Methyl (22E)-3-oxochola-1,4,22-trien-24-oate (4;C25H34O3) is a naturally occurring steroid with unknown configuration at C(20). Starting from the (20S)-3-oxo-23,24-dinorchol-4-en-22-al (1a), we prepared both diastereoisomeric methyl esters 4a and 4b by a three-step procedure (Scheme). In the case of 4b, the initial epimerization of aldehyde 1a was followed by completion of the sequence and then separation via fractional crystallization to afford pure (20R)-methyl ester 4a and its (20S)-diastereomer 4b. Only the analytical data of the (20S)-compound 4b were in good agreement with those reported for the natural product.