25092-42-6

Basic information

• Product Name: Deacetyl Norprogesterone
• Synonyms: Deacetyl Norprogesterone;17-Hydroxy-11β-Methyl-19-norpregn-4-ene-3,20-dione;17-Hydroxy-11β-Methyl-19-norprogesterone;17-Hydroxy-112-methyl-19-norprogesterone
• CAS NO: 25092-42-6
• Molecular Formula: C21H30O3
• Molecular Weight: 330.4611
• Product Categories: Intermediates & Fine Chemicals;Metabolites & Impurities;Pharmaceuticals;Steroids;Metabolites & Impurities, Pharmaceuticals, Intermediates & Fine Chemicals, Steroids
• Mol File: 25092-42-6.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 489.1±45.0 °C(Predicted)
• Appearance: /
• Density: 1.15±0.1 g/cm3(Predicted)
• PKA: 13.03±0.60(Predicted)
• CAS DataBase Reference: Deacetyl Norprogesterone(CAS DataBase Reference)
• NIST Chemistry Reference: Deacetyl Norprogesterone(25092-42-6)
• EPA Substance Registry System: Deacetyl Norprogesterone(25092-42-6)

Safety Data

• Hazardous Substances Data: 25092-42-6(Hazardous Substances Data)

Usage

Uses

A metabolite of Norprogesterone (N686500).

Upstream product

• 5571-36-8 ethylene deltenone 
• 39931-88-9 (5'R,10'R,13'S)-13'-methyl-1',2',6',7',8',12',13',14',15',16'-decahydro-17'H-spiro[1,3-dioxolane-2,3'-[5,10]epoxycyclopenta[a]phenanthren]-17'-one 
• 33403-72-4 5,10α-epoxy-3,3-[1,2-ethandiyl-bis(oxy)]-17α-hydroxy-5α-oestr-9(11)-en-17β-carbonitrile 
• 54201-83-1 5α,10α-epoxy-17α-hydroxy-19-norpregn-9(11)-ene-3,20-dione 3,20-bis(ethylene acetal) 
• 54201-84-2 17α-hydroxy-19-norpregna-5(10),9(11)-diene-3,20-dione 3,20-bis(ethylene acetal) 
• 33403-21-3 3,3-ethylendioxy-5α,10α-epoxy-17α-(trimethylsilyloxy)-estr-9(11)-en-17β-carbonitrile 

Relevant articles and documents

Synthesis of Norgestomet and its 17β-isomer and evaluation of their agonistic activities against progesterone receptor

Norgestomet is a synthetic progesterone derivative applied in veterinary medicine to control estrus and ovulation in cattle. Norgestomet has been widely used in the livestock industry to promote the synchronization of estrus in cattle and increase pregnancy rates. However, highly reproducible synthetic methods for Norgestomet have been rarely reported. Here, we described a method for the synthesis of Norgestomet and performed quantitative NMR analysis to determine the purity of the products. Moreover, the agonistic activity of the synthesized compounds against progesterone receptors (PRs) was evaluated using an alkaline phosphatase assay. We synthesized Norgestomet with 97.9% purity that exhibited agonistic activity against PR with EC50 values of 4.5 nM. We also synthesized the 17β-isomer of Norgestomet with 92.7% purity that did not exhibit any PR agonistic activity. The proposed synthetic route of Norgestomet can facilitate the assessment of residual Norgestomet in foods.

PROCESS FOR THE SYNTHESIS OF (11 BETA.17ALPHA)-17-ACETOXY-1 1 -METHYL-19-NORPREGN-4-EN-3.20-DIONE

The invention relates to a process for the synthesis of (11 β,17α)-17-acetoxy-11 - inethyl-19-norpregn-4-en-3,20-dione of formula (I) using the compound of formula (II) as starting material as well as the intermediates of the process.