106111-42-6

Basic information

• Product Name: (17α)-17-Hydroxy-3-oxo-19-norpregna-5(10),9(11)-diene-21-nitrile
• Synonyms: (17α)-17-Hydroxy-3-oxo-19-norpregna-5(10),9(11)-diene-21-nitrile;Dienogest Diene IMpurity;(17alpha)-17-Hydroxy-3-oxo-19-norpregna-5(10),9(11)-diene-21-nitrile
• CAS NO: 106111-42-6
• Molecular Formula: C20H25NO2
• Molecular Weight: 311.418
• Product Categories: Intermediates & Fine Chemicals;Pharmaceuticals;Steroids
• Mol File: 106111-42-6.mol

Chemical Properties

• Appearance: /
• Storage Temp.: -20°C Freezer, Under inert atmosphere
• Solubility: Chloroform (Slightly), Ethyl Acetate (Slightly), Methanol
• CAS DataBase Reference: (17α)-17-Hydroxy-3-oxo-19-norpregna-5(10),9(11)-diene-21-nitrile(CAS DataBase Reference)
• NIST Chemistry Reference: (17α)-17-Hydroxy-3-oxo-19-norpregna-5(10),9(11)-diene-21-nitrile(106111-42-6)
• EPA Substance Registry System: (17α)-17-Hydroxy-3-oxo-19-norpregna-5(10),9(11)-diene-21-nitrile(106111-42-6)

Safety Data

• Hazardous Substances Data: 106111-42-6(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
(17α)-17-Hydroxy-3-oxo-19-norpregna-5(10),9(11)-diene-21-nitrile is used as a pharmaceutical ingredient for the development of medications targeting hormonal imbalances and related conditions. Its nortestosterone derivative nature allows it to have potential therapeutic effects in treating various health issues.
Used in Quality Control and Analysis:
As an impurity in Dienogest, (17α)-17-Hydroxy-3-oxo-19-norpregna-5(10),9(11)-diene-21-nitrile plays a role in quality control and analysis of pharmaceutical products. Monitoring its presence ensures the purity and safety of the final product, maintaining the desired therapeutic effects and minimizing potential side effects.

Upstream product

• 190662-30-7 17α-cyanomethyl-17β-hydroxy-5,9-androstadiene-3,17-dione-3,3-ethylene ketal 
• 10109-76-9 3,3-dimethoxy-estra-5⁽¹⁰⁾,9⁽¹¹⁾-diene-17-one 
• 102193-41-9 3,3-dimethoxy-17α-cyanomethyl-17β-hydroxy-estra-5(10),9(11)-diene 
• 65928-58-7 Dienogest 
• 106111-41-5 3'-N-Pyrrolidyl-17α-cyanomethyl-estra-3,5(10),9(11)-trien-17β-ol 

Downstream Products

• 106111-43-7 ((8S,11S,13S,14S,17R)-11-Hydroperoxy-17-hydroxy-13-methyl-3-oxo-2,3,6,7,8,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl)-acetonitrile 

Relevant articles and documents

Preparation method of dienogest and method for recovering dienogest from dienogest mother liquor

The invention belongs to the technical field of steroid hormone drug preparation, and particularly relates to a preparation method of dienogest and a method for recovering the dienogest from dienogestmother liquor. The preparation method of the dienogest comprises the following steps: dissolving 17 alpha-cyanomethyl-17 beta-hydroxyl-5, 9-androstane diene-3, 17-diketone-3,3-ethyleneketal, adding fluoboric acid, carrying out acidolysis to remove protection, and after the reaction is completed, carrying out treatment to obtain the dinogestrol. The method for recovering the dienogestrol from thedienogestrol mother liquor comprises the following steps: dissolving the dienogestrol with a solvent to obtain the dienogestrol mother liquor, adding perchloric acid or concentrated hydrochloric acid,reacting for a period of time, heating to 45-55 DEG C, concentrating under reduced pressure, removing part of the solvent by concentrating until a solid is separated out, stopping concentrating, cooling, continuing the reaction, and treating to obtain the dienogestrol. The product provided by the invention has high purity and high yield.

PROCESS FOR THE PREPARATION OF DIENOGEST SUBSTANTIALLY FREE OF IMPURITIES

The present invention provides novel process for preparation and purification of dienogest (I). The present invention provides dienogest (I) substantially free of impurities.

PROCESS FOR THE PREPARATION OF DIENOGEST SUBSTANTIALLY FREE OF IMPURITIES

The present invention provides novel process for preparation and purification of dienogest (I). The present invention provides dienogest (I) substantially free of impurities.

Gonatriene derivatives and process for preparing them

The compounds disclosed herein have the general formula (I) and high anti-gonadotropic activity: wherein R1 represents alkyl group having 1 to 3 carbon atoms;, X represents halogen atom, cyano group, -OR9, -SR9, -SOR9 or -SCN where R9 is alkyl group having 1 to 3 carbon atoms;, R2, R3, R4 and R7 independently represent hydrogen atom, halogen atom or alkyl group having 1 to 3 carbon atoms;, R5 and R6 independently represent hydrogen atom, halogen atom, alkyl group having 1 to 3 carbon atoms or hydroxy group, or jointly form oxo group;, R8 represents hydrogen atom or alkyl group having 1 to 3 carbon atoms; and, Y represents hydrogen atoms, -COR10 or R11 where each of R10 and R11 is alkyl group or aryl group optionally substituted with halogen, oxygen, nitrogen or sulfur atoms., And, processes for preparing these compounds are also disclosed herein.

Bovine serum albumin conjugates of the new progestagen dienogest, synthesis and immunogenic properties

In order to develop a radioimmunoassay for the new progestagen dienogest (STS 557, 17 alpha-cyanomethyl-17 beta-hydroxy-estra-4,9-dien-3-one), bovine serum albumin (BSA) conjugates of STS 557-3-carboxymethyloxime and of STS 557-11-hemisuccinate were synthesized as antigens for the production of antisera. It was proved that an excess of isobutylchlorocarbonate in the coupling reaction using the "mixed anhydride method" results in an acylation of free NH2-groups in the BSA. By the immunization of rabbits with the STS 557-antigen-antisera of high specificity and affinity to STS 557 were produced. Endogenous steroids show no cross reaction with the STS 557-antisera. Steroids with a 17 alpha-CH2CN-group, being obtained by chemical synthesis or microbial transformation, compete with STS 557 for the binding positions of the antibodies to a different extent.