6036-58-4

Usage

InChI:InChI=1/C18H19FN2O3S/c1-23-15-9-5-6-12(16(15)24-2)17-21(10-11-25-17)18(22)20-14-8-4-3-7-13(14)19/h3-9,17H,10-11H2,1-2H3,(H,20,22)

Upstream product

• 434-16-2 7-dehydrocholesterol 
• 57-88-5 cholesterol 
• 57637-86-2 5α,8α-(4-phenyl-1,2-urazolo)-6-cholesten-3β-ol 
• 54604-59-0 cholesta-1,5,7-trien-3β-ol 
• 64110-25-4 3-acetoxy-cholesta-1,3,5,7-tetraen 
• 3464-60-6 cholesta-1,4,6-trien-3-one 

Downstream Products

• 2465-00-1 acetate of cholest-7-en-3β-ol 

Relevant academic research and scientific papers

Allylic oxidation of steroidal olefins by vanadyl acetylacetonate and tert-butyl hydroperoxide

Abstract Readily available vanadyl acetylacetonate was found to oxidize the allylic sites of Δ5 steroidal alcohols without protection of hydroxyl groups. Cholesterol, dehydroepiandrosterone, cholesterol benzoate, cholesterol acetate, pregnenolone, and 5-pregnen-3,20-diene were oxidized to 7-keto products using vanadyl acetylacetonate in one pot reactions at room temperature in the presence of oxygen and water.

Regulation of meiosis

Compounds of Formula I and methods of regulating the meiosis in a mammalian germ cell which method comprises administering an effective amount of the compound of Formula I to a germ cell in need of such a treatment.

Meiosis regulating compounds

Sterol derivative compounds, structurally related to natural compounds which can be extracted from bull testes and from human follicular fluid, useful for regulating meiosis in oocytes and in male germ cells. Some of these compounds are useful in the trea

STEROL DERIVATIVES USED FOR REGULATION OF MEIOSIS

The present invention relates to certain sterol derivatives for use as medicaments.

Meiosis regulating compounds

Sterol derivative compounds, structurally related to natural compounds which can be extracted from bull testes and from human follicular fluid, useful for regulating meiosis in oocytes and in male germ cells. Some of these compounds are useful in the trea

Regulation of meiosis using sterols

The present invention relates to certain sterol derivatives for use as medicaments.

SYNTHESIS OF HIGH SPECIFIC ACTIVITY -7-DEHYDROCHOLESTEROL. CONVERSION TO ECDYSONE IN FOLLICLE CELLS OF LOCUSTA (INSECTS)

In previous studies we have characterized the last steps of the biosynthetic pathway of the insect moulting hormone ecdysone.We are now extending our studies to the early steps and have postulated that 7-dehydrocholesterol is one of the earliest precursor molecules.To probe this hypothesis we have synthesized this molecule under tritiated form with high specific activity (2 TBq/mmol).We have devised an original pathway which includes, as a last step, the tritiation at positions 1α and 2α.In a first series of investigations, we have demonstrated that injected 7-dehydrocholesterol was efficiently converted in vivo by the ovaries of adult females of Locusta migratoria into conjugated ecdysone and 2-deoxyecdysone.In vitro incubations of 7-dehydrocholesterol with a 1.000g supernatant of a follicle cell homogenate have occasionaly yielded conversion rates into ecdysone which were as high as 10percent.

A Simple Method for the Reduction of the 7,8-Double Bond of Steroidal 5,7-Dienes

1,4-Cycloadducts of various steroidal 5,7-dienes and 4-phenyl-1,2,4-triazoline-3,5-dione gave a separable mixture (3 : 2) of the corresponding Δ5- and Δ7-sterols in good yield when treated with lithium dissolved in refluxing ethylamine.