1610-52-2

Usage

Uses

Used in Pharmaceutical Research and Drug Development:
11,20-dioxo-5-beta-pregnan-3-alpha-yl acetate is used as a research compound for exploring the therapeutic potential of progesterone and its derivatives in treating various medical conditions. Its improved stability and solubility make it a suitable candidate for drug formulations and delivery systems.
Used in Hormone-Related Disorders Treatment:
In the medical field, 11,20-dioxo-5-beta-pregnan-3-alpha-yl acetate is used as a treatment agent for hormone-related disorders, leveraging its progesterone-like properties to address imbalances and deficiencies.
Used in Reproductive Health:
11,20-dioxo-5-beta-pregnan-3-alpha-yl acetate is also utilized in reproductive health applications, potentially aiding in the management of conditions related to fertility, pregnancy, and menstrual cycles due to its hormonal influence.
Used in Drug Formulations:
11,20-dioxo-5-beta-pregnan-3-alpha-yl acetate is used as an active pharmaceutical ingredient in drug formulations, where its acetate form contributes to the compound's effectiveness and ease of administration.
Used in Delivery Systems:
In the development of drug delivery systems, 11,20-dioxo-5-beta-pregnan-3-alpha-yl acetate is used to improve the bioavailability and targeted delivery of progesterone-like effects, enhancing the therapeutic outcomes for patients.

InChI:InChI=1/C23H34O4/c1-13(24)18-7-8-19-17-6-5-15-11-16(27-14(2)25)9-10-22(15,3)21(17)20(26)12-23(18,19)4/h15-19,21H,5-12H2,1-4H3

Upstream product

• 64-17-5 ethanol 
• 4970-39-2 3α-acetoxy-5β-pregn-16-ene-11,20-dione 
• 565-99-1 3α-hydroxy-5β-pregnane-11,20-dione 
• 108-24-7 acetic anhydride 
• 101926-27-6 2-(3α-acetoxy-11-oxo-24-norchol-22-en-23-yl)-4,4-dimethyl-4,5-dihydro-oxazole 
• 125259-27-0 (4,4-diphenyl-3-butenyl) 3α-acetoxy-11,23-dioxocholanate 
• 75927-83-2 3α-acetoxy-11-oxo-cholanic acid 
• 15173-31-6 3α-hydroxy-11-oxo-cholanic acid 
• 117875-86-2 (25R)-3α-acetoxy-5β-spirostan-7,11-dione 
• 4250-57-1 (25R)-3α-acetoxy-5β-spirostan-11-one 
• 1474-68-6 5β-pregnane-3,11,20-trione 
• 101926-18-5 2-(3α-hydroxy-11-oxo-24-norcholan-23-yl)-4,4-dimethyl-4,5-dihydro-oxazole 
• 115058-87-2 C₂₆H₃₈O₆S 
• 115090-74-9 methyl 3α-acetoxy-11-oxo-23-sulphinyl cholanate 

Downstream Products

• 96870-49-4 3α-hydroxy-23t-phenyl-21,24-dinor-5β-chol-22-ene-11,20-dione 
• 6251-70-3 11β,18-epoxy-3α,18-dihydroxy-5β-pregnan-20-one 
• 76183-71-6 20β-benzyloxy-11β,18-epoxy-3α-(tetrahydropyran-2-yloxy)-5β-pregnan-18-ol 
• 76183-76-1 20β-benzyloxy-3α-(tetrahydropyran-2-yloxy)-5β-pregnano-18,11β-lactone 
• 112835-42-4 3α-acetoxy-17-hydroxy-5β,17βH-pregnan-11-one 
• 565-92-4 5β-pregnan-3α,11β-diol-20-one 
• 565-98-0 3α,20β-dihydroxy-5β-pregnan-11-one 
• 96867-83-3 3α,20β_F-dihydroxy-23t-phenyl-21,24-dinor-5β-chol-22-en-11-one 

Relevant academic research and scientific papers

A Very Short Degradation of the Bile Acid Side Chain

Reaction of the cholanic acid derivative (1) with thionyl chloride and pyridine gave, after quenching with methanol, the α-sulphine ester (3); treatment with acetic anhydride-sulphuric acid afforded the keto ester (5) which, on exposure to air in the presence of copper(II) ions and base, gave the 20-keto pregnane derivative (9) in excellent overall yield.

Novel 23-keto-steroids

A compound of the formula STR1 wherein R1 is hydrogen or methyl, R2 is methyl or ethyl, and A,B,C and D rings optionally containing at least one double bond and optionally substituted with at least one member of the group consisting of optionally protected --OH, =O, alkyl and alkoxy of 1 to 4 carbon atoms, halogen and alkenyl and alkynyl of 2 to 4 carbon atoms, R is selected from the group consisting of halogen, --OH, alkylthio and alkoxy of 1 to 6 carbon atoms, aralkoxy, arylthio and aralkylthio of 7 to 15 carbon atoms and STR2 R3 and R4 are individually hydrogen, or alkyl of 1 to 6 carbon atoms or aralkyl of 7 to 15 carbon atoms or taken together with the nitrogen form a heterocycle optionally containing another nitrogen or oxygen atom, excepting the product in which R is methoxy, R1 and R2 each represent methyl, A ring carries a 3β-acetoxy function and B ring contains a double bond in 5(6) useful as intermediates for the preparation of 20-keto-pregnanes.

Novel steroids

A compound of the formula STR1 wherein R1 is hydrogen or methyl, R2 is methyl or ethyl, the A,B,C and D rings optionally have one or more double bonds and are optionally substituted with one or more members of the group consisting of halogen protected hydroxy, 1/8O, alkyl and alkoxy of 1 to 4 carbon atoms and alkenyl and alkynyl of 2 to 4 carbon atoms, R is selected from the group consisting of halogen, --OH, alkoxy of 1 to 6 carbon atoms, aralkoxy of 7 to 15 carbon atoms, alkylthio of 1 to 6 carbon atoms, arylthio of 6 to 14 carbon atoms, aralkylthio of 7 to 15 carbon atoms and STR2 wherein R3 and R4 are individually selected from the group consisting of hydrogen, alkyl of 1 to 6 carbon atoms and aralkyl of 7 to 15 carbon atoms or R3 and R4 together with the nitrogen atom form another heterocycle optionally containing a nitrogen atom or oxygen atom and their preparation and their use to form 20-keto-pregnanes.

Novel 23-dihydro-oxazolyl steroids

Novel 23-dihydro-oxazolyl steroids of the formula STR1 wherein R1 is selected from the group consisting of hydrogen and methyl, R2 is selected from the group consisting of methyl and ethyl, R3 and R4 are individually selected from the group consisting of hydrogen and alkyl of 1 to 4 carbon atoms, the A, B, C and D rings may contain 1 to 3 double bonds and may be optionally substituted with one or more members of the group consisting of --OH, protected hydroxyl, =0, protected keto, halogen alkyl or alkoxy of 1 to 4 carbon atoms and alkenyl and alkynyl of 2 to 4 carbon atoms and the dotted line indicates the optional presence of a second bond useful for the preparation of 20-keto-pregnanes and novel intermediates.

An Efficient and Short Degradation of the Cholic Acid Side Chain: A New Method for the Preparation and Dehydrogenation of 4,5-Dihydro-oxazoles

11-Oxolithocholic acid (2) and other unhindered aliphatic carboxylic acids undergo an efficient, boric acid mediated, condensation with 2-amino-2-methylpropan-1-ol (3) to give the corresponding 4,5-dihydro-oxazoles.The latter can be dehydrogenated in high yield to the α,β-unsaturated derivatives (e.g. 18) with benzeneseleninic acid or anhydride.Acylation with trichloroacetyl chloride in the case of (18) followed by ozonolysis and saponification furnishes the 20-oxopregnane derivative (21) in over 80percent overall yield.The side chain can also be cleaved in one step by benzeneseleninic acid albeit in relatively low yield .