17652-16-3

Basic information

• Product Name: 4,9(11)-PREGNADIEN-3,20-DIONE
• Synonyms: 4,9(11)-PREGNADIEN-3,20-DIONE;9-DEHYDROPROGESTERONE
• CAS NO: 17652-16-3
• Molecular Formula: C₂₁H₂₈O₂
• Molecular Weight: 312.45
• Mol File: 17652-16-3.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 4,9(11)-PREGNADIEN-3,20-DIONE(CAS DataBase Reference)
• NIST Chemistry Reference: 4,9(11)-PREGNADIEN-3,20-DIONE(17652-16-3)
• EPA Substance Registry System: 4,9(11)-PREGNADIEN-3,20-DIONE(17652-16-3)

Safety Data

• Hazardous Substances Data: 17652-16-3(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
4,9(11)-PREGNADIEN-3,20-DIONE is used as an anti-inflammatory and immunosuppressant medication for the treatment of various conditions such as allergies, asthma, autoimmune diseases, and inflammatory disorders. Its ability to reduce inflammation and suppress the immune system makes it a valuable treatment option for these conditions.
Used in Allergy Treatment:
4,9(11)-PREGNADIEN-3,20-DIONE is used as an anti-inflammatory agent for the treatment of allergic reactions. It helps to reduce the symptoms of allergies by decreasing the body's immune response to allergens.
Used in Asthma Management:
4,9(11)-PREGNADIEN-3,20-DIONE is used as a medication to manage asthma symptoms. It helps to reduce inflammation in the airways, improving lung function and reducing the frequency of asthma attacks.
Used in Autoimmune Disease Treatment:
4,9(11)-PREGNADIEN-3,20-DIONE is used as an immunosuppressant in the treatment of autoimmune diseases. It helps to suppress the overactive immune response that causes damage to the body's own tissues in conditions such as rheumatoid arthritis, lupus, and multiple sclerosis.
Used in Inflammatory Disorder Treatment:
4,9(11)-PREGNADIEN-3,20-DIONE is used as an anti-inflammatory medication for the treatment of various inflammatory disorders. It helps to reduce inflammation and alleviate symptoms in conditions such as Crohn's disease, ulcerative colitis, and psoriasis.

Upstream product

• 600-57-7 (8S,9S,10R,11S,13S,14S,17S)-17-Acetyl-11-hydroxy-10,13-dimethyl-1,2,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-cyclopenta[a]phenanthren-3-one 
• 115759-02-9 11α-hydroxyprogesterone toluene-p-sulphonate 
• 80-75-1 11-alpha-hydroxyprogesterone 
• 15981-54-1 9α-hydroxypregn-4-ene-3,20-dione 
• 10116-24-2 11α-methanesulfonyloxy-pregn-4-ene-3,20-dione 
• 108-75-8 2,4,6-trimethyl-pyridine 
• 7664-93-9 sulfuric acid 
• 108-24-7 acetic anhydride 
• 506-82-1 dimethylcadmium 
• 7647-01-0 hydrogenchloride 
• 64-19-7 acetic acid 
• 22614-40-0 9,11α-epoxypregn-4-ene-3,20-dione 
• 2384-08-9 trans-3β-acetyl-7-methoxy-3aβ-methyl-2,3,3a,4,5,9b-hexahydro-1H-benzindene 
• 101387-16-0 C₂₄H₃₄O₅ 

Downstream Products

• 566-65-4 dihydroprogesterone 

Relevant articles and documents

9α-hydroxy-17-methylene steroids, process for their preparation and their use in the preparation of corticosteroids

New 9α-hydroxy-17-methylene steroids are prepared by the introduction of a substituted 17-methylene group in 9α-hydroxyandrost-4-ene-3, 17-dione. The resulting compounds are useful starting compounds in the synthesis of corticosteroids.

17β-cyano-9α,17α-dihydroxyandrost-4-en-3-one

The invention is the compound 17β-cyano-9α, 17α-dihydroxyandrost-4-en-3-one (I) which is particularly useful as an intermediate in the production of the 17α-halo silyl ethers (II).

9-Alpha-hydroxy-17-methylene steroids, process for their preparation and their use in the preparation of corticosteroids

New 9α-hydroxy-17-methylene steroids are prepared by the introduction of a substituted 17-methylene group in 9α-hydroxyandrost-4-ene-3,17-dione., The resulting compounds are useful starting compounds in the synthesis of corticosteroids.

A Stereoselective Total Synthesis of 11-Oxoprogesterone, a Precursor to the Corticosteroids, via an Intramolecular Cycloaddition Reaction

A stereoselective synthesis of 11-oxoprogesterone (pregn-4-ene-3,11,20-trione) (21) has been achieved via 19-norpregna-4,9(10)-diene-3,20-dione (14) and pregna-4,9(10)-diene-3,20-dione (18).The compound (14) was derived from the des-A,B-aromatic steroid (6), which was, in turn, constructed in a stereoselective manner via (3) by the thermolysis of the olefinic benzocyclobutene (2).

Microbial hydroxylation of steroids. 10. Rearrangement during epoxidation and hydroxylation, and the stepwise nature of these enzymic reactions

A series of unsaturated steroids has been incubated with fungi which are known to hydroxylate at a site corresponding to the allylic position in the analogous saturated steroids.In some cases, the anticipated hydroxylation occurred without rearrangement of the double bond.In a number of instances, however, products were obtained whose structures implied that allylic rearrangement had occurred during the reaction.The formation of these products is consistent with a stepwise mechanism of enzymatic oxidation.Possible routes for product formation are presented which incorporate this proposal.

Ring-c Aromatic Steroids. Part 4. The c-Aromatic Analogue of Progesterone

The ring-c aromatic analogue of progesterone, 18-norpregna-4,8,11,13-tetraene-3,20-dione (2), was formed together with its 17-epimer (3) when 9α,11α-epoxy-20ξ-hydroxy-3-oxopregn-4-eno-18,20-lactone (14) was subjected to oxidative decarboxylation, and the resulting products treated with boron trifluoride.The precursor (14) was synthesised as follows. 11α-Hydroxyprogesterone (4) was dehydrated, and the product then selectively reduced (by two routes) to 20β-hydroxypregna-4,9(11)-dien-3-one (9).The latter was functionalised at C-18 to give 3-oxopregna-4,9(11)-dieno-18,20-lactone (10) which was oxidised, after opening of the lactone ring, to the corresponding lactol (12).The latter was converted into the required lactol epoxide (14).Internal displacement on the 9α,11α-epoxide occurred when the lactol epoxide (14) was treated with acid, yielding 9α-hydroxy-3,20-dioxopregn-4-eno-18,11β-lactone (16).