21940-45-4

Usage

Uses

Used in Pharmaceutical Industry:
6-Dehydrocortisol Acetate is used as an anti-inflammatory agent for the treatment of various inflammatory conditions. Its corticosteroid properties allow it to reduce inflammation, suppress the immune system, and alleviate symptoms associated with autoimmune and inflammatory disorders.
Used in Dermatological Applications:
In the dermatological field, 6-Dehydrocortisol Acetate is used as a topical treatment for skin conditions such as eczema, psoriasis, and dermatitis. Its anti-inflammatory and immunosuppressive effects help to reduce redness, swelling, and itching, promoting skin healing and improving the overall appearance of the affected areas.
Used in Ophthalmic Applications:
6-Dehydrocortisol Acetate is also utilized in ophthalmology as a treatment for eye inflammation and conditions such as uveitis, iritis, and allergic conjunctivitis. Its anti-inflammatory action helps to reduce swelling and discomfort, improving visual acuity and overall eye health.
Used in Respiratory Applications:
In the respiratory field, 6-Dehydrocortisol Acetate is used to manage conditions like asthma and chronic obstructive pulmonary disease (COPD). Its anti-inflammatory properties help to reduce airway inflammation, improve lung function, and alleviate breathing difficulties.
Used in Gastroenterology:
6-Dehydrocortisol Acetate is employed in gastroenterology for the treatment of inflammatory bowel diseases (IBD) such as Crohn's disease and ulcerative colitis. Its ability to suppress the immune system and reduce inflammation can help to control the symptoms and prevent complications associated with these conditions.

Upstream product

• 1162-56-7 6-dehydroprogesterone 
• 600-99-7 11β,17,21-trihydroxy-pregna-4,6-diene-3,20-dione 
• 108-24-7 acetic anhydride 
• 116956-81-1 21-acetoxy-11β-hydroxy-pregna-4,6,17(20)c-trien-3-one 
• 50-03-3 hydrocortisone acetate 

Downstream Products

• 2427-45-4 21-acetoxy-11β,17α-dihydroxypregna-1,4,6-triene-3,20-dione 

Relevant academic research and scientific papers

Preparation of europium-labeled derivatives of cortisol for time-resolved fluoroimmunoassays

Cortisol 3-(O-carboxymethyl)oxime, 6- and 21-hemisuccinoxycortisol, and Cortisol 7-carboxyethyl thioether were synthesized. These carboxyl derivatives were labeled using a described general labeling method with a europium chelate. The labeled steroids were tested in a competitive time-resolved fluoroimmunoassay using antibodies raised against cortisol. Only the site-homologous antigen-antibody pairs underwent immunoreaction and gave satisfactory calibration curves.

NOVEL COMPOUNDS

The present invention provides compounds of formula (I) wherein n, p, R1, R2, X1, X2, X3, X4, X5, R3a, R3b, R4, R5 and R6 are as defined in the specification, a process for their preparation, pharmaceutical compositions containing them and their use in therapy.

Electrophilic Fluorination of Some Steroidal α,β-Unsaturated Ketones

3β-Acetoxy-5α,6β-dichloropregn-16-en-20-one (1), on treatment with elemental fluorine at low temperature, gave the 16α,17α-difluoro-adduct (2) and, by rearrangement, the 13α,16α-difluoro-17β-methyl derivative (3).The adduct (2) was subsequently converted via a short, efficient synthetic sequence into 16α,17α-difluoroprogesterone (5).In contrast, fluorination of 21-acetoxypregna-1,4,16-triene-3,11,20-trione (6) afforded the corresponding 16α,17α-difluoro-adduct (8) in low yield.Similarly, androsta-1,4,6-triene-3,17-dione (9) was converted into the 6α,7α-difluoro-adduct (11).Fluorination with CF3OF led to an increased yield of the adduct (11) and also afforded the 6α-trifluoromethoxy-7α-fluoro-adduct (12).Dehydrofluorination of the latter gave 6-trifluoromethoxyandrosta-1,4,6-triene-3,17-dione (13). 21-Acetoxy-11β,17α-dihydroxypregna-1,4,6-triene-3,20-dione (5) was prepared by stepwise dehydrogenation of cortisol acetate (14).Subsequent low temperature treatment with CF3OF resulted in two major products, formulated as the adducts (17) and (18).