2964-79-6

Usage

Uses

Used in Pharmaceutical Industry:
21-Dehydro DexaMethasone is used as an impurity in the production of Dexamethasone, a glucocorticoid anti-inflammatory agent, for its therapeutic effects in treating various inflammatory conditions. Its presence, however, needs to be carefully managed to ensure the safety and efficacy of the final pharmaceutical product.

Upstream product

• 67-56-1 methanol 
• 50-02-2 dexamethasone 

Downstream Products

• 37927-01-8 (8S,9R,10S,11S,13S,14S,16R,17R)-9-fluoro-11,17-dihydroxy-10,13,16-trimethyl-3-oxo-6,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-3H-cyclopenta[a]phenanthrene-17-carboxylic acid 

Relevant academic research and scientific papers

Aerial oxidation of the glucocorticoid side-chain under pH control

The outcome of aerial oxidation of the glucocortico-steroid side-chain (as exemplified by dexamethasone) has been shown to be subject to strict pH control. At pH 7.4 the glyoxal is the only product; at pH values of 8 and 9.2 the etioacid is formed, and at

Corticosteroid decomposition via a mixed anhydride

Oxidation of dexamethasone in an aqueous suspension by air during prolonged storage produces the 17α-formyloxy-17β-carboxylic acid 4. A pathway to 4 is proposed that involves Baeyer-Villiger-type oxidation of keto aldehyde 1 to mixed anhydride 5, followed by intramolecular formyl transfer. Synthetically, acid 3 was reacted with N,N′-carbonyldiimidazole followed by triethylammonium formate in order to generate the transient anhydride 5 en route to an authentic sample of 4.

General method for determination of configuration of steroid-17-yL methyl glycolates at C-20

Kinetic examination for methoxycarbonylations of the isomeric steroid-17- yl methyl glycolates at C-20 and plots of the amount of each isomer produced by a reaction of their corresponding steroids with cupric acetate in absolute methanol provide a general and facile method for determination of the configuration of the steroid-17-yl methyl glycolates at C-20.

Synthesis of new local anti-inflammatory thiosteroids based on antedrug concept

The synthesis and the in vitro pharmacological evaluation of a number of topical corticosteroid derivatives designed on the basis of the antedrug concept are reported.Three series of compounds were synthesized in which sulfur-containing amino acids were incorporated to the steroidal structure in the 21 position.Compounds of series I are diesters of cystine with the 21-hydroxyl groups of the corticosteroids, while series II and III contain 21-amino and 21-thio corticosteroid derivatives, respectively.The new compounds were less potent than the parent corticosteroidsin vitro.The 21-yl--S-acetylamino cysteine 13 was the most interesting compound of the series and is now under further evaluation. topical anti-inflammatory steroids / sulfur amino acids / corticosteroid activity

Novel pregnanoic acid derivatives

Pregnanoic acid derivatives of general formula STR1 wherein is a single bond or a double bond; X is hydrogen, fluorine or methyl; Y is hydrogen, fluorine or chlorine; Z is β-hydroxymethylene, β-acyloxymethylene, β-fluoromethylene, β-chloromethylene, carbonyl or methylene; R1 is hydrogen, methyl in the α- or β-position or methylene and R2 is hydrogen, hydroxy or acyloxy, or R1 and R2 collectively are alkylidendioxy and U1 is halogen, halogenated alkyl of 1-5 carbon atoms or halogenated phenyl, are topically effective anti-inflammatory agents.