111802-47-2

Usage

InChI:InChI=1/C23H30O7/c1-21-7-6-13(25)8-12(21)4-5-14-15-9-16(20(28)30-3)23(29,18(27)11-24)22(15,2)10-17(26)19(14)21/h6-8,14-17,19,24,26,29H,4-5,9-11H2,1-3H3/t14-,15-,16-,17-,19+,21-,22-,23-/m0/s1

Upstream product

• 111802-39-2 21-acetoxy-16α-cyano-11β,21-dihydroxy-3,20-dioxo-1,4-pregna-diene 
• 111802-41-6 16α-cyano-11β-hydroxy-21-tetrahydropyranyloxy-3,20-dioxo-1,4-pregnadiene 
• 111802-40-5 16α-cyano-11β,21-dihydroxy-3,20-dioxo-1,4-pregnadiene 
• 17652-24-3 prednisolone 17,21-diacetate 
• 3044-42-6 21-acetoxy-11β-hydroxyl-1,4,16-pregnatriene-3,20-dione 
• 50-24-8 prednisolon 
• 67-56-1 methanol 
• 17664-55-0 Acetic acid 2-((8S,9S,10R,11S,13S,14S,16S,17R)-16-cyano-11,17-dihydroxy-10,13-dimethyl-3-oxo-6,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-3H-cyclopenta[a]phenanthren-17-yl)-2-oxo-ethyl ester 

Relevant academic research and scientific papers

Suppression of the Mattox Rearrangement of 16α-Cyanoprednisolones in Acid: Synthesis of Methyl 16α-Prednisolonecarboxylates

Prednisolone derivatives with a 16α-methyl carboxylate group were synthesized by a novel procedure of 1,3-dipole addition of fulminic acid to 21-acetyloxy-11β-hydroxy-3,20-dioxo-1,4,16-pregnatriene, followed by base-catalyzed ring opening of the resulting

A novel class of local antiinflammatory steroids. 1st Communication: Analogues of methyl 11β,17α,21-trihydroxy-3,20-dioxo-pregna-1,4-diene-16α-carboxylate

A novel class of steroidal 16-esters and amides, 1-8 has been synthesized and evaluated as safer local antiinflammatory agents. These compounds retain the intact ketol side-chain of prednisolone and have an alkanoate ester or carboxamide function at the C-16 of the steroid nucleus. In the cotton pellet granuloma assay a correlation was observed between the size of the C-16 substituent group and the local antiinflammatory activity. The incorporation of a methyl carboxylate group at the C-16 position of prednisolone as in methyl 11β,17α,21-trihydroxy-3,20-dioxo-pregna-1,4-diene-16α-carboxylate, 5, resulted in an increase in antiinflammatory activity. The 17-deoxy analogue of 5, 1, retained one-half the activity of prednisolone. These two compounds were further evaluated for their effects on plasma corticosterone, adrenal and thymic weights at their ID50 doses for granuloma formation. Neither 5 nor 1 depressed plasma corticosterone levels or significantly altered adrenal weights. Compound 1 was also devoid of thymolytic activity, whereas 5 produced a 33% thymic involution at its ID50 compared to 47% for prednisolone at its equiactive dose.