53154-12-4

Usage

InChI:InChI=1/C19H23NO3/c1-2-8-20-9-7-19-12-4-6-15(22)18(19)23-17-14(21)5-3-11(16(17)19)10-13(12)20/h2-3,5,12-13,15,18,21-22H,1,4,6-10H2/t12-,13+,15+,18-,19-/m0/s1

Upstream product

• 58691-01-3 17-allyl-4,5α-epoxy-morphinane-3,6ξ,14-triol 
• 150843-34-8 C₂₀H₂₃NO₄ 
• 150843-35-9 C₂₀H₂₅NO₄ 
• 150843-31-5 C₂₇H₂₉NO₅ 
• 150843-30-4 C₂₇H₂₇NO₅ 
• 100269-69-0 4,5α-epoxy-3-methoxy-17-propyl-morphin-7-ene-6α,14-diol 
• 144264-75-5 C₂₀H₂₃NO₄ 
• 735241-31-3 C₁₉H₂₁NO₄ 
• 150843-44-0 C₂₀H₂₇NO₄ 
• 53154-13-5 17-allyl-4,5α-epoxy-3,6ξ,14-tris-(toluene-4-sulfonyloxy)-morphinane 
• 465-65-6 Naloxone 

Downstream Products

• 141843-85-8 C₃₃H₃₆NO₇P 

Relevant academic research and scientific papers

Reduction of drug ketones by dihydrodiol dehydrogenases, carbonyl reductase and aldehyde reductase of human liver

In this study, we compared the enzymatic reduction of 10 drugs with a ketone group by homogeneous carbonyl reductase, aldehyde reductase and three dihydrodiol dehydrogenases of human liver cytosol. At least one and in some cases all of the three dihydrodi

Stereoselective synthesis of β-naltrexol, β-nalaxol, β-naloxamine, β-naltrexamine and related compounds by the application of the Mitsunobu reaction

As a continuation of our work, aimed at adopting the Mitsonobu reaction in the morphine series, a few representatives of dihydroisocodeines and dihydroisomorphines and their 14β-hydroxy analogues were prepared. p-Nitrobenzoic acid was used as carboxylic acid and the prepared esters were cleaved to obtain the title compounds. Using phthalimide as acidic component several new 6β-phthalimidodihydromorphine and dihydrocodeine derivatives and their 14β-hydroxy analogues have been synthesized. Cleavage of the phthalimido derivatives with hydrazine hydrate afforded the corresponding 6β-amino derivatives.

SYNTHESIS OF N-DEMETHYL-N-SUBSTITUTED 14-β-HYDROXY-ISOMORPHINE AND DIHYDROISOMORPHINE DERIVATIVES

Some new representatives (3e-3h,5g) of a new group of structurally related morphine-agonist and antagonist compounds have been prepared in stereochemically homogeneous forms.Application of the Mitsunobu-reaction for suitable codeine derivatives (1a-1d) ga

Process for the stereoselective reduction of 6- and 8-keto morphine and morphinan derivatives with formamidinesulfinic acid and compounds obtained thereby

Process for the stereoselective synthesis of 6β-and 8β- hydroxy epimers by the chemical reduction of 6- and 8-keto derivatives in the morphine and morphinan series utilizing alkaline formamidinesulficic acid. The 6β- and 8β-hydroxy derivatives obtained according to the invention evidence narcotic antagonist and/or agonist activity and are also useful in the chemical and pharmacological standardization of various morphine and codeine derivatives and metabolites.