898269-98-2

Upstream product

• 898269-38-0 2,2,N-Trimethyl-N-[(R)-3-((1R,3aR,7aR)-7a-methyl-4-oxo-octahydro-inden-1-yl)-butyl]-propionamide 
• 6830-83-7 N-methyl-pivalamide 
• 898269-36-8 2,2,N-Trimethyl-N-[(R)-3-((1R,3aR,4S,7aR)-7a-methyl-4-triethylsilanyloxy-octahydro-inden-1-yl)-butyl]-propionamide 
• 909542-95-6 N-[(R)-3-((1R,3aR,4S,7aR)-4-Hydroxy-7a-methyl-octahydro-inden-1-yl)-butyl]-2,2,N-trimethyl-propionamide 
• 81522-68-1 [(2Z)-2-[(3S,5R)-3,5-bis(tert-butyldimethylsilanyloxy)-2-methylenecyclohexylidene]ethyl]diphenylphosphine oxide 

Relevant academic research and scientific papers

Highly antiproliferative, low-calcemic, side-chain amide and hydroxamate analogs of the hormone 1α,25-dihydroxyvitamin D3

Four new side-chain amide (2 and 3) and hydroxamate (4 and 5) analogs of the hormone calcitriol (1) have been prepared. Even though lacking the 25-OH group characteristic of natural calcitriol (1), analogs 2-4 are as antiproliferative in vitro as calcitriol (1) but are 20-40 times less calciuric in vivo than calcitriol (1).

HIGHLY ANTIPROLIFERATIVE, LOW-CALCEMIC, ANALOGS OF THE HORMONE 1α, 25-DIHYDROXYVITAMIN D3 WITH CARBONYL SIDE CHAINS

The present invention discloses a series of new carbonyl side chain anlogs of calcitriol (I). Unexpectedly, several of these ketone analogs, such as the 24- and 25-tert-butyl ketones, amides, hydroxymate esters and a hetero atom ketones even though lacking the classical side-chain tertiary hydroxyl group, are considerably more antiproliferative in vitro than the hormone calcitriol (I) even at physiologically relevant low nanomolar concentrations and are less calcemic than calcitriol (I) in vivo.