209115-41-3

Upstream product

• 5460-29-7 2-(3-bromopropyl)isoindole-1,3-dione 
• 209115-59-3 N-[3-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-propoxy]-2,4,6-trimethyl-benzenesulfonamide 
• 524-38-9 N-hydroxyphthalimide 
• 157887-83-7 [3-(1,3-Dioxo-1,3-dihydro-isoindol-2-yloxy)-propyl]-carbamic acid 9H-fluoren-9-ylmethyl ester 
• 157887-84-8 N-(aminooxypropyl)phthalimide 
• 773-64-8 2-mesitylenesulphonyl chloride 

Downstream Products

• 759441-31-1 N-(3-Amino-propoxy)-N-(3-amino-propyl)-2,4,6-trimethyl-benzenesulfonamide 

Relevant academic research and scientific papers

The synthesis and in vitro cytotoxic studies of novel oxa-spermidine derivatives and homologues

A series of oxa-spermidine derivatives and homologues were prepared and their anticancer properties were evaluated. All these compounds showed an average GI50 value in the range of 3.9-28.9 μM. SAR studies showed that the presence of a sulphonamido functionality and the length of the alkyl chain are important factors for an enhanced activity. (C) 2000 Elsevier Science Ltd. All rights reserved.

The Synthesis of Oxa-Analogues and Homologues of Naturally Occuring Polyamines

A number of polyamine oxa-analogues 14a-d, 19 have been synthesized.Spermidine oxa-analogues and homologues 14 were made from N-(aminooxypropyl)phthalimide 8a which was obtained either from the Fmoc-deprotection of N-phthalimide 4a or from the reaction between 3-bromopropylamine and N-hydroxyphthalimide, both reactions involving an unusual rearrangement mechanism.Sulphonated derivatives 9, 16, upon Mitsunobu condensation with N-protected 3-aminopropanol or N-alkylation with N-(bromoalkyl)phthalimides, afforded the fully protected spermidine and spermine oxa-analogues.Subsequent sequential deprotection gave spermidine analogues 14.Using the same strategy, spermine oxa-analogues 19 was synthesised. - Keywords: polyamines; oxa-analogues of polyamines; polyamine homologues; rearrangement; synthesis