70734-05-3

Upstream product

• 110-91-8 morpholine 
• 1132-21-4 3,5-dimethoxybenzoic acid 
• 17213-57-9 3,5-dimethoxybenzoyl chloride 

Downstream Products

• 70733-85-6 4-(3,5-dimethoxy-thiobenzoyl)-morpholine 
• 181047-35-8 4-(3,5-dimethoxybenzyl)morpholine 

Relevant academic research and scientific papers

Synthesis of phenstatin and prodrugs thereof

A newly discovered antineoplastic compound denominated “phenstatin” is herein described as are synthetic methods for producing phenstatin and the active prodrug thereof. Phenstatin was converted to the sodium phosphate prodrug (3d) by a dibenzylphosphite

Butyrophenone analogues in the carbazole series as potential atypical antipsychotics: Synthesis and determination of affinities at D2, 5-HT(2A), 5-HT(2B) and 5-HT(2C) receptors

We describe practical and efficient routes for synthesis of 2- aminomethyl-1,2,3,9-tetrahydro-4H-carbazol-4-ones using the Fischer indole synthesis or palladium-catalysed cyclization methodologies, as well as their affinities for D2, 5-HT(2A) and 5-HT(2C) receptors, and their activity at the 5-HT(2B) receptor. The most active compounds, 4b (QF 2003B) and 4c (QF 2004B), with a pK(i) (5-HT(2A)/D2) ratio of 1.28 show a potential antipsychotic profile according to Meltzer's classification. (C) 2000 Editions scientifiques et medicales Elsevier SAS.

Antineoplastic agents. 379. Synthesis of phenstatin phosphate

A structure-activity relationship (SAR) study of the South African willow tree (Combretum caffrum) antineoplastic constituent combretastatin A- 4 (1b) directed at maintaining the (Z)stilbene relationship of the olefin diphenyl substituents led to synthesis of a potent cancer cell growth inhibitor designated phenstatin (3b). Initially phenstatin silyl ether (3a) was unexpectedly obtained by Jacobsen oxidation of combretastatin A-4 silyl ether (1c → 3a), and the parent phenstatin (3b) was later synthesized (6a → 3a → 3b) in quantity. Phenstatin was converted to the sodium phosphate prodrug (3d) by a dibenzyl phosphite phosphorylation and subsequent hydrogenolysis sequence (3b → 3c → 3d). Phenstatin (3b) inhibited growth of the pathogenic bacterium Neisseria gonorrhoeae and was a potent inhibitor of tubulin polymerization and the binding of colchicine to tubulin comparable to combretastatin A-4 (1b). Interestingly, the prodrugs were found to have reduced activity in these biochemical assays. While no significant tubulin activity was observed with the phosphorylated derivative of combretastatin A- 4 (1d), phosphate 3d retained detectable inhibitory effects in both assays.

Butyrophenone analogues in the carbazole series: Synthesis and determination of affinities at D2 and 5-HT(2A) receptors

We describe a practical and efficient route for synthesis of 2- aminomethyl-1,2,3,9-tetrahydro-4H-carbazol-4-ones using an effective Fisher indole methodology. The most active compounds, 4b (QF 2003B) and 4c (QF 2004B), with pKi (5-HT(2A)/D2) r

A practical and efficient route for synthesis of 6-aminomethyl-4-oxo- 4,5,6,7-tetrahydroindoles as new CNS agent precursors

Starting from 2,5-dimethoxybenzoic acid we described a practical and efficient route for synthesis of 6-aminomethyl-4-oxotetrahydroindoles with good to acceptable overall yields of 50-30%.