24919-45-7

Upstream product

• 118-48-9 isatoic anhydride 
• 51-35-4 4R-4-hydroxyproline 
• 31162-13-7 2-azidobenzoic acid 

Downstream Products

• 23985-96-8 5-chlorobenzo[h]-1,6-naphthyridine 
• 89812-79-3 2-{[(1H)-pyrrole-2-carbonyl]amino}benzoic acid 
• 142558-34-7 Benzoic acid (R)-11-amino-5-oxo-2,3,5,11a-tetrahydro-1H-benzo[e]pyrrolo[1,2-a][1,4]diazepin-2-yl ester 
• 142558-32-5 Benzoic acid (R)-5-oxo-11-thioxo-2,3,5,10,11,11a-hexahydro-1H-benzo[e]pyrrolo[1,2-a][1,4]diazepin-2-yl ester 
• 142558-31-4 Benzoic acid (R)-5,11-dioxo-2,3,5,10,11,11a-hexahydro-1H-benzo[e]pyrrolo[1,2-a][1,4]diazepin-2-yl ester 

Relevant academic research and scientific papers

New benzo[h][1,6]naphthyridine and azepino[3,2-c]quinoline derivatives as selective antagonists of 5-HT4 receptors: Binding profile and pharmacological characterization

A series of benzo[h] [1,6] naphthyridine and azepino[3,2-c] quinoline derivatives were prepared and evaluated to determine the necessary requirements for high affinity on the 5-HT4 receptors and high selectivity versus other receptors. The compounds were synthesized by substituting the chlorine atom of benzonaphthyridines and azepinoquinolines with various N-alkyl-4-piperidinylmethanolates. They were evaluated in binding assays with [3H]GR 113808 as the 5-HT4 receptor radioligand. The affinity values (Ki or inhibition percentages) depended upon the substituent on the aromatic ring on one hand and the substituent on the lateral piperidine chain on the other hand. A chlorine atom produced a marked drop in activity while a N-propyl or N-butyl group gave compounds with nanomolar affinities (1 i 4(a) receptor. Derivative 4a also showed in vivo potent analgesic activity in the writhing test at very low doses.

Efficient solid-phase synthesis of DNA-interactive pyrrolo[2,1-c][1,4]benzodiazepine antitumour antibiotics

The solid-phase synthesis of DNA-interactive pyrrolo[2,1-c][1,4]benzodiazepine (PBD) imines and biologically important pyrrolo[2,1-c][1,4]benzodiazepine-5,11-diones on Wang resin using a reduction/cyclization procedure is reported.

Pyrrolo[2,1-c][1,4]benzodiazepines: A mild conversion of thiolactam into amidine

Reaction of 2-hydoxy pyrrolo [2,1-c] [1,4] benzodiazepines-5-one-thione or 5,11-dithiones with ammonia in presence of mercuric chloride affords new amidines in high yield.

ATTACHMENT OF THE ANTHRAMYCIN ACRYLAMIDE SIDE CHAIN BY THE PALLADIUM CATALYZED COUPLING REACTION OF A VINYL TRFLATE

Conversion of the 2-keto group in the pyrrolo ring of pyrrolo(1,4)benzodiazepines to the vinyl triflate takes place regiospecifically to yield the enamine.The triflate undergoes palladium catalyzed coupling reactions to attach the acrylamide side chain.