56008-61-8

Usage

InChI:InChI=1/C7H6N2O3/c8-7-2-1-6(9(11)12)3-5(7)4-10/h1-4H,8H2

Upstream product

• 39119-35-2 5-nitro-2-[N-(p-toluenesulfonyl)amino]benzaldehyde 
• 7647-01-0 hydrogenchloride 
• 91538-60-2 N-(2-formyl-4-nitrophenyl)acetamide 
• 142598-80-9 acetic acid-[2-((E)-p-tolylimino-methyl)-anilide] 
• 55857-35-7 (E)-N-(2-aminobenzylidene)-4-methylaniline 
• 13493-47-5 N-(2-formylphenyl)acetamide 
• 616-79-5 2-amino-5-nitro-benzoic acid 
• 77242-30-9 (2-amino-5-nitrophenyl)methanol 

Downstream Products

• 104195-61-1 10-nitro-(20RS)-camptothecin 
• 86639-62-5 10-nitro-(20S)-camptothecin 
• 85870-48-0 1,2-dihydro-6-nitro-2-oxo-3-quinolinecarboxylic acid ethyl ester 
• 56008-60-7 2-iodo-5-nitrobenzaldehyde 
• 248937-21-5 (S,R)-2-[(2-hydroxy-1-phenylethyl)amino]-2-(2-iodo-5-nitrophenyl)ethanenitrile 
• 104195-62-2 10-amino-(20RS)-camptothecin 
• 86639-63-6 10-amino-20(S)-camptothecin 
• 21872-92-4 6-amino-3-quinolinecarboxylic acid ethyl ester 
• 85870-50-4 6-amino-1,2-dihydro-2-oxo-3-quinolinecarboxylic acid 
• 85870-49-1 1,2-dihydro-6-nitro-2-oxo-3-quinolinecarboxylic acid 
• 91538-58-8 2-chloro-6-nitro-3-quinolinecarboxylic acid ethyl ester 
• 777796-47-1 3',5'-Dimethoxy-2-iod-5-nitrodibenzylamin 
• 77242-30-9 (2-amino-5-nitrophenyl)methanol 
• 863771-06-6 6-nitro-2-phenylquinazoline 

Relevant academic research and scientific papers

Synthesis of quinolinomorphinan derivatives as highly selective δ opioid receptor ligands

We have reported previously the novel δ opioid agonist KNT-127 which showed high affinity and selectivity for the δ receptor. Moreover, the analgesic effect of subcutaneously administered KNT-127 was more potent than that of a prototypical δ agonist (-)-TAN-67 in the acetic acid writhing test. This study of the structure-activity relationship of KNT-127 derivatives focused on the introduction of substituents onto the 5′-, 6′-, 7′- or 8′-position of the quinoline ring and revealed that many derivatives with 5′- or 8′-substituents showed high affinities and selectivities for the δ receptor. Especially, SYK-153 with an 8′-OH group showed the highest affinity and the most balanced and highest selectivity for the δ receptor among the synthesized compounds.

Toward new camptothecins. Part 6: Synthesis of crucial ketones and their use in Friedl?nder reaction

In the context of the preparation of camptothecin and luotonin A analogs, the synthesis of some key keto-precursors and their use in Friedl?nder condensation are described. This paper also focuses on the stability of these keto intermediates and emphasizes the major differences between indolizinones and pyrroloquinazolinones series. Noteworthy is also the report of some original structures isolated as by-products of some experiments.

A simple and efficient diastereoselective Strecker synthesis of optically pure α-arylglycines

A simple and economical method for the synthesis of highly functionalised α-amino nitriles, precursors to α-arylglycines with high optical purity is reported. For this purpose, (R) or (S)-2-amino-2- phenylethanol were used as chiral auxiliaries in a 1,3 Strecker reaction. Reactions were studied with a broad range of reagent systems for the generation of cyano nucleophile. Methodology has been extended for the synthesis of (S)-α-(2-iodo-5-nitrophenyl)glycine, (S)-α-(4- methoxyphenyl)glycine and (R)-β-(4-methoxyphenyl)alanine.

Identification of Quinoline Nitration Products by NOE

The structures of the products from the nitration of 2- and 4-oxodihydroquinolines were assigned based on Nuclear Overhauser Effects of their nmr spectra and confirmed by unambiguous synthesis.