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Cas Database

133433-66-6

133433-66-6

Identification

Synonyms:1H-Indole-7-carboxylicacid,2,3-dihydro-5-nitro-(9CI)

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Relevant articles and documentsAll total 2 Articles be found

Synthesis and antirheumatic activity of novel tetrahydroquinoline-8-carboxylic acid derivatives

Kohno, Yasushi,Awano, Katsuya,Miyashita, Mitsutomo,Fujimori, Shizuyoshi,Kuriyama, Kazuhiko,Sakoe, Yasuhiko,Kudoh, Shinji,Saito, Koji,Kojima, Eisuke

, p. 1515 - 1518 (2007/10/03)

A study of the modification of N-alkylanthranilic acids to develop novel DMARDs is detailed. 1,2,3,4-Tetrahydroquinoline-8-carboxylic acid derivatives were found to exhibit a therapeutic effect on adjuvant arthritis and a suppressive effect on bone destruction.

Process route upstream and downstream products

Process route

N-acetyl-7-cyano-5-nitroindoline
133433-65-5

N-acetyl-7-cyano-5-nitroindoline

5-Nitroindoline-7-carboxylic acid
133433-66-6

5-Nitroindoline-7-carboxylic acid

Conditions
Conditions Yield
With hydrogenchloride; sodium hydroxide; In water;
7-Nitro-4,5-dihydro-pyrrolo[3,2,1-hi]indole-1,2-dione

7-Nitro-4,5-dihydro-pyrrolo[3,2,1-hi]indole-1,2-dione

5-Nitroindoline-7-carboxylic acid
133433-66-6

5-Nitroindoline-7-carboxylic acid

Conditions
Conditions Yield
With sodium hydroxide; dihydrogen peroxide; at 0 - 20 ℃;
5-nitro-2,3-dihydro-1H-indole
32692-19-6

5-nitro-2,3-dihydro-1H-indole

5-Nitroindoline-7-carboxylic acid
133433-66-6

5-Nitroindoline-7-carboxylic acid

Conditions
Conditions Yield
Multi-step reaction with 2 steps
1: 2.) AlCl3 / 1.) THF, reflux, 2.) CS2, reflux
2: 35percent H2O2, aq. NaOH / 0 - 20 °C
With sodium hydroxide; aluminium trichloride; dihydrogen peroxide;

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