2,3-DIHYDRO-1H-CYCLOPENTA[B]QUINOLINE-9-CARBOXYLIC ACID

Base Information

• Chemical Name: 2,3-DIHYDRO-1H-CYCLOPENTA[B]QUINOLINE-9-CARBOXYLIC ACID
• CAS No.: 5447-47-2
• Molecular Formula: C13H10NO2-
• Molecular Weight: 213.23
• Hs Code.: 2933990090
• Mol file: 5447-47-2.mol

Synonyms:2,3-Trimethylen-cinchoninsaeure;2,3-DIAMINOTOLUENE,DARK RED SOLID;

Chemical Property of 2,3-DIHYDRO-1H-CYCLOPENTA[B]QUINOLINE-9-CARBOXYLIC ACID

Chemical Property:

• Vapor Pressure: 2.61E-07mmHg at 25°C
• Boiling Point: 405.7°Cat760mmHg
• Flash Point: 199.1°C
• PSA: 50.19000
• Density: 1.346g/cm³
• LogP: 2.42170
• Storage Temp.: 2-8°C

Purity/Quality:

98%min ^*data from raw suppliers

2,3-Dihydro-1H-cyclopenta[b]quinoline-9-carboxylicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• General Description: 2,3-Dihydro-1H-cyclopenta[b]quinoline-9-carboxylic acid derivatives, such as HU-1a, have been identified as potent inhibitors of HIV-1 transcription by targeting the noncatalytic RVxF site of protein phosphatase-1 (PP1). These compounds exhibit enhanced inhibitory activity and metabolic stability, positioning them as promising candidates for novel HIV-1 therapeutics that address viral transcription reactivation in latent reservoirs. The RVxF site of PP1 represents a viable drug target for disrupting HIV-1 pathogenesis beyond conventional antiretroviral therapy.

Technology Process of 2,3-DIHYDRO-1H-CYCLOPENTA[B]QUINOLINE-9-CARBOXYLIC ACID

There total 2 articles about 2,3-DIHYDRO-1H-CYCLOPENTA[B]QUINOLINE-9-CARBOXYLIC ACID which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 40.0%

indole-2,3-dione (91-56-5,1186480-61-4,84788-92-1) + cyclopentanone (120-92-3) → 2,3-dihydro-1H-cyclopenta[b]quinoline-9-carboxylic acid (5447-47-2)

Guidance literature:

indole-2,3-dione; With potassium hydroxide; In water; at 20 ℃;

cyclopentanone; With hydrogenchloride; copper(ll) sulfate pentahydrate; In water; at 20 ℃; pH=3 - 4;

DOI:10.1007/s00706-012-0822-5

Reference yield:

→ 2,3-dihydro-1H-cyclopenta[b]quinoline-9-carboxylic acid (5447-47-2)

Guidance literature:

Isatin, Cyclopentanon;

DOI:10.1007/BF00475430

Reference yield:

2,3-dihydro-1H-cyclopenta[b]quinoline-9-carboxylic acid (5447-47-2) → (E)-N-(2-(cyclopropanecarboxamido)ethyl)-3-(3,4-dimethoxybenzylidene)-2,3-dihydro-1H-cyclopenta[b]quinoline-9-carboxamide

Guidance literature:

Multi-step reaction with 3 steps

1: acetic anhydride

2: triethylamine; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide / dichloromethane / 0 - 20 °C

3: triethylamine; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide / dichloromethane / 0 - 20 °C

With acetic anhydride; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; triethylamine; In dichloromethane;

DOI:10.1021/acsinfecdis.0c00511

upstream raw materials:

indole-2,3-dione

cyclopentanone

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