58130-38-4

Basic information

• Product Name: 5-AMINO-3,4-DIHYDROQUINOLIN-2(1H)-ONE
• Synonyms: 5-AMINO-3,4-DIHYDROQUINOLIN-2(1H)-ONE;5-aMino-1,2,3,4-tetrahydroquinolin-2-one;5-amino-3,4-dihydro-2(1H)-Quinolinone;5-amino-3,4-dihydro-1H-quinolin-2-one
• CAS NO: 58130-38-4
• Molecular Formula: C₉H₁₀N₂O
• Molecular Weight: 162.19
• EINECS: 604-604-1
• Mol File: 58130-38-4.mol

Chemical Properties

• Melting Point: 135.5 °C
• Boiling Point: 395.6±42.0 °C(Predicted)
• Appearance: /
• Density: 1.237±0.06 g/cm3(Predicted)
• Storage Temp.: 2-8°C
• PKA: 14.47±0.20(Predicted)
• CAS DataBase Reference: 5-AMINO-3,4-DIHYDROQUINOLIN-2(1H)-ONE(CAS DataBase Reference)
• NIST Chemistry Reference: 5-AMINO-3,4-DIHYDROQUINOLIN-2(1H)-ONE(58130-38-4)
• EPA Substance Registry System: 5-AMINO-3,4-DIHYDROQUINOLIN-2(1H)-ONE(58130-38-4)

Safety Data

• Hazardous Substances Data: 58130-38-4(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
5-Amino-3,4-dihydroquinolin-2(1H)-one is used as a synthetic intermediate for the development of various pharmaceuticals. Its versatile structure allows for the creation of bioactive molecules with potential therapeutic applications, making it a key component in drug discovery and design.
Used in Agrochemical Industry:
In the agrochemical sector, 5-Amino-3,4-dihydroquinolin-2(1H)-one serves as a synthetic intermediate for the production of agrochemicals. Its reactivity and structural features enable the synthesis of compounds with pesticidal or herbicidal properties, contributing to the development of effective crop protection solutions.
Used in Organic Synthesis:
5-Amino-3,4-dihydroquinolin-2(1H)-one is utilized as a building block in organic synthesis, where its unique structure and reactivity facilitate the creation of a wide range of chemical compounds. This makes it an indispensable tool for chemists in the synthesis of complex organic molecules and the exploration of novel chemical reactions.
Used in Research Chemicals:
As a research chemical, 5-Amino-3,4-dihydroquinolin-2(1H)-one is employed in scientific studies and experiments. Its presence in various chemical reactions and its potential to form new compounds make it a valuable resource for researchers investigating the properties and applications of quinolinone-based molecules.

Upstream product

• 6938-27-8 5-nitro-2<1H>quinolinone 
• 65887-63-0 5-nitro-3,4-dihydro-1H-quinolin-2-one 
• 108128-36-5 4-nitro-indan-1-one oxime 
• 24623-25-4 4-nitro-2,3-dihydro-1H-inden-1-one 
• 606-31-5 2,6-dinitrobenzaldehyde 

Downstream Products

• 1369534-93-9 (2E,4Z)-5-(4-isopropoxyphenyl)-N-(2-oxo-1,2,3,4-tetrahydro-5-quinolyl)-5-(4-trifluoromethylphenyl)-2,4-pentadienamide 
• 1002125-84-9 (2E,4Z)-5-(4-ethoxyphenyl)-N-(2-oxo-1,2,3,4-tetrahydro-5-quinolyl)-5-(4-trifluoromethylphenyl)-2,4-pentadienamide 
• 81839-35-2 5-[4-(4-Nitrobenzoyl)-1-piperazinyl]-3,4-dihydrocarbostyril 
• 81849-95-8 5-[4-(3,4-dimethoxybenzoyl)-1-piperazinyl]-3,4-dihydrocarbostyril 
• 81839-71-6 5-[4-(4-nitrobenzyl)-1-piperazinyl]-3,4-dihydrocarbostyril 
• 81840-30-4 5-[4-(4-cyanobenzoyl)-1-piperazinyl]-3,4-dihydrocarbostyril 
• 260369-81-1 5-benzylideneamino-1-(3-chloropropyl)-3,4-dihydro-2(1H)-quinolinone 
• 292143-15-8 5-(6,6-dimethyl-hept-2-en-4-ynylamino)-3,4-dihydro-1H-quinolin-2-one 
• 260369-80-0 5-benzylideneamino-3,4-dihydro-2(1H)-quinolinone 
• 1393130-42-1 C₁₈H₁₉N₃O₂*ClH 
• 1393130-40-9 C₂₅H₂₅N₃O₂*ClH 
• 72995-15-4 5-chloro-3,4-dihydro-2(1H)-quinolinone 

Relevant articles and documents

CONDENSED HETEROCYCLIC COMPOUNDS HAVING 5-HT6 RECEPTOR AFFINITY

The present disclosure provides compounds having affinity for the 5-HT6 receptor which are of the formula (I) wherein R1, A, B, D, E, G, Q, Ar, n, m, and p are as defined herein. The disclosure also relates to methods of preparing such compounds, compositions containing such compounds, and methods of use thereof.

ACYCLIC COMPOUNDS HAVING 5-HT6 RECEPTOR AFFINITY

The present disclosure provides compounds having affinity for the 5-HT6 receptor which are of the formula (I): wherein R1, R2, R5, Q, G, Ar, m, and n are as defined herein. The disclosure also relates to methods of preparing such compounds, compositions containing such compounds, and methods of use thereof.

4'-AMINO CYCLIC COMPOUNDS HAVING 5-HT6 RECEPTOR AFFINITY

The present disclosure provides compounds having affinity for the 5-HT6 receptor which are of the formula (I): formula (I) wherein Cy is selected from formula (Il) and wherein R1, R2, R3, Q, G, Ar, m, n and p are as defined herein. The disclosure also relates to methods of preparing such compounds, compositions containing such compounds, and methods of use thereof.

3' SUBSTITUTED COMPOUNDS HAVING 5-HT6 RECEPTOR AFFINITY

The present disclosure provides compounds having affinity for the 5-HT6 receptor which are of the formula (I): wherein Q, R1, R4, m and Ar are as defined herein. The disclosure also relates to methods of preparing such compounds, compositions containing such compounds, and methods of use thereof.

Synthesis, structure-activity relationships, and biological properties of 1-heteroaryl-4-[ω-(1H-indol-3-yl)alkyl]piperazines, novel potential antipsychotics combining potent dopamine D2 receptor antagonism with potent serotonin reuptake inhibition

A series of novel bicyclic 1-heteroaryl-4-[ω-(1H-indol-3-yl)alkyl] piperazines was synthesized and evaluated on binding to dopamine D2 receptors and serotonin reuptake sites. This class of compounds proved to be potent in vitro dopamine D2 receptor antagonists and in addition were highly active as serotonin reuptake inhibitors. Some key representatives showed potent pharmacological in vivo activities after oral dosing in both the antagonism of apomorphine-induced climbing and the potentiation of 5-HTP-induced behavior in mice. On the basis of the preclinical data, 8-{4-[3-(5-fluoro-1H- indol-3-yl)propyl]piperazin-1-yl}-4H-benzo[1,4]oxazin-(R)-2-methyl-3-one (45c, SLV314) was selected for clinical development. In vitro and in vivo studies revealed that 45c has favorable pharmacokinetic properties and a high CNS plasma ratio. Molecular modeling studies showed that the bifunctional activity of 45c can be explained by its ability to adopt two different conformations fitting either the dopamine D2 receptor pharmacophore or the serotonin transporter pharmacophore.

Synthesis and structure-activity relationships of novel fungal chitin synthase inhibitors

A novel Candida albicans chitin synthase 1 (CaChs1) inhibitor, RO-41-0986 (1) was discovered by random screening. Systematic modification led to the identification of a highly potent CaChs1 inhibitor, RO-09-3024 (2), having strong antifungal activity against Candida spp. in vitro. (C) 2000 Elsevier Science Ltd. All rights reserved.