105404-33-9

Basic information

• Product Name: methyl 1,2,3,4-tetrahydro-2-oxoquinoline-3-carboxylate
• Synonyms: methyl 1,2,3,4-tetrahydro-2-oxoquinoline-3-carboxylate;3-Quinolinecarboxylic acid,1,2,3,4-tetrahydro-2-oxo-,methyl ester;METHYL 2-OXO-1,2,3,4-TETRAHYDROQUINOLINE-3-CARBOXYLATE
• CAS NO: 105404-33-9
• Molecular Formula: C₁₁H₁₁NO₃
• Molecular Weight: 205.20994
• EINECS: -0
• Mol File: 105404-33-9.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: methyl 1,2,3,4-tetrahydro-2-oxoquinoline-3-carboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: methyl 1,2,3,4-tetrahydro-2-oxoquinoline-3-carboxylate(105404-33-9)
• EPA Substance Registry System: methyl 1,2,3,4-tetrahydro-2-oxoquinoline-3-carboxylate(105404-33-9)

Safety Data

• Hazardous Substances Data: 105404-33-9(Hazardous Substances Data)

Usage

Uses

Used in Medicinal Chemistry:
Methyl 1,2,3,4-tetrahydro-2-oxoquinoline-3-carboxylate is utilized as a key intermediate in the synthesis of various pharmaceutical compounds. Its unique structure allows for the development of new drugs with potential therapeutic applications.
Used in Drug Development:
Due to its reactivity and potential biological activities, methyl 1,2,3,4-tetrahydro-2-oxoquinoline-3-carboxylate serves as a valuable building block in the creation of novel drug candidates. It can be modified and combined with other molecules to enhance their pharmacological properties.
Used in Organic Synthesis:
Methyl 1,2,3,4-tetrahydro-2-oxoquinoline-3-carboxylate is employed as a versatile starting material in the synthesis of a wide range of organic compounds. Its ability to participate in various chemical reactions makes it a useful component in the development of new chemical entities.
Used in Research:
As a compound with potential biological activities, methyl 1,2,3,4-tetrahydro-2-oxoquinoline-3-carboxylate is used in research to explore its interactions with biological systems. This can lead to the discovery of new bioactive molecules and a better understanding of its potential applications in medicine.

Upstream product

• 39228-29-0 methyl 2-nitrocinnamate 
• 201230-82-2 carbon monoxide 
• 110-54-3 hexane 
• 65974-52-9 dimethyl 2-[(2-nitrophenyl)methylidene]malonate 
• 859197-37-8 dimethyl 2-(2-nitrobenzyl)-malonate 
• 3958-60-9 2-nitrophenylmethyl bromide 

Downstream Products

• 246867-17-4 2-oxo-1,2,3,4-tetrahydro-quinoline-3-carboxylic acid 

Relevant articles and documents

Substituted aryl malonamates as new serine β-lactamase substrates: Structure-activity studies

A series of substituted aryl malonamates have been prepared. These compounds are analogues of aryl phenaceturates where the amido side chain has been replaced by a retro-amide. Like the phenaceturates, these compounds are substrates of typical class A and class C β-lactamases, particularly of the latter, and of soluble DD-peptidases. The effect of substituents α to the ester carbonyl group on turnover by these enzymes is similar to that in the phenaceturates. On the other hand, N-alkylation of the side chain amide of malonamates, but not of phenaceturates, retains the susceptibility of the compounds to hydrolysis by β-lactamases. This reactivity is not enhanced, however, by bridging the amide nitrogen and Cα atoms. A phosphonate analogue of the malonamates was found to be an irreversible inhibitor of the β-lactamases. These results, therefore, provide further evidence for the covalent access of compounds bearing retro-amide side chains to the active sites of β-lactam-recognizing enzymes.

Amine compounds, their production and use

The present invention provides a compound of the formula: wherein Ar represents an aromatic group which may be substituted; X represents methylene, S, SO, SO2or CO; Y represents a spacer having a main chain of 2 to 5 atoms; n represents an integer of 1 to 5; i) R1and R2each represents a hydrogen atom or a lower alkyl which may be substituted, ii) R1and R2form, taken together with the adjacent nitrogen atom, a nitrogen-containing heterocyclic ring which may be substituted, or iii) R1or R2together with —(CH2)n—N═ form, bonded to a component atom of Ring B, a spiro-ring which may be substituted; Ring A represents an aromatic ring which may be substituted; Ring B represents a 4- to 7-membered nitrogen-containing non-aromatic ring which may be further substituted by alkyl or acyl, with a proviso that X represents S, SO, SO2or CO when Ring A has as a substituent a group represented by the formula: —NHCOR11 where R11represents alkyl, alkoxyalkyl, alkylthioalkyl, cycloalkyl, cycloalkylalkyl, aryl, arylalkyl or a group represented by the formula: —NHR12 where R12represents alkyl, cycloalkyl, cycloalkylalkyl, aryl or arylalkyl, or a salt thereof; which has an excellent somatostatin receptor binding inhibition action.

Deoxygenation Reactions of ortho-Nitrostyrenes with Carbon Monoxide Catalysed by Metal Carbonyls: a New Route to Indoles

The metal carbonyls Fe(CO)5, Ru3(CO)12, and Rh6(CO)16 are catalysts for the deoxygenation of ortho-nitrostyrenes under carbon monoxide pressure to give indole derivatives; the crystal structure of a non-catalytically active rhodium complex obtained during the synthesis of (5e) is reported.