99282-79-8

Usage

Uses

Used in Pharmaceutical and Agrochemical Industries:
2-(Carboxymethyl-amino)-4-chloro-benzoic acid is used as a building block for the synthesis of various pharmaceuticals and agrochemicals. Its unique structure allows for the creation of a diverse range of compounds with potential therapeutic and pesticidal properties.
Used in Metal Extraction and Purification Processes:
As a potential chelating agent, 2-(Carboxymethyl-amino)-4-chloro-benzoic acid is used in metal extraction and purification processes. Its ability to form bonds with metal ions makes it a valuable tool in these applications, enhancing the efficiency of metal recovery and purification.
Used in Organic Synthesis:
The chlorine atom in 2-(Carboxymethyl-amino)-4-chloro-benzoic acid provides the compound with additional reactivity, making it a useful intermediate in organic synthesis. This allows for further functionalization and the development of new compounds with a variety of applications across different industries.

InChI:InChI=1/C9H8ClNO4/c10-5-1-2-6(9(14)15)7(3-5)11-4-8(12)13/h1-3,11H,4H2,(H,12,13)(H,14,15)

Upstream product

• 79-11-8 chloroacetic acid 
• 89-77-0 2-Amino-4-chlorobenzoic acid 
• 50-84-0 2,4 dichlorobenzoic acid 
• 56-40-6 glycine 
• 6341-92-0 6-chloroisatin 
• 12775-96-1 copper 
• 936-08-3 2-bromo-4-chlorobenzoic acid 
• 3926-62-3 sodium monochloroacetic acid 

Downstream Products

• 700838-52-4 [2-(1-(2'-bromobenzenesulfonyl)-6-chloro-1H-indol-3-yloxy)ethyl]dimethylamine 
• 68095-16-9 1-acetyl-6-chloro-1,2-dihydro-3H-indol-3-one 
• 1629135-25-6 (S)-5-acetyl-7-chloro-4-phenyl-3,4-dihydropyrano[3,2-b]indol-2(5H)-one 
• 1629135-37-0 (R)-5-acetyl-7-chloro-4-phenyl-3,4-dihydropyrano[3,2-b]indol-2(5H)-one 
• 108761-33-7 6-chloro-3-acetoxy-1-acetylindole 
• 914221-22-0 2-(acetyl-carboxymethyl-amino)-4-chloro-benzoic acid 
• 97724-36-2 6,6'-dichloroindigo 
• 729598-31-6 2-(carboxymethyl-amino)-3,4,5-trichloro-benzoic acid 
• 101085-37-4 2-(carboxymethyl-amino)-4-chloro-5-iodo-benzoic acid 

Relevant academic research and scientific papers

N-heterocyclic carbene-catalyzed enantioselective annulation of indolin-3-ones with bromoenals

N-Heterocyclic carbene-catalyzed reactions of indolin-3-ones with 2-bromoenals opened an asymmetric access to 3,4-dihydropyrano[3,2-b]indol-2(5 H)-ones in good yields and with good to excellent enantioselectivities. This protocol tolerates a broad substrate scope. In addition, a possible mechanism for the annulation reaction is presented. More NHC-organocatalysis: N-Heterocyclic carbene-catalyzed reactions of indolin-3-ones with 2-bromoenals opened an asymmetric access to 3,4-dihydropyrano[3,2-b]indol-2(5 H)-ones in good yields and with good to excellent enantioselectivities. This protocol tolerates a broad substrate scope. In addition, a possible mechanism for the annulation reaction is presented.

Design, synthesis and pharmacological evaluation of conformationally restricted N-arylsulfonyl-3-aminoalkoxy indoles as a potential 5-HT6 receptor ligands

A series of novel conformationally restricted N1-arylsulfonyl-3-aminoalkoxy indoles were designed and synthesized as 5-HT6 receptor (5-HT6R) ligands. Many of the synthesized compounds have moderate in vitro-binding affinities at 5-HT6R. The lead compound 8b (% inhibition=97.2 at 1 μM) from this series has good pharmacokinetic profile in male Wister rats and is active in animal model of cognition like Morris water maze. The details of chemistry, SAR, pharmacokinetics and pharmacological data constitute the subject matter of this report.

BENZYL-SUBSTITUTED TETRACYCLIC HETEROCYCLIC COMPOUNDS AS PDE5 INHIBITORS

The present invention pertains to Benzyl-substituted tetracyclic heterocyclic compounds, as well as the resulting pharmaceutical compositions, and their use in the treatment or prophylaxis of diseases alleviated by inhibition of type 5 phosphodiesterases. Furthermore, the present invention pertains to the methods of manufacturing these Benzyl-substituted tetracyclic heterocyclic compounds.

Ultrasound-promoted reaction of 2-chlorobenzoic acids and aliphatic amines

An improvement to the use of DMF as a solvent for the condensation of 2-chlorobenzoic acids with aliphatic primary or secondary amines was described. A number of alkylaminobenzoic acids and dialkylaminobenzoic acids were synthesized in acceptable-to-good yield. The advantages of this procedure include readily available substrates, the use of an inexpensive copper powder without taking any precautions to exclude moisture under mild conditions and experimental ease. Furthermore, this condensation could also be achieved under nonclassical conditions by using ultrasonic irradiation at room temperature. We demonstrated that ultrasound-promoted condensation of 2-chlorobenzoic acid with aliphatic amines with the use of DMF as the solvent, especially in the case of secondary amines, affords products in high yields and reduces the reaction time to minutes. The results proved to be highly reproducible because the relevant sonochemical parameters were rigorously controlled. Wiley-VCH Verlag GmbH & Co. KGaA, 2007.

An improved synthesis of 1-acetyl-1H-indol-3-yl acetates

(Chemical Equation Presented) An efficient two steps procedure for the synthesis of 1-acetyl-1H-indol-3-yl acetates, starting from 2-chlorobenzoic acids, was developed and in general, moderate to good yields were obtained.

Synthesis of some cryptolepine analogues, assessment of their antimalarial and cytotoxic activities, and consideration of their antimalarial mode of action

A series of analogues of cryptolepine (1) have been synthesized and evaluated for their in vitro antiplasmodial and cytotoxic properties. The IC50 values of several compounds (11a, 11k-m, 11o, 13) against Plasmodium falciparum (strain K1) were 90% at doses of 25 mg kg-1 day -1 with no apparent toxicity to the mice. 2,7-Dibromocryptolepine (15) was evaluated at several dose levels, and a dose-dependent suppression of parasitemia was seen (ED90 = 21.6 mg kg-1 day -1). The antimalarial mode of action of 1 appears to be similar to that of chloroquine and involves the inhibition of hemozoin formation. A number of analogues were assessed for their effects on the inhibition of β-hematin (hemozoin) formation, and the results were compared with their antiplasmodial activities having taken account of their predicted accumulation into the acidic parasite food vacuole. No correlation was seen (r2 = 0.0781) suggesting that the potent antimalarial activity of compounds such as 15 involves other mechanisms in addition to the inhibition of hemozoin formation.

Process for the preparation of 3-dihalobenzyl-2,4-quinazolinedione derivatives

A process for preparing a 3-dihalobenzyl-2,4-quinazolinedione derivative represented by the formula (V): (wherein X1, X2, X3are independently a halogen atom, and A is an alkylene group), which comprises: reacting a dihalob

Process for the preparation of N-(2-carboxy-5-chloro-phenyl)glycine

The present invention relates to a process for the preparation of N-(2-carboxy-5-chloro-phenyl)glycine of the formula (1) STR1 which comprises reacting 2,4-dichlorobenzoic acid of the formula (2) STR2 with glycine and a base in water at a temperature of 5