155184-82-0

Usage

Uses

Used in Pharmaceutical Industry:
6-Amino-2-chloro-3-methyl-benzoic acid is used as an intermediate in the synthesis of various pharmaceuticals for its ability to contribute to the development of new drugs with potential therapeutic properties.
Used in Agrochemical Industry:
In the agrochemical sector, 6-Amino-2-chloro-3-methyl-benzoic acid is utilized as a precursor in the production of agrochemicals, such as pesticides and herbicides, due to its potential to enhance the effectiveness of these products.
Used in Organic Chemistry:
6-Amino-2-chloro-3-methyl-benzoic acid is employed as a building block in organic chemistry for the creation of more complex molecules, leveraging its unique structural features to facilitate the synthesis of advanced organic compounds.

Upstream product

• 155184-79-5 N-(3-chloro-4-methyl-phenyl)-2-hydroxyimino-acetamide 
• 7745-89-3 3-chloro-4-methylaniline hydrochloride 
• 53003-18-2 4-chloro-5-methyl-1H-indole-2,3-dione 

Downstream Products

• 15068-35-6 2-chloro-3-methylbenzoic acid 
• 450407-83-7 2-(N-tert-butyloxycarbonyl)amino-5-methyl-6-chlorobenzoic acid 
• 450407-84-8 methyl 2-(N-tert-butyloxycarbonyl)amino-5-methyl-6-chlorobenzoate 
• 342411-56-7 methyl 2-amino-5-methyl-6-chlorobenzoate 

Relevant academic research and scientific papers

FUSED-RING PYRIMIDIN-4(3H)-ONE DERIVATIVES, PROCESSES FOR THE PREPARATION AND USES THEREOF

AbstractNovel compounds of the following formula (I) and pharmacologically acceptable salt and esters thereof can modulate LXR function and as a result show excellent anti-arteriosclerotic and anti-inflammatory activity:wherein:A represents aryl or heteroaryl;R1, R2 and R3 are the same or different and each represents hydrogen, hydroxyl, nitro, cyano, amino, halogen, carboxy, carbamoyl, mercapto, alkyl, haloalkyl, alkylcarbonyloxy, alkoxy, alkylthio, alkylsulfinyl, alkylsulfonyl, alkylamino, dialkylamino, alkylcarbonylamino, N-(alkylcarbonyl)-N-(alkyl)amino, alkoxycarbonylamino, N-(alkoxycarbonyl)-N-(alkyl)amino, alkylsulfonylamino, N-(alkylsulfonyl)-N-(alkyl)amino, haloalkylsulfonylamino, N-(haloalkylsulfonyl)-N-(alkyl)amino, alkylcarbonyl, alkoxycarbonyl, alkylaminocarbonyl or dialkylaminocarbonyl group, or R1 and R2 together are alkylenedioxy;R4 and R5 are the same or different and each represents hydrogen, hydroxyl, amino, halogen, mercapto, alkyl, haloalkyl, alkoxy, alkoxycarbonyl or alkylthio;X represents hydrogen, hydroxyl, halogen, alkoxy or haloalkoxy; andY represents an optionally substituted alkyl, cycloalkyl, heterocyclyl, aryl, cycloalkylalkyl, heterocyclylalkyl or aralkyl group.

Synthesis and in vitro antitumor activity of thiophene analogues of 5-chloro-5,8-dideazafolic acid and 2-methyl-2-desamino-5-chloro-5,8-dideazafolic acid

N-[5-[N-(2-Amino-5-chloro-3,4-dihydro-4-oxoquinazolin-6-yl)methylamino]-2- thenoyl]-L-glutamic acid (6) and N-[5-[N-(5-chloro-3,4-dihydro-2-methyl-4-oxoquinazolin-6-yl)methylamino]-2- thenoyl]-L-glutamic acid (7), the first reported thiophene analogues of 5-chloro-5,8-dideazafolic acid, were synthesized and tested as inhibitors of tumor cell growth in culture. 4-Chloro-5-methylisatin (10) was converted stepwise to methyl 2-amino-5-methyl-6-chlorobenzoate (22) and 2-amino-5-chloro-3,4-dihydro-6-methyl-4-oxoquinazoline (19). Pivaloylation of the 2-amino group, followed by NBS bromination, condensation with di-tert-butyl N-(5-amino-2-thenoyl)-L-glutamate (28), and stepwise cleavage of the protecting groups with ammonia and TFA yielded 6. Treatment of 9 with acetic anhydride afforded 2,6-dimethyl-5-chlorobenz[1,3-d]oxazin-4-one (31), which on reaction with ammonia, NaOH was converted to 2,6-dimethyl-5-chloro-3,4-dihydroquinazolin-4-one (33). Bromination of 33, followed by condensation with 28 and ester cleavage with TFA, yielded 7. The IC50 of 6 and 7 against CCRF-CEM human leukemic lymphoblasts was 1.8±0.1 and 2.1±0.8 μM, respectively.

Synthesis of 3,4-Dihydro-1,4-ethenonaphthalen-2(1H)-ones by Benzyne Cycloadditions.

As part of a project on the photochemistry of 3,4-dihydro-1,4-ethanonaphthalen-2(1H)-ones (benzobicyclooctanones), we were interested in preparing the model 9-ene precursors shown in Scheme 1.On the basis of previous work, it was envisaged that the