18595-13-6

Usage

Uses

Used in Pharmaceutical Industry:
2-Amino-6-methylbenzoic acid methyl ester is used as a key intermediate in the synthesis of pharmaceuticals for its ability to contribute to the development of new drugs with potential therapeutic applications.
Used in Dye and Pigment Production:
In the chemical industry, 2-Amino-6-methylbenzoic acid methyl ester serves as an intermediate in the production of dyes and pigments, where its aromatic structure and reactivity are utilized to create a range of colorants for various applications.

InChI:InChI=1/C9H11NO2/c1-6-4-3-5-7(10)8(6)9(11)12-2/h3-5H,10H2,1-2H3

Upstream product

• 186581-53-3 diazomethane 
• 4389-50-8 2-amino-6-methylbenzoic acid 
• 80-11-5 N-methyl-N-nitrosotoluene-p-sulfonamide 
• 18107-18-1 diazomethyl-trimethyl-silane 
• 67-68-5 dimethyl sulfoxide 
• 74-88-4 methyl iodide 
• 20877-81-0 5-methyl-1H-benzo[d][1,3]oxazine-2,4-dione 
• 124-41-4 sodium methylate 
• 13506-76-8 2-methyl-6-nitrobenzoic acid 
• 476170-47-5 2-methoxycarbonyl-3-methyl-6,N-bis(trisopropylsilyl)aniline 
• 61940-22-5 methyl 2-methyl-6-nitrobenzoate 

Downstream Products

• 123102-44-3 3-(3-methylbutyl)-5-methyl-1H,3H-quinazolin-2,4-dione 
• 123102-43-2 methyl 2-<3-(3-methylbutyl)ureido>-6-methylbenzoate 
• 1042430-75-0 methyl 6-methyl-2-(1'-phenylpyrrolidin-2'-ylideneamino)benzoate 
• 65658-16-4 2-amino-6-methylbenzyl alcohol 
• 1261794-19-7 (2-iodo-6-methylphenyl)methanol 
• 1261481-48-4 2-(bromomethyl)-1-iodo-3-methylbenzene 
• 1573172-23-2 C₂₂H₂₂IN 
• 1573172-01-6 2-((dibenzylamino)methyl)-3-methylbenzaldehyde 
• 1573171-43-3 (E)-4-(2-((dibenzylamino)methyl)-3-methylphenyl)-1,1,1-trifluorobut-3-en-2-one 
• 573692-58-7 methyl 6-amino-3-bromo-2-methylbenzoate 
• 33528-09-5 methyl 6-methylsalicylate 
• 79383-44-1 methyl 2-methyl-6-methoxybenzoate 
• 128936-37-8 2-[(2-isobutylamino-6-methyl)benzylsulfinyl]imidazole 
• 128936-36-7 2-[(2-isobutylamino-6-methyl)benzylthio]imidazole 

Relevant academic research and scientific papers

Discovery of Novel Pyrazole-Quinazoline-2,4-dione Hybrids as 4-Hydroxyphenylpyruvate Dioxygenase Inhibitors

4-Hydroxyphenylpyruvate dioxygenase (HPPD, EC 1.13.11.27) has been identified as one of the most significant targets in herbicide discovery for resistant weed control. In a continuing effort to discover potent novel HPPD inhibitors, we adopted a ring-expansion strategy to design a series of novel pyrazole-quinazoline-2,4-dione hybrids based on the previously discovered pyrazole-isoindoline-1,3-dione scaffold. One compound, 3-(2-chlorophenyl)-6-(5-hydroxy-1,3-dimethyl-1H-pyrazole-4-carbonyl)-1,5-dimethylquinazoline-2,4(1H,3H)-dione (9bj), displayed excellent potency against AtHPPD, with an IC50 value of 84 nM, which is approximately 16-fold more potent than pyrasulfotole (IC50 = 1359 nM) and 2.7-fold more potent than mesotrione (IC50 = 226 nM). Furthermore, the co-crystal structure of the AtHPPD-9bj complex (PDB ID 6LGT) was determined at a resolution of 1.75 ?. Similar to the existing HPPD inhibitors, compound 9bj formed a bidentate chelating interaction with the metal ion and a π-πstacking interaction with Phe381 and Phe424. In contrast, o-chlorophenyl at the N3 position of quinazoline-2,4-dione with a double conformation was surrounded by hydrophobic residues (Met335, Leu368, Leu427, Phe424, Phe392, and Phe381). Remarkably, the greenhouse assay indicated that most compounds displayed excellent herbicidal activity (complete inhibition) against at least one of the tested weeds at the application rate of 150 g of active ingredient (ai)/ha. Most promisingly, compounds 9aj and 9bi not only exhibited prominent weed control effects with a broad spectrum but also showed very good crop safety to cotton, peanuts, and corn at the dose of 150 g of ai/ha.

Structure-Guided Discovery of Silicon-Containing Subnanomolar Inhibitor of Hydroxyphenylpyruvate Dioxygenase as a Potential Herbicide

4-Hydroxyphenylpyruvate dioxygenase (HPPD, EC 1.13.11.27) has been recognized as one of the most promising targets in the field of herbicide innovation considering the severity of weed resistance currently. In a persistent effort to develop effective HPPD

Preparation method of 2-methoxy-6-methylbenzoic acid

The invention discloses a synthesis process of 2-methoxy-6-methylbenzoic acid, which comprises the following steps: (1) reduction hydrogenation reaction: by taking 2-methyl-6-nitrobenzoic acid or methyl 2-methyl-6-nitrobenzoate as a raw material, methanol as a solvent, hydrogen as a hydrogen source and palladium on carbon or platinum on carbon as a catalyst, carrying out hydrogenation reduction to prepare 2-amino-6-methylbenzoic acid or methyl 2-amino-6-methylbenzoate; (2) diazotization, hydrolysis and esterification one-pot reaction: by taking the reduction product as a raw material, and methanol as a solvent, performing diazotization, hydrolysis and esterification reaction under the action of a diazotization reagent to prepare methyl 2-hydroxy-6-methylbenzoate; (3) methylation reaction: with methyl 2-hydroxy-6-methylbenzoate as a raw material and dimethyl sulfate as a methylation reagent, carrying out methylation reaction in the presence of alkali to prepare methyl 2-methoxy-6-methylbenzoate; and (4) hydrolysis reaction: mixing the methyl 2-methoxy-6-methylbenzoate with alkali and water, conducting heating for hydrolysis, conducting cooling after the reaction is completed, adjusting the pH value to 1-3 by using acid, separating out a product, and conducting filtering and drying to obtain the 2-methoxy-6-methylbenzoic acid.

Compound containing benzotriazinone structure, preparation method and application thereof, and herbicide

The invention relates to the field of pesticide compounds, and discloses a compound containing a benzotriazinone structure, a preparation method and application thereof, and a herbicide, and the compound has a structure represented by a formula (I). The c

Discovery of β-Arrestin Biased, Orally Bioavailable, and CNS Penetrant Neurotensin Receptor 1 (NTR1) Allosteric Modulators

Neurotensin receptor 1 (NTR1) is a G protein coupled receptor that is widely expressed throughout the central nervous system where it acts as a neuromodulator. Neurotensin receptors have been implicated in a wide variety of CNS disorders, but despite extensive efforts to develop small molecule ligands there are few reports of such compounds. Herein we describe the optimization of a quinazoline based lead to give 18 (SBI-553), a potent and brain penetrant NTR1 allosteric modulator.

TETRAZOLINONE COMPOUND AND USE THEREOF

The compound represented by formula (1): wherein R4 and R5 each represents a hydrogen atom, a halogen atom, or a C1-C3 alkyl group; R6 represents a C1-C4 alkyl group, a C3-C6 cycloalkyl group, or the like; R7, R8, and R9 each represents a hydrogen atom, a halogen atom, or the like; R10 represents a C1-C3 alkyl group, or the like; R13 represents a C1-C3 alkyl group, or the like; and Q represents a phenyl group, or the like; has an excellent control effect on pests.

TETRAZOLINONE COMPOUND AND APPLICATIONS THEREOF

Disclosed is a tetrazolinone compound having a high pest control effect and represented by the formula (1): wherein R1, R2, R3, and R11 each represent a halogen atom, a C1-C6 alkyl group, or the like; R4 and R5 each represent a hydrogen atom, a halogen atom, a C1-C3 alkyl group, or the like; R6 represents a C1-C3 alkyl group which may have a halogen atom(s) or the like; R7, R8, and R9 each represent a hydrogen atom, a halogen atom, or the like; R10 represents a C1-C3 alkyl group or the like; R12 represents a C1-C6 alkyl group, a C3-C6 cycloalkyl group, or the like, and R13 represents a C1-C6 alkyl group, a C2-C6 alkenyl group, or the like.

Double C(sp3)-H bond functionalization mediated by sequential hydride shift/cyclization process: Diastereoselective construction of polyheterocycles

Described herein are two novel types of double C(sp3)-H bond functionalizations triggered by a sequential hydride shift/cyclization process: (1) construction of a bicyclo[3.2.2]nonane skeleton by a [1,6]- and [1,5]-hydride shift sequence and (2) sequential [1,4]- and [1,5]-hydride shift mediated construction of a linear tricyclic skeleton.

TETRAZOLINONE COMPOUNDS AND ITS USE AS PESTICIDES

The present invention provides a compound having an excellent efficacy for controlling pests. A tetrazolinone compound of a formula (1): [wherein R1 represents an C6-C16 aryl group, an C1-C12 alkyl group, or a C3-C12 cycloalkyl group, etc., which each optionally be substituted; R2, R3, R4 and R5 represent independently of each other a hydrogen atom, a halogen atom or an C1-C3 alkyl group, etc.; R6 represents an C1-C6 alkyl group, a C3-C6 cycloalkyl group, a halogen atom, a C1-C6 haloalkyl group, an C2-C6 alkenyl group, an C1-C6 alkoxy group, or a C1-C6 haloalkoxy group, etc.; R7, R8 and R9 represent independently of each other a hydrogen atom, a halogen atom, or an C1-C4 alkyl group, etc.; X represents an oxygen atom or a sulfur atom; and R10 represents an C1-C6 alkyl group, etc.] shows an excellent controlling efficacy on pests.

Synthesis of substituted indole from 2-aminobenzaldehyde through [1,2]-aryl shift

A mild, efficient, and simple method for the synthesis of 3-ethoxycarbonylindoles has been developed. Addition of ethyl diazoacetate (EDA) to 2-aminobenzaldehydes cleanly affords the indole core. As opposed to other common approaches for the synthesis of indole, this method displays both excellent functional group tolerance and perfect regiochemical control. This allowed the synthesis of a variety of useful indole building blocks from 2-aminobenzaldehydes derived from readily available anthranilic acids.