23876-13-3

Usage

Uses

Used in Chemical Synthesis:
2-Methyl-3-nitrobenzyl alcohol is used as a key intermediate in the chemical synthesis of various compounds. Its unique structure allows it to be a versatile building block for creating a range of molecules with different applications.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 2-Methyl-3-nitrobenzyl alcohol is used as a starting material for the synthesis of pharmaceutical compounds. Its reactivity and structural features make it a valuable component in the development of new drugs.
Used in Chemical Research:
2-Methyl-3-nitrobenzyl alcohol is also utilized in chemical research as a model compound to study various reaction mechanisms and to understand the properties of similar organic molecules.
Used in the Synthesis of 2-Methyl-3-nitrobenzyl Cyanide:
2-Methyl-3-nitrobenzyl alcohol is used as a precursor in the preparation of 2-methyl-3-nitrobenzyl cyanide, which is an important compound in the chemical industry with various applications.
Used in the Synthesis of 20-Membered Macrocyclic Thiodepsipeptide:
Furthermore, 2-Methyl-3-nitrobenzyl alcohol is employed in the synthesis of 20-membered macrocyclic thiodepsipeptides, which are complex molecules with potential applications in various fields, including pharmaceuticals and materials science.

Synthesis Reference(s)

Journal of Medicinal Chemistry, 28, p. 1533, 1985 DOI: 10.1021/jm00148a028

InChI:InChI=1/C8H9NO3/c1-6-7(5-10)3-2-4-8(6)9(11)12/h2-4,10H,5H2,1H3

Upstream product

• 83647-42-1 3-amino-2-methylbenzyl alcohol 
• 39053-41-3 2-methyl-3-nitrobenzoyl chloride 
• 83-41-0 2,3-dimethylnitrobenzene 
• 59382-59-1 2-methyl-3-nitro-benzoic acid methyl ester 
• 23876-11-1 2-methyl-3-nitrobenzol-1-methandiol diacetate 
• 71516-35-3 2-methyl-3-nitrobenzonitrile 
• 59383-08-3 2-methyl-3-nitro-thiobenzoic acid S-benzyl ester 
• 89929-95-3 2-methyl-3-nitrophenylmethyl acetate 
• 7647-01-0 hydrogenchloride 
• 23876-12-2 3-formyl-2-methyl-1-nitrobenzene 
• 1975-50-4 2-methyl-3-nitrobenzic acid 

Downstream Products

• 60468-54-4 1-chloromethyl-2-methyl-3-nitro-benzene 
• 23876-14-4 3-nitro-2-methylphenylacetonitrile 
• 89929-99-7 6-nitro-2-(2-tetrahydropyranyloxy)methyltoluene 
• 23876-12-2 3-formyl-2-methyl-1-nitrobenzene 
• 23876-17-7 ethyl 2-(2-methyl-3-nitrophenyl)acetate 
• 23876-07-5 (3-amino-2-methylphenyl)acetic acid 
• 83647-42-1 3-amino-2-methylbenzyl alcohol 
• 73323-63-4 (E)-3-(2-methyl-3-nitrophenyl)propenoic acid 
• 879-50-5 3-(3-chloro-2-methylphenyl)propanoic acid 
• 61708-25-6 3-(difluoromethyl)-2-methyl-1-aminobenzene 

Relevant academic research and scientific papers

Combined production method for substituted benzaldehyde, substituted benzyl alcohol and substituted benzoic acid

The invention discloses a combined production method for substituted benzaldehyde, substituted benzyl alcohol and substituted benzoic acid. The method comprises the following steps: (1) oxidation: a step of continuously introducing substituted toluene, a catalyst and oxygen-contained gas into an oxidation reactor and carrying out reaction so as to obtain oxidation reaction liquid; (2) hydrolyzation: a step of allowing the oxidation reaction liquid to continuously enter a hydrolysis reactor, and continuously adding water into the hydrolysis reactor and carrying out reaction so as to obtain a hydrolysis reaction mixture; (3) liquid-liquid layering: a step of layering the hydrolysis reaction mixture so as to obtain an oil phase and an aqueous phase; and (4) separation of products: a step of subjecting the oil phase to distillation so as to respectively obtain incompletely-reacted substituted toluene, substituted benzyl alcohol and substituted benzaldehyde, and subjecting the aqueous phase to cooling, crystallizing and filtering so as to obtain filtrate and substituted benzoic acid. The combined production method provided by the invention has the advantages of high raw material conversion rate, few by-products, good selectivity of target products, greenness and environmental protection.

Synthesis, pharmacological evaluation and docking studies of pyrrole structure-based CB2 receptor antagonists

Abstract During the last years, there has been a continuous interest in the development of cannabinoid receptor ligands that may serve as therapeutic agents and/or as experimental tools. This prompted us to design and synthesize analogues of the CB2 receptor antagonist N-fenchyl-5-(4-chloro-3-methyl-phenyl)-1-(4-methyl-benzyl)-1H-pyrazole-3-carboxamide (SR144528). The structural modifications involved the bioisosteric replacement of the pyrazole ring by a pyrrole ring and variations on the amine carbamoyl substituents. Two of these compounds, the fenchyl pyrrole analogue 6 and the myrtanyl derivative 10, showed high affinity (Ki in the low nM range) and selectivity for the CB2 receptor and both resulted to be antagonists/inverse agonists in [35S]-GTPγS binding analysis and in an in vitro CB2 receptor bioassay. Cannabinoid receptor binding data of the series allowed identifying steric constraints within the CB2 binding pocket using a study of Van der Waals' volume maps. Glide docking studies revealed that all docked compounds bind in the same region of the CB2 receptor inactive state model.

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.

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.

PROCESS FOR THE PREPARATION OF INDOLONE DERIVATIVE

A process for the preparation of 4-[2-(Di-n-propylamino) ethyl]-2,3-dihydro-1 H-indol-2-one of formula (I) and its pharmaceutically acceptable salts, solvates Formaula I involving new intermediates of compound of formula (A) and (B) wherein R represents (i) a halogen atom selected from fluorine, chlorine atom, bromine atom and iodine atom; (ii) lower alkanesulfonyloxy group selected from methanesulfonyloxy, ethanesulfonyloxy, isopropanesulfonyloxy, propanesulfonyloxy, butanesulfonyloxy, tert-butanesulfonyloxy, pentanesulfonyloxy, hexanesulfonyloxy; (iii) substituted or unsubstantiated arylsulfonyloxy group selected from phenylsulfonyloxy, 4-methylphenylsulfonyloxy, 2-methylphenylsulfonyloxy, 4- nitrophenylsulfonyloxy, 4- methoxyphenylsulfonyloxy, 3-chlorophenylsulfonyloxy; (iv) arylalkylsulfonyloxy group selected from benzylsulfonyloxy, 2- phenylethylsulfonyloxy, 4-phenylbutylsulfonyloxy, 4- methylbenzylsulfonyloxy, 2- methylbenzylsulfonyloxy, 4- nitrobenzylsulfonyloxy, 4-methoxybenzylsulfonyloxy, 3- chlorobenzylsulfonyloxy.

A mild and selective method for the hydrolysis of esters with trimethyltin hydroxide

Mild, selective, and efficient: A new method that involves the use of trimethyltin hydroxide for the hydrolysis of specific ester groups allows chemists to steer clear of unwanted elimination reactions and epimerizations. For example, the conversion of ester 1 into carboxylic acid 2 takes place under mild conditions, with nearly complete retention of stereochemical integrity. 1,2-DCE = 1,2-dichloroethane.

Synthesis of 4-N,N-dialkylaminoethyl-2-indolones as potential dopamine agonists

A set of fourteen 4-ethyl>-2-indolone analogues of dopamine were synthesized in 15 steps and evaluated for their affinities towards the D2 receptor using sulpiride or spiperone as radioligands.Six analogues displayed D2 agonist activities comparable (Ki = 450 - 650 nM) to Ropinirole or SK and F 101468.The functionalized amino side chain introduced in the 4-position can be used to modulate the lipophlicity of the analogues without significantly affecting D2 activity. - Keywords: lactam; indolone; rigid dopamine analogue; D2 receptor binding

Process for producing 4-benzoyl-5-hydroxypyrazoles

A process for producing a 4-benzoyl-5-hydroxylpyrazole of the formula III: STR1 which comprises reacting carbon monoxide and a 5-hydroxypyrazole of the formula II: STR2 to a substituted benzene of the formula I: STR3 wherein X is a bromine atom, an iodine atom or a diazonium tetrafluoroboron salt group, in the presence of a base and a catalyst of Group VIII of the Periodic Table.

4--2(3H)-indolone: A Prejunctional Dopamine Receptor Agonist

4--2(3H)-indolone (1c) (SK and F 101468) is a potent and selective prejunctional dopamine receptor agonist.It caused a dose-related inhibition of the constrictor response to electrical stimulation in the isolated perfused rabbit ear artery (EC50 = 100 nM), and this response was antagonized by (S)-sulpiride (KB = 7 nM).Compound 1c did not stimulate or block dopamine-sensitive adenylate cyclase and did not produce stimulation of the central nervous system in rats.It was prepared from (2-methyl-3-nitrophenyl)acetic acid in a multistep sequence based on the Reissert indole synthesis.