143665-37-6

Basic information

• Product Name: 2-(3-Methyl-4-nitrophenyl)acetic acid
• Synonyms: 3-methyl-4-nitrobenzeneacetic acid;2-(3-Methyl-4-nitrophenyl)acetic acid;3-Methyl-4-nitrophenylacetic acid;5-(Carboxymethyl)-2-nitrotoluene, 4-(Carboxymethyl)-2-methylnitrobenzene
• CAS NO: 143665-37-6
• Molecular Formula: C₉H₉NO₄
• Molecular Weight: 195.17206
• Mol File: 143665-37-6.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 376.999 °C at 760 mmHg
• Flash Point: 167.746 °C
• Appearance: /
• Density: 1.346
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 3.86±0.10(Predicted)
• CAS DataBase Reference: 2-(3-Methyl-4-nitrophenyl)acetic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(3-Methyl-4-nitrophenyl)acetic acid(143665-37-6)
• EPA Substance Registry System: 2-(3-Methyl-4-nitrophenyl)acetic acid(143665-37-6)

Safety Data

• Hazardous Substances Data: 143665-37-6(Hazardous Substances Data)

Usage

General Description

2-(3-Methyl-4-nitrophenyl)acetic acid is a chemical compound with the molecular formula C9H9NO4. It is a yellowish crystalline powder that is soluble in dimethyl sulfoxide, methanol, and ethanol. 2-(3-Methyl-4-nitrophenyl)acetic acid is used in the synthesis of pharmaceuticals and agrochemicals. It is also used as an intermediate for the production of dyes and pigments. Additionally, this compound has been studied for its potential anti-inflammatory and antioxidant properties, making it a subject of interest in the field of medicinal chemistry.

Upstream product

• 1350468-89-1 dimethyl (3-methyl-4-nitrophenyl)propanedioate 
• 446-33-3 5-Fluoro-2-nitrotoluene 
• 594844-34-5 2-(3-methyl-4-nitrophenyl)malonic acid diethyl ester 
• 35675-46-8 3-methyl-4-nitro-benzoyl chloride 
• 2947-60-6 3-methylbenzyl cyanide 
• 119713-11-0 (3-methyl-4-nitrophenyl)acetonitrile 
• 206874-44-4 2-Diazo-1-(3-methyl-4-nitro-phenyl)-ethanone 

Downstream Products

• 192650-53-6 methyl 2-(4-amino-3-methylphenyl)acetate 
• 705240-99-9 2-(4-amino-3-methyl-phenyl)acetic acid 
• 1207089-88-0 3-chloro-2-[5-(3-methyl-4-nitrobenzyl)-3-(trifluoromethyl)-1H-1,2,4-triazol-1-yl]-5-(trifluoromethyl)pyridine 
• 594844-35-6 2-[2-(3-Methyl-4-nitrophenyl)acetoxymethyl]-2-phenyl-malonic acid diethyl ester 
• 143665-49-0 N-(3,4-Dimethoxy-benzyl)-N-methyl-2-(3-methyl-4-nitro-phenyl)-acetamide 

Relevant articles and documents

THIAZOLIDINONE COMPOUNDS AND USE THEREOF

A pharmaceutical composition containing a compound of Formula (I) for treating an opioid receptor-associated condition. Also disclosed is a method for treating an opioid receptor-associated condition using such a compound. Further disclosed are two sets of thiazolidinone compounds of formula (I): (i) compounds each having an enantiomeric excess greater than 90% and (ii) compounds each being substituted with deuterium.

PYRIMIDINE DERIVATIVE

A compound represented by the general formula (1) which has an inhibitory effect on PDE4 activity and produces little adverse side effects: wherein Ar1 represents a furyl, thienyl, triazolyl, thiazolyl, oxazolyl or benzothiazolyl group; Ar2 represents -E-AR21-G-Q (where Ar21 represents a benzene or naphthalene ring; E represents a single bond or an alkylene group; G represents a single bond, an alkylene group or an alkenylene group; and Q represents a carboxyl group, -CON(R41)(R42) or -COOR43), -E-Ar21-G2-G-Q (where E, Ar21, G and Q are as defined above; and G2 represents -O-, -S-, -SO-, -SO2- or -NRG21-) or a monocyclic aromatic heterocyclic ring other than a pyrazolyl group; R1 and R2 are the same as or different from each other and independently represent a hydrogen atom, an alkyl group which may be substituted or the like; and R3 represents a hydrogen atom or an alkyl group which may be substituted.

Partial dopamine receptor agonists with different degrees of intrinsic activity within a series of 2-(4-aminophenyl)-N,N-dipropylethylamine derivatives: Synthetic chemistry and structure-activity relationships

A series of 2-(4-aminophenyl)-N,N-dipropylethylamine derivatives were synthesized and tested for in vivo intrinsic activity at brain dopamine receptors in the rat. Differences in the sensitivity of dopamine receptors pre- and post-synaptically in the reserpine-treated rat were used to estimate the intrinsic activity of the various compounds as dopamine receptor agonists. Thus, the ability of the compounds to antagonize reserpine-induced increase in neostriatal dopamine synthesis and the suppression of spontaneous locomotor activity were taken as pre- and post-synaptic indices, respectively. The compounds in the present series display a gradient of intrinsic activity depending on the substituents in the aromatic ring. The presence of an amino group or an appropriate acylamino group in the 4-position was found to be critical for the biological activity of these compounds as agonists or antagonists. The introduction of halogen or a trifluoromethyl group in the 3-position resulted in high intrinsic activity (ie, agonist activity). The incorporation of a methyl group in the 3-position or halogens in the 3,5-positions resulted in a gradual decrease in intrinsic activity at rat brain dopamine receptors resulting in a series of compounds ranging from a full agonist to dopamine receptor blockade.