66232-57-3

Basic information

• Product Name: 2-METHYL-6-NITROBENZOYL CHLORIDE
• Synonyms: 6-NITRO-O-TOLUOYL CHLORIDE;2-METHYL-6-NITROBENZOYL CHLORIDE;Benzoyl chloride, 2-methyl-6-nitro- (9CI)
• CAS NO: 66232-57-3
• Molecular Formula: C₈H₆ClNO₃
• Molecular Weight: 199.59
• Product Categories: ACIDHALIDE
• Mol File: 66232-57-3.mol

Chemical Properties

• Melting Point: 42 °C
• Boiling Point: 311.9°C at 760 mmHg
• Flash Point: 142.4°C
• Appearance: /
• Density: 1.386g/cm³
• Vapor Pressure: 0.000548mmHg at 25°C
• Refractive Index: 1.579
• Storage Temp.: Refrigerator
• CAS DataBase Reference: 2-METHYL-6-NITROBENZOYL CHLORIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-METHYL-6-NITROBENZOYL CHLORIDE(66232-57-3)
• EPA Substance Registry System: 2-METHYL-6-NITROBENZOYL CHLORIDE(66232-57-3)

Safety Data

• Statements: 34
• Safety Statements: 36/37/39-45
• RIDADR: 3261
• HazardClass: 8
• PackingGroup: III
• Hazardous Substances Data: 66232-57-3(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
2-methyl-6-nitrobenzoyl chloride serves as a key intermediate in the synthesis of pharmaceuticals, contributing to the development of new drugs with potential therapeutic applications. Its ability to introduce the 6-nitrobenzoyl group into molecules makes it a valuable component in the creation of diverse medicinal compounds.
Used in Agrochemical Industry:
In the agrochemical sector, 2-methyl-6-nitrobenzoyl chloride is utilized for the synthesis of various agrochemicals, including pesticides and herbicides. Its role in these applications is to enhance the effectiveness of these products, supporting agricultural productivity and crop protection.
Used in Organic Synthesis:
As a reagent in organic synthesis, 2-methyl-6-nitrobenzoyl chloride is employed for the introduction of the 6-nitrobenzoyl group into other molecules. This functionality is crucial for the development of new organic compounds with specific properties and potential applications across various industries.
Used in Research and Development:
2-methyl-6-nitrobenzoyl chloride is also used in research and development settings, where it aids scientists in exploring new chemical reactions and pathways. Its unique properties make it a valuable tool for advancing knowledge in organic chemistry and related fields.

InChI:InChI=1/C8H6ClNO3/c1-5-3-2-4-6(10(12)13)7(5)8(9)11/h2-4H,1H3

Upstream product

• 13506-76-8 2-methyl-6-nitrobenzoic acid 
• 1885-76-3 2-cyano-3-nitrotoluene 
• 40637-78-3 2-methyl-6-nitro-benzoic acid amide 

Downstream Products

• 61940-22-5 methyl 2-methyl-6-nitrobenzoate 
• 59383-44-7 2-Methyl-6-nitro-benzoic acid 2-iodo-ethyl ester 
• 59383-41-4 2-Methyl-6-nitro-benzoic acid prop-2-ynyl ester 
• 59383-39-0 2-Methyl-6-nitro-benzoic acid 2-chloro-ethyl ester 
• 87693-22-9 2-methyl-6-nitro-N-1H-tetrazol-5-ylbenzamide 
• 54915-41-2 2-(hydroxymethyl)-3-methyl-1-nitrobenzene 
• 100230-80-6 (2S)-N-(6-methyl-2-nitrobenzoyl)proline 
• 160891-86-1 N-(2-methyl-6-nitrobenzoyl)-2-phenylethylamine 
• 936025-03-5 N-(3,5-difluorophenyl)-2-methyl-6-nitrobenzamide 
• 936025-14-8 N-(2,6-difluorophenyl)-2-methyl-6-nitrobenzamide 
• 107096-56-0 4-formyl-2,1-benzisoxazole 
• 40637-78-3 2-methyl-6-nitro-benzoic acid amide 
• 99057-92-8 6-Nitro-2-methyl-benzoesaeure-<2-brom-aethylester> 
• 160891-87-2 N-(2-methyl-6-nitrobenzoyl)-2-(2,5-dimethylphenyl)ethylamine 

Relevant articles and documents

COMPOUNDS, COMPOSITIONALS, AND METHODS FOR TREATING T-CELL ACUTE LYMPHOBLASTIC LEUKEMIA

In an aspect, the disclosure provides for compounds (II), compositions, and methods of administering the compounds and compositions to a patient in need thereof. In another aspect, the disclosure relates to compounds and compositions for treating cancer,

Tricyclic dihydroquinazolinones as novel 5-HT2C selective and orally efficacious anti-obesity agents

Agonists of the 5-HT2C receptor have been shown to suppress appetite and reduce body weight in animal models as well as in humans. However, agonism of the related 5-HT2B receptor has been associated with valvular heart disease. Synthesis and biological evaluation of a series of novel and highly selective dihydroquinazolinone-derived 5-HT2C agonists with no detectable agonism of the 5-HT2B receptor is described. Among these, compounds (+)-2a and (+)-3c were identified as potent and highly selective agonists which exhibited weight loss in a rat model upon oral dosing.

2,6-Dimethyl-4-nitrobenzoic anhydride (DMNBA): An effective coupling reagent for the synthesis of carboxylic esters and lactones

Various carboxylic esters are obtained at room temperature in excellent yields with high chemoselectivities from nearly equimolar amounts of carboxylic acids and alcohols using 2,6-dimethyl-4-nitrobenzoic anhydride with triethylamine by the promotion of 4-(dimethylamino)pyridine. The efficiency of the esterification is compared to those of other dehydrations using substituted benzoic anhydrides as coupling reagents. This method was successfully applied to the synthesis of threo-aleuritic acid lactone and the desired 17-membered ring compound was prepared in high yield at room temperature from the corresponding free trihydroxycarboxylic acid using 2,6-dimethyl-4-nitrobenzoic anhydride in the presence of 4-(dimethylamino)pyridine.

A novel highly stereoselective synthesis of 2,3-disubstituted 3H-quinazoline-4-one derivatives

Figure presented An efficient three-step synthesis of chiral 3H-quinazoline-4-one derivatives from commercial materials is disclosed. The Mumm reaction of imidoyl chloride with α-amino acids followed by reductive cyclization affords enantiomerically pure (ee >93%) quinazoline-4-ones in good overall yield. A comparison with existing approaches indicates that this method is superior for hindered substrates.

AROMATIC SULFONE COMPOUND AS ALDOSTERONE RECEPTOR MODULATOR

The present invention provides a compound represented by the following formula (I): [wherein, A represents a group of the following formula (A-1): etc., R1 and R2 each independently represent a hydrogen atom etc., Z represents CR3 etc., W represents CR4 etc., Q represents CR5 etc., R3, R4 and R5 each independently represent a hydrogen atom etc., Y represents an oxygen atom or sulfur atom, X represents an oxygen atom etc. and B represents an optionally substituted aryl group or optionally substituted heteroaryl group], the prodrug thereof or the pharmaceutically acceptable salt thereof for preventing or treating various diseases such as hypertesion, cerebral stroke, cardiac failure, etc.

Dihydroquinazolinones as 5HT modulators

The present application provides modulators of serotonin receptors, pharmaceutical compositions containing such modulators and methods for treating various diseases, conditions and disorders associated with modulation of serotonin receptors such as, for e

INHIBITORS OF CYTOSOLIC PHOSPHOLIPASE A2

This invention provides chemical inhibitors of the activity of various phospholipase enzymes, particularly cytosolic phospholipase A2 enzymes (cPLA2), more particularly including inhibitors of cytosolic phospholipase A2 alpha enzymes (cPLAα). In some embodiments, the inhibitors have the Formula I: wherein the constituent variables are as defined herein.

2-Arylaminopyrimidine derivatives as PLK inhibitors

Anilino-pyrimidine and 1,2,4-triazine compounds (1) are new. Anilino-pyrimidine and 1,2,4-triazine compounds of formula (1), their tautomers, racemates, enantiomers and/or diastereomers and acid-addition salts are new. X : NR 1a>, O or S; Y : CH or N; Z : hydrogen, halo, (halo)1-3C alkyl, 2-3C alkenyl, 2-3C alkynyl, formyl, 1-3C (halo)alkylcarbonyl, 2-3C alkenyl-, 2-3C alkynyl-carbonyl or pseudohalo; A : (hetero)aryl group (i) or (ii); R a> - R f>e.g. hydrogen, halo or nitro; R 1> and R 1a>hydrogen or methyl; R 2>e.g. Cl, Br, I, OR 6>; R 3>e.g. -CONR 1>-L-Q 3-Q 4-R 9>, -NR 1>-CO-L-Q 3-Q 4-R 9>; R 4>e.g. OR 6>, COR 6>, CONR 6>R 7>, NR 6>R 7>, NR 6>COR 7>, NR 6>SO 2R 7>, N=CR 6>R 7>, SR 6>, SOR 6>, SO 2R 6>, SO 2NR 6>R 7> or pseudohalogen, or any of 1-8C alkyl, 2-10C alkenyl or alkynyl, 3-8C cycloalkyl, (hetero)aryl or heterocyclyl; R 5>hydrogen, halo, trifluoromethyl, 1-3C alkyl or OR 6>; R 6>, R 7>e.g. hydrogen or any of 1-5C alkyl, 2-5C alkenyl or alkynyl, 3-10C cycloalkyl, (hetero)aryl or heterocyclyl; L : e.g. bond or residue of 1-16C alkyl, 2-16C alkenyl or alkynyl, 3-10C cycloalkyl, (hetero)aryl or heterocyclyl; Q 3 and Q 4bond or a mono- or bi-cyclic heterocyclyl, optionally substituted by one or more of Me, Et, halo, amino, hydroxy or pseudohalo; R 9>as L but not a bond; and T : N, O or S. Full definitions are given in the DEFINITIONS (Full Definitions) field. [Image] [Image] ACTIVITY : Cytostatic; Antiinflammatory; Immunosuppressive; Virucide; Anti-HIV; Dermatological; Nootropic; Neuroprotective; Nephrotropic; Vulnerary; Antibacterial; Fungicide; Antiparasitic; Antipsoriatic; Osteopathic; Cardiovascular-Gen; Vasotropic; Gastrointestinal-Gen. MECHANISM OF ACTION : Kinase inhibitor; Polo-like kinase (PLK) inhibitor. In a trial, (1) was found to have EC 50 against recombinant human PLK1 of below 5, generally 1 mu M. No results for specific compounds were given.

An Effective Use of Benzoic Anhydride and Its Derivatives for the Synthesis of Carboxylic Esters and Lactones: A Powerful and Convenient Mixed Anhydride Method Promoted by Basic Catalysts

Various carboxylic esters are obtained at room temperature in excellent yields with high chemoselectivities from nearly equimolar amounts of carboxylic acids and alcohols using 2-methyl-6-nitrobenzoic anhydride with triethylamine by the promotion of a basic catalyst such as 4-(dimethylamino)pyridine. A variety of lactones are also prepared in high yields at room temperature from the corresponding ω-hydroxycarboxylic acids with use of 2-methyl-6-nitrobenzoic anhydride in the presence of 4-(dimethylamino)pyridine. A similar reaction occurs with triethylamine when using a catalytic amount of 4-(dimethylamino)pyridine 1-oxide as an effective promoter for the intramolecular condensation reaction. These methods are successfully applied to the synthesis of erythro-aleuritic acid lactone and an eight-membered-ring lactone moiety of octalactins A and B. The efficiency of the cyclizations is compared to those of other reported lactonizations.

Structure-activity relationships of substituted benzothiophene-anthranilamide factor Xa inhibitors

Compound 1 was identified by high throughput screening as a novel, potent, non-amidine factor Xa inhibitor with good selectivity against thrombin and trypsin. A series of modifications of the three aromatic groups of 1 was investigated. Substitution of chlorine or bromine for fluorine on the aniline ring led to the discovery of subnanomolar factor Xa inhibitors. Positions on the anthranilic acid ring that can accommodate further substitution were also identified.