155184-81-9

Basic information

• Product Name: 2-AMINO-4-CHLORO-5-METHYL-BENZOIC ACID
• Synonyms: 2-AMINO-4-CHLORO-5-METHYL-BENZOIC ACID;2-amino-4-chloro-5-methyl;8017 2-AMINO-4-CHLORO-5-METHYL BENZOIC ACID ..
• CAS NO: 155184-81-9
• Molecular Formula: C₈H₈ClNO₂
• Molecular Weight: 185.61
• Mol File: 155184-81-9.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 354.2 °C at 760 mmHg
• Flash Point: 168 °C
• Appearance: /
• Density: 1.401 g/cm³
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• CAS DataBase Reference: 2-AMINO-4-CHLORO-5-METHYL-BENZOIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 2-AMINO-4-CHLORO-5-METHYL-BENZOIC ACID(155184-81-9)
• EPA Substance Registry System: 2-AMINO-4-CHLORO-5-METHYL-BENZOIC ACID(155184-81-9)

Safety Data

• Hazard Codes: Xi
• Statements: 36
• Safety Statements: 26
• Hazardous Substances Data: 155184-81-9(Hazardous Substances Data)

Usage

General Description

2-Amino-4-chloro-5-methyl-benzoic acid is a chemical compound with the molecular formula C8H8ClNO2. It is a derivative of benzoic acid and contains an amino group, a chlorine atom, and a methyl group attached to the benzene ring. 2-AMINO-4-CHLORO-5-METHYL-BENZOIC ACID has applications in the pharmaceutical and agricultural industries, where it can be used as a building block for the synthesis of various pharmaceuticals and agrochemicals. It is also used as a reagent in organic chemistry and can undergo various chemical reactions to produce other compounds.

Upstream product

• 95-74-9 3-chloro-p-toluidine 
• 1204312-39-9 4-chloro-5-methyl-N-acetylanthranilic acid 
• 155184-79-5 N-(3-chloro-4-methyl-phenyl)-2-hydroxyimino-acetamide 
• 7745-89-3 3-chloro-4-methylaniline hydrochloride 
• 116010-06-1 N-(2-bromo-5-chloro-4-methylphenyl)acetamide 
• 102170-52-5 2-bromo-5-chloro-4-methylaniline 
• 7149-79-3 N-(3-chloro-4-methylphenyl)acetamide 
• 289686-80-2 2-cyano-5-chloro-4-methylaniline 
• 96187-75-6 6-chloro-5-methylisatin 

Downstream Products

• 860193-26-6 7-chloro-6-methyl-3H-quinazolin-4-one 
• 458533-69-2 methyl 2-amino-4-chloro-5-methylbenzoate 
• 458533-71-6 methyl 2-methoxyacetamido-4-chloro-5-methylbenzoate 
• 458533-73-8 2-methoxyacetamido-4-chloro-5-methyl N-methylbenzamide 
• 289686-85-7 2-acetoxymethyl-7-chloro-3,6-dimethyl-3,4-dihydroquinazolin-4-one 
• 289686-86-8 2-acetoxymethyl-6-bromomethyl-7-chloro-3-methyl-3,4-dihydroquinazolin-4-one 
• 289687-02-1 tert-butyl 4-[N-[7-chloro-2-hydroxymethyl-4-oxo-3,4-dihydroxyquinazolin-6-ylmethyl]-N-(prop-2-ynyl)amino]benzoate 
• 289686-88-0 tert-butyl 4-[N-[7-chloro-2-hydroxymethyl-3-methyl-4-oxo-3,4-dihydroquinazolin-6-ylmethyl]-N-(prop-2-ynyl)amino]benzoate 
• 289687-01-0 tert-butyl 4-[N-[2-acetoxymethyl-7-chloro-4-oxo-3,4-dihydroxyquinazolin-6-ylmethyl]-N-(prop-2-ynyl)amino]benzoate 
• 289686-89-1 tert-butyl 4-[N-[7-chloro-2-methanesulfonyloxymethyl-3-methyl-4-oxo-3,4-dihydroquinazolin-6-ylmethyl]-N-(prop-2-ynyl)amino]benzoate 
• 289686-87-9 tert-butyl 4-[N-[2-acetoxymethyl-7-chloro-3-methyl-4-oxo-3,4-dihydroquinazolin-6-ylmethyl]-N-(prop-2-ynyl)amino]benzoate 
• 289687-03-2 tert-butyl 4-[N-[7-chloro-2-methanesulfonyloxymethyl-4-oxo-3,4-dihydroxyquinazolin-6-ylmethyl]-N-(prop-2-ynyl)amino]benzoate 
• 289686-91-5 tert-butyl4-[N-[2-diethylaminomethyl-7-chloro-3-methyl-4-oxo-3,4-dihydroquinazolin-6-ylmethyl]-N-(prop-2-ynyl)amino]benzoate 
• 289686-93-7 tert-butyl 4-[N-[7-chloro-3-methyl-2-morpholinomethyl-4-oxo-3,4-dihydroquinazolin-6-ylmethyl]-N-(prop-2-ynyl)amino]benzoate 

Relevant articles and documents

BENZAMIDE DERIVATIVE

The present invention relates to benzamide derivatives represented by formula (I) or pharmaceutically acceptable salts thereof.

Analogues of 4-[(7-Bromo-2-methyl-4-oxo-3 H -quinazolin-6-yl)methylprop-2- ynylamino]- N -(3-pyridylmethyl)benzamide (CB-30865) as potent inhibitors of nicotinamide phosphoribosyltransferase (Nampt)

We have shown previously that the target of the potent cytotoxic agent 4-[(7-bromo-2-methyl-4-oxo-3H-quinazolin-6-yl)methyl-prop-2-ynylamino] -N-(3-pyridylmethyl)benzamide (CB38065, 1) is nicotinamide phosphoribosyltransferase (Nampt). With its cellular target known we sought to optimize the biochemical and cellular Nampt activity of 1 as well as its cytotoxicity. It was found that a 3-pyridylmethylamide substituent in the A region was critical to cellular Nampt activity and cytotoxicity, although other aromatic substitution did yield compounds with submicromolar enzymatic inhibition. Small unsaturated groups worked best in the D-region of the molecule, with 3,3-dimethylallyl providing optimal potency. The E region required a quinazolin-4-one or 1,2,3-benzotriazin-4-one group for activity, and many substituents were tolerated at C2 of the quinazolin-4-one. The best compounds showed subnanomolar inhibition of Nampt and low nanomolar cytotoxicity in cellular assays.

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.