59483-54-4

Basic information

• Product Name: 3-Chloro-2-nitroaniline
• Synonyms: TIMTEC-BB SBB008617;3-CHLORO-2-NITRO-PHENYLAMINE;3-CHLORO-2-NITROANILINE;3-CHLORO-2-NITROANILINE ---YELLOW POWDER, 98%---;2-Nitro-3-chloroaniline;3-Chloro-2-nitroaniline 98%;2-Amino-6-chloronitrobenzene, 1-Amino-3-chloro-2-nitrobenzene;2-Amino-6-chloronitrobenzene
• CAS NO: 59483-54-4
• Molecular Formula: C₆H₅ClN₂O₂
• Molecular Weight: 172.57
• EINECS: 261-782-9
• Product Categories: Amines;blocks;NitroCompounds;Pyridines;Anilines, Aromatic Amines and Nitro Compounds
• Mol File: 59483-54-4.mol

Chemical Properties

• Melting Point: 107-108°C
• Boiling Point: 327.1 °C at 760 mmHg
• Flash Point: 151.6 °C
• Appearance: /
• Density: 1.494 g/cm³
• Vapor Pressure: 0.000207mmHg at 25°C
• Refractive Index: 1.646
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• PKA: -1.29±0.10(Predicted)
• CAS DataBase Reference: 3-Chloro-2-nitroaniline(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Chloro-2-nitroaniline(59483-54-4)
• EPA Substance Registry System: 3-Chloro-2-nitroaniline(59483-54-4)

Safety Data

• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36/37/39
• Hazardous Substances Data: 59483-54-4(Hazardous Substances Data)

Usage

Chemical Properties

red powder

InChI:InChI=1/C6H5ClN2O2/c7-4-2-1-3-5(8)6(4)9(10)11/h1-3H,8H2

Upstream product

• 601-88-7 2,6-dichloronitrobenzene 
• 99233-27-9 N-(3-chloro-2-nitrophenyl)acetamide 
• 124-41-4 sodium methylate 
• 59772-47-3 3-chloro-2-nitrobenzamide 
• 4771-47-5 3-chloro-2-nitro-benzoic acid 
• 54381-48-5 C₆H₅ClN₂O₂ 
• 7647-01-0 hydrogenchloride 
• 602-02-8 2,3-dinitrochlorobenzene 
• 588-07-8 3-Chloroacetanilide 
• 5228-61-5 5-bromo-2-nitroaniline 
• 19088-99-4 3-chloro-2-nitrobenzoyl chloride 
• 64-17-5 ethanol 

Downstream Products

• 105905-40-6 bis-(3-chloro-2-nitro-phenyl)-diazene 
• 131885-46-6 3-(1-Imidazolyl)-2-nitroaniline 
• 149156-05-8 3-chloro-2-nitro-N-formylaniline 
• 141816-10-6 3-chloro-2-nitro-N,N-dimethylaniline 
• 60498-63-7 N-Methyl-N-p-toluolsulfonyl-2-nitro-3-chloranilin 
• 347162-14-5 N-(3-chloro-2-nitrophenyl)glycine 
• 351458-30-5 3-(methylsulfanyl)-2-nitroaniline 
• 494226-28-7 3-(butylsulfanyl)-2-nitroaniline 
• 872471-89-1 3-(ethylthio)-2-nitroaniline 
• 351458-31-6 3-methylsulfanylbenzene-1,2-diamine 
• 872471-97-1 3-ethylsulfanylbenzene-1,2-diamine 
• 120258-69-7 2,8-dichloroquinoxaline 
• 65180-12-3 8-chloro-2-quinoxalinol 
• 347162-29-2 2-[4-(8-chloro-quinoxalin-2-yloxy)-phenoxy]-propionic acid methyl ester 

Relevant articles and documents

NRF2 REGULATORS

The present invention relates to bis aryl analogs, pharmaceutical compositions containing them and their use as Nrf2 regulators.

Identification of novel HDAC inhibitors through cell based screening and their evaluation as potential anticancer agents

A series of benzimidazole based HDAC inhibitors have been rationally designed, synthesized and screened. The SAR of this new chemotype is described. The lead compound, 11e, showed strong activity in several cellular assays and demonstrated in vivo efficacy in mouse xenograft pancreatic cancer models.

Synthesis and potent antifungal activity against Candida species of some novel 1H-benzimidazoles

(Chemical Equation Presented) A series of 47 novel N1-alkylated- 2-aryl-5(6)-substituted-1H-benzimidazoles and their three novel indole analogues were synthesized and evaluated for in vitro antifungal activities against Candida species by the tube dilution method. The results showed that compounds 79 and 80, having pyridine at the position C-2, of benzimidazoles exhibited the greatest activity with MIC values of 6.25-3.12 μg/mL. Indole analogues 108-110 have no inhibitory activity.

C-6 RING-SUBSTITUTED PYRIDO[1,2-a]BENZIMIDAZOLE DERIVATIVES USEFUL IN TREATING CENTRAL NERVOUS SYSTEM DISORDERS

A C-6 ring-substituted pyrido[1,2-a]benzimidazole derivative of the formula:methods of preparation and pharmaceutical compositions containing a substituted pyrido[1,2-a]benzimidzole derivative as the active ingredient are disclosed. The substituted pyrido[1,2-a]benzimidazole derivatives are useful in the treatment of central nervous system disorders.

C-6 ring-substituted pyrido[1,2-a]benzimidazole derivatives useful in treating central nervous system disorders

A C-6 ring-substituted pyrido[1,2-a]benzimidazole derivative of the formula: methods of preparation and pharmaceutical compositions containing a substituted pyrido[1,2-a]benzimidzole derivative as the active ingredient are disclosed. The substituted pyrido[1,2-a]benzimidazole derivatives are useful in the treatment of central nervous system disorders.

Structure-activity relationship of N-[2-(dimethylamino)-6-[3-(5-methyl-4- phenyl-1H-imidazol-1-yl)propoxy]phenyl]-N'-pentylurea and analogues. Novel potent inhibitors of acyl-CoA:cholesterol O-acyltransferase with antiatherosclerotic activity

We have discovered N-butyl-N'-[2-(dimethylamino)-6-[3-(4-phenyl-1H- imidazol-1-yl)propoxy]phenyl]urea (4), a novel, potent, and systemically bioavailable inhibitor of ACAT (acylCoA:cholesterol O-acyltransferase). The structure-activity relationships (SARs) of this lead compound 4 were investigated by systematic modification of four regions in the molecule. The compounds prepared in this study were tested for in vitro inhibitory activity toward both aortic and intestinal ACATs, and selected compounds were further tested for in vivo hypocholesterolemic activity. The studies not only resulted in the discovery of N-[2-(dimethylamino)-6-[3-(5-methyl-4-phenyl- 1H-imidazol-1-yl)propoxy]phenyl]-N'-pentylurea (24), with potent activity and moderate plasma level after oral administration, but also revealed the SAR in each modified region. Four compounds (4, 13, 14, 24) were further selected for testing of in vivo antiatherosclerotic activity; 4, 13, and 24 reduced atherosclerotic plaque development to 38-45% of the control value in terms of area, while 14 did not have a significant antiatherosclerotic effect.

Cardiotonic Agents. Synthesis and Cardiovascular Properties of Novel 2-Arylbenzimidazoles and Azabenzimidazoles

Novel 2-arylbenzimidazoles and azabenzimidazoles were synthesized, and their inotropic action was evaluated.Changes in left ventricular pressure, dP/dt max, were measured as an index of cardiac contractility.The structural features that impart optimal inotropic activity are presented.The most potent compounds were evaluated orally in conscious dogs with implanted Konigsberg pressure transducers.To investigate the mechanism of action, the most potent compounds were tested for their calcium-sensitizing properties and their potential for the inhibition of phosphodiesterase.Two compounds, 1 and 41, showed interesting in vitro and oral activity without side effects.They have a more potent calcium-sensitizing effect than MCI-154 and are under further investigation.

Competitive Cyclisation of Singlet and Triplet Nitrenes. Part 10. The Choice between Carbazole and Phenothiazine Formation.

2-Azido-3-(p-tolylthio)biphenyl (2) undergoes thermal decomposition to yield 1-(p-tolylthio)carbazole (5) and hot acetophenone-sensitised photolysis to give 7-methyl-1-phenylphenothiazine (6).Triethyl phosphite mediated deoxygenation of 2-nitro-3-(p-tolylthio)biphenyl (1) proceeds only at elevated temperature (214 deg) to give solely the carbazole.These results underline the singlet nitrene origin of the carbazole whereas either nitrene spin state can give the phenothiazine.

NEW APPROACHES TO HETEROCYCLES VIA NITRENES

Nitrenes derived from 2-azidophenyl aryl sulphides, 2-azidophenyl aryl ketones, aryl 2-azidobenzoyl esters and aryl or arylalkyl azidoformates have been cyclised to yield a wide variety of novel heterocycles.