59320-13-7

Basic information

• Product Name: 2-((4-Chloro-2-nitrophenyl)amino)ethanol
• Synonyms: TIMTEC-BB SBB003384;4-CHLORO-N-(2-HYDROXYETHYL)-2-NITROANILINE;2-(4-CHLORO-2-NITROANILINO)ETHANOL;2-[(4-CHLORO-2-NITROPHENYL)AMINO]ETHANOL;HC YELLOW NO. 12;3-(4-Chloro-2-nitroanilino)-1-ethanol;Ethanol, 2-(4-chloro-2-nitrophenyl)amino-;4-Chloro-N-(2-hydroxyethyl)-2-nitroaniline >=98.0%
• CAS NO: 59320-13-7
• Molecular Formula: C₈H₉ClN₂O₃
• Molecular Weight: 216.62
• EINECS: 413-280-8
• Product Categories: Amino Alcohols;Building Blocks;Chemical Synthesis;Organic Building Blocks;Oxygen Compounds
• Mol File: 59320-13-7.mol
• Article Data: 5

Chemical Properties

• Melting Point: 104-108 °C
• Boiling Point: 411.8oC at 760 mmHg
• Flash Point: 202.9oC
• Appearance: /
• Density: 1.476g/cm3
• Vapor Pressure: 1.6E-07mmHg at 25°C
• Refractive Index: 1.649
• PKA: 14.57±0.10(Predicted)
• CAS DataBase Reference: 2-((4-Chloro-2-nitrophenyl)amino)ethanol(CAS DataBase Reference)
• NIST Chemistry Reference: 2-((4-Chloro-2-nitrophenyl)amino)ethanol(59320-13-7)
• EPA Substance Registry System: 2-((4-Chloro-2-nitrophenyl)amino)ethanol(59320-13-7)

Safety Data

• Hazard Codes: Xn,N
• Statements: 22-51/53
• Safety Statements: 22-61
• RIDADR: UN 3077 9/PG 3
• WGK Germany: 2
• F: 9
• Hazardous Substances Data: 59320-13-7(Hazardous Substances Data)

Usage

Uses

4-Chloro-N-(2-hydroxyethyl)-2-nitroaniline may be used in chemical synthesis.

InChI:InChI=1/C8H9ClN2O3/c9-6-1-2-7(10-3-4-12)8(5-6)11(13)14/h1-2,5,10,12H,3-4H2

Upstream product

• 345-18-6 2-fluoro-5-chloronitrobenzene 
• 141-43-5 ethanolamine 
• 89-61-2 2,5-dichloronitrobenzene 
• 71-36-3 butan-1-ol 

Downstream Products

• 33141-10-5 5-chloro-2-<(2-hydroxyethyl)amino>aniline 
• 100418-32-4 Methanesulfonic acid 2-(4-chloro-2-nitro-phenylamino)-ethyl ester 
• 80028-71-3 2-(2-aminoethyl)-5-chloro-1-(2-hydroxyethyl)benzimidazole dihydrochloride 
• 80028-75-7 2-(2-(2-(tert-butoxycarbonylamino)ethyl)-5-chloro-1H-benzo[d]imidazol-1-yl)ethyl 4-methylbenzene-sulfonate 
• 100418-42-6 4-Chloro-2-nitro-N-(2-thiocyanatoethyl)aniline 
• 100417-36-5 3-(4-chloro-2-nitrophenyl)-2-iminothiazolidine hydrochloride 
• 100417-10-5 3-(2-amino-4-chlorophenyl)-2-iminothiazolidine di(ethanesulfonate) 
• 89-63-4 4-Chloro-2-nitroaniline 
• 2818-69-1 6-chloro-2-methyl-1H-benzo[d]imidazole 
• 4887-91-6 6-chloro-2-propyl-1H-benzo[d]imidazole 
• 1606176-69-5 4-chloro-N-(2-(2-isocyanoethoxy)ethyl)-2-nitroaniline 

Relevant articles and documents

Discovery of methylsulfonyl indazoles as potent and orally active respiratory syncytial Virus(RSV) fusion inhibitors

Recently we described a novel class of imidazopyridine compounds that showed exceptional anti-RSV potency in cell culture. However, unfavorable pharmacokinetic (PK) properties and glutathione (GSH) adduct liabilities impeded their further development. In a bid to address the PK and early safety concerns, a small compound library consisting of dozens of scaffold-hopping analogues was designed and synthesized for RSV CPE assay screening, which led to the identification of a new chemical starting point: methylsulfonyl indole compound 8. In this paper, we report the discovery and optimization of a series of methylsulfonyl indazoles as potent RSV fusion inhibitors. In particular, compound 47 was orally efficacious in a RSV mouse model, with 1.6 log unit viral load reduction at 25 mg/kg BID upon oral dosing. The results may have broad implications for the design of new RSV fusion inhibitors, and demonstrate the potential for developing novel therapies for RSV infection.

Specific features of nucleophilic substitution in 1-chloro-3,4- dinitrobenzene

Effects of the solvent, temperature, and nucleophile nature on the selectivity of nucleophilic substitution in 1-chloro-3,4-dinitrobenzene were studied, and optimal conditions were found for the synthesis and isolation of particular products.

Cytotoxic compounds. Part 21. Chloro-, methoxy-, and methoxy-carbonyl-derivatives of (bis-2-chloroethylamino)-phenols and -anilines

New or improved syntheses are described of some NN-bis-2-chloroethylanilines carrying both a free phenolic group and a methoxycarbonyl ring substituent. A study has been made of the hydroxyethylation, with ethylene oxide, of a variety of chloro-, methoxy-, and methoxycarbonyl-nitroanilines, and of methoxy- and methoxycarbonyl-N-acylphenylenediamines. Bishydroxyethylation was inhibited by an o-methoxycarbonyl group and by an o- or p-nitro-group, but otherwise the NN-bis-2-hydroxyethyl derivatives were obtained and subsequently converted into the NN-bis-2-chloroethyl compounds. Reduction of the nitro-group, or hydrolysis of the acylamino-group, in these dichlorides led to NN-bis-2-chloroethylanilines carrying both a free amino-group and also a methoxycarbonyl-, methoxy-, or chloro-group as ring substituents. The ring-substituted (bis-2-chloroethylamino)-phenols or -anilines are precursors of mustard urethanes having potential importance as anti-tumour agents.