77158-86-2

Basic information

• Product Name: 3-CHLORO-2-NITROBENZYL ALCOHOL 97
• Synonyms: 3-CHLORO-2-NITROBENZYL ALCOHOL 97;(3-chloro-2-nitrophenyl)Methanol;3-Chloro-2-nitrobenzyl alcohol 97%;2-Nitro-3-chlorobenzyl alcohol
• CAS NO: 77158-86-2
• Molecular Formula: C₇H₆ClNO₃
• Molecular Weight: 187.581
• Product Categories: Alcohols;C7 to C8;Oxygen Compounds
• Mol File: 77158-86-2.mol

Chemical Properties

• Melting Point: 65-69 °C(lit.)
• Boiling Point: 319.393 °C at 760 mmHg
• Flash Point: 146.964 °C
• Appearance: /
• Density: 1.477 g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.612
• Storage Temp.: 2-8°C
• PKA: 13.50±0.10(Predicted)
• CAS DataBase Reference: 3-CHLORO-2-NITROBENZYL ALCOHOL 97(CAS DataBase Reference)
• NIST Chemistry Reference: 3-CHLORO-2-NITROBENZYL ALCOHOL 97(77158-86-2)
• EPA Substance Registry System: 3-CHLORO-2-NITROBENZYL ALCOHOL 97(77158-86-2)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38-43
• Safety Statements: 26-36/37-36
• WGK Germany: 3
• Hazardous Substances Data: 77158-86-2(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
3-Chloro-2-nitrobenzyl alcohol 97 is used as a key intermediate in the synthesis of various pharmaceutical compounds, contributing to the development of new drugs and therapeutic agents. Its unique chemical structure allows for the creation of molecules with specific biological activities, enhancing the efficacy and safety of medications.
Used in Agrochemical Industry:
In the agrochemical sector, 3-Chloro-2-nitrobenzyl alcohol 97 is utilized as a precursor in the production of pesticides and other crop protection agents. Its incorporation into these products helps improve their effectiveness in controlling pests and diseases, thereby increasing agricultural productivity and crop yields.
Used in Dye and Pigment Production:
3-Chloro-2-nitrobenzyl alcohol 97 is employed as an intermediate in the synthesis of dyes and pigments, which are essential for coloring textiles, plastics, and other materials. Its presence in these compounds ensures vibrant and long-lasting coloration, meeting the demands of various industries.
Used in Resin and Polymer Production:
3-CHLORO-2-NITROBENZYL ALCOHOL 97 is also used in the manufacturing of resins and polymers, which are vital components in the production of plastics, coatings, and adhesives. 3-Chloro-2-nitrobenzyl alcohol 97 contributes to the development of innovative materials with improved properties, such as enhanced durability, flexibility, and resistance to environmental factors.

InChI:InChI=1/C7H6ClNO3/c8-6-3-1-2-5(4-10)7(6)9(11)12/h1-3,10H,4H2

Upstream product

• 19088-99-4 3-chloro-2-nitrobenzoyl chloride 
• 4771-47-5 3-chloro-2-nitro-benzoic acid 

Downstream Products

• 124421-13-2 tert-Butyl-(3-chloro-2-nitro-benzyloxy)-dimethyl-silane 
• 149155-79-3 3-(dimethylamino)-2-nitrobenzyl alcohol 
• 22233-52-9 3-chloro-2-nitrobenzaldehyde 
• 714229-96-6 2-(3-chloro-2-nitro-phenyl)-thiochromen-4-one 
• 714229-86-4 2-(3-chloro-2-nitro-phenyl)-3-methanesulfinyl-thiochroman-4-one 
• 714229-78-4 1-[2-(p-methoxybenzylthio)phenyl]-2-(methylsulfinyl)-3-(3-chloro-2-nitrophenyl)-2-propen-1-one 
• 149155-80-6 3-(dimethylamino)-2-nitrobenzyl bromide 
• 149155-81-7 3-<4-(5-methyl-4-phenyl-1H-imidazol-1-yl)-1-butenyl>-2-nitro-N,N-dimethylaniline 
• 1381869-37-9 7-chloro-2-(2,4-difluorophenyl)-3-methyl-2H-indazole 
• 1381869-36-8 7-chloro-2-(2,4-difluorophenyl)-2H-indazole 
• 124421-14-3 2-(tert-Butyl-dimethyl-silanyloxymethyl)-6-chloro-phenylamine 

Relevant articles and documents

Synthesis and structure-activity relationships of thioflavone derivatives as specific inhibitors of the ERK-MAP kinase signaling pathway

Condensation of nitrobenzaldehydes 3 and α-[o-(p-methoxybenzylthio) benzoyl] sulfoxide 4 gave α-sulfinyl enones 5. Treatment of 5 with formic acid caused cyclization followed by debenzylation to afford 3-(methylsulfinyl) thioflavanones 6. Double-bond formation with elimination of methanesulfenic acid was performed by refluxing 6 in benzene, and, finally, the nitro group of 2-phenyl-4H-1-benzothiopyran-4-one (thioflavones) 7 was reduced with tin in tetrafluoroboric acid. Various 2′-aminothioflavones 8 thus prepared were evaluated for their inhibitory effects on the ERK-MAP kinase pathway. In a cell-based assay, 2-(2′-amino-3 ′-methoxyphenyl)-4H-1-benzothiopyran-4-one (8b) showed a more potent inhibitory effect than the corresponding oxygen compound (PD98059, 1) on the Raf-induced activation of the ERK-MAP kinase pathway as well as cell proliferation. Furthermore, compound 8b selectively and potently inhibited the proliferation of tumor cells in which the ERK-MAP kinase pathway is constitutively activated.

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.