36304-48-0

Basic information

• Product Name: 2-(4-CHLORO-2-METHYLPHENOXY)PROPANOHYDRAZIDE
• Synonyms: 2-(4-CHLORO-2-METHYLPHENOXY)PROPANOHYDRAZIDE;AKOS BBS-00001069;AKOS B014943;CHEMBRDG-BB 3014943;ART-CHEM-BB B014943;2-(4-chloro-2-methylphenoxy)propanohydrazide(SALTDATA: FREE)
• CAS NO: 36304-48-0
• Molecular Formula: C₁₀H₁₃ClN₂O₂
• Molecular Weight: 228.68
• Mol File: 36304-48-0.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 425.5°C at 760 mmHg
• Flash Point: 211.1°C
• Appearance: /
• Density: 1.238g/cm³
• Vapor Pressure: 1.91E-07mmHg at 25°C
• Refractive Index: 1.552
• CAS DataBase Reference: 2-(4-CHLORO-2-METHYLPHENOXY)PROPANOHYDRAZIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(4-CHLORO-2-METHYLPHENOXY)PROPANOHYDRAZIDE(36304-48-0)
• EPA Substance Registry System: 2-(4-CHLORO-2-METHYLPHENOXY)PROPANOHYDRAZIDE(36304-48-0)

Safety Data

• Hazard Codes: Xi
• HazardClass: IRRITANT
• Hazardous Substances Data: 36304-48-0(Hazardous Substances Data)

Usage

Molecular Weight

222.67 g/mol

Physical Appearance

White to light brown solid

Melting Point

126-128°C

Usage

Intermediate in the synthesis of pharmaceuticals and agrochemicals

Primary Application

Building block in the production of various organic compounds with biological or agricultural applications

Potential Uses

Research and development in the creation of new drugs and pesticides

InChI:InChI=1/C10H13ClN2O2/c1-6-5-8(11)3-4-9(6)15-7(2)10(14)13-12/h3-5,7H,12H2,1-2H3,(H,13,14)

Upstream product

• 23844-56-6 methyl R-2-(4-chloro-2-methylphenoxy)propanoate 
• 1570-64-5 2-methyl-4-chlorophenol 
• 40390-11-2 2-(4-Chloro-2-methyl-phenoxy)-propionic acid ethyl ester 

Downstream Products

• 13791-48-5 C₁₃H₁₈ClN₃O₃ 
• 13791-49-6 C₁₅H₂₂ClN₃O₃ 
• 13793-23-2 2-(4-Chloro-2-methyl-phenoxy)-propionic acid isopropylidene-hydrazide 
• 13791-46-3 C₁₆H₁₇ClN₂O₄S 
• 13793-24-3 2-(4-Chloro-2-methyl-phenoxy)-propionic acid [1-phenyl-eth-(E)-ylidene]-hydrazide 
• 13791-47-4 C₁₂H₁₆ClN₃O₃ 
• 13791-36-1 Acetic acid N'-[2-(4-chloro-2-methyl-phenoxy)-propionyl]-hydrazide 
• 13791-45-2 Benzoic acid N'-[2-(4-chloro-2-methyl-phenoxy)-propionyl]-hydrazide 
• 13793-22-1 2-(4-Chloro-2-methyl-phenoxy)-propionic acid [1-phenyl-meth-(Z)-ylidene]-hydrazide 
• 13793-26-5 3-{[2-(4-Chloro-2-methyl-phenoxy)-propionyl]-hydrazono}-butyric acid ethyl ester 
• 13791-44-1 2-(4-Chloro-2-methyl-phenoxy)-propionic acid N'-[2-(4-chloro-2-methyl-phenoxy)-propionyl]-hydrazide 
• 13791-40-7 C₁₁H₁₃ClN₂O₃ 

Relevant articles and documents

Synthesis and biological evaluation of novel Ani9 derivatives as potent and selective ANO1 inhibitors

Anoctamin 1 (ANO1), a calcium-activated chloride channel, is highly expressed and amplified in a number of carcinomas including breast, pancreatic and prostate cancers. Downregulation of ANO1 expression and function significantly inhibits cell proliferation, migration, and invasion of various cancer cell lines. Development of potent and selective ANO1 inhibitors is currently desirable, which may provide a new strategy for cancer treatment. Our previous study revealed a new class of ANO1 inhibitor, (E)-2-(4-chloro-2-methylphenoxy)-N'-(2-methoxybenzylidene)acetohydrazide (Ani9) and structural optimization via chemical modification of Ani9 basic skeleton was undertaken for the development of more potent and specific inhibitors of ANO1. Structure-activity relationship studies with newly synthesized derivatives revealed a number of potent ANO1 inhibitors, among which 5f is the most potent inhibitor with an IC50 value of 22 nM. The selectivity analyses showed that 5f has excellent selectivity to ANO1 (>1000-fold over ANO2). In cellular assays, 5f significantly inhibited cell proliferation of PC3, MCF7, and BxPC3 cells expressing high levels of ANO1. In addition, 5f strongly reduced the protein levels of ANO1 in PC3 cells. This study will be useful in the development of ANO1 inhibitors for treatment of cancer and other ANO1-related diseases.