32022-38-1

Basic information

• Product Name: 2-(4-CHLORO-2-METHYLPHENOXY)ACETIC ACID HYDRAZIDE
• Synonyms: AKOS BBB/133;AKOS BBS-00001030;(4-CHLORO-2-METHYL-PHENOXY)-ACETIC ACID HYDRAZIDE;2-METHYL-4-CHLOROPHENOXYACETIC ACID HYDRAZIDE;2-(4-CHLORO-2-METHYLPHENOXY)ACETIC ACID HYDRAZIDE;2-(4-CHLORO-O-TOLYLOXY)ACETIC ACID HYDRAZIDE;(4-Chloro-2-methylphenoxy)acetohydrazide;2-(2-Methyl-4-chlorophenoxy)acetohydrazide
• CAS NO: 32022-38-1
• Molecular Formula: C₉H₁₁ClN₂O₂
• Molecular Weight: 214.65
• EINECS: -0
• Mol File: 32022-38-1.mol
• Article Data: 6

Chemical Properties

• Melting Point: 149-151°C
• Boiling Point: 427.5 °C at 760 mmHg
• Flash Point: 212.4 °C
• Appearance: /
• Density: 1.279 g/cm³
• Vapor Pressure: 1.63E-07mmHg at 25°C
• Refractive Index: 1.562
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• PKA: 12.11±0.35(Predicted)
• BRN: 983137
• CAS DataBase Reference: 2-(4-CHLORO-2-METHYLPHENOXY)ACETIC ACID HYDRAZIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(4-CHLORO-2-METHYLPHENOXY)ACETIC ACID HYDRAZIDE(32022-38-1)
• EPA Substance Registry System: 2-(4-CHLORO-2-METHYLPHENOXY)ACETIC ACID HYDRAZIDE(32022-38-1)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• HazardClass: IRRITANT
• Hazardous Substances Data: 32022-38-1(Hazardous Substances Data)

Usage

General Description

2-(4-Chloro-2-methylphenoxy)acetic acid hydrazide is a chemical compound with the molecular formula C9H10ClN2O3. It is a derivative of phenoxyacetic acid and is commonly used in the agricultural industry as a herbicide. It works by inhibiting the growth of broadleaf weeds and certain grasses by disrupting their hormone balance. As a hydrazide, it has the potential to form hydrazone derivatives and is also used as a starting material for the synthesis of other compounds. Additionally, it has been studied for its potential use as a precursor in the synthesis of pharmaceutical compounds.

InChI:InChI=1/C9H11ClN2O2/c1-6-4-7(10)2-3-8(6)14-5-9(13)12-11/h2-4H,5,11H2,1H3,(H,12,13)

Upstream product

• 2698-38-6 ethyl 2-(4-chloro-2-methylphenoxy)acetate 
• 94-74-6 MCPA 
• 2436-73-9 methyl 2-(4-chloro-2-methylphenoxy)acetate 
• 1570-64-5 2-methyl-4-chlorophenol 

Downstream Products

• 328567-13-1 C₁₄H₁₄ClN₃O₂ 
• 356102-02-8 2-(4-chloro-2-methylphenoxy)-N'-[-(2-chlorophenyl)methylidene]acetohydrazide 
• 478382-70-6 2-(4-chloro-2-methylphenoxy)-N'-[(3,4-dichlorophenyl)methylidene]acetohydrazide 
• 356102-15-3 2-(4-chloro-2-methylphenoxy)-N'-[(2,6-dichlorophenyl)methylidene]acetohydrazide 
• 305864-57-7 2-(4-chloro-2-methylphenoxy)-N'-[-(2-fluorophenyl)methylidene]acetohydrazide 
• 474965-94-1 2-(4-chloro-2-methylphenoxy)-N'-[3-thienylmethylidene]acetohydrazide 
• 328113-75-3 2-(4-chloro-2-methylphenoxy)-N'-[-2-furylmethylidene]acetohydrazide 
• 329047-45-2 2-(4-chloro-2-methylphenoxy)-N'-[-(5-methyl-2-furyl)methylidene]acetohydrazide 
• 1637484-83-3 2-(4-chloro-2-methylphenoxy)-N'-[-(2,3-dihydroxyphenyl)methylidene]acetohydrazide 
• 478668-48-3 2-(4-chloro-2-methylphenoxy)-N'-[-(3,4-dihydroxyphenyl)methylidene]acetohydrazide 
• 356102-47-1 2-(4-chloro-2-methylphenoxy)-N'-[1-(4-hydroxyphenyl)ethylidene]acetohydrazide 
• 1637484-84-4 2-(4-chloro-2-methylphenoxy)-N'-[1-(2,4,6-trihydroxyphenyl)ethylidene]acetohydrazide 
• 51496-79-8 2-(4-chloro-2-methylphenoxy)-N'-[(4-hydroxyphenyl)methylidene]acetohydrazide 
• 356102-04-0 2-(4-chloro-2-methylphenoxy)-N'-[-1-naphthylmethylidene]acetohydrazide 

Relevant articles and documents

Synthesis, structure analysis, DFT calculations and energy frameworks of new coumarin appended oxadiazoles, to regress ascites malignancy by targeting VEGF mediated angiogenesis

Ascites malignancy is a frequent cause of morbidity and presents significant management problems which occur in many cancers. Angiogenesis plays a major role in the prognosis of ascites tumor through Vascular Endothelial Growth Factor (VEGF). Inhibition o

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.

Synthesis and antibacterial evaluation of new sulfone derivatives containing 2-aroxymethyl-1,3,4-oxadiazole/thiadiazole moiety

Sulfones are one of the most important classes of agricultural fungicides. To discover new lead compounds with high antibacterial activity, a series of new sulfone derivatives were designed and synthesized by introducing the aroxymethyl moiety into the scaffold of 1,3,4-oxadiazole/thiadiazole sulfones. Antibacterial activities against three phytopathogens (Xanthomonas oryzae pv. oryzae, Ralstonia solanacearum, Xanthomonas axonopodis pv. citri.) were assayed in vitro. As compared to the control of commercial fungicides and some reported sulfone fungicides, seven compounds 5I-1-5I-7 exerted remarkably higher activities with EC50 values ranging from 0.45-1.86 μg/mL against X. oryzae and 1.97-20.15 μg/mL against R. solanacearum. Exhilaratingly, 5I-1, 5I-2 and 5I-4 displayed significant in vivo activity against X. oryzae with protective effect of 90.4%, 77.7%, and 81.1% at 200 μg/mL, respectively, much higher than that exhibited by Bismerthiazol (25.6%) and Thiadiazole-copper (32.0%). And the differential phytotoxicity of active derivatives was preliminarily checked. The results demonstrated that derivative of 2-aroxymethyl-1,3,4-oxadiazole/thiadiazole sulfone can serve as potential alternative bactericides for the management of plant bacterial diseases.