22631-60-3

Basic information

• Product Name: (2-CHLORO-PHENYL)-ACETIC ACID HYDRAZIDE
• Synonyms: ART-CHEM-BB B015351;CHEMBRDG-BB 3015351;AKOS B015351;(2-CHLORO-PHENYL)-ACETIC ACID HYDRAZIDE;2-(2-chlorophenyl)acetohydrazide(SALTDATA: FREE);2-(2-chlorophenyl)ethanehydrazide
• CAS NO: 22631-60-3
• Molecular Formula: C₈H₉ClN₂O
• Molecular Weight: 184.62
• Mol File: 22631-60-3.mol
• Article Data: 7

Chemical Properties

• Melting Point: 153-155.5 °C
• Boiling Point: 394.9 °C at 760 mmHg
• Flash Point: 192.6 °C
• Appearance: /
• Density: 1.283 g/cm³
• Vapor Pressure: 1.91E-06mmHg at 25°C
• Refractive Index: 1.579
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• PKA: 12.78±0.18(Predicted)
• CAS DataBase Reference: (2-CHLORO-PHENYL)-ACETIC ACID HYDRAZIDE(CAS DataBase Reference)
• NIST Chemistry Reference: (2-CHLORO-PHENYL)-ACETIC ACID HYDRAZIDE(22631-60-3)
• EPA Substance Registry System: (2-CHLORO-PHENYL)-ACETIC ACID HYDRAZIDE(22631-60-3)

Safety Data

• Hazard Codes: Xi
• HazardClass: IRRITANT
• Hazardous Substances Data: 22631-60-3(Hazardous Substances Data)

Usage

General Description

(2-Chloro-phenyl)-acetic acid hydrazide is a synthetic organic compound that falls under the class of phenylacetic acid derivatives. It consists of a phenylacetamide moiety, which includes a phenyl group (a ring of six carbon atoms, also known as an aromatic ring) that is bonded to an acetic acid group. The phenyl ring in this compound is substituted at the second position by a chlorine atom. Additionally, this compound also consists of a hydrazide group, which is a common functional group in organic chemistry. While it is primarily used in research and laboratory settings, its properties may make it useful in the development of pharmaceuticals and other chemical products.

InChI:InChI=1/C8H9ClN2O/c9-7-4-2-1-3-6(7)5-8(12)11-10/h1-4H,5,10H2,(H,11,12)

Upstream product

• 40061-54-9 2-chlorophenylacetic acid ethyl ester 
• 2444-36-2 2'-chloro-benzeneacetic acid 
• 57486-68-7 methyl (2-chlorophenyl)acetate 

Relevant articles and documents

Synthesis and structure-activity relationships of 3,4,5-trisubstituted-1,2,4-triazoles: High affinity and selective somatostatin receptor-4 agonists for Alzheimer's disease treatment

Somatostatin receptor-4 (SST4) is highly expressed in brain regions affiliated with learning and memory. SST4 agonist treatment may act to mitigate Alzheimer's disease (AD) pathology. An integrated approach to SST4 agonist lead optimization is presented herein. High affinity and selective agonists with biological efficacy were identified through iterative cycles of a structure-based design strategy encompassing computational methods, chemistry, and preclinical pharmacology. 1,2,4-Triazole derivatives of our previously reported hit (4) showed enhanced SST4 binding affinity, activity, and selectivity. Thirty-five compounds showed low nanomolar range SST4 binding affinity, 12 having a Ki 500-fold affinity for SST4 as compared to SST2A. SST4 activities were consistent with the respective SST4 binding affinities (EC50 600-fold selectivity over SST2A) display a favorable physiochemical profile, and was advanced to learning and memory behavior evaluations in the senescence accelerated mouse-prone 8 model of AD-related cognitive decline. Chronic administration enhanced learning with i.p. dosing (1 mg kg-1) compared to vehicle. Chronic administration enhanced memory with both i.p. (0.01, 0.1, 1 mg kg-1) and oral (0.01, 10 mg kg-1) dosing compared to vehicle. This study identified a novel series of SST4 agonists with high affinity, selectivity, and biological activity that may be useful in the treatment of AD. This journal is

Microwave-Assisted Synthesis, Antimicrobial Activity, and SAR Study of 3-(2-Chlorobenzyl)-6-(Substituted Phenyl)-7H-[1,2,4]Triazolo[3,4-b][1,3,4]Thiadiazines

Abstract: An efficient, simple, and greener method has been described for the synthesis of 3-(2-chlorobenzyl)-6-(substituted phenyl)-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazines by using microwave irradiations. The one-pot reaction between 4-amino-5-(2-chlorobenzyl)-4H-1,2,4-triazole-3-thiol and various phenacyl bromide in the presence of reusable catalyst DABCO and EtOH solvents to give the desired products. We have discovered different organic compounds as antimicrobial agents and study for their structure-activity relationships (SAR). The antimicrobial screening shows moderate activities against used microbes.

Asymmetric Synthesis and Antitumor Activity of Spiro-Oxadiazole Derivatives from 1,4:3,6-Dianhydro-D-fructose

A series of spiro-oxadiazoles were synthesized from 1,4:3,6-dianhydro-D-fructose and hydrazides via a stereo- selective two-step reaction sequence. The structures of newly synthesized compounds were established by spectral analysis. The absolute configuration of compound 2a was further confirmed by single crystal X-ray analysis. All the synthesized compounds were screened for their in vitro antitumor activity, showing that these compounds have poor inhibitory activities against A549, MGC-803 tumor cells.