5057-51-2

Basic information

• Product Name: 4-(3-CHLORO-PHENOXY)-BUTYRIC ACID
• Synonyms: 4-(3-CHLORO-PHENOXY)-BUTYRIC ACID;Butanoic acid, 4-(3-chlorophenoxy)-
• CAS NO: 5057-51-2
• Molecular Formula: C₁₀H₁₁ClO₃
• Molecular Weight: 214.65
• Mol File: 5057-51-2.mol
• Article Data: 11

Chemical Properties

• Boiling Point: 383.1°C at 760 mmHg
• Flash Point: 185.5°C
• Appearance: /
• Density: 1.266g/cm³
• Vapor Pressure: 1.49E-06mmHg at 25°C
• Refractive Index: 1.541
• CAS DataBase Reference: 4-(3-CHLORO-PHENOXY)-BUTYRIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(3-CHLORO-PHENOXY)-BUTYRIC ACID(5057-51-2)
• EPA Substance Registry System: 4-(3-CHLORO-PHENOXY)-BUTYRIC ACID(5057-51-2)

Safety Data

• Hazardous Substances Data: 5057-51-2(Hazardous Substances Data)

Usage

General Description

4-(3-chloro-phenoxy)-butyric acid is a chemical compound with the molecular formula C10H11ClO3. It is a chlorinated derivative of phenoxybutyric acid and is commonly used as a plant growth regulator to stimulate the growth of roots in various crops. 4-(3-CHLORO-PHENOXY)-BUTYRIC ACID is often applied to seeds, cuttings, or transplants to promote root development and improve overall plant vigor. Additionally, it has been studied for its potential use in controlling unwanted sprouting in stored potatoes and as a herbicide to control the growth of certain weeds. However, it is important to note that this chemical should be handled with care due to its potential toxicity and environmental impact.

InChI:InChI=1/C10H11ClO3/c11-8-3-1-4-9(7-8)14-6-2-5-10(12)13/h1,3-4,7H,2,5-6H2,(H,12,13)

Upstream product

• 96-48-0 4-butanolide 
• 108-43-0 3-monochlorophenol 
• 1007476-32-5 sodium ethyl acetylacetate enolate 
• 95-57-8 2-monochlorophenol 
• 111105-19-2 ethyl 4-(2-chlorophenoxy)butanoate 
• 5057-52-3 4-(2-chlorophenoxy)butanoic acid 
• 37483-53-7 ethyl 4-(3-chlorophenoxy)butanoate 
• 64-17-5 ethanol 
• 108-37-2 1-bromo-3-chlorobenzene 
• 37142-46-4 1-(3-bromopropoxy)-3-chlorobenzene 

Downstream Products

• 1240998-36-0 8-chloro-1-(2,4-dichlorophenyl)-N-(6,6-dimethyl-bicyclo[3.1.1]hept-2-yl-methyl)-4,5-dihydrobenzo-1H-6-oxa-cyclohepta[1,2-c]pyrazole-3-carboxamide 
• 37589-67-6 4-(3-Chloro-phenoxy)-N-(2-diethylamino-ethyl)-butyramide 
• 37483-56-0 N,N-Diethyl-4-(3-chlorphenoxy)buttersaeureamid 
• 37483-55-9 4-(3-Chlorphenoxy)buttersaeureamid 
• 37483-53-7 ethyl 4-(3-chlorophenoxy)butanoate 
• 37483-57-1 8-chloro-1-oxo-2,3,4,5-tetrahydrobenzocycloheptan-5-one 

Relevant articles and documents

Design, synthesis, and biological evaluation of 3-amino-2-oxazolidinone derivatives as potent quorum-sensing inhibitors of Pseudomonas aeruginosa PAO1

Due to the increasing resistance of Pseudomonas aeruginosa to most clinically relevant antimicrobials, it is challenging to treat bacterial infection with traditional antibiotics. Quorum sensing can regulate the production of biofilms and virulence factors which are closely related to bacterial resistance. Previously we synthesized a series of oxazolidinone compounds targeting the quorum-sensing transcriptional regulatory protein CviR and ZS-12 showed good activity against Chromobacterium violaceum CV026 quorum-sensing. In this study, eighteen 3-amino-2-oxazolidinone compounds were designed and synthesized using ZS-12 as the lead compound. We initially evaluated the inhibitory activities of novel oxazolidinone compounds against QS using C. violaceum CV026 as a reporter strain. Thirteen compounds showed good activities (IC50 range 3.69–63.58 μM) and YXL-13 inhibition was the most significant (IC50 = 3.686 ± 0.5790 μM) against biofilm formation and virulence factors determination of P. aeruginosa PAO1. In vitro, YXL-13 significantly inhibited the formation of PAO1 biofilm (range 42.98%–17.67%), the production of virulence factors (pyocyanin, elastase, rhamnolipid, and protease), and bacterial motility. Moreover, the combination of YXL-13 with an antibiotic (meropenem trihydrate) could significantly improve the antibiotic susceptibility of biofilm P. aeruginosa PAO1 cells. In vivo, YXL-13 significantly prolonged the lifespan of wildtype Caenorhabditis elegans N2 infected by P. aeruginosa PAO1. In conclusion, YXL-13 is a candidate agent for antibiotic-resistant P. aeruginosa PAO1and provides a method for finding new antibacterial drugs.

Identification of 5-Substituted 2-Acylaminothiazoles That Activate Tat-Mediated Transcription in HIV-1 Latency Models

The persistent reservoir of cells latently infected with human immunodeficiency virus (HIV)-integrated proviral DNA necessitates lifelong suppressive antiretroviral therapy (ART). Epigenetic targeted compounds have shown promise as potential latency-reversing agents; however, these drugs have undesirable toxicity and lack specificity for HIV. We utilized a novel HEK293-derived FlpIn dual-reporter cell line, which quantifies specific HIV provirus reactivation (LTR promoter) relative to nonspecific host cell gene expression (CMV promoter), to identify the 5-substituted 2-acylaminothiazole hit class. Here, we describe the optimization of the hit class, defining the functionality necessary for HIV gene activation and for improving in vitro metabolism and solubility. The optimized compounds displayed enhanced HIV gene expression in HEK293 and Jurkat 10.6 latency cellular models and increased unspliced HIV RNA in resting CD4+ T cells isolated from HIV-infected individuals on ART, demonstrating the potential of the 2-acylaminothiazole class as latency-reversing agents.

PHARMACEUTICAL COMPOUNDS

Compounds of formula (I): wherein: A, R, T, Q, L, Z, G, X and A′ are as defined in the description.B and D, equal to or different from each other, are selected between heteroaryl and aryl, wherein at least one of the hydrogen atoms of said heteroaryl and aryl are substituted with groups selected from SO3?, SO3H, COO?, COOH, and one or more of the other hydrogen atoms of said heteroaryl and aryl are optionally substituted as reported in the description.