7111-64-0

Basic information

• Product Name: 4-(3,4-DICHLOROPHENYL)BENZOIC ACID
• Synonyms: [1,1'-BIPHENYL]-4-CARBOXYLIC ACID, 3',4'-DICHLORO-;4-(3,4-DICHLOROPHENYL)BENZOIC ACID;3',4'-DICHLOROBIPHENYL-4-CARBOXYLIC ACID;3',4'-DICHLORO-1,1'-BIPHENYL-4-CARBOXYLIC ACID;3',4'-Dichloro-4-biphenylcarboxylic acid
• CAS NO: 7111-64-0
• Molecular Formula: C₁₃H₈Cl₂O₂
• Molecular Weight: 267.11
• Product Categories: pharmacetical
• Mol File: 7111-64-0.mol
• Article Data: 5

Chemical Properties

• Melting Point: 275-277°C
• Boiling Point: 428.3 °C at 760 mmHg
• Flash Point: 212.8 °C
• Appearance: /
• Density: 1.397g/cm³
• PKA: 3.96±0.10(Predicted)
• CAS DataBase Reference: 4-(3,4-DICHLOROPHENYL)BENZOIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(3,4-DICHLOROPHENYL)BENZOIC ACID(7111-64-0)
• EPA Substance Registry System: 4-(3,4-DICHLOROPHENYL)BENZOIC ACID(7111-64-0)

Safety Data

• Hazard Codes: Xi
• HazardClass: IRRITANT
• Hazardous Substances Data: 7111-64-0(Hazardous Substances Data)

Usage

General Description

4-(3,4-Dichlorophenyl)benzoic acid is a chemical compound with the molecular formula C13H8Cl2O2. It is a white to off-white crystalline solid that is insoluble in water but soluble in organic solvents. 4-(3,4-DICHLOROPHENYL)BENZOIC ACID is commonly used as a herbicide and it works by inhibiting the growth of unwanted plants. It is also used as an intermediate in the synthesis of other chemicals. 4-(3,4-Dichlorophenyl)benzoic acid is considered to be a moderately hazardous substance and appropriate safety precautions should be taken when handling it. Additionally, it is important to dispose of this compound properly according to local regulations.

Upstream product

• 18282-59-2 4-bromo-1,2-dichlorobenzene 
• 180516-87-4 4-carboxyphenylboronic acid pinacol ester 
• 95-50-1 1,2-dichloro-benzene 
• 926254-63-9 1-(3',4'-dichloro[1,1']biphenyl-4-yl)ethanone 
• 94-09-7 p-aminoethylbenzoate 
• 7111-65-1 3',4'-Dichlor-4-biphenyl-carbonsaeure-aethylester 

Relevant articles and documents

Synthesis of chlorinated biphenyls by Suzuki cross-coupling using diamine or diimine-palladium complexes

Several novel diimines (Salen-type ligands) 2a-2i and their reduced diamine counterparts 3b,3d-3g and 3i form complexes 4a-4i, 5b,5d-5g, and 5i with PdCl2 in DMF or methanol. Using 1 mol-% of the isolated complexes 4e and 5f many polychlorinated biphenyls (PCBs) can be prepared in moderate to excellent yields according to the Suzuki cross-coupling protocol with contact to air. Several 4-acetylbiphenyls prepared by this method can be converted in moderate yields into the corresponding biphenylcarboxylic acids (BCAs) by alkaline cleavage. An X-ray crystal structure determination confirms the structure of complex 5f. Wiley-VCH Verlag GmbH & Co. KGaA, 2008.

N-acylsulfonamide apoptosis promoters

N-Benzoyl arylsulfonamides having the formula are BCL-Xl inhibitors and are useful for promoting apoptosis. Also disclosed are BCL-Xl inhibiting compositions and methods of promoting apoptosis in a mammal.

NMR-based discovery of lead inhibitors that block DNA binding of the human papillomavirus E2 protein

The E2 protein is required for the replication of human papillomaviruses (HPVs), which are responsible for anogenital warts and cervical carcinomas. Using an NMR-based screen we tested compounds for binding to the DNA-binding domain of the HPV-E2 protein. Three classes of compounds were identified which bound to two distinct sites on the protein. Biphenyl and biphenyl ether compounds containing a carboxylic acid bind to a site near the DNA recognition helix and inhibit the binding of E2 to DNA. Benzophenone- containing compounds which lack a carboxylic acid group bind to the β- barrel formed by the dimer interface and exhibit negligible effects on the binding of E2 to DNA. Structure-activity relationships from the biphenyl and biphenyl ether compounds were combined to produce a compound [5-(3'- (3'',5''-dichlorophenoxy)-phenyl)-2,4-pentadienoic acid] with an IC50 value of approximately 10 μM. This compound represents a useful lead for the development of antiviral agents that interfere with HPV replication and further illustrates the usefulness of the SAR by NMR method in the drug discovery process.