100914-76-9

Basic information

• Product Name: 4,6-DICHLORO-2-PHENYLQUINOLINE
• Synonyms: 4,6-DICHLORO-2-PHENYLQUINOLINE
• CAS NO: 100914-76-9
• Molecular Formula: C₁₅H₉Cl₂N
• Molecular Weight: 274.14
• Mol File: 100914-76-9.mol

Chemical Properties

• Boiling Point: 399.6°C at 760 mmHg
• Flash Point: 227.8°C
• Appearance: /
• Density: 1.331g/cm³
• Vapor Pressure: 3.11E-06mmHg at 25°C
• Refractive Index: 1.665
• CAS DataBase Reference: 4,6-DICHLORO-2-PHENYLQUINOLINE(CAS DataBase Reference)
• NIST Chemistry Reference: 4,6-DICHLORO-2-PHENYLQUINOLINE(100914-76-9)
• EPA Substance Registry System: 4,6-DICHLORO-2-PHENYLQUINOLINE(100914-76-9)

Safety Data

• Hazardous Substances Data: 100914-76-9(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
4,6-Dichloro-2-phenylquinoline is used as an antibacterial and antifungal agent for its demonstrated activities against various infectious diseases, making it a valuable compound in the development of new treatments for bacterial and fungal infections.
Used in Anticancer Applications:
In the field of oncology, 4,6-Dichloro-2-phenylquinoline is used as a potential anticancer agent due to its inhibitory effects on cancer cell growth. It is being studied for its ability to target and reduce the proliferation of cancer cells, offering a promising avenue for cancer treatment development.
Used in Medicinal Chemistry Research:
4,6-Dichloro-2-phenylquinoline serves as a key compound in medicinal chemistry research, where it is investigated for its structure-activity relationships and potential modifications to enhance its therapeutic effects, thereby contributing to the discovery of novel drugs with improved efficacy and safety profiles.

InChI:InChI=1/C15H9Cl2N/c16-11-6-7-14-12(8-11)13(17)9-15(18-14)10-4-2-1-3-5-10/h1-9H

Upstream product

• 106-47-8 4-chloro-aniline 
• 94-02-0 ethyl 3-oxo-3-phenylpropionate 
• 17282-72-3 6-chloro-2-phenyl-quinolin-4-ol 

Relevant articles and documents

ANTIMALARIAL COMPOUNDS

Antimalarial compounds of the formula: in which n is 1 or 2; X is C or N; R1 is a moiety comprising a secondary amine and a tertiary amine joined by a C2 to C4 alkyl chain; and R2 is CF3, F, or H, or an analog, combination, derivative, prodrug, stereoisomer, or pharmaceutically acceptable salt thereof. Pharmaceutical compounds including the antimalarial compounds. Methods of treating or preventing malaria comprising administering an effective amount of the antimalarial compounds.

Synthesis, Structure-Activity Relationship, and Antimalarial Efficacy of 6-Chloro-2-arylvinylquinolines

There is an urgent need to develop new efficacious antimalarials to address the emerging drug-resistant clinical cases. Our previous phenotypic screening identified styrylquinoline UCF501 as a promising antimalarial compound. To optimize UCF501, we herein report a detailed structure-activity relationship study of 2-arylvinylquinolines, leading to the discovery of potent, low nanomolar antiplasmodial compounds against a Plasmodium falciparum CQ-resistant Dd2 strain, with excellent selectivity profiles (resistance index 200). Several metabolically stable 2-arylvinylquinolines are identified as fast-acting agents that kill asexual blood-stage parasites at the trophozoite phase, and the most promising compound 24 also demonstrates transmission blocking potential. Additionally, the monophosphate salt of 24 exhibits excellent in vivo antimalarial efficacy in the murine model without noticeable toxicity. Thus, the 2-arylvinylquinolines represent a promising class of antimalarial drug leads.

Quinoline derivatives as antitubercular/antibacterial agents

A number of quinoline derivatives of known antibacterial agents have been prepared and tested against the micro-organisms S. coli, S. paratyphi B, S. aureus and in particular against Mycobacterium tuberculosis H37-Rv. It has not been possibfe to establish correlation between antibacterial and antitubercular activities of these compounds. However, the antitubercular effect at MIC of 5 μg/mL against H37Rv shows that many modified compounds are more inhibitory than the parent agents such as 3-aminophenol, sulphamethoxazole, sulphaphenazole, sulphathiazole and monoacetyldapsone; among these the most effective are those with substituents such as 6-methyl, 6-chloro, 6-ethoxy-, or 8-methoxy functions in quinoline moiety.

4-Piperidino-2-phenylquinolines

Disclosed are compounds of the formula STR1 wherein: R1 and R2 may be either the same or different and each is hydrogen or lower alkyl; and wherein R3 and R4 may be either the same or different and each is hydrogen, halogen, or lower alkyl, with the proviso that R3 and R4 cannot both be hydrogen. These compounds are useful as anticonvulsant or anxiolytic agents.