73742-07-1

Basic information

• Product Name: 2-(3-CHLOROBENZOYL)PYRIDINE
• Synonyms: 2-(3-CHLOROBENZOYL)PYRIDINE;(3-CHLOROPHENYL)(PYRIDIN-2-YL)METHANONE;CBI-BB ZERO/009581;methanone, (3-chlorophenyl)-2-pyridinyl-;(3-chlorophenyl)(pyridin-2-yl)methanone(SALTDATA: FREE);(3-chlorophenyl)-(2-pyridyl)methanone
• CAS NO: 73742-07-1
• Molecular Formula: C₁₂H₈ClNO
• Molecular Weight: 217.65
• Mol File: 73742-07-1.mol
• Article Data: 10

Chemical Properties

• Boiling Point: 362.578°C at 760 mmHg
• Flash Point: 173.081°C
• Appearance: /
• Density: 1.26g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.599
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 2-(3-CHLOROBENZOYL)PYRIDINE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(3-CHLOROBENZOYL)PYRIDINE(73742-07-1)
• EPA Substance Registry System: 2-(3-CHLOROBENZOYL)PYRIDINE(73742-07-1)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 73742-07-1(Hazardous Substances Data)

Usage

General Description

2-(3-chlorobenzoyl)pyridine is a chemical compound with the molecular formula C13H8ClNO. It is a member of the pyridine family, which is a group of aromatic heterocyclic compounds. This particular compound contains a pyridine ring with a benzoyl group attached at the 2-position and a chlorine atom at the 3-position. It is often used as a building block in organic synthesis and can be found in various pharmaceutical and agrochemical products. Its specific chemical properties and potential uses make it an important compound in the field of organic chemistry.

InChI:InChI=1/C12H8ClNO/c13-10-5-3-4-9(8-10)12(15)11-6-1-2-7-14-11/h1-8H

Upstream product

• 109-04-6 2-bromo-pyridine 
• 1529-41-5 3-chloro-benzeneacetonitrile 
• 2905-65-9 methyl 3-chlorobenzoate 
• 108-37-2 1-bromo-3-chlorobenzene 
• 1121-60-4 pyridine-2-carbaldehyde 
• 36229-42-2 (3-chlorophenyl)magnesium bromide 
• 2524-52-9 ethyl-2-picolinate 
• 694-59-7 pyridine N-oxide 
• 766-83-6 m-chlorophenylacetylene 
• 766-84-7 3-chloro-benzonitrile 
• 75343-75-8 (3-chlorophenyl)-2-pyridylmethanol 
• 201230-82-2 carbon monoxide 
• 63503-60-6 3-chlorophenylboronic acid 

Downstream Products

• 928046-28-0 1-(3-chlorophenyl)-3-methyl-1-(2-pyridyl)-1-butanol 
• 928046-51-9 2-[1-(3-chlorophenyl)-3-methyl-1-butenyl]pyridine 
• 949934-47-8 (3-chlorophenyl)[4-(pyrrolidin-1-ylmethyl)phenyl](pyridin-2-yl)methanol 
• 1318776-83-8 C₁₉H₂₄ClNO 
• 1585241-35-5 (3E)-4-(3-chlorophenyl)-N,N-dimethyl-4-(2-pyridyl)but-3-en-1-ammoniumtrifluoroacetate 
• 1585241-37-7 (3Z)-4-(3-chlorophenyl)-N,N-dimethyl-4-(2-pyridyl)but-3-en-1-ammonium trifluoroacetate 
• 75343-75-8 (3-chlorophenyl)-2-pyridylmethanol 

Relevant articles and documents

Continuous flow as an enabling technology: a fast and versatile entry to functionalized glyoxal derivatives

We herein report two complementary strategies employing organolithium chemistry for the synthesis of glyoxal derivatives. Micro-mixer technology allows for the generation of unstable organometallic intermediates and their instantaneous in-line quenching with esters as electrophiles. Selective mono-addition was observedviaputative stabilized tetrahedral intermediates. Advantages offered by flow chemistry technologies facilitate direct and efficient access to masked 1,2-dicarbonyl compounds while mitigating undesired by-product formation. These two approaches enable the production of advanced and valuable synthetic building blocks for heterocyclic chemistry with throughputs of grams per minute.

Chlorpheniramine Analogues Reverse Chloroquine Resistance in Plasmodium falciparum by Inhibiting PfCRT

The emergence and spread of malaria parasites that are resistant to chloroquine (CQ) has been a disaster for world health. The antihistamine chlorpheniramine (CP) partially resensitizes CQ-resistant (CQR) parasites to CQ but possesses little intrinsic antiplasmodial activity. Mutations in the parasite's CQ resistance transporter (PfCRT) confer resistance to CQ by enabling the protein to transport the drug away from its site of action, and it is thought that resistance-reversers such as CP exert their effect by blocking this CQ transport activity. Here, a series of new structural analogues and homologues of CP have been synthesized. We show that these compounds (along with other in vitro CQ resistance-reversers) inhibit the transport of CQ via a resistance-conferring form of PfCRT expressed in Xenopus laevis oocytes. Furthermore, the level of PfCRT-inhibition was found to correlate well with both the restoration of CQ accumulation and the level of CQ resensitization in CQR parasites.

Clotrimazole scaffold as an innovative pharmacophore towards potent antimalarial agents: Design, synthesis, and biological and structure-activity relationship studies

We describe herein the design, synthesis, biological evaluation, and structure-activity relationship (SAR) studies of an innovative class of antimalarial agents based on a polyaromatic pharmacophore structurally related to clotrimazole and easy to synthesize by low-cost synthetic procedures. SAR studies delineated a number of structural features able to modulate the in vitro and in vivo antimalarial activity. A selected set of antimalarials was further biologically investigated and displayed low in vitro toxicity on a panel of human and murine cell lines. In vitro, the novel compounds proved to be selective for free heme, as demonstrated in the β-hematin inhibitory activity assay, and did not show inhibitory activity against 14-α-lanosterol demethylase (a fungal P450 cytochrome). Compounds 2, 4e, and 4n exhibited in vivo activity against P. chabaudi after oral administration and thus represent promising antimalarial agents for further preclinical development.