153681-82-4

Basic information

• Product Name: 6-chloro-4-phenyl-1,2-dihydroquinazoline-2-carboxylic acid
• Synonyms: 6-chloro-4-phenyl-1,2-dihydroquinazoline-2-carboxylic acid
• CAS NO: 153681-82-4
• Molecular Formula: C₁₅H₁₁ClN₂O₂
• Molecular Weight: 286.71304
• Mol File: 153681-82-4.mol

Chemical Properties

• Boiling Point: 493.4±45.0 °C(Predicted)
• Appearance: /
• Density: 1.42±0.1 g/cm3(Predicted)
• Storage Temp.: 2-8°C
• PKA: 1.36±0.40(Predicted)
• CAS DataBase Reference: 6-chloro-4-phenyl-1,2-dihydroquinazoline-2-carboxylic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 6-chloro-4-phenyl-1,2-dihydroquinazoline-2-carboxylic acid(153681-82-4)
• EPA Substance Registry System: 6-chloro-4-phenyl-1,2-dihydroquinazoline-2-carboxylic acid(153681-82-4)

Safety Data

• Hazardous Substances Data: 153681-82-4(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
6-chloro-4-phenyl-1,2-dihydroquinazoline-2-carboxylic acid is used as a potential pharmaceutical compound for its unique chemical properties and potential applications in medicinal chemistry. The chloro and phenyl groups provide distinct characteristics, while the carboxylic acid group offers opportunities for drug delivery and controlled release.
Used in Drug Development:
6-chloro-4-phenyl-1,2-dihydroquinazoline-2-carboxylic acid is used as a starting material or intermediate in the synthesis of various pharmaceutical agents. Its complex structure and functional groups make it a valuable component in the development of new drugs with specific therapeutic properties.
Used in Medicinal Chemistry Research:
6-chloro-4-phenyl-1,2-dihydroquinazoline-2-carboxylic acid is used as a subject of study in medicinal chemistry research to explore its potential as a therapeutic agent or as a building block for the design of novel pharmaceutical compounds. Its unique structure and properties make it an interesting target for further investigation and development.

Upstream product

• 719-59-5 5-chloro-2-aminobenzophenone 
• 298-12-4 Glyoxilic acid 

Downstream Products

• 5958-08-7 6-chloro-4-phenylquinazoline-2-carboxylic acid 
• 88190-77-6 6-chloro-3,4-dihydro-4-phenylquinazoline-2-carboxylic acid 
• 4015-28-5 6-chloro-4-phenylquinazoline 
• 17954-62-0 6-chloro-3,4-dihydro-4-phenylquinazoline 
• 62705-47-9 methyl 6-chloro-4-phenylquinazoline-2-carboxylate 
• 1373887-32-1 N-sec-butyl-6-chloro-4-phenylquinazoline-2-carboxamide 
• 1373887-33-2 N-sec-butyl-6-chloro-N-methyl-4-phenylquinazoline-2-carboxamide 
• 1373887-35-4 6-chloro-N-isopropyl-N-methyl-4-phenylquinazoline-2-carboxamide 
• 1373887-36-5 6-chloro-N,N-dihexyl-4-phenylquinazoline-2-carboxamide 
• 1373887-37-6 (6-chloro-4-phenylquinazolin-2-yl)(pyrrolidin-1-yl)methanone 
• 1373887-38-7 (6-chloro-4-phenylquinazolin-2-yl)(piperidin-1-yl)methanone 
• 1581275-44-6 N-benzyl-6-chloro-N-ethyl-4-phenylquinazoline-2-carboxamide 
• 1581275-65-1 N-benzyl-6-chloro-4-phenylquinazoline-2-carboxamide 

Relevant articles and documents

Structure-activity relationship refinement and further assessment of 4-phenylquinazoline-2-carboxamide translocator protein ligands as antiproliferative agents in human glioblastoma tumors

Structure-activity relationships (SARs) within the 4-phenylquinazoline-2- carboxamide series of translocator protein (TSPO) ligands have been explored further by the synthesis and TSPO binding affinity evaluation of N-benzyl-N-ethyl/methyl derivatives var

Synthesis and biological evaluation of 4-phenylquinazoline-2-carboxamides designed as a novel class of potent ligands of the translocator protein

A series of novel 4-phenylquinazoline-2-carboxamides (1-58) were designed as aza-isosters of PK11195, the well-known 18 kDa translocator protein (TSPO) reference ligand, and synthesized by means of a very simple and efficient procedure. A number of these derivatives bind to the TSPO with Ki values in the nanomolar/subnanomolar range, show selectivity toward the central benzodiazepine receptor (BzR) and exhibit structure-affinity relationships consistent with a previously published pharmacophore/topological model of ligand-TSPO interaction.

Reactions of hydroxyglycines. New synthetic routes to 4-phenylquinazoline derivatives

Reaction of hydroxyglycine with 2-aminobenzophenones gives 1,2-dihydro-4-phenyl-quinazoline-2-carboxylic acids in high yields and under mild conditions. These can be smoothly converted into the corresponding 3,4-dihydro isomers and into quinazoline derivatives via rearrangement and oxidation by air, respectively. The X-ray crystallographic structure of 6-chloro-1,2-dihydro-1-methyl-4-phenylquinazoline-2-carboxylic acid shows the carboxylate group at C(2) and the methyl group at N(1) to be in axial positions.