24192-82-3

Basic information

• Product Name: benzimidazo[1,2-c]quinazoline-6(5H)-thione
• Synonyms: benzimidazo[1,2-c]quinazoline-6(5H)-thione;5H-Benzoimidazo[1,2-c]quinazoline-6-thione;6-Mercaptobenzimidazo[1,2-c]quinazoline;Benzimidazo[1,2-c]quinazoline-6-thiol,98%;Einecs 246-071-3;VHPHESYILJQPFV-UHFFFAOYSA-N
• CAS NO: 24192-82-3
• Molecular Formula: C₁₄H₉N₃S
• Molecular Weight: 251.30636
• EINECS: 246-071-3
• Mol File: 24192-82-3.mol
• Article Data: 10

Chemical Properties

• Melting Point: 308-310 °C
• Boiling Point: 437.3°Cat760mmHg
• Flash Point: 218.2°C
• Appearance: /
• Density: 1.45g/cm³
• Vapor Pressure: 7.58E-08mmHg at 25°C
• Refractive Index: 1.805
• PKA: 9.56±0.20(Predicted)
• CAS DataBase Reference: benzimidazo[1,2-c]quinazoline-6(5H)-thione(CAS DataBase Reference)
• NIST Chemistry Reference: benzimidazo[1,2-c]quinazoline-6(5H)-thione(24192-82-3)
• EPA Substance Registry System: benzimidazo[1,2-c]quinazoline-6(5H)-thione(24192-82-3)

Safety Data

• Hazardous Substances Data: 24192-82-3(Hazardous Substances Data)

Usage

General Description

Benzimidazo[1,2-c]quinazoline-6(5H)-thione is a heterocyclic chemical compound with a fused benzimidazole and quinazoline ring system. It is also known as 6-thioxo-5,6-dihydrobenzo[1,2-c]quinazoline and is commonly used in medicinal chemistry as a scaffold for developing drugs with potential therapeutic activities. The compound has been studied for its various biological properties, including its antimicrobial, antitumor, and antiviral activities. Its structure makes it a versatile pharmacophore for targeting different biological pathways, making it a valuable tool for drug discovery and development. Benzimidazo[1,2-c]quinazoline-6(5H)-thione has potential applications in the pharmaceutical industry for the treatment of various diseases and conditions.

InChI:InChI=1/C14H9N3S/c18-14-16-10-6-2-1-5-9(10)13-15-11-7-3-4-8-12(11)17(13)14/h1-8,15H

Upstream product

• 75-15-0 carbon disulfide 
• 5805-39-0 2-(aminophenyl)benzimidazole 
• 463-71-8 thiophosgene 
• 140-89-6 potassium ethyl xanthogenate 
• 95-54-5 1,2-diamino-benzene 
• 16081-97-3 1,2-dihydro-4H-3,1-benzothiazine-2,4-dithione 
• 118-92-3 anthranilic acid 
• 54559-21-6 2-nitro-N-(2'-nitrophenyl)benzamide 
• 54255-86-6 N-<2-aminobenzoil>-o-fenilendiamina 
• 125701-38-4 N-(2-Amino-phenyl)-2-azido-benzamide 
• 31162-13-7 2-azidobenzoic acid 
• 16024-82-1 methyl 2-isothiocyanatobenzoate 
• 422274-32-6 3-(2-amino-phenyl)-2-thioxo-2,3-dihydro-1H-quinazolin-4-one 
• 118988-20-8 2-(o-triphenylphosphoranylideneamino)phenyl benzimidazole 

Downstream Products

• 688792-76-9 6-(4-fluorobenzylsulfanyl)benzo[4,5]imidazo[1,2-c]quinazoline 
• 1562195-49-6 6-(4-methoxy-3-nitrobenzylsulfanyl)benzo[4,5]imidazo[1,2-c]quinazoline 
• 422276-60-6 6-(2-chlorobenzylsulfanyl)benz[4,5]imidazo[1,2-c]quinazoline 
• 5805-39-0 2-(aminophenyl)benzimidazole 
• 16367-99-0 6-oxo-5,6-dihydrobenzimidazo<1,2-c>quinazoline 
• 76196-84-4 6-Benzylaminobenzimidazo<1,2-c>chinazolin 
• 76196-87-7 6-γ-Hydroxypropylaminobenzimidazo<1,2-c>chinazolin 
• 76196-86-6 6-β-Hydroxypropylaminobenzimidazo<1,2-c>chinazolin 
• 76196-85-5 6-β-Hydroxyethylaminobenzimidazo<1,2-c>chinazolin 

Relevant articles and documents

Heptacoordinated diphenyllead; hexa- and pentacoordinated triphenyllead and tin compounds derived from 5H-benzimidazo[1,2-c]quinazoline-6-thione

Heptacoordinated diphenyllead; hexa- and pentacoordinated triphenyllead and tin compounds derived from 5H-benzimidazo[1,2-c]quinazoline-6-thione are reported. The same molecular structures were found in solution by 119Sn and 207Pb NMR and in the solid state by X-ray diffraction analysis. The ligand was bound through S and N giving a four-membered ring. Due to the tension of the chelate ring in the penta- and hexacoordinated compounds, the nitrogen approaches the metal atom from an oblique direction giving a weak coordination. Hexacoordinated metal atoms were obtained by Lewis bases coordination to the polycyclic tin and lead compounds, which was possible because the M-phenyl groups form a cavity that allows the bases to approach from the opposite direction to the sulfur atom. In some crystals, two molecules formed a cavity where a solvent molecule was included. A heptacoordinated diphenyllead bound to two ligands and having the less common pentagonal bipyramidal geometry and cis-mer configuration with two sulfur atoms lying very close together was obtained.

Synthesis of novel 5a, 10, 14b, 15-tetraaza-benzo[a]indeno[1,2-c]- anthracen-5-one and benzimidazo[1,2-c]quinazoline derivatives under microwave irradiation

Novel 5a,10,14b,15-tetraaza-benzo[a]indeno[1,2-c]anthracen-5-one and benzimidazo[1,2-c]quinazoline derivatives were synthesised in good yields in two or three steps from 2-(2-aminophenyl)indole and 2-(2- aminophenyl)benzimidazole. Microwave irradiation in homogeneous phase or in dry media was used in order to improve reactions where conventional heating (metal or oil bath) was limited. (C) 2000 Elsevier Science Ltd.

Synthesis of Isothiocyanates and Unsymmetrical Thioureas with the Bench-Stable Solid Reagent (Me4N)SCF3

A highly efficient, selective, and rapid transformation of primary amines and diamines to isothiocyanates and cyclic thioureas is disclosed. As opposed to established approaches that employ toxic or volatile electrophilic liquids and require reaction control (i.e., slow addition, cooling), this protocol utilizes the bench-stable, solid reagent (Me4N)SCF3 at room temperature. The method is characterized by operational simplicity, high speed, efficiency, high functional group tolerance, and late-stage applicability. The byproducts are solids, allowing isolation of the target compounds by filtration.