372107-20-5

Basic information

• Product Name: 1H-Pyrazole, 3-(4-bromophenyl)-4-(chloromethyl)-1-phenyl-
• Synonyms: T0503-6723;1H-Pyrazole,3-(4-bromophenyl)-4-(chloromethyl)-1-phenyl;3-(4-bromophenyl)-4-(chloromethyl)-1-phenyl-1H-pyrazole
• CAS NO: 372107-20-5
• Molecular Formula: C16H12BrClN2
• Molecular Weight: 347.642
• Mol File: 372107-20-5.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 1H-Pyrazole, 3-(4-bromophenyl)-4-(chloromethyl)-1-phenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Pyrazole, 3-(4-bromophenyl)-4-(chloromethyl)-1-phenyl-(372107-20-5)
• EPA Substance Registry System: 1H-Pyrazole, 3-(4-bromophenyl)-4-(chloromethyl)-1-phenyl-(372107-20-5)

Safety Data

• Hazardous Substances Data: 372107-20-5(Hazardous Substances Data)

Upstream product

• 36640-55-8 (3-(4-bromophenyl)-1-phenyl-1H-pyrazol-4-yl)methanol 
• 36640-41-2 3-(4-bromophenyl)-1-phenyl-1H-pyrazole-4-carbaldehyde 
• 99-90-1 para-bromoacetophenone 
• 59-88-1 phenylhydrazine hydrochloride 

Downstream Products

• 70598-19-5 [3-(4-bromophenyl)-1-phenyl-1H-pyrazol-4-yl]acetonitrile 
• 1402041-80-8 ethyl [3-(4-bromophenyl)-1-phenyl-1H-pyrazol-4-yl]acetate 
• 1402041-81-9 ethyl 2-(1-phenyl-3-(4-(2-phenylethynyl)phenyl)-1H-pyrazol-4-yl)acetate 
• 1402041-82-0 ethyl 2-(3-(4-(2-(4-chlorophenyl)ethynyl)phenyl)-1-phenyl-1H-pyrazol-4-yl)acetate 
• 1402041-83-1 ethyl 2-(3-(4-(2-(3-chlorophenyl)ethynyl)phenyl)-1-phenyl-1H-pyrazol-4-yl)acetate 
• 1402041-72-8 {1-Phenyl-3-[4-(phenylethynyl)phenyl]-1H-pyrazol-4-yl}acetic acid 
• 1402041-73-9 (3-{4-[(4-chlorophenyl)ethynyl]phenyl}-1-phenyl-1H-pyrazol-4-yl)acetic acid 
• 1402041-74-0 (3-{4-[(3-chlorophenyl)ethynyl]phenyl}-1-phenyl-1H-pyrazol-4-yl)acetic acid 
• 1402041-75-1 N-(4-chlorophenylsulfonyl)-2-(1-phenyl-3-(4-(2-phenylethynyl)phenyl)-1H-pyrazol-4-yl)acetamide 
• 1402041-76-2 2-(3-(4-(2-(4-chlorophenyl)ethynyl)phenyl)-1-phenyl-1H-pyrazol-4-yl)-N-(4-chlorophenylsulfonyl)acetamide 
• 1402041-77-3 2-(3-(4-(2-(3-chlorophenyl)ethynyl)phenyl)-1-phenyl-1H-pyrazol-4-yl)-N-(4-chlorophenylsulfonyl)acetamide 
• 70598-12-8 [3-(4-bromophenyl)-1-phenyl-1H-pyrazol-4-yl]acetic acid 
• 481070-05-7 [3-(4-bromo-phenyl)-1-phenyl-1H-pyrazol-4-yl]-methanethiol 
• 481070-16-0 3-(4-bromo-phenyl)-1-phenyl-4-thiocyanatomethyl-1H-pyrazole 

Relevant articles and documents

Novel Aryl Substituted Pyrazoles as Small Molecule Inhibitors of Cytochrome P450 CYP121A1: Synthesis and Antimycobacterial Evaluation

Three series of biarylpyrazole imidazole and triazoles are described, which vary in the linker between the biaryl pyrazole and imidazole/triazole group. The imidazole and triazole series with the short -CH2- linker displayed promising antimycobacterial activity, with the imidazole-CH2- series (7) showing low MIC values (6.25-25 μg/mL), which was also influenced by lipophilicity. Extending the linker to -C(O)NH(CH2)2- resulted in a loss of antimycobacterial activity. The binding affinity of the compounds with CYP121A1 was determined by UV-visible optical titrations with KD values of 2.63, 35.6, and 290 μM, respectively, for the tightest binding compounds 7e, 8b, and 13d from their respective series. Both binding affinity assays and docking studies of the CYP121A1 inhibitors suggest type II indirect binding through interstitial water molecules, with key binding residues Thr77, Val78, Val82, Val83, Met86, Ser237, Gln385, and Arg386, comparable with the binding interactions observed with fluconazole and the natural substrate dicyclotyrosine.

4-Functionally substituted 3-heterylpyrazoles: VIII. 3-Aryl(heteryl)-4-hydroxyl(chloro)methylpyrazoles

3-Aryl(heteryl)pyrazole-4-carbaldehydes were reduced with sodium tetrahydridoborate under mild conditions to give 3-aryl(heteryl)-4-hydroxymethylpyrazoles which were converted into the corresponding 4-chloromethyl derivatives by treatment with thionyl chloride. The subsequent reaction with triphenylphosphine led to formation of triphenyl(4-pyrazolylmethyl)phosphonium chlorides, and Wittig reaction of the latter with aromatic or heteroaromatic aldehydes yielded 4-[2-aryl(heteryl)ethenyl]pyrazoles.