61073-53-8

Basic information

• Product Name: 2H-Indazole, 2-(4-chlorophenyl)-
• Synonyms: 2H-Indazole,2-(4-chlorophenyl);2-(p-Chlorphenyl)-indazol;2-(4-CHLOROPHENYL)-2H-INDAZOLE;2-(4-Chlor-phenyl)-2H-indazol
• CAS NO: 61073-53-8
• Molecular Formula: C13H9ClN2
• Molecular Weight: 228.681
• Mol File: 61073-53-8.mol
• Article Data: 32

Chemical Properties

• CAS DataBase Reference: 2H-Indazole, 2-(4-chlorophenyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2H-Indazole, 2-(4-chlorophenyl)-(61073-53-8)
• EPA Substance Registry System: 2H-Indazole, 2-(4-chlorophenyl)-(61073-53-8)

Safety Data

• Hazardous Substances Data: 61073-53-8(Hazardous Substances Data)

Upstream product

• 1073-69-4 N-4-chlorophenylhydrazine 
• 3433-80-5 1-Bromo-2-bromomethyl-benzene 
• 6630-33-7 ortho-bromobenzaldehyde 
• 271-44-3 benzimidazole 
• 637-87-6 1-Chloro-4-iodobenzene 
• 89-98-5 2-chloro-benzaldehyde 
• 106-47-8 4-chloro-aniline 
• 552-89-6 2-nitro-benzaldehyde 
• 102912-87-8 [1-(2-Bromo-phenyl)-meth-(E)-ylidene]-(4-chloro-phenyl)-amine 
• 829-31-2 3-(4-chlorophenyl)sydnone 
• 88284-48-4 2-(trimethylsilyl)phenyl trifluoromethanesulfonate 
• 1073-70-7 4-chlorophenylhydrazine hydrochloride 
• 262364-65-8 N-(2-bromo-benzyl)-N-(4-chloro-phenyl)-hydrazine 
• 17064-76-5 N-(4-chlorophenyl)-1-(2-nitrophenyl)methanimine 

Downstream Products

• 54184-70-2 2-(4-chlorophenyl)-3-phenyl-2H-indazole 
• 1219496-31-7 [2-(4-chloro-phenyl)-2H-indazol-3-yl]-cyclohexyl-methanol 

Relevant articles and documents

Synthesis, antiprotozoal activity, and cheminformatic analysis of 2-phenyl-2h-indazole derivatives

Indazole is an important scaffold in medicinal chemistry. At present, the progress on synthetic methodologies has allowed the preparation of several new indazole derivatives with interesting pharmacological properties. Particularly, the antiprotozoal activity of indazole derivatives have been recently reported. Herein, a series of 22 indazole derivatives was synthesized and studied as antiprotozoals. The 2-phenyl-2H-indazole scaffold was accessed by a one-pot procedure, which includes a combination of ultrasound synthesis under neat conditions as well as Cadogan’s cyclization. Moreover, some compounds were derivatized to have an appropriate set to provide structure-activity relationships (SAR) information. Whereas the antiprotozoal activity of six of these compounds against E. histolytica, G. intestinalis, and T. vaginalis had been previously reported, the activity of the additional 16 compounds was evaluated against these same protozoa. The biological assays revealed structural features that favor the antiprotozoal activity against the three protozoans tested, e.g., electron withdrawing groups at the 2-phenyl ring. It is important to mention that the indazole derivatives possess strong antiprotozoal activity and are also characterized by a continuous SAR.

Metal-free regioselective C-H amination for the synthesis of pyrazole-containing 2H-indazoles

A general and practical regioselective approach for the C-H amination of 2H-indazoles under transition-metal-free conditions was developed. A series of substrates were tested showing eminent functional group tolerance and affording the C-N functionalization products in good to excellent yields. Mechanism studies revealed that a radical process was involved in this transformation.

Oxidative cross-dehydrogenative coupling (CDC)viaC(sp2)-H bond functionalization:tert-butyl peroxybenzoate (TBPB)-promoted regioselective direct C-3 acylation/benzoylation of 2H-indazoles with aldehydes/benzyl alcohols/styrenes

An efficient, cost-effective, transition-metal-free, oxidative C(sp2)-H/C(sp2)-H cross-dehydrogenative couplingviaa C(sp2)-H bond functionalization protocol for the regioselective direct C-3 acylation/benzoylation of subst