290367-99-6

Basic information

• Product Name: 3-IODO-5-METHOXY (1H)INDAZOLE
• Synonyms: 3-IODO-5-METHOXY (1H)INDAZOLE;3-IODO-5-METHOXYINDAZOLE;1H-INDAZOLE,3-IODO-5-METHOXY-
• CAS NO: 290367-99-6
• Molecular Formula: C₈H₇IN₂O
• Molecular Weight: 274.06
• Product Categories: Indazoles
• Mol File: 290367-99-6.mol

Chemical Properties

• Appearance: /
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 3-IODO-5-METHOXY (1H)INDAZOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-IODO-5-METHOXY (1H)INDAZOLE(290367-99-6)
• EPA Substance Registry System: 3-IODO-5-METHOXY (1H)INDAZOLE(290367-99-6)

Safety Data

• Hazardous Substances Data: 290367-99-6(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
3-IODO-5-METHOXY (1H)INDAZOLE is used as a compound in drug design for its potential pharmacological properties. Its unique structure and the presence of iodine and methoxy groups may contribute to its interaction with biological targets, making it a valuable candidate for the development of new therapeutic agents.
Used in Medicinal Chemistry Research:
3-IODO-5-METHOXY (1H)INDAZOLE is used as a subject of study in medicinal chemistry to explore its specific biological activities and potential pharmacological effects. 3-IODO-5-METHOXY (1H)INDAZOLE's structural features and its indazole core provide a foundation for investigating its interactions with various biological systems and its potential as a lead compound in the discovery of new drugs.

Upstream product

• 94444-96-9 5-methoxy-1H-indazole 

Downstream Products

• 290368-03-5 tert-butyl 3-iodo-5-methoxy-1H-indazole-1-carboxylate 
• 290368-02-4 1-benzyl-3-iodo-5-methoxy-1H-indazole 
• 90915-65-4 methyl 5-methoxy-1H-indazole-3-carboxylate 
• 1226899-84-8 3-(5-methoxy-1H-indazol-3-yl)benzenesulfonamide 

Relevant articles and documents

Suzuki-type cross-coupling reaction of unprotected 3-iodoindazoles with pinacol vinyl boronate: An expeditive C-3 vinylation of indazoles under microwave irradiation

Herein we report an expeditive C-3 vinylation of unprotected 3-iodoindazoles under microwave irradiation. Ten C-5 substituted 3-vinylindazole derivatives, nine of them novel, were synthesized through this method, which proceeds in moderate to excellent yields starting from C-5 substituted 3-iodoindazole derivatives. In all cases, the C-3 vinylated derivative was the only isolated product. This methodology allows access to 3-vinylated indazoles selectively and directly without the need of N-protection. 3-Vinylindazoles could be interesting synthetic intermediates allowing access to biologically active molecules.

Synthesis of 1,3-diarylsubstituted indazoles utilizing a Suzuki cross-coupling/deprotection/N-arylation sequence

Herein we report a general synthesis of 1,3-diarylsubstituted indazoles utilizing a two-step Suzuki crosscoupling/deprotection/N-arylation sequence. This procedure proceeds in excellent overall yield starting from the 3-iodo-N-Boc indazole derivative allowing for rapid access to these compounds.

Synthesis of new dehydro 2-azatryptophans and derivatives via Heck cross-coupling reactions of 3-iodoindazoles with methyl 2-(acetylamino)acrylate

This paper describes the Heck cross-coupling reaction of 3-iodoindazoles with methyl 2-(acetylamino)acrylate as a general route to new dehydro 2-azatryptophans and protected amino acid derivatives after catalytic hydrogenation. Georg Thieme Verlag Stuttgart.

Heck cross-couplingg reaction of 3-iodoindazoles with methyl acrylate: A mild and flexible strategy to design 2-azatryptamines

In order to design 2-azabioisosteres of tryptamine, serotonin or melatonin, the conditions of the Heck coupling reaction of 3-iodoindazoles with methyl acrylate are studied. This reaction authorizes the synthesis of 3-indazolylpropenoates as key intermediates to prepare 3-indazolylpropionic acids and 3-indazolylethylamines. The flexible synthetic strategy allows molecular diversity. (C) 2000 Elsevier Science Ltd.