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CAS 885126-34-1 | 2-[(3-Iodo-1H-indazol-6-yl)thio]-N-methylbenzamide

CAS 885126-34-1 | 2-[(3-Iodo-1H-indazol-6-yl)thio]-N-methylbenzamide

Name: 2-[(3-Iodo-1H-indazol-6-yl)thio]-N-methylbenzamide
CAS number: 885126-34-1 Molecular formula: C15H12IN3OS
Molecular weight: 409.24
EINECS number:
MDL No.:MFCD13183042

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Description

2-[(3-Iodo-1H-indazol-6-yl)thio]-N-methylbenzamide (CAS 885126-34-1)

Halogenated Indazole Derivative & Kinase Inhibitor Intermediate

Product Overview

2-[(3-Iodo-1H-indazol-6-yl)thio]-N-methylbenzamide (CAS 885126-34-1) is a functionalized heterocyclic organosulfur compound containing a 3-iodoindazole core linked via a thioether bridge to an N-methylbenzamide motif. Produced under standardized analytical control, this compound functions as an advanced synthetic intermediate in pharmaceutical chemistry, notably in the research pathways for tyrosine kinase inhibitors such as Axitinib derivatives.

Distinctive Features

  • Reactive C-3 Iodine Functional Site: The iodine substituent on the indazole ring provides a selective site for transition-metal-catalyzed cross-coupling reactions, such as Heck and Suzuki couplings.
  • Defined Thioether Linkage: Incorporates a stable thioether bridge connecting the indazole and benzamide structures for modular chemical assembly.
  • Controlled Quality Parameters: Evaluated by standard chromatographic methods to control impurity profiles and ensure lot-to-lot batch reproducibility.
  • Solubility Profile: Compatible with common polar aprotic solvents including dimethyl sulfoxide (DMSO) and N,N-dimethylformamide (DMF) for target reactions.

Target Applications

Axitinib Intermediate Tyrosine Kinase Inhibitor Synthesis Palladium-Catalyzed Coupling Pharmaceutical Building Blocks

Synonyms / Alternative Names

Benzamide, 2-[[(3-iodo-1H-indazol-6-yl)thio]-N-methyl-; 2-((3-Iodo-1H-indazol-6-yl)thio)-N-methylbenzamide; 2-[(3-Iodo-1H-indazol-6-yl)sulfanyanl]-N-methylbenzamide; Axitinib Iodo Intermediate.

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