4-Bromo-2,5-dimethylindazole

Name: 4-Bromo-2,5-dimethylindazole
Brand: ChemScene
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CAS No. 1159511-86-0
Cat. No. CS-0036935
Purity≥98%
MDL No.None

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General Information

CAS No. 1159511-86-0
Cat. No. CS-0036935
Purity ≥98%
MDL No. None
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₉BrN₂
Molecular Weight 225.09
Synonym(s) 4-Bromo-2,5-dimethyl-2H-indazole
SMILES CC1=C(C2=CN(C)N=C2C=C1)Br

Description

4-Bromo-2,5-dimethylindazole is a sterically hindered heterocycle featuring bromine and methyl substituents at strategic positions, enabling direct functionalization in cross-coupling reactions. This electron-deficient indazole scaffold integrates readily into bioactive molecules and serves as a robust building block for medicinal chemistry campaigns requiring metabolic stability and defined polarity.

Application

4-Bromo-2,5-dimethylindazole serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions due to its stable bromo functionality and electron-rich heterocyclic core. The methyl groups enhance solubility and provide steric modulation, while the indazole scaffold offers metabolic stability and favorable binding interactions. Its bench-stable nature and compatibility with standard reaction conditions facilitate efficient synthesis of complex pharmaceutical intermediates.

Safety Information

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GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

TPSA 17.82
LogP 2.64422
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Indazole compounds

Key Words

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4-Bromo-2,5-dimethylindazole

CAS No. 1159511-86-0

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