3-Bromo-4-methyl-1H-indazole

Name: 3-Bromo-4-methyl-1H-indazole
Brand: ChemScene
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CAS No. 1082042-31-6
Cat. No. CS-0376330
Purity≥97%
MDL No.MFCD11845559

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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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General Information

CAS No. 1082042-31-6
Cat. No. CS-0376330
Purity ≥97%
MDL No. MFCD11845559
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₇BrN₂
Molecular Weight 211.06
Synonym(s) INDAZOLE,3-BROMO-4-METHYL
SMILES CC1=CC=CC2=C1C(Br)=NN2

Description

3-Bromo-4-methyl-1H-indazole is a heterocyclic building block featuring a brominated indazole core with a methyl group at the 4-position. This configuration enables direct functionalization in cross-coupling reactions, offering high reactivity and stability under standard conditions. The molecule’s electron-deficient aromatic system facilitates efficient palladium-catalyzed transformations, making it valuable for synthesizing bioactive compounds and advanced pharmaceutical intermediates.

Application

3-Bromo-4-methyl-1H-indazole serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions due to its well-established bromine reactivity. The methyl group at the 4-position enhances metabolic stability and provides a handle for further functionalization. Its bench-stable crystalline nature and compatibility with common reaction conditions facilitate straightforward purification and integration into complex heterocyclic scaffolds relevant to kinase inhibitors and other bioactive molecules.

Safety Information

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GHS Pictogram :	GHS No : GHS06
Signal Word : Danger	UN#: 2811
Class : 6.1	Packing Group : Ⅲ
Hazard Statements : H301-H312-H330-H410
Precautionary Statements : P264-P270-P330-P405-P501

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Computational Chemistry Data

TPSA 28.68
LogP 2.63382
H_Acceptors 1
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Indazole compounds

Key Words

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3-Bromo-4-methyl-1H-indazole

CAS No. 1082042-31-6

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