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

Name: 3-Bromo-1-methyl-1H-indazole
Brand: ChemScene
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CAS No. 326474-67-3
Cat. No. CS-0053910
Purity≥96%
MDL No.MFCD12923368

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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Structure of 326474-67-3

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Description

3-Bromo-1-methyl-1H-indazole is a brominated indazole derivative featuring a methyl group at the nitrogen position and a bromine substituent at the C3 carbon. This configuration imparts enhanced stability and facilitates electrophilic functionalization in transition metal-catalyzed coupling reactions. The electron-deficient aromatic core enables efficient incorporation into bioactive scaffolds, particularly in kinase inhibitor development and medicinal chemistry campaigns requiring halogenated heterocycles.

Application

3-Bromo-1-methyl-1H-indazole serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions for the construction of biaryl and heteroaryl scaffolds. The bromine atom facilitates efficient functionalization under standard Suzuki, Stille, or Negishi conditions, while the methylated indazole core provides enhanced metabolic stability and favorable pharmacophore geometry. Bench-stable and readily purified by column chromatography, it functions reliably in multi-step synthesis workflows.

General Information

CAS No. 326474-67-3
Cat. No. CS-0053910
Purity ≥96%
MDL No. MFCD12923368
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₇BrN₂
Molecular Weight 211.06
Synonym(s) 3-bromo-1-methylindazole
SMILES CN1N=C(Br)C2=C1C=CC=C2

Computational Chemistry Data

TPSA 17.82
LogP 2.3358
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 0

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
Precautionary Statements : P264-P270-P330-P405-P501

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Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Indazole compounds

Key Words

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

CAS No. 326474-67-3

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