3-Bromo-1H-indazole

Name: 3-Bromo-1H-indazole
Brand: ChemScene
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CAS No. 40598-94-5
Cat. No. CS-W007434
Purity≥97%
MDL No.MFCD00159926

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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 40598-94-5

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Description

3-Bromo-1H-indazole is a heterocyclic bromide featuring a fused bicyclic core with nitrogen atoms at key positions. This electron-deficient scaffold integrates readily into cross-coupling reactions, enabling efficient access to functionalized indazoles. The bromine substituent serves as a high-reactivity handle for palladium-catalyzed transformations under standard conditions.

Application

3-Bromo-1H-indazole serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions to access biaryl and heteroaryl scaffolds. The bromine substituent offers high reactivity in standard Suzuki, Stille, and Negishi transformations, while the indazole core provides metabolic stability and favorable pharmacophore characteristics. Bench-stable and amenable to purification by flash chromatography, it facilitates efficient synthesis of complex nitrogen-containing heterocycles relevant to drug discovery programs.

General Information

CAS No. 40598-94-5
Cat. No. CS-W007434
Purity ≥97%
MDL No. MFCD00159926
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₅BrN₂
Molecular Weight 197.03
Synonym(s) 3-Bromoindazole
SMILES BrC1=N[NH]C2=CC=CC=C12

Computational Chemistry Data

TPSA 28.68
LogP 2.3254
H_Acceptors 1
H_Donors 1
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-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362-P405-P501

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Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Indazole compounds

Key Words

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3-Bromo-1H-indazole

CAS No. 40598-94-5

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