4-Bromo-5-methoxy-1H-indazole

Name: 4-Bromo-5-methoxy-1H-indazole
Brand: ChemScene
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CAS No. 1192004-62-8
Cat. No. CS-0040206
Purity≥97%
MDL No.MFCD17676852

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
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4-Bromo-5-methoxy-1H-indazole|CS-0040206

Structure of 1192004-62-8

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General Information

CAS No. 1192004-62-8
Cat. No. CS-0040206
Purity ≥97%
MDL No. MFCD17676852
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₇BrN₂O
Molecular Weight 227.06
Synonym(s) None
SMILES COC1=C(Br)C2=C(NN=C2)C=C1

Description

4-Bromo-5-methoxy-1H-indazole is a heterocyclic building block featuring a bromine atom at the 4-position and a methoxy group at the 5-position on the indazole core. This combination imparts enhanced electron-withdrawing character and facilitates selective cross-coupling reactions. The molecule exhibits bench-stable handling and good solubility in common organic solvents, enabling efficient integration into medicinal chemistry campaigns and materials synthesis workflows.

Application

4-Bromo-5-methoxy-1H-indazole serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions due to its stable bromo substituent. The methoxy group enhances solubility and modulates electronic properties, while the indazole core provides a bioisostere for purines and other heterocycles. Its bench-stable nature and compatibility with standard synthetic protocols facilitate efficient access to complex scaffolds in drug discovery campaigns.

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 37.91
LogP 2.334
H_Acceptors 2
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Indazole compounds

Key Words

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4-Bromo-5-methoxy-1H-indazole

CAS No. 1192004-62-8

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