3-Bromo-1-methyl-1H-indazol-5-amine

Name: 3-Bromo-1-methyl-1H-indazol-5-amine
Brand: ChemScene
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CAS No. 1092351-49-9
Cat. No. CS-0006066
Purity≥97%
MDL No.MFCD11100026

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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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3-Bromo-1-methyl-1H-indazol-5-amine|CS-0006066

Structure of 1092351-49-9

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General Information

CAS No. 1092351-49-9
Cat. No. CS-0006066
Purity ≥97%
MDL No. MFCD11100026
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₈BrN₃
Molecular Weight 226.07
Synonym(s) 5-Amino-3-bromo-1-methylindazole
SMILES NC1=CC2=C(N(C)N=C2Br)C=C1

Description

3-Bromo-1-methyl-1H-indazol-5-amine features a brominated indazole core with a methylated nitrogen and a primary amine at the 5-position, enabling direct functionalization in cross-coupling reactions. This electron-deficient scaffold serves as a key building block for bioactive molecules in medicinal chemistry, particularly in kinase inhibitor development. The bromine acts as a reactive handle for Pd-catalyzed transformations under standard conditions.

Application

3-Bromo-1-methyl-1H-indazol-5-amine serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions due to its bromine substituent. The indazolyl scaffold provides structural rigidity and favorable pharmacophoric properties, while the methyl and amino groups offer sites for further functionalization. Its bench-stable nature and compatibility with standard reaction conditions facilitate efficient synthesis of complex heterocyclic architectures.

Safety Information

Download SDS

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 43.84
LogP 1.918
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Indazole compounds

Key Words

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3-Bromo-1-methyl-1H-indazol-5-amine

CAS No. 1092351-49-9

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