N-Methyl-1H-indazol-5-amine

Name: N-Methyl-1H-indazol-5-amine
Brand: ChemScene
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CAS No. 478827-05-3
Cat. No. CS-0141024
Purity≥96%
MDL No.MFCD11506089

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FedEx Limited Quantities Ground	$0.00
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Structure of 478827-05-3

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General Information

CAS No. 478827-05-3
Cat. No. CS-0141024
Purity ≥96%
MDL No. MFCD11506089
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₉N₃
Molecular Weight 147.18
Synonym(s) (1H-INDAZOL-5-YL)-METHYL-AMINE
SMILES CNC1=CC2=C(NN=C2)C=C1

Description

N-Methyl-1H-indazol-5-amine is a bench-stable heterocyclic amine featuring a methylated nitrogen at the 1-position and a pendant amine at the 5-position of the indazole core. This scaffold integrates readily into medicinal chemistry campaigns, offering enhanced solubility and metabolic stability compared to unsubstituted analogs. The electron-rich indazole ring system enables robust coupling reactions in late-stage functionalization workflows.

Application

N-Methyl-1H-indazol-5-amine serves as a versatile building block in medicinal chemistry, enabling rapid access to indazole-based scaffolds through standard coupling and functionalization reactions. Its moderate basicity and bench stability facilitate straightforward handling, purification, and integration into diverse synthetic pathways, including Suzuki-Miyaura and Buchwald-Hartwig couplings. The molecule functions effectively as a key intermediate in the development of kinase inhibitors and other bioactive heterocycles.

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
Precautionary Statements : P264-P270-P330-P501

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Computational Chemistry Data

TPSA 40.71
LogP 1.6046
H_Acceptors 2
H_Donors 2
Rotatable_Bonds 1

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Indazole compounds

Key Words

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N-Methyl-1H-indazol-5-amine

CAS No. 478827-05-3

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