Methyl 3-methyl-2H-indazole-6-carboxylate

Name: Methyl 3-methyl-2H-indazole-6-carboxylate
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CAS No. 201286-95-5
Cat. No. CS-0153385
Purity≥98%
MDL No.MFCD22628066

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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+
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Methyl 3-methyl-2H-indazole-6-carboxylate|CS-0153385

Structure of 201286-95-5

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Description

Methyl 3-methyl-2H-indazole-6-carboxylate features a sterically hindered indazole core with a methyl group at the 3-position and a carboxylate ester at the 6-position. This configuration enhances solubility in organic solvents while maintaining stability under standard bench conditions. The molecule serves as a key scaffold for medicinal chemistry campaigns targeting kinase inhibitors and CNS-active compounds, where the indazole moiety provides favorable π-stacking interactions and metabolic resilience.

Application

Methyl 3-methyl-2H-indazole-6-carboxylate serves as a versatile building block in medicinal chemistry, enabling direct functionalization at the C6 position via standard cross-coupling and electrophilic substitution reactions. The methyl group at C3 enhances metabolic stability, while the ester functionality facilitates downstream transformations including hydrolysis and amidation. Its bench-stable, crystalline nature supports straightforward handling and purification, making it well-suited for iterative synthesis of indazole-based pharmacophores and API intermediates.

General Information

CAS No. 201286-95-5
Cat. No. CS-0153385
Purity ≥98%
MDL No. MFCD22628066
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₀H₁₀N₂O₂
Molecular Weight 190.20
Synonym(s) 3-Methyl-1H-indazole-6-carboxylic acid methyl ester
SMILES CC1=C2C=CC(=CC2=NN1)C(=O)OC

Computational Chemistry Data

TPSA 54.98
LogP 1.65792
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 1

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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Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Indazole compounds

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Methyl 3-methyl-2H-indazole-6-carboxylate

CAS No. 201286-95-5

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