Methyl 1H-indazole-4-carboxylate

Name: Methyl 1H-indazole-4-carboxylate
Brand: ChemScene
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CAS No. 192945-49-6
Cat. No. CS-0006105
Purity≥98%
MDL No.MFCD07371610

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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+
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Methyl 1H-indazole-4-carboxylate|CS-0006105

Structure of 192945-49-6

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General Information

CAS No. 192945-49-6
Cat. No. CS-0006105
Purity ≥98%
MDL No. MFCD07371610
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₈N₂O₂
Molecular Weight 176.17
Synonym(s) 1H-Indazole-4-Carboxylicacid, Methyl Ester
SMILES O=C(C1=CC=CC2=C1C=NN2)OC

Description

Methyl 1H-indazole-4-carboxylate is a bench-stable heterocyclic ester featuring a fused bicyclic indazole core with a strategically positioned carboxylate group. This scaffold integrates readily into synthetic routes for bioactive molecules, offering enhanced solubility and stability compared to parent acids. Its electron-deficient aromatic system facilitates directed functionalization at the 1- and 5-positions, enabling efficient diversification in medicinal chemistry campaigns.

Application

Methyl 1H-indazole-4-carboxylate serves as a versatile building block in medicinal chemistry, enabling efficient access to indazole-based scaffolds through standard functional group manipulations. Its methyl ester group facilitates selective hydrolysis and coupling reactions, while the indazole core provides a stable, planar heterocyclic framework with proven utility in kinase inhibitor and bioactive molecule development. The compound exhibits excellent bench stability and compatibility with common reaction conditions, simplifying purification and integration into multi-step syntheses.

Synthesis

Route1
- In-stock
  
  18583-89-6
- ~69%
- In-stock
  
  192945-49-6
References
- US2012/130078 A1, ; Page/Page column 4-5 ; US 20120130078 A1
Route2
- In-stock
  
  677306-38-6
- 18107-18-1
- ~50%
- In-stock
  
  192945-49-6
References
- WO2007/51062 A2, ; Page/Page column 127-128 ; WO 2007/051062 A2

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

Quality Control

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Computational Chemistry Data

TPSA 54.98
LogP 1.3495
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Indazole compounds

Key Words

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Methyl 1H-indazole-4-carboxylate

CAS No. 192945-49-6

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