Methyl 4-aminoisothiazole-3-carboxylate

Name: Methyl 4-aminoisothiazole-3-carboxylate
Brand: ChemScene
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CAS No. 734492-43-4
Cat. No. CS-0566125
Purity≥98%
MDL No.None

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Methyl 4-aminoisothiazole-3-carboxylate|CS-0566125

Structure of 734492-43-4

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General Information

CAS No. 734492-43-4
Cat. No. CS-0566125
Purity ≥98%
MDL No. None
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₅H₆N₂O₂S
Molecular Weight 158.18
Synonym(s) Methyl 4-amino-1,2-thiazole-3-carboxylate
SMILES O=C(C1=NSC=C1N)OC

Description

Methyl 4-aminoisothiazole-3-carboxylate features a unique isothiazole scaffold with complementary amine and ester functionalities. This bench-stable heterocycle integrates readily into synthetic sequences, serving as a direct precursor for diversification at the 4-position. The electron-rich nitrogen in the ring enhances reactivity in coupling processes, enabling efficient access to bioactive analogs in medicinal chemistry and agrochemical research.

Application

Methyl 4-aminoisothiazole-3-carboxylate serves as a versatile building block in medicinal chemistry, enabling efficient access to isothiazole-containing scaffolds. Its amine and ester functionalities support diverse transformations, including coupling reactions and cyclizations, while the heterocyclic core offers enhanced metabolic stability. The compound exhibits good bench stability and facilitates straightforward purification, making it well-suited for iterative synthesis and lead optimization workflows.

Synthesis

Route1
- 67-56-1
- 462067-90-9
- ~90%
- In-stock
  
  734492-43-4
References
- ASTEX THERAPEUTICS LIMITED Patent: WO2006/70192 A1, 2006 ; Location in patent: Page/Page column 140-141 ; WO 2006/070192 A1

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-P330-P362-P405-P501

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Computational Chemistry Data

TPSA 65.21
LogP 0.5119
H_Acceptors 5
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Ester

Building Blocks Skeleton Aromatic heterocycle compounds Isothiazole compounds

Key Words

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Methyl 4-aminoisothiazole-3-carboxylate

CAS No. 734492-43-4

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