Methyl 2-(1H-indole-3-carbonyl)thiazole-4-carboxylate
[CAS# 448906-42-1]

Identification

• Classification: Organic raw materials >> Heterocyclic compound >> Indoles
• Name: Methyl 2-(1H-indole-3-carbonyl)thiazole-4-carboxylate
• Molecular Formula: C₁₄H₁₀N₂O₃S
• Molecular Weight: 286.31
• CAS Registry Number: 448906-42-1
• EC Number: 630-600-3
• SMILES: COC(=O)C1=CSC(=N1)C(=O)C2=CNC3=CC=CC=C32

Properties

• Solubility: <1 mg/mL (water), 1 mg/mL (DMSO) (Expl.)
• Density: 1.4±0.1 g/mL, Calc.^*
• Index of Refraction: 1.689, Calc.^*
• Boiling Point: 520.4±48.0 °C (760 mmHg), Calc.^*
• Flash Point: 268.5±29.6 °C, Calc.^*

^* Calculated using Advanced Chemistry Development (ACD/Labs) Software.

Safety Data

• Hazard Symbols: GHS07 Warning
• Risk Statements: H315-H319-H335
• Safety Statements: P261-P264-P271-P280-P302+P352-P304+P340+P312-P305+P351+P338-P332+P313-P337+P313-P362-P403+P233-P405-P501

Hazard Classification

Hazard	Class	Category Code	Hazard Statement
Eye irritation	Eye Irrit.	2	H319
Specific target organ toxicity - single exposure	STOT SE	3	H335
Skin irritation	Skin Irrit.	2	H315

Discovery and Applications

Methyl 2-(1H-indole-3-carbonyl)thiazole-4-carboxylate is a chemical compound characterized by the presence of both an indole and a thiazole ring system, which are important structural motifs in various bioactive molecules. This compound is primarily studied for its potential applications in the field of medicinal chemistry and drug development.

The indole ring structure is a well-known framework in organic chemistry, and many naturally occurring compounds, such as tryptophan and serotonin, contain the indole structure. Indole-based compounds have been explored for their biological activities, including anti-inflammatory, anticancer, and antimicrobial properties. The incorporation of a thiazole ring into the molecule further adds to its chemical diversity and potential biological activity.

Methyl 2-(1H-indole-3-carbonyl)thiazole-4-carboxylate has been investigated for its potential role in drug discovery. The presence of both the indole and thiazole rings suggests that the compound could have interactions with biological targets involved in cell signaling or metabolic pathways. These interactions make such compounds of interest in the development of new therapeutic agents.

Studies on compounds with indole and thiazole linkages have shown promising activity in inhibiting various enzymes or modulating receptor activities, which could be relevant in the treatment of diseases such as cancer, infections, and neurological disorders. The methyl ester group at the carboxylate position is often included in organic synthesis to enhance the solubility and bioavailability of such compounds.

Research on this compound is ongoing, with investigations focusing on its synthesis, structure-activity relationships, and its potential applications in various therapeutic areas. However, the details regarding the full scope of its biological activities and clinical applications are still under investigation in the literature. Thus, while its chemical structure and bioactive potential are recognized, more extensive studies are required to better understand its full therapeutic potential.

In summary, methyl 2-(1H-indole-3-carbonyl)thiazole-4-carboxylate is a compound of interest in medicinal chemistry, with its indole and thiazole rings offering potential for interaction with biological targets. Its applications are still under research, with ongoing efforts to explore its pharmacological properties.

References

2021. A target-agnostic screen identifies approved drugs to stabilize the endoplasmic reticulum-resident proteome. Cell Reports, 35(4).
DOI: 10.1016/j.celrep.2021.109040

2020. Therapeutic candidates for the Zika virus identified by a high-throughput screen for Zika protease inhibitors. Proceedings of the National Academy of Sciences of the United States of America, 117(48).
DOI: 10.1073/pnas.2005463117

2019. Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environmental Health Perspectives, 127(9).
DOI: 10.1289/ehp4713