40003-41-6

Basic information

• Product Name: 2-BROMO-4-METHYL-1,3-THIAZOLE-5-CARBOXYLIC ACID
• Synonyms: 2-BROMO-4-METHYLTHIAZOLE-5-CARBOXYLIC ACID;2-BROMO-4-METHYL-1,3-THIAZOLE-5-CARBOXYLIC ACID;IFLAB-BB F2124-0223;2-BROMO-4-METHYLTHIAZOLE-5-CARBOXYLIC A&;2-BroMo-4-Methyl-5-thiazolecarboxylic acid;2-Bromo-4-methylthiazole-5-carboxylic acid 96%;5-Thiazolecarboxylic acid, 2-bromo-4-methyl-
• CAS NO: 40003-41-6
• Molecular Formula: C₅H₄BrNO₂S
• Molecular Weight: 222.06
• Product Categories: Building Blocks;Halogenated Heterocycles;Heterocyclic Building Blocks;Thiazoles;ThiazolesHeterocyclic Building Blocks
• Mol File: 40003-41-6.mol

Chemical Properties

• Melting Point: 158 °C (dec.)
• Boiling Point: 349.5 °C at 760 mmHg
• Flash Point: 165.2 °C
• Appearance: /
• Density: 1.895g/cm³
• Vapor Pressure: 1.75E-05mmHg at 25°C
• Refractive Index: 1.639
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Solubility: soluble in Methanol
• PKA: 2.16±0.37(Predicted)
• CAS DataBase Reference: 2-BROMO-4-METHYL-1,3-THIAZOLE-5-CARBOXYLIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 2-BROMO-4-METHYL-1,3-THIAZOLE-5-CARBOXYLIC ACID(40003-41-6)
• EPA Substance Registry System: 2-BROMO-4-METHYL-1,3-THIAZOLE-5-CARBOXYLIC ACID(40003-41-6)

Safety Data

• Hazard Codes: Xi
• Statements: 43
• Safety Statements: 36/37
• WGK Germany: 3
• Hazardous Substances Data: 40003-41-6(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
2-BROMO-4-METHYL-1,3-THIAZOLE-5-CARBOXYLIC ACID is used as a heterocyclic building block for the synthesis of new azole antifungal agents. Its unique structure contributes to the development of novel compounds with enhanced antifungal properties, targeting a wide range of fungal infections.
Used in Chemical Synthesis:
In the chemical industry, 2-BROMO-4-METHYL-1,3-THIAZOLE-5-CARBOXYLIC ACID is utilized as a key intermediate in the synthesis of various organic compounds. Its reactivity and structural diversity make it a valuable component in the creation of new molecules with potential applications in various fields, such as materials science, agrochemicals, and pharmaceuticals.

InChI:InChI=1/C5H4BrNO2S/c1-2-3(4(8)9)10-5(6)7-2/h1H3,(H,8,9)

Upstream product

• 67899-00-7 2-amino-4-methyl-thiazole-5-carboxylic acid 
• 7210-76-6 ethyl-2-amino-4-methylthiazole-5-carboxylate 
• 22900-83-0 ethyl 2-bromo-4-methyl-1,3-thiazole-5-carboxylate 

Downstream Products

• 1244760-97-1 C₂₂H₂₅BrN₆OS 
• 81569-41-7 tert-butyl 2-bromo-4-methylthiazole-5-carboxylate 

Relevant articles and documents

Pyrazole-Thiazole Core-Containing Analogs Exhibit Adjunctive Activity with Meropenem against Carbapenem-Resistant Enterobacteriaceae (CRE)

Pyrazole-thiazole core-containing compound KP-40 and 20 novel derivatives were designed and synthesized through traditional SAR analysis. These molecules displayed adjunctive activity with meropenem against Gram-negative bacteria evidenced by a range of fractional inhibitory concentration (FIC=0.5–0.25) and minimum adjunctive concentration (MAC=128–32 μM) values. Of this series of molecules, four compounds displayed notable adjunctive potential, with FIC and MAC values of 0.25 and 32 μM, respectively. Moreover, the solubility of these compounds was improved to an acceptable range. Further analysis using our “in house” permeation and efflux multi parameter optimization (PEMPO) algorithm revealed key physicochemical properties that may be critical for the development of active Gram-negative antibacterials. Taking PEMPO scores into consideration prior to executing synthesis of analogs may be a simple, yet rapid and effective strategy that can be used in conjunction with traditional SAR approaches to aid in the design of potent Gram-negative antibacterials.

METHODS OF TREATMENT WITH AMINOLEVULINIC ACID SYNTHASE 2 (ALAS2) MODULATORS

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Green synthesis approaches of 2-bromo-4-methyl thiazole-5-carboxamide derivatives as potent microbial agents

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THIAZOLE DERIVATIVES AS KINASE INHIBITORS

A series of thiazole derivatives which are substituted in the 2-position by a substituted morpholin-4-yl moiety, being selective inhibitors of P13 kinase enzymes, are accordingly of benefit in medicine, for example in the treatment of inflammatory, autoimmune, cardiovascular, neurodegenerative, metabolic, oncological, nociceptive or ophthalmic conditions.

QUINOLONES USEFUL AS INDUCIBLE NITRIC OXIDE SYNTHASE INHIBITORS

The present invention relates to novel quinolones of Formula I that inhibit inducible NOS synthase together with methods of synthesizing and using the compounds including methods for inhibiting or modulating nitric oxide synthesis and/or lowering nitric oxide levels in a patient by administering the compounds for the treatment of disease.

The Preparation of Thiazole-4- and -5-carboxylates, and an Infrared Study of their Rotational Isomers

Convenient general procedures have been developed for preparing series of thiazole-4- and -5-carboxylates containing alkyl and halogeno substituents.While both series of esters show i.r. carbonyl doublets caused by rotational isomerism, the more intense absorptions of the 4-carboxylates are the lower wavenumber components, whereas those of the 5-carboxylates are the higher wavenumber components.In both series the stronger bands arise from the thermochemically more stable forms; identification of these forms as the carbonyl O,S-syn-s-trans rotamers is more certain with the 4-carboxylates than with the 5-carboxylates.