3034-48-8

Basic information

• Product Name: 2-Bromo-5-nitrothiazole
• Synonyms: 2-BROMO-5-NITROTHIAZOLE;AKOS 90293;BROMO(2-)-5-NITRO THIAZOLE;BUTTPARK 43\57-57;2-Bromo-5-nitro-1,3-thiazole;5-Nitro-2-bromothiazole;Thiazole, 2-bromo-5-nitro-;2-Bromo-5-nitrothiazole ,98%
• CAS NO: 3034-48-8
• Molecular Formula: C₃HBrN₂O₂S
• Molecular Weight: 209.02
• EINECS: 221-226-8
• Product Categories: blocks;Bromides;NitroCompounds;Thiazoles;Heterocycles;Sulphur Derivatives;Halides;Thiazoles, Isothiazoles &Benzothiazoles;Thiazoles, Isothiazoles & Benzothiazoles;Building Blocks;Halogenated Heterocycles;Heterocyclic Building Blocks;ThiazolesHeterocyclic Building Blocks
• Mol File: 3034-48-8.mol
• Article Data: 8

Chemical Properties

• Melting Point: 85-88 °C (dec.)(lit.)
• Boiling Point: 289.7 ºC at 760 mmHg
• Flash Point: 129 ºC
• Appearance: Yellow to brown/Crystalline Powder
• Density: 2.1273 (estimate)
• Vapor Pressure: 0.00377mmHg at 25°C
• Refractive Index: 1.659
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• PKA: -2.84±0.10(Predicted)
• Water Solubility: Slightly soluble in water.
• BRN: 4856
• CAS DataBase Reference: 2-Bromo-5-nitrothiazole(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Bromo-5-nitrothiazole(3034-48-8)
• EPA Substance Registry System: 2-Bromo-5-nitrothiazole(3034-48-8)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• RTECS: XJ2986000
• TSCA: Yes
• Hazardous Substances Data: 3034-48-8(Hazardous Substances Data)

Usage

Description

2-Bromo-5-nitrothiazole is a chemical compound characterized by its yellow to brown crystalline powder appearance. It is a derivative of thiazole, a heterocyclic compound with a five-membered ring containing both sulfur and nitrogen atoms. The presence of a bromine atom at the 2nd position and a nitro group at the 5th position gives 2-Bromo-5-nitrothiazole its unique chemical properties and reactivity.

Uses

1. Used in Chemical Synthesis:
2-Bromo-5-nitrothiazole is used as a building block and an intermediate in the production of other chemicals. Its unique structure and functional groups make it a valuable component in the synthesis of various organic compounds, particularly those with pharmaceutical, agrochemical, or industrial applications.
2. Used in Pharmaceutical Industry:
In the pharmaceutical industry, 2-Bromo-5-nitrothiazole is used as an intermediate for the synthesis of therapeutic agents. Its chemical properties allow for the development of new drugs with potential applications in treating various diseases and medical conditions.
3. Used in Agrochemical Industry:
Similarly, in the agrochemical industry, 2-Bromo-5-nitrothiazole serves as an intermediate for the development of new compounds with pesticidal, herbicidal, or fungicidal properties. Its incorporation into these chemicals can lead to improved efficacy and selectivity in controlling pests and diseases in agriculture.
4. Used in Dye and Pigment Industry:
2-Bromo-5-nitrothiazole's yellow to brown crystalline powder form also makes it a potential candidate for use in the dye and pigment industry. Its unique color properties can be utilized in the development of new dyes and pigments for various applications, such as textiles, plastics, and coatings.
5. Used in Research and Development:
Due to its unique chemical structure and properties, 2-Bromo-5-nitrothiazole is also used in research and development for exploring new reactions, synthetic routes, and potential applications in various fields, including materials science, medicinal chemistry, and chemical engineering.

InChI:InChI=1/C3HBrN2O2S/c4-3-5-1-2(9-3)6(7)8/h1H

Upstream product

• 121-66-4 2-amino-5-nitro-1,3-thiazole 
• 71-41-0 pentan-1-ol 
• 96-50-4 2-thiazolylamine 

Downstream Products

• 14527-46-9 5-nitrothiazole 
• 3034-49-9 5-nitro-3H-thiazol-2-one 
• 61-57-4 niridazole 
• 57260-47-6 1-(5-nitro-thiazol-2-yl)-4-phenyl-piperazine 
• 21166-13-2 cyclohexyl-methyl-(5-nitro-thiazol-2-yl)-amine 
• 21166-12-1 <1-Nitro-2-(N-methyl-cyclohexylamino)-vinyl>thiocyanat 
• 24582-26-1 (2-chloro-phenethyl)-methyl-(5-nitro-thiazol-2-yl)-amine 
• 33441-24-6 benzaldehyde (5-nitro-thiazol-2-yl)-hydrazone 
• 50591-77-0 (3,4-dichloro-benzyl)-(5-nitro-thiazol-2-yl)-amine 
• 21166-17-6 N-<5-Nitrothiazolyl-(2)>anilin 
• 21166-14-3 (1-Nitro-2-dicyclohexylaminovinyl)thiocyanat 
• 53316-73-7 5-nitro-2-(4-nitro-phenylsulfanyl)-thiazole 
• 63010-23-1 5-nitro-2-(2,4,5-trichloro-phenoxy)-thiazole 
• 21166-18-7 methyl-(5-nitro-thiazol-2-yl)-phenyl-amine 

Relevant articles and documents

Gyrase ATPase domain as an antitubercular drug discovery platform: Structure-based design and lead optimization of nitrothiazolyl carboxamide analogues

In this study, we explored the pharmaceutically underexploited mycobacterial gyrase ATPase (GyrB) domain as a template for a structure-based virtual screening of our in-house (BITS Pilani) compound collection to discover new inhibitors targeting Mycobacterium tuberculosis (M.tb.) The hit identified was further customized by using a combination of molecular docking and medicinal chemistry strategies to obtain an optimized analogue displaying considerable in vitro enzyme efficacy and bactericidal properties against the M.tb. H 37Rv strain. The binding affinity of the ligand toward the GyrB domain was reascertained by differential scanning fluorimetry experiments. Further evaluation of the hERG toxicity (a major limitation among the previously reported N-linked aminopiperidine analogues) indicated these molecules to be completely devoid of cardiotoxicity, a significant achievement within this class.

Basic techniques of working on a solid phase: From ABC of the peptide synthesis to libraries of non-natural amino acids

Libraries of hardly available amino acids bearing a heteroaromatic ring (2-pyrimidyl, substituted 2-pyridyl or 2-thiazolyl) at the amino group were prepared using solid-phase synthesis on various resins. The synthesized compounds are structurally similar to some known antidiabetic drugs. The paper combines features of a review (elementary introduction to the solid-phase synthesis methodology and technique for beginners and selected methods from peptide chemistry) and step-by-step experimental protocols (tested by the authors) useful as a methodic tool. The presented protocols (immobilization and modification of amino acids, placing and removal of common protective groups) require no sophisticated equipment and may be useful as pictorial introductory tasks for students education. Pleiades Publishing, Ltd., 2010.

Pharmaceutical compositions and methods for modulating signal transduction

The present invention relates to organic molecules capable of inhibiting protein tyrosine phosphatase activity. The invention further relates to the use of such molecules to modulate or regulate signal transduction by inhibiting protein tyrosine phosphatase activity. Finally, the invention relates to the use of such molecules to treat various disease states including diabetes mellitus.