3034-22-8

Basic information

• Product Name: 2-Amino-5-bromothiazole
• Synonyms: TIMTEC-BB SBB000204;5-BROMO-THIAZOL-2-YLAMINE;2-AMINO-5-BROMOTHIAZOLE;5-bromo-1,3-thiazol-2-ylamine;5-BROMO-2-AMINOTHIAZOLE HYDROBROMIDE;2-Thiazolamine, 5-bromo-;2-AMINO-5-BROMO-1,3-THIAZOLE;5-Bromo-2-aminothiazole hydrobromide, HPLC 95%
• CAS NO: 3034-22-8
• Molecular Formula: C₃H₃BrN₂S
• Molecular Weight: 179.04
• EINECS: 262-699-0
• Product Categories: Sulphur Derivatives;Halides;Thiazoles, Isothiazoles &Benzothiazoles;Thiazoles;Thiazoles, Isothiazoles & Benzothiazoles;amine | alkyl bromide
• Mol File: 3034-22-8.mol

Chemical Properties

• Melting Point: 165 °C (dec.)(lit.)
• Boiling Point: 287.6 °C at 760 mmHg
• Flash Point: 127.7 °C
• Appearance: /
• Density: 1.976 g/cm³
• Vapor Pressure: 0.00246mmHg at 25°C
• Refractive Index: 1.69
• Storage Temp.: Keep in dark place,Inert atmosphere,Store in freezer, under -20°C
• PKA: 3.22±0.10(Predicted)
• CAS DataBase Reference: 2-Amino-5-bromothiazole(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Amino-5-bromothiazole(3034-22-8)
• EPA Substance Registry System: 2-Amino-5-bromothiazole(3034-22-8)

Safety Data

• Hazard Codes: Xn
• Statements: 22-36
• Safety Statements: 26-36/37
• RTECS: XJ1262200
• Hazardous Substances Data: 3034-22-8(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
2-Amino-5-bromothiazole is used as a key intermediate in the synthesis of various pharmaceuticals for its ability to participate in multiple chemical reactions, contributing to the development of new drugs with potential therapeutic applications.
Used in Agrochemical Industry:
In the agrochemical sector, 2-Amino-5-bromothiazole is utilized as an intermediate in the production of agrochemicals, aiding in the creation of compounds designed to protect crops and enhance agricultural productivity.
Used in Organic Synthesis:
2-Amino-5-bromothiazole serves as a building block in organic synthesis, enabling the construction of complex organic molecules for a wide range of applications, from materials science to specialty chemicals.
Used in Research and Development:
2-Amino-5-bromothiazole is also found in research and development processes, where its reactivity and structural properties are harnessed to explore new chemical pathways and create innovative products across various industries.

InChI:InChI=1/C3H3BrN2S/c4-2-1-6-3(5)7-2/h1H,(H2,5,6)

Upstream product

• 96-50-4 2-thiazolylamine 
• 61296-22-8 5-bromothiazol-2-amine hydrobromide 
• 3034-56-8 5-bromo-2-chloro-1,3-thiazole 
• 226879-69-2 phenyl N-2-(5-bromothiazolyl)carbamate 
• 7336-54-1 2-acetamido-5-bromothiazole 

Downstream Products

• 59278-80-7 5-phenylsulfanyl-thiazol-2-ylamine 
• 7336-54-1 2-acetamido-5-bromothiazole 
• 80353-98-6 ethyl 2-bromoimidazo<2,1-b>thiazole-6-carboxylate 
• 182692-69-9 5-bromo-2-nitrothiazole 
• 405939-39-1 tert-butyl 5-bromothiazol-2-ylcarbamate 
• 878376-02-4 5-(3-fluorophenoxy)-1,3-thiazol-2-amine 
• 878376-03-5 5-[(3-fluorobenzyl)thio]-1,3-thiazol-2-amine 
• 903568-15-0 5-(2-amino-thiazol-5-ylsulfanyl)-2-hydroxy-benzoic acid methyl ester 
• 903568-19-4 3-(2-amino-thiazol-5-ylsulfanyl)-5-trifluoromethyl-benzoic acid methyl ester 
• 903568-12-7 5-(2-amino-thiazol-5-ylsulfanyl)-2-methyl-benzoic acid methyl ester 
• 903568-16-1 5-(2-amino-thiazol-5-ylsulfanyl)-2-methoxy-benzoic acid methyl ester 
• 903568-11-6 3-(2-amino-thiazol-5-ylsulfanyl)-2-methyl-benzoic acid methyl ester 
• 226879-69-2 phenyl N-2-(5-bromothiazolyl)carbamate 
• 857265-79-3 N-(5-bromo-1,3-thiazol-2-yl)-N'-[2-fluoro-5-(trifluoromethyl)phenyl]urea 

Relevant articles and documents

N - heterocyclic compound, intermediate, preparation method, pharmaceutical composition and application (by machine translation)

The invention discloses a N - heterocyclic compound, intermediate, preparation method, pharmaceutical composition and application. The invention of SHP2 N - heterocyclic compound to have high selectivity, can effectively inhibit the cell in the SHP2 downstream signal path ERK phosphorylation level, to tumor cells has very good inhibition activity, it has broad drug development prospects; its preparation method is simple, mild reaction conditions, high yield and purity, after treatment is simple, environmental protection, and is favorable for industrial production. (by machine translation)

Synthesis of Brominated Thiazoles via Sequential Bromination-Debromination Methods

The synthesis of the full family of bromothiazoles has been revisited in order to update and optimize their production. The species reported include 2-bromothiazole, 4-bromothiazole, 5-bromothiazole, 2,4-dibromothiazole, 2,5-dibromothiazole, 4,5-dibromothiazole, and 2,4,5-tribromothiazole, the majority of which are produced via sequential bromination and debromination steps. This complete family can now be produced without the use of elemental bromine, and the presented methods have allowed the physical and NMR spectroscopic characterization of the full family to be reported for the first time.

CYANOPYRROLIDINE DERVIVATIVES AS INHIBITORS FOR DUBS

The present invention relates to novel compounds and methods for the manufacture of inhibitors of deubiquitylating enzymes (DUBs). In particular, the invention relates to the inhibition of Cezanne 1 and ubiquitin C-terminal hydrolase 30 or Ubiquitin Specific Peptidase 30 (USP30). The invention further relates to the use of DUB inhibitors in the treatment of cancer. Compounds of the invention include compounds having the formula (I): pharmaceutically acceptable salt thereof, wherein R1a, R1b, R1c, R1d, R1e, R1f and A are as defined herein.

Difference in Energy between Two Distinct Types of Chalcogen Bonds Drives Regioisomerization of Binuclear (Diaminocarbene)PdII Complexes

The reaction of cis-[PdCl2(CNXyl)2] (Xyl = 2,6-Me2C6H3) with various 1,3-thiazol- and 1,3,4-thiadiazol-2-amines in chloroform gives a mixture of two regioisomeric binuclear diaminocarbene complexes. For 1,3-thiazol-2-amines the isomeric ratio depends on the reaction conditions and kinetically (KRs) or thermodynamically (TRs) controlled regioisomers were obtained at room temperature and on heating, respectively. In CHCl3 solutions, the isomers are subject to reversible isomerization accompanied by the cleavage of Pd-N and C-N bonds in the carbene fragment XylNCN(R)Xyl. Results of DFT calculations followed by the topological analysis of the electron density distribution within the formalism of Bader's theory (AIM method) reveal that in CHCl3 solution the relative stability of the regioisomers (ΔGexp = 1.2 kcal/mol; ΔGcalcd = 3.2 kcal/mol) is determined by the energy difference between two types of the intramolecular chalcogen bonds, viz. S?Cl in KRs (2.8-3.0 kcal/mol) and S?N in TRs (4.6-5.3 kcal/mol). In the case of the 1,3,4-thiadiazol-2-amines, the regioisomers are formed in approximately equal amounts and, accordingly, the energy difference between these species is only 0.1 kcal/mol in terms of ΔGexp (ΔGcalcd = 2.1 kcal/mol). The regioisomers were characterized by elemental analyses (C, H, N), HRESI+-MS and FTIR, 1D (1H, 13C{1H}) and 2D (1H,1H-COSY, 1H,1H-NOESY, 1H,13C-HSQC, 1H,13C-HMBC) NMR spectroscopies, and structures of six complexes (three KRs and three TRs) were elucidated by single-crystal X-ray diffraction.

THIAZOLOPYRIMIDINONES AS MODULATORS OF NMDA RECEPTOR ACTIVITY

The present invention relates to certain thiazolopyrimidinone compounds for use in modulating NMDA receptor activity, pharmaceutical compositions comprising such compounds and methods of treating neurological and psychiatric conditions.

COMPOUNDS THAT MODULATE INTRACELLULAR CALCIUM

Described herein are compounds and pharmaceutical compositions containing such compounds, which modulate the activity of store-operated calcium (SOC) channels. Also described herein are methods of using such SOC channel modulators, alone and in combination with other compounds, for treating diseases or conditions that would benefit from inhibition of SOC channel activity.

Orally active aminopyridines as inhibitors of tetrameric fructose-1,6-bisphosphatase

A novel sulfonylureido pyridine series exemplified by compound 19 yielded potent inhibitors of FBPase showing significant glucose reduction and modest glycogen lowering in the acute db/db mouse model for Type-2 diabetes. Our inhibitors occupy the allosteric binding site and also extend into the dyad interface region of tetrameric FBPase.

TETRAHYDROCARBAZOLE DERIVATIVES USEFUL AS ANDROGEN RECEPTOR MODULATORS

The present invention provides a compound of the formula: Formula I or a pharmaceutically acceptable salt thereof; pharmaceutical compositions comprising an effective amount of a compound of Formula I in combination with a suitable carrier, diluent, or ex

Mechanism of hydrolysis of substituted N-thiazolylcarbamate esters in OH- solutions

Substituted secondary N-thiazolylcarbamate esters and some tertiary N-methyl, N-thiazolyl carbamate esters have been synthesised and the mechanism of the OH- catalysed hydrolyses investigated. These proved to be E1cB and BAc2 respectively, and this behaviour was compared with that of other carbamates.

TRI(CYCLO) SUBSTITUTED AMIDE GLUCOKINASE ACTIVATOR COMPOUNDS

Compounds of Formula (I): (I) or pharmaceutically acceptable salts or N-oxides thereof, are useful in the prophylactic and therapeutic treatment of hyperglycemia and diabetes.