74370-93-7

Basic information

• Product Name: 2-AMINO-4-TERT-BUTYLTHIAZOLE
• Synonyms: TIMTEC-BB SBB004015;BUTTPARK 44\03-55;2-AMINO-4-TERT-BUTYLTHIAZOLE;AKOS BBS-00000450;4-TERT-BUTYL-1,3-THIAZOL-2-AMINE;4-TERT-BUTYL-1,3-THIAZOL-2-YLAMINE;4-TERT-BUTYL-THIAZOL-2-YLAMINE;2-Amino-4-(tert-butyl)-1,3-thiazole
• CAS NO: 74370-93-7
• Molecular Formula: C₇H₁₂N₂S
• Molecular Weight: 156.25
• Mol File: 74370-93-7.mol
• Article Data: 23

Chemical Properties

• Melting Point: 99-102 °C
• Boiling Point: 141-143℃ (20 Torr)
• Flash Point: 106.9 °C
• Appearance: /
• Density: 1.0909 (rough estimate)
• Vapor Pressure: 0.0185mmHg at 25°C
• Refractive Index: 1.6000 (estimate)
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• PKA: 5.53±0.10(Predicted)
• BRN: 114270
• CAS DataBase Reference: 2-AMINO-4-TERT-BUTYLTHIAZOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-AMINO-4-TERT-BUTYLTHIAZOLE(74370-93-7)
• EPA Substance Registry System: 2-AMINO-4-TERT-BUTYLTHIAZOLE(74370-93-7)

Safety Data

• Hazard Codes: Xn,Xi
• Statements: 36/37-22
• Safety Statements: 39-26
• HazardClass: IRRITANT
• Hazardous Substances Data: 74370-93-7(Hazardous Substances Data)

Usage

InChI:InChI=1/C7H12N2S/c1-7(2,3)5-4-10-6(8)9-5/h4H,1-3H3,(H2,8,9)

Upstream product

• 5469-26-1 1-Bromopinacolon 
• 17356-08-0 thiourea 
• 75-97-8 3,3-dimethyl-butan-2-one 
• 111559-56-9 [3-(2,2-Dimethyl-propionyl)-oxiranylmethyl]-phosphonic acid diethyl ester 
• 7257-96-7 3,3-dimethyl-1-(tosyloxy)butan-2-one 
• 6832-15-1 1-diazo-3,3-dimethyl-2-butanone 
• 3282-30-2 pivaloyl chloride 
• 13547-70-1 1-chloro-3,3-dimethyl-butan-2-one 

Downstream Products

• 82245-97-4 2-acetamido-4-t-butylthiazole 
• 1233698-48-0 ethyl 7-(4-(4-tert-butylthiazol-2-ylcarbamoyl)phenoxy)-6-chlorochroman-4-carboxylate 
• 884340-25-4 phenyl 4-tert-butylthiazol-2-ylcarbamate 
• 439146-07-3 2-acetoxy-5-bromo-N-{4-[(1,1-dimethyl)ethyl]-5-piperidinothiazol-2-yl}benzamide 
• 96770-78-4 (4-tert-butyl-thiazol-2-yl)-trityl-amine 
• 1374986-61-4 N-(4-(tert-butyl)thiazol-2-yl)-3-(4-(cyclopropylsulfonyl)phenoxy)-5-((3-methylbut-2-en-1-yl)oxy)benzamide 
• 1275988-03-8 4-((4-(tert-butyl)thiazol-2-yl)amino)benzonitrile 
• 1363337-33-0 4-(tert-butyl)-N-(p-tolyl)thiazol-2-amine 
• 1363337-52-3 3-((4-(tert-butyl)thiazol-2-yl)amino)benzonitrile 
• 1218791-53-7 N-(4-tert-butylthiazol-2-yl)-2-(4-(methylsulfonyl)phenyl)-3-(tetrahydro-2H-pyran-4-yl)-propanamide 

Relevant articles and documents

A one-pot synthesis of 2-aminothiazoles via the coupling of ketones and thiourea using I2/dimethyl sulfoxide as a catalytic oxidative system

A series of 2-aminothiazoles is prepared in moderate-to-good yields by the direct coupling of ketones and thiourea using I2/dimethyl sulfoxide as a catalytic oxidative system. This method avoids the preparation of lachrymatory and toxic α-haloketones and the use of an acid-binding agent, thus providing a more convenient approach to 2-aminothiazoles compared to the Hantzsch reaction.

Method for preparing 2-aminothiazole compound

The invention discloses a method for preparing a 2-aminothiazole compound. The method comprises the following steps: in an organic solvent, carrying out a condensation reaction on thiourea representedby a formula (II) and a ketone compound represented by a formula (III) at 50-120 DEG C for 6-24 h under the catalysis of elemental iodine, and after the reaction is finished, carrying out post-treatment on the reaction solution to obtain the 2-aminothiazole compound represented by a formula (I). According to the invention, the method has characteristics of cheap and easily available reaction rawmaterials, mild reaction conditions, simpleness, no requirement of transition metal catalysts and a stoichiometric halogenating reagents and cost reducing, and can be used for synthesizing a series of2-aminothiazole derivatives, and the prepared products can be used as important intermediates for synthesizing thiazole structure-containing drugs or bioactive compounds.

Synthesis, Identification, and Structure-Activity Relationship Analysis of GATA4 and NKX2-5 Protein-Protein Interaction Modulators

Transcription factors GATA4 and NKX2-5 directly interact and synergistically activate several cardiac genes and stretch-induced cardiomyocyte hypertrophy. Previously, we identified phenylisoxazole carboxamide 1 as a hit compound, which inhibited the GATA4-NKX2-5 transcriptional synergy. Here, the chemical space around the molecular structure of 1 was explored by synthesizing and characterizing 220 derivatives and structurally related compounds. In addition to the synergistic transcriptional activation, selected compounds were evaluated for their effects on transcriptional activities of GATA4 and NKX2-5 individually as well as potential cytotoxicity. The structure-activity relationship (SAR) analysis revealed that the aromatic isoxazole substituent in the southern part regulates the inhibition of GATA4-NKX2-5 transcriptional synergy. Moreover, inhibition of GATA4 transcriptional activity correlated with the reduced cell viability. In summary, comprehensive SAR analysis accompanied by data analysis successfully identified potent and selective inhibitors of GATA4-NKX2-5 transcriptional synergy and revealed structural features important for it.