3673-53-8

Basic information

• Product Name: 4-(4-AMINO-PHENYL)-THIAZOL-2-YLAMINE
• Synonyms: IFLAB-BB F1386-0382;4-(4-AMINOPHENYL)-1,3-THIAZOL-2-AMINE;4-(4-AMINOPHENYL)THIAZOL-2-AMINE;4-(4-AMINO-PHENYL)-THIAZOL-2-YLAMINE;2-Amino-4-(4-aminophenyl)thiazole
• CAS NO: 3673-53-8
• Molecular Formula: C₉H₉N₃S
• Molecular Weight: 191.25
• Mol File: 3673-53-8.mol
• Article Data: 12

Chemical Properties

• Melting Point: 177-182°C
• Boiling Point: 417.1°C at 760 mmHg
• Flash Point: 206°C
• Appearance: /
• Density: 1.347g/cm³
• Vapor Pressure: 3.64E-07mmHg at 25°C
• Refractive Index: 1.715
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 4-(4-AMINO-PHENYL)-THIAZOL-2-YLAMINE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(4-AMINO-PHENYL)-THIAZOL-2-YLAMINE(3673-53-8)
• EPA Substance Registry System: 4-(4-AMINO-PHENYL)-THIAZOL-2-YLAMINE(3673-53-8)

Safety Data

• Hazard Codes: T
• Statements: 25-36
• Safety Statements: 26-45
• RIDADR: UN 2811 6.1 / PGIII
• WGK Germany: 1
• Hazardous Substances Data: 3673-53-8(Hazardous Substances Data)

Usage

InChI:InChI=1/C9H9N3S/c10-7-3-1-6(2-4-7)8-5-13-9(11)12-8/h1-5H,10H2,(H2,11,12)

Upstream product

• 2104-09-8 4-(4-nitro-phenyl)-thiazol-2-ylamine 
• 99-81-0 4-Nitrophenacyl bromide 
• 14235-81-5 4-Ethynylaniline 
• 17356-08-0 thiourea 
• 556-18-3 4-aminobenzaldehyde 
• 99-92-3 p-aminobenzophenone 

Downstream Products

• 101860-88-2 4-(4-amino-phenyl)-5-bromo-thiazol-2-ylamine 
• 105492-78-2 4-<(2-amino-4-thiazolyl)-phenylamino>-7-chloroquinoline 
• 21674-96-4 N-[4-(2-amino-1,3-thiazol-4-yl)phenyl]acetamide 
• 1356855-38-3 C₁₉H₁₅N₅O₅S 
• 193345-56-1 tert-Butyl 2(S)-{{{4-(2-Amino-4-thiazolyl)phenyl}-amino}carbonyl}-1-pyrrolidinecarboxylate 
• 359714-00-4 [190a] 2-Amino-4-(4-tert-butoxycarbonylaminophenyl)thiazole 
• 101428-33-5 N-[4-(4-amino-phenyl)-thiazol-2-yl]-2-piperidin-1-yl-acetamide 
• 105492-90-8 4-Methyl-piperazine-1-carboxylic acid {4-[4-(7-chloro-quinolin-4-ylamino)-phenyl]-thiazol-2-yl}-amide 
• 105492-82-8 {4-[4-(7-Chloro-quinolin-4-ylamino)-phenyl]-thiazol-2-yl}-carbamic acid ethyl ester 
• 105492-81-7 4-<4-(2-carbomethoxyamino-4-thiazolyl)phenylamino>-7-chloroquinoline 
• 99983-85-4 N-4-(4-aminophenyl)-thiazol-2-yl-chloroacetamide 

Relevant articles and documents

Sodium alginate: Biopolymeric catalyst for the synthesis of 2-amino-4-arylthiazole derivatives in aqueous medium

Regarded as a naturally occurring macromolecule and without any post-modification, sodium alginate which possesses a granular form was found to be an efficient and recoverable bifunctional heterogeneous organocatalyst for the synthesis of 2-amino-4-arylthiazole derivatives was carried out by the reaction of substituted phenyl acetylene and thiourea in an eco-friendly condition in the presence of TBBDA (tetrabromobenzene-1,3-disulfonamide (tetrabromobenzene-1,3-disulfonamide). Mild reaction conditions, simple reaction procedure, easy purification, high yields of products, eco-friendly catalyst usage and convenient reusability are the highlighted points of this protocol.

Design, synthesis and molecular modelling studies of 1-methyl-3-(4-substituted phenyl-1,3thiazol-2-yl)-2-(pyridin-3-yl)-2,3-dihydroquinazolin-4(1h)-ones as potent anticancer agents

The present study involves the design, synthesis, characterization and molecular docking studies of biologically active quinazolin-4-ones, which were synthesized by condensing 2-amino-4-substituted phenylthiazole with N-methylbenzoxazin-4-one. The N-methylbenzoxazin-4-one and 2-amino-4-substituted phenylthiazole were synthesized from N-methylanthranilic acid and substituted ketones, respectively. The ADME properties determined the synthetic accessibility of quinazolin-4-ones by in silico Swiss ADME. The colorectal anticancer screening was done by using cell HT-29 human colorectal adenocarcinoma based on molecular docking studies on 3GC7-the structure of p38alpha in complex with dihydroquinazolinone. Finally, compounds 5Dh8, 5DF6, 5Db2 and 5Di9 exhibited better activity at a concentration 10 μg/mL when compared to 5-fluorouracil. The ADME properties revealed that all the compounds were within the range and docking studies showed the highest binding with glide score -7.19 and -7.027 Kcal/mol compared to the target protein -10.67 Kcal/mol.

Synthesis of 2-aminothiazole derivatives from easily available thiourea and alkyl/aryl ketones using aqueous NaICl2

A simple methodology was developed to synthesize substituted aminothiazoles from the corresponding thiourea and substituted ketones using aqueous NaICl2 at reflux temperature in THF. The products were obtained in good to excellent yields.