62096-93-9

Basic information

• Product Name: 4-Thiazolecarboxylic acid, 4,5-dihydro-2-phenyl-, (R)-
• CAS NO: 62096-93-9
• Molecular Formula: C10H9NO2S
• Molecular Weight: 207.253
• Mol File: 62096-93-9.mol
• Article Data: 32

Chemical Properties

• CAS DataBase Reference: 4-Thiazolecarboxylic acid, 4,5-dihydro-2-phenyl-, (R)-(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Thiazolecarboxylic acid, 4,5-dihydro-2-phenyl-, (R)-(62096-93-9)
• EPA Substance Registry System: 4-Thiazolecarboxylic acid, 4,5-dihydro-2-phenyl-, (R)-(62096-93-9)

Safety Data

• Hazardous Substances Data: 62096-93-9(Hazardous Substances Data)

Upstream product

• 10443-65-9 2-bromo-2-propenoic acid 
• 2227-79-4 benzenecarbothioamide 
• 70454-09-0 Ethyl 5,5-dihydro-2-phenyl-2-thiazoline-4-carboxylate 
• 116077-21-5 S-(2-Carboxy-2-chlorethyl)thiobenzamid-hydrochlorid 
• 10318-18-0 DL-cysteine hydrochloride 
• 100-47-0 benzonitrile 
• 932-90-1 syn-benzaldehyde oxime 
• 934-16-7 phenylhydroxamoyl chloride 
• 42754-56-3 2-(methoxyphenylmethylene)malononitrile 
• 707-07-3 orthobenzoic acid trimethyl ester 
• 52-90-4 L-Cysteine 
• 7377-26-6 4-Methoxycarbonylbenzoyl chloride 
• 2518-12-9 (4R)-2-phenyl-4,5-dihydrothiazole-4-carboxylic acid methyl ester 
• 100-52-7 benzaldehyde 

Downstream Products

• 51932-26-4 6c-methoxy-5-phenyl-(5rH)-4-thia-1-aza-bicyclo[3.2.0]heptan-7-one 
• 51932-31-1 6c-methoxy-4,4-dioxo-5-phenyl-(5rH)-4λ⁶-thia-1-aza-bicyclo[3.2.0]heptan-7-one 
• 37950-66-6 6c-phenoxy-5-phenyl-(5rH)-4-thia-1-aza-bicyclo[3.2.0]heptan-7-one 
• 51932-30-0 4ξ-oxo-6c-phenoxy-5-phenyl-(5rH)-4λ⁴-thia-1-aza-bicyclo[3.2.0]heptan-7-one 
• 1315510-22-5 dimethyl 2,2'-diphenyl-bis-5,5'-thiazole-4,4'-dicarboxylate 
• 1340599-49-6 methyl 5-(2,5-dimethylphenyl)-2-phenylthiazole-4-carboxylate 
• 1370731-59-1 methyl 2-phenyl-5-(4-methylphenyl)thiazole-4-carboxylate 
• 1370731-60-4 methyl 2-phenyl-5-(3-methylphenyl)thiazole-4-carboxylate 
• 1370731-63-7 methyl 2-phenyl-5-(3,4-dimethylphenyl)thiazole-4-carboxylate 
• 1370731-65-9 methyl 2-phenyl-5-(3,4-dichlorophenyl)thiazole-4-carboxylate 
• 1370731-70-6 methyl 2-phenyl-5-(3,5-dimethylphenyl)thiazole-4-carboxylate 
• 1370731-74-0 methyl 2-phenyl-5-(3-nitrophenyl)thiazole-4-carboxylate 
• 1370731-77-3 C₁₇H₈⁽²⁾H₅NO₂S 
• 133415-16-4 methyl 2,5-diphenylthiazole-4-carboxylate 

Relevant articles and documents

Fast and Cysteine-Specific Modification of Peptides, Proteins and Bacteriophage Using Chlorooximes

This work reports a novel chlorooxime mediated modification of native peptides and proteins under physiologic conditions. This method features fast reaction kinetics (apparent k2=306±4 M?1s?1 for GSH) and exquisite selectivity for cysteine residues. This cysteine conjugation reaction can be carried out with just single-digit micromolar concentrations of the labeling reagent. The conjugates show high stability towards acid, base, and external thiol nucleophiles. A nitrile oxide species generated in situ is likely involved as the key intermediate. Furthermore, a bis-chlorooxime reagent is synthesized to enable facile Cys-Cys stapling in native peptides and proteins. This highly efficient cysteine conjugation and stapling was further implemented on bacteriophage to construct chemically modified phage libraries.

Metabolite profiling reveals a role for intercellular dihydrocamalexic acid in the response of mature Arabidopsis thaliana to Pseudomonas syringae

The leaf intercellular space is a site of plant-microbe interactions where pathogenic bacteria such as Pseudomonas syringae grow. In Arabidopsis thaliana, the biosynthesis of tryptophan-derived indolic metabolites is induced by P. syringae infection. Using high-resolution mass spectrometry-based profiling and biosynthetic mutants, we investigated the role of indolic compounds and other small molecules in the response of mature Arabidopsis to P. syringae. We observed dihydrocamalexic acid (DHCA), the precursor to the defense-related compound camalexin, accumulating in intercellular washing fluids (IWFs) without further conversion to camalexin. The indolic biosynthesis mutant cyp71a12/cyp71a13 was more susceptible to P. syringae compared to mature wild-type plants displaying age-related resistance (ARR). DHCA and structural analogs inhibit P. syringae growth (MIC ~ 500 μg/mL), but not at concentrations found in IWFs, and DHCA did not inhibit biofilm formation in vitro. However, infiltration of exogenous DHCA enhanced resistance in mature cyp71a12/cyp71a13. These results provide evidence that DHCA derived from CYP71A12 and CYP71A13 activity accumulates in the intercellular space and contributes to the resistance of mature Arabidopsis to P. syringae without directly inhibiting bacterial growth.

Synthesis method of thiazoline heterocyclic compound and application of thiazoline heterocyclic compound in biomolecular modification

The invention discloses a synthesis method of a thiazoline heterocyclic compound and application of the thiazoline heterocyclic compound in biomolecular modification, and relates to the technical field of organic synthesis. The synthesis method comprises the following steps: mixing a thioalkene ether compound and a compound containing a 1, 2-mercaptoethylamine skeleton structure in a solvent, andadding a weak base to react for 60-240 minutes at the reaction temperature of 20-60 DEG C to obtain the dihydrothiazole heterocyclic compound. The synthesis method of the thiazolidine heterocyclic compound is mild and efficient, can quickly react in water at room temperature, and overcomes the defects of violent reaction conditions, long reaction time and the like in the traditional synthetic method; by means of the synthesis method, biomolecules such as polypeptide and protein containing the nitrogen-terminal cysteine residues can be efficiently and accurately modified, and application of detection and treatment methods and the like is further developed.