4333-19-1

Basic information

• Product Name: PHENYLTHIOHYDANTOIN-DL-ALANINE
• Synonyms: 2-Thioxo-3-phenyl-5-methylimidazolidine-4-one;4-Imidazolidinone, 5-methyl-3-phenyl-2-thioxo-;Einecs 224-373-6;Hydantoin, 5-methyl-3-phenyl-2-thio-;5-Methyl-3-phenyl-2-thiohydantoin PTH-alanine;5-METHYL-3-PHENYL-2-THIOHYDANTOIN;PTH-ALANINE;PTH-DL-ALANINE
• CAS NO: 4333-19-1
• Molecular Formula: C₁₀H₁₀N₂OS
• Molecular Weight: 206.26
• EINECS: 224-373-6
• Product Categories: Amino Acids;Amino Acids (N-Protected);Biochemistry;PTH-Amino Acids;Protein Sequencing;Protein Structural Analysis;Reagents for Protein Sequencing
• Mol File: 4333-19-1.mol
• Article Data: 6

Chemical Properties

• Melting Point: 187 °C
• Boiling Point: 298.1°Cat760mmHg
• Flash Point: 134.1°C
• Appearance: /
• Density: 1.33g/cm³
• Vapor Pressure: 0.0013mmHg at 25°C
• Refractive Index: 1.674
• Storage Temp.: −20°C
• PKA: 11.19±0.40(Predicted)
• CAS DataBase Reference: PHENYLTHIOHYDANTOIN-DL-ALANINE(CAS DataBase Reference)
• NIST Chemistry Reference: PHENYLTHIOHYDANTOIN-DL-ALANINE(4333-19-1)
• EPA Substance Registry System: PHENYLTHIOHYDANTOIN-DL-ALANINE(4333-19-1)

Safety Data

• Hazard Codes: T
• Statements: 23/24/25
• Safety Statements: 36/37/39-45
• RIDADR: UN 2811 6.1/PG 3
• WGK Germany: 3
• RTECS: MU2628000
• Hazardous Substances Data: 4333-19-1(Hazardous Substances Data)

Usage

General Description

PHENYLTHIOHYDANTOIN-DL-ALANINE is a chemical compound that combines the amino acid alanine with the thiohydantoin group, featuring a phenyl ring. It is a synthetic derivative of alanine and thiohydantoin, and is commonly used in peptide chemistry and solid-phase peptide synthesis. PHENYLTHIOHYDANTOIN-DL-ALANINE is known for its ability to form stable complexes with metal ions, making it a useful chelating agent in chemical analysis and industrial processes. Additionally, PHENYLTHIOHYDANTOIN-DL-ALANINE has been studied for its potential biological activities and pharmacological properties. Overall, the compound is a versatile chemical with a range of applications in research and industry.

InChI:InChI=1/C10H10N2OS/c1-7-9(13)12(10(14)11-7)8-5-3-2-4-6-8/h2-7H,1H3,(H,11,14)

Upstream product

• 17344-99-9 AlaOEt 
• 103-72-0 phenyl isothiocyanate 
• 302-72-7 rac-Ala-OH 
• 701-73-5 methyl N-phenyldithiocarbamate 
• 104892-42-4 N-phenylthiocarbamoyl-alanine ethyl ester 
• 95753-61-0 phenylthiocarbamoyl-L-alanylglycine methyl ester 
• 70561-60-3 N-(ethylthiothiocarbonyl)-DL-alanine 
• 62-53-3 aniline 
• 75-15-0 carbon disulfide 
• 74-88-4 methyl iodide 
• 135261-43-7 N-phenylthiocarbamoyl-DL-alanine 
• 65428-88-8 (S)-2-(3-phenylthioureido)propanoic acid 

Downstream Products

• 7783-06-4 hydrogen sulfide 
• 15719-64-9 methylammonium carbonate 
• 62-53-3 aniline 
• 302-72-7 rac-Ala-OH 
• 33558-00-8 5-methyl-3-phenylimidazolidine-2,4-dione 
• 50739-16-7 5-methyl-3-phenyl-4-imidazolidone 

Relevant articles and documents

4-Substituted-2-anilinothiazolin-5-ones as substrates of α-chymotrypsin

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Microwave assisted synthesis of 1,3,4-oxadiazole/thiohydantoin hybrid derivatives via dehydrative cycliztion of semicarbazide

A series of compounds containing both 1,3,4-oxadiazole and thiohydantoin were synthesized as a promising scaffold for application in medicinal chemistry. The key step of the synthesis is a microwave-assisted cyclization of semicarbazides possessing a thiohydantoin moiety at one of the acyl termini using POCl3 as a dehydrating reagent. A wide range of semicarbazides were prepared through the substitution of hydrazides with an N-acylated thiohydantoin derived from the cyclization of the corresponding isothiocyanate with an amino acid and subsequent N-acylation of the resultant thiohydrantion. Consequently, the 58 number of 1,3,4-oxadiazole derivatives having a thiohydantoin substituent were prepared in good overall yields. Thiohydantoin 134-Oxadiazole Semicarbazide Microwave Amino acid Acknowledgments. This research was conducted under the Industrial Infrastructure Program for Fundamental Technologies and Institute for Advancement of Technology through the Inter-ER Cooperation Projects (R0002016) which are funded by the Ministry of Trade, Industry & Energy, Korea to YDG and Open Translational Research Center for Innovative Drug (2012M3A9C1053532) which are funded by National Research Foundation of Korea.

CHIRAL ANALYSIS OF THE REACTION STAGES IN THE EDMAN METHOD FOR SEQUENCING PEPTIDES

Chiral isothiocyanate reagents suitable for 'Edman sequencing' have been synthesised and used to assess the chiral features of individual stages in the Edman method.Using h.p.l.c. analysis of the diastereoisomeric thiohydantoins obtained, it has been deduced that the cyclisation and cleavage of thiazolinone step is the likely source of racemisation of the chiral centre derived from the N-terminal amino acid.