503-87-7

Basic information

• Product Name: 2-Thiohydantoin
• Synonyms: 2-THIOHYDANTION;2-THIOHYDANTOIN;2-Thioguidanthion;2-thio-hydantoi;2-thioxo-4-imidazolidinon;2-Thioxo-4-imidazolidinone;2-Thioxo-4-imidazolinone;4-Imidazolidinone,2-thioxo-
• CAS NO: 503-87-7
• Molecular Formula: C₃H₄N₂OS
• Molecular Weight: 116.14
• EINECS: 207-977-4
• Product Categories: Ring Systems;Building Blocks;Heterocyclic Building Blocks;Imidazolines/Imidazolidines;Building Blocks;Chemical Synthesis;Heterocyclic Building Blocks
• Mol File: 503-87-7.mol
• Article Data: 18

Chemical Properties

• Melting Point: 229-231 °C (dec.)(lit.)
• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Appearance: White/Crystalline Powder
• Density: 1.346 (estimate)
• Vapor Density: 4 (vs air)
• Refractive Index: 1.6550 (estimate)
• Storage Temp.: Room Temperature
• Solubility: DMSO (Slightly), Methanol (Slightly)
• PKA: 8.50±0.10(Predicted)
• CAS DataBase Reference: 2-Thiohydantoin(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Thiohydantoin(503-87-7)
• EPA Substance Registry System: 2-Thiohydantoin(503-87-7)

Safety Data

• Hazard Codes: Xn
• Statements: 20/21/22-22
• Safety Statements: 36
• WGK Germany: 3
• RTECS: MU4200000
• TSCA: Yes
• Hazardous Substances Data: 503-87-7(Hazardous Substances Data)

Usage

Chemical Properties

BROWN CRYSTALLINE POWDER

Uses

Different sources of media describe the Uses of 503-87-7 differently. You can refer to the following data:
1. Reactant for synthesis of:? ;Drugs with antidiabetic activity1? ;Barbituric acid and thiohydantoin derivatives with antimicrobial activity2? ;Possible anticancer agents3? ;Fibroblast growth factor receptor 1 kinase inhibitors4? ;HIV-1 integrase inhibitors5Reactant for persilylation6
2. 2-Thiohydantoin is a useful synthetic intermediate. It is a reactant for synthesis of drugs with antidiabetic activity, barbituric acid and thiohydantoin derivatives with antimicrobial activity, and possible anticancer agents.
3. Reactant for synthesis of:Drugs with antidiabetic activityBarbituric acid and thiohydantoin derivatives with antimicrobial activityPossible anticancer agentsFibroblast growth factor receptor 1 kinase inhibitorsHIV-1 integrase inhibitorsReactant for persilylation

InChI:InChI=1/C3H4N2OS/c6-2-1-4-3(7)5-2/h1H2,(H2,4,5,6,7)

Upstream product

• 38291-36-0 N-(5-amino-thiazol-2-yl)-benzamide 
• 24197-65-7 S-phenyl α-chlorothioacetate 
• 17356-08-0 thiourea 
• 591-08-2 acetylthiourea 
• 7647-01-0 hydrogenchloride 
• 584-26-9 1-acetyl-2-thiohydantoin 
• 577-47-9 1-benzoyl-2-thioxo-imidazolidin-4-one 
• 333-20-0 potassium thioacyanate 
• 7664-41-7 ammonia 
• 24066-82-8 ethyl 2-isothiocyanatoacetate 
• 71-43-2 benzene 
• 879008-63-6 N-(N-acetylthiocarbamoyl-glycyl)-alanine 
• 64-19-7 acetic acid 
• 5680-79-5 glycine ethyl ester hydrochloride 

Downstream Products

• 127895-00-5 2-Phenyl-imidazo[2,1-b]thiazole-3,6-dione 
• 80815-10-7 2-Phenyl-6H-imidazo[2,1-b]thiazole-3,5-dione 
• 127895-01-6 2-(4-Chloro-phenyl)-imidazo[2,1-b]thiazole-3,6-dione 
• 80815-11-8 2-(4-Chloro-phenyl)-6H-imidazo[2,1-b]thiazole-3,5-dione 
• 127895-02-7 2-(4-Nitro-phenyl)-imidazo[2,1-b]thiazole-3,6-dione 
• 80815-12-9 2-(4-Nitro-phenyl)-6H-imidazo[2,1-b]thiazole-3,5-dione 
• 110830-18-7 (5Z)-5-(furan-2-ylmethylene)-2-thioxoimidazolidin-4-one 
• 84071-21-6 4-thenylidene-2-thioxoimidazolidin-5-one 
• 122351-48-8 5-[2-Oxo-2-phenyl-eth-(E)-ylidene]-2-thioxo-imidazolidin-4-one 
• 583-46-0 5-benzylidene-2-thiohydantoin 
• 129502-13-2 5-[1-[4-(Butyl-methyl-amino)-phenyl]-meth-(Z)-ylidene]-2-thioxo-imidazolidin-4-one 
• 129502-11-0 5-[1-(4-Dibutylamino-phenyl)-meth-(Z)-ylidene]-2-thioxo-imidazolidin-4-one 
• 127895-03-8 2H-(p-tolyl)-imidazo<1,2-b>thiazole-3,6-dione 
• 129502-12-1 5-[1-(4-Dibutylamino-2-methoxy-phenyl)-meth-(Z)-ylidene]-2-thioxo-imidazolidin-4-one 

Relevant articles and documents

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A simple synthesis of 2-thiohydantoins

2-Thiohydantoin derivatives are produced by heating a mixture of thiourea and an a-amino acid. The method described offers the advantages of simplicity, low cost, easy work-up and scalability.

Utility of 3-(thiophen-2-yl)prop-2-enoyl isothiocyanate in heterocyclic synthesis

Convenient syntheses of quinazoline, benzothiazole, thiadiazole, imidazole, and thiourea derivatives starting from 3-(thiophen-2-yl)prop-2-enoyl isothiocyanate are described. The structures of the synthesized compounds are confirmed from their microanalytical and spectral data. Some of the products are examined for their antibacterial activity against Gram-positive and Gram-negative bacteria and fungi.

Compound capable of inhibiting activity of NEDD8 kinase as well as preparation method and pharmaceutical application of compound

The invention belongs to the field of medicines and in particular relates to a compound with the structure of a formula I, a stereomer of the compound or pharmaceutically acceptable salts of the compound as well as a preparation method of the compound and application of the compound to preparation of anti-tumor medicines. A pharmacological experiment result shows that the compound can be used for inhibiting the activity of NEDD8 kinase and has the inhibition effect on proliferation of a plurality of types of tumor cells, so that the compound can be used as an NEDD8 kinase activity inhibitor for preparing the anti-tumor medicines. The formula I is shown in the description.