2010-16-4

Basic information

• Product Name: 1-Allyl-2-thioxoimidazolidine-5-one
• Synonyms: 1-Allyl-2-thioxoimidazolidine-5-one;2-Thioxo-3-allylimidazolidine-4-one;3-(2-Propenyl)-2-thioxo-4-imidazolidinone;3-Allyl-2-thiohydantoin, 95%;3-Allyl-2-thioxo-imidazolidin-4-one;3-(prop-2-en-1-yl)-2-sulfanylideneimidazolidin-4-one
• CAS NO: 2010-16-4
• Molecular Formula: C₆H₈N₂OS
• Molecular Weight: 156.21
• Mol File: 2010-16-4.mol
• Article Data: 6

Chemical Properties

• Melting Point: 85-87 °C(Solv: hexane (110-54-3); benzene (71-43-2))
• Boiling Point: 216.5°C at 760 mmHg
• Flash Point: 84.7°C
• Appearance: /
• Density: 1.28g/cm³
• Vapor Pressure: 0.139mmHg at 25°C
• Refractive Index: 1.613
• PKA: 11.40±0.20(Predicted)
• CAS DataBase Reference: 1-Allyl-2-thioxoimidazolidine-5-one(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Allyl-2-thioxoimidazolidine-5-one(2010-16-4)
• EPA Substance Registry System: 1-Allyl-2-thioxoimidazolidine-5-one(2010-16-4)

Safety Data

• Hazardous Substances Data: 2010-16-4(Hazardous Substances Data)

Usage

Type of compound

heterocyclic organic compound

Uses

fungicide and agrochemical

Specific application

controlling powdery mildew in various crops

Mode of action

inhibits fungal growth by interfering with cell walls and membranes

Effectiveness

effective against a wide range of fungal diseases in crops such as grapes, apples, cucumbers, and tomatoes

Safety

relatively safe for mammals and low toxicity to humans

Importance

valuable tool for pest control in agriculture

Precautions

proper handling and application procedures should be followed to minimize potential risks to the environment and non-target organisms.

InChI:InChI=1/C6H8N2OS/c1-2-3-8-5(9)4-7-6(8)10/h2H,1,3-4H2,(H,7,10)

Upstream product

• 56-40-6 glycine 
• 57-06-7 N-allyl isothiocyanate 
• 623-33-6 glycine ethyl ester hydrochloride 
• 616-34-2 methoxycarbonylmethylamine 

Downstream Products

• 934169-22-9 3-allyl-5-benzoyl-2-thiohydantoin 
• 225375-74-6 3-allyl-5-(Z)-(4-methoxybenzylidene)-2-(allylmercapto)hydantoin 
• 225375-75-7 3-allyl-5-(Z)-(4-methylbenzylidene)-2-(allylmercapto)hydantoin 
• 225375-76-8 3-allyl-5-(Z)-(4-chlorobenzylidene)-2-(allylmercapto)hydantoin 

Relevant articles and documents

Cu(I) arylsulfonate π-complexes with 3-allyl-2-thiohydantoin: The role of the weak interactions in structural organization

The present work is directed toward preparation and structural characterization of two novel Cu(I) arylsulfonate π-complexes with 3-allyl-2-thiohydantoin, namely [Cu2(Hath)4](C6H5SO3)2(1) a

Hydrogen bonded dimers vs. one-dimensional chains in 2-thiooxoimidazolidin- 4-one (thiohydantoin) drug derivatives

Hydantoins have been known as medicinally active compounds since the 1940s and thiohydantoin derivatives are currently undergoing clinical trials as potent androgen receptor antagonist drugs. Control of solid state properties including the formation of drug polymorphs is important to the pharmaceutical industry, and frequently results from different H-bonded motifs. N-H thiohydantoins show formation of H-bonded arrays in the solid state. Two novel and five known thiohydantoin derivatives were synthesised via reaction of alkyl isothiocyanates with amino acid methyl esters. X-Ray crystallographic data were obtained for all seven compounds showing that four of the structures contain hydrogen bonded dimeric units linked via N-H...S interactions and three of the structures have N-H...O linked H-bonded chains. The Royal Society of Chemistry 2010.

Sulfur glycosylation reactions involving 3-allyl-2-thiohydantoin nucleoside bases as potential antiviral and antitumor agents

3-Allyl-5-(Z)-arylidene-2-thiohydantoins 8a-f were synthesized from the direct condensation of the aromatic aldehydes 7a-f with 3-allyl-2-thiohydantoin (6), which in turn was prepared from the reaction of glycine and allyl isothiocyanate. The alkylation o