6336-01-2

Basic information

• Product Name: 1-BUTYL-3-PHENYL-2-THIOUREA
• Synonyms: Urea, 1-butyl-3-phenyl-2-thio-;1-Butyl-3-phenylthiourea;1-Phenyl-3-butylthiourea;N-Butyl-N'-phenylthiourea;U-19440;1-butyl-3-phenyl-2-thio-ure;1-BUTYL-3-PHENYL-2-THIOUREA
• CAS NO: 6336-01-2
• Molecular Formula: C₁₁H₁₆N₂S
• Molecular Weight: 208.32
• Mol File: 6336-01-2.mol
• Article Data: 14

Chemical Properties

• Melting Point: 62-64°C
• Boiling Point: 298.8°C at 760 mmHg
• Flash Point: 134.5°C
• Appearance: /
• Density: 1.103g/cm³
• Vapor Pressure: 0.00124mmHg at 25°C
• Refractive Index: 1.608
• CAS DataBase Reference: 1-BUTYL-3-PHENYL-2-THIOUREA(CAS DataBase Reference)
• NIST Chemistry Reference: 1-BUTYL-3-PHENYL-2-THIOUREA(6336-01-2)
• EPA Substance Registry System: 1-BUTYL-3-PHENYL-2-THIOUREA(6336-01-2)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 6336-01-2(Hazardous Substances Data)

Usage

General Description

1-BUTYL-3-PHENYL-2-THIOUREA is a chemical compound with the molecular formula C13H18N2S. It is also known as Phenylbutylthiocarbamide and is commonly used as a bittering agent to discourage ingestion. It is a white to off-white crystalline powder with a melting point of around 170-174°C and is sparingly soluble in water but soluble in organic solvents. The chemical is known to be an inhibitor of the TAS2R16 taste receptor, which is responsible for perceiving bitterness. In addition to its uses in bittering agents, 1-BUTYL-3-PHENYL-2-THIOUREA has also been studied as a potential anti-cancer agent due to its ability to induce apoptosis in cancer cells without affecting normal cells.

InChI:InChI=1/C11H16N2S/c1-2-3-9-12-11(14)13-10-7-5-4-6-8-10/h4-8H,2-3,9H2,1H3,(H2,12,13,14)

Upstream product

• 18879-99-7 N-butyldithiocarbamic acid 
• 622-37-7 Phenyl azide 
• 62-53-3 aniline 
• 592-82-5 butyl isothiocyanate 
• 109-73-9 N-butylamine 
• 102-08-9 N,N-diphenylthiourea 
• 103-72-0 phenyl isothiocyanate 

Downstream Products

• 1354377-92-6 methyl 2-[1-[3-butyl-4-oxo-2-(phenylimino)-1,3-thiazolidin-5-ylidene]ethyl]hydrazinecarboxylate 
• 24622-31-9 N-butylbenzo[d]thiazol-2-amine 
• 103-72-0 phenyl isothiocyanate 
• 592-82-5 butyl isothiocyanate 
• 890573-84-9 N-(p-iodophenyl)-N′-butylurea 
• 3083-88-3 N-butyl-N'-phenylurea 
• 85285-38-7 N-butyl-1-phenyl-1H-tetrazol-5-amine 
• 1158081-15-2 C₁₂H₁₆N₄O 
• 1019107-92-6 3-butyl-1-phenyl-5-[(E)-1-phenylmethylidene]-2-thioxoimidazolidin-4-one 
• 1019107-91-5 1-butyl-3-phenyl-5-[(E)-1-phenylmethylidene]-2-thioxoimidazolidin-4-one 
• 96989-50-3 di-2-pyridyl thionocarbonate 
• 82140-43-0 1-butyl-3-phenyl-7-methyl-4-oxo-2-thioxo-1,2,3,4-tetrahydropyrido<2,3-d>pyrimidine-6-carboxylic acid 
• 59541-68-3 N-butyl-N'-cyano-N''-phenyl-guanidine 

Relevant articles and documents

Complexation of Halide Anions and Tricarboxylate Anions by Neutral Urea-Derivatized p-tert-Butylcalixarenes

Two neutral receptors for halide anions and tricarboxylate anions have been synthesized on the basis of p-tert-butylcalixarene, symmetrically functionalized with three butyl(thio)urea groups at the 1,3,5-phenolic positions.The anion complexation has be

Synthesis of metronidazole based thiazolidinone analogs as promising antiamoebic agents

Metronidazole and its derivatives are widely used for the treatment of amoebiasis. However, metronidazole is considered as the standard drug but it has many side effects. The present study describes the synthesis of a series of metronidazole based thiazolidinone analogs via Knoevenagel condensation of 4-[2-(2-methyl-5-nitro-1H-imidazole-1-yl)ethoxy]benzaldehyde 1 with various thiazolidinone derivatives 2–14 to get the new scaffold (15–27) having better activity and lesser toxicity. Six compounds have shown better efficacy and lesser cytotoxicity than the standard drug metronidazole towards HM1: IMSS strain of Entamoeba histolytica. These compounds may combat the problem of drug resistance and might be effective in identifying potential alternatives for future drug discovery against EhOASS.

Ph3P/I2-mediated synthesis of N,N′,N″-substituted guanidines and 2-iminoimidazolin-4-ones from aryl isothiocyanates

A convenient one-pot procedure for the synthesis of acyclic and cyclic guanidines mediated by the Ph3P/I2 system is described. Sequential condensation of aryl isothiocyanates with amines followed by dehydrosulfurization and guanylation could lead to both symmetric and unsymmetric N,N′,N″-substituted derivatives. Through a tandem guanylation-cyclization, a series of 2-iminoimidazolin-4-ones could also be prepared in good yields from the reaction of aryl isothiocyanates with amino acid methyl esters.