4921-82-8

Basic information

• Product Name: 1-BENZOYL-3-PHENYL-2-THIOUREA
• Synonyms: 1-benzoyl-3-phenyl-2-thio-ure;n-phenylthiocarbamoyl-benzamid;phenylbenzoylthiourea;usafk-1473;1-BENZOYL-3-PHENYL-2-THIOUREA;N-[(PHENYLAMINO)THIOXOMETHYL]-BENZAMIDE;1-Benzoyl-3-phenyl(thiourea);1-Benzoyl-3-phenylthiourea
• CAS NO: 4921-82-8
• Molecular Formula: C₁₄H₁₂N₂OS
• Molecular Weight: 256.32
• Mol File: 4921-82-8.mol
• Article Data: 66

Chemical Properties

• Melting Point: 159 °C
• Appearance: /
• Density: 1.29 g/cm³
• Refractive Index: 1.695
• Storage Temp.: -20°
• Solubility: Soluble in DMSO (greater than 50 mg/ml) or in Ethanol (up to 8 mg/ml).
• PKA: 9.49±0.70(Predicted)
• Stability: Stable for 1 year from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20° for up to 3 months.
• CAS DataBase Reference: 1-BENZOYL-3-PHENYL-2-THIOUREA(CAS DataBase Reference)
• NIST Chemistry Reference: 1-BENZOYL-3-PHENYL-2-THIOUREA(4921-82-8)
• EPA Substance Registry System: 1-BENZOYL-3-PHENYL-2-THIOUREA(4921-82-8)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 4921-82-8(Hazardous Substances Data)

Usage

Description

TM-2-51 (4921-82-8) is a highly potent and isozyme selective activator of recombinant HDAC8. Increases the activity of HDAC8 by a factor of 12 at 10 μM. No activation of other HDACs is observed. TM-2-51 rescues the activity of catalytically compromised HDAC8 mutants?in vitro.2

References

1) Singh?et al. (2011), Histone deacetylase activators: N-acetylthioureas as highly potent and isozyme selective activators for human histone deacetylase-8 on a fluorescent substrate; Bioorg. Med. Chem. Lett.,?21?5920 2) Decross?et al. (2014), Compromised Structure and Function of HDAC8 Mutants Identified in Cornelia de Lange Syndrome Spectrum Disorders; ACS Chem. Biol.,?9?2157 3) Singh?et al. (2015),?Mechanism of N-acylthiourea Mediated Activation of Human Histone Deacetylase 8 (HDAC8) at Molecular and Cellular Levels; J. Biol. Chem.,?290?6607

InChI:InChI=1/C14H12N2OS/c17-13(11-7-3-1-4-8-11)16-14(18)15-12-9-5-2-6-10-12/h1-10H,(H2,15,16,17,18)

Upstream product

• 1147550-11-5 ammonium thiocyanate 
• 98-88-4 benzoyl chloride 
• 62-53-3 aniline 
• 532-55-8 Benzoyl isothiocyanate 
• 66365-41-1 triphenylphosphine-thiocyanogen 
• 65-85-0 benzoic acid 
• 124-41-4 sodium methylate 
• 98095-85-3 1-Benzoyl-1-phenylthiourea 
• 1132-44-1 1-acetyl-3-phenylthiourea 
• 108306-66-7 3-Benzoylimino-5,6-dihydro-3H<1,2,4>dithiazole> 
• 73025-54-4 (Z)-1-Anilino-2-nitro-1-phenylethylene 
• 103-85-5 monophenylthiourea 
• 7647-01-0 hydrogenchloride 
• 72149-84-9 1-(methoxyphenylmethylene)-3-phenylthiourea 

Downstream Products

• 56300-36-8 S-ethyl-N-benzoyl-N'-phenyl-isothiourea 
• 102662-54-4 N-[4-(4-nitro-phenyl)-3-phenyl-3H-thiazol-2-ylidene]-benzamide 
• 72149-83-8 2-benzoylimino-3-phenyl-4-phenyl-1,3-thiazoline 
• 59849-24-0 N-[4-(4-methoxy-phenyl)-3-phenyl-3H-thiazol-2-ylidene]-benzamide 
• 59849-14-8 2-benzoylimino-4-(4-methoxy-phenyl)-3-phenyl-thiazolidin-4-ol 
• 1821-33-6 N-phenyl-N'-benzoylurea 
• 139564-93-5 (2-Benzoylimino-3-phenyl-4-thiazolidinyl)essigsaeure-methylester 
• 93-98-1 N-phenyl benzoyl amide 
• 103-85-5 monophenylthiourea 
• 101444-33-1 2-benzoylimino-3-phenyl-4-methyl-1,3-thiazoline 
• 1000998-73-1 2-[(Z)-benzoylimino]-4-oxo-3-phenyl-3,4-dihydro[1,3]thiazine-6-carboxylic acid methyl ester 
• 1000998-67-3 N-[4-oxo-3-phenyl-3,4-dihydro[1,3]thiazin-(2Z)-ylidene]benzamide 
• 85285-59-2 Pr⁽³⁺⁾*C₁₄H₁₀N₂OS^(2-)*Cl^(1-)*H₂O=Pr(C₁₄H₁₀N₂OS)Cl*H₂O 
• 143048-49-1 [Cu(C₆H₅CONHCSNHC₆H₅)2Cl₂] 

Relevant articles and documents

Sequential and cellular detection of copper and lactic acid by disaggregation and reaggregation of the fluorescent panchromatic fibres of an acylthiourea based sensor

We report, for the first time, the self-assembly of an acyl-thiourea based sensor, N-{(6-methoxy-pyridine-2-yl) carbamothioyl}benzamide (NG1), with panchromatic fluorescent fibres and its dual-sensing properties for the sequential detection of Cu2+ ions and lactic acid. The panchromatic fibres formed by NG1 were disrupted in the presence of Cu2+ ions and this was accompanied by a visible colour change in the solution from colourless to yellow. The addition of lactic acid to the NG1 + Cu2+ solution, on the other hand, induced re-aggregation to fibrillar structures and the colour of the solution again changed to colourless. Hence, it may be surmised that the disaggregation and re-aggregation impart unique dual-sensing properties to NG1 for the sequential detection of Cu2+ ions and lactic acid. The application of NG1 as a selective sensor for Cu2+ ions and lactic acid has been assessed in detail by UV-visible and fluorescence spectroscopy. Furthermore, two structural variants of NG1, namely, NG2 and NG3, were synthesized, which suggest the crucial role of pyridine in imparting panchromatic emission properties and of both pyridine and acyl-thiourea side chain in the binding of Cu2+ ions. The O-methoxy group plays an important part in making NG1 the most sensitive probe of its structural analogs. Finally, the utility of NG1 for the sequential and cellular detection of Cu2+ ions and lactic acid was studied in human RPE cells. The experimental results of the interaction of NG1 with Cu2+ ions and lactic acid have also been validated theoretically by using quantum chemical calculations based on density functional theory (DFT). To the best of our knowledge, this is the first report wherein a dual sensor for Cu2+ ions and lactate ions is synthesized. More importantly, the aggregation properties of the sensor have been studied extensively and an interesting correlation of the photophysical properties of the probe with its self-assembling behavior has been elucidated.

Colorimetric detection of fluoride ions in aqueous medium using thiourea derivatives: A transition metal ion assisted approach

This work explores the position of the hydroxyl moiety and its participation in intramolecular H-bonding towards dictating the fluoride selective colorimetric response in functionalized thiourea derivatives. The study reveals the pivotal aspect of the hyd

Iodine-mediated multi-component reactions: Readily access to tetrazoles and guanidines

Environmentally benign syntheses of One-pot sequential reactions of benzoyl chloride with amines followed by the treatment of molecular I2 reagent under basic conditions provide benzoyl tetrazoles and guanidines in moderate to excellent yields. This one-pot synthesis has several advantages such as mild reaction conditions, short reaction time, convenient workup, high yields, using cheap and readily available reagent molecular Iodine. In addition, functional group tolerance has been explored.