35221-12-6

Basic information

• Product Name: 1,3-DIPHENYL-2-THIOBARBITURIC ACID
• Synonyms: 1,3-DIPHENYL-2-THIOXODIHYDROPYRIMIDINE-4,6(1H,5H)-DIONE;1,3-DIPHENYL-2-THIOBARBITURIC ACID;AURORA KA-3426;IFLAB-BB F1386-0089;1,3-Diphenyl-2-thioxo-2,5-dihydropyrimidine-4,6(1H,3H)-dione;1,3-Diphenyl-2-thioxohexahydropyrimidine-4,6-dione;1,3-Diphenylthiobarbituric acid;2,3-Dihydro-1,3-diphenyl-2-thioxo-4,6(1H,5H)-pyrimidinedione
• CAS NO: 35221-12-6
• Molecular Formula: C₁₆H₁₂N₂O₂S
• Molecular Weight: 296.34
• Product Categories: D;Stains and Dyes;Stains&Dyes, A to
• Mol File: 35221-12-6.mol
• Article Data: 12

Chemical Properties

• Melting Point: 248 °C (dec.)(lit.)
• Boiling Point: 428.6°Cat760mmHg
• Flash Point: 213°C
• Appearance: /
• Density: 1.41g/cm³
• Vapor Pressure: 1.5E-07mmHg at 25°C
• Refractive Index: 1.724
• PKA: 4.74±0.20(Predicted)
• CAS DataBase Reference: 1,3-DIPHENYL-2-THIOBARBITURIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 1,3-DIPHENYL-2-THIOBARBITURIC ACID(35221-12-6)
• EPA Substance Registry System: 1,3-DIPHENYL-2-THIOBARBITURIC ACID(35221-12-6)

Safety Data

• Hazardous Substances Data: 35221-12-6(Hazardous Substances Data)

Usage

Structure

Barbituric acid derivative with a thio group and two phenyl groups attached to the central structure

Usage

a. Organic synthesis
b. Pharmaceutical research
c. Building block for preparation of other organic compounds

Pharmacological properties

a. Anticonvulsant effects
b. Sedative effects

Enzyme and receptor inhibition

Investigated for its ability to inhibit certain enzymes and receptors in the human body

Interest in medicinal chemistry

Compound of interest due to its potential pharmacological properties and enzyme/receptor inhibition capabilities

InChI:InChI=1/C16H12N2O2S/c19-14-11-15(20)18(13-9-5-2-6-10-13)16(21)17(14)12-7-3-1-4-8-12/h1-10H,11H2

Upstream product

• 141-82-2 malonic acid 
• 102-08-9 N,N-diphenylthiourea 
• 120572-54-5 5-bromo-1,3-diphenyl-2-thio-barbituric acid 
• 64-19-7 acetic acid 
• 3898-08-6 1,1-diphenylthiourea 
• 1663-67-8 malonoyl dichloride 
• 105-53-3 diethyl malonate 
• 87-13-8 diethyl 2-ethoxymethylenemalonate 
• 103-72-0 phenyl isothiocyanate 
• 62-53-3 aniline 
• 37517-81-0 3-chloro-3-oxopropanoic acid methyl ester 

Downstream Products

• 137375-35-0 5-acetyl-1,3-diphenyl-2-thioxodihydropyrimidine-4,6(1H,5H)-dione 
• 99933-99-0 5-phenylmethylene-1,3-diphenyl-2-thiobarbituric acid 
• 155580-48-6 5-anilinomethylene-1,3-diphenyl-2-thio-barbituric acid 
• 86872-80-2 5-[4-(N,N-dimethyl)benzylidene]-1,3-diphenyl-2-thiobarbituric acid 
• 110465-41-3 1,3-dihydro-5-(1-methyl ethylidene)-1,3-diphenyl-2-thioxo-2H,5H pyrimidine-4,6-dione 
• 99933-98-9 5-(2-nitrobenzylidene)-1,3-diphenyl-2-thioxodihydropyrimidine-4,6(1H,5H)-dione 
• 64468-29-7 2-(N-Phenylcarboxamido)-3(H)-oxonaphtho<2,1-b>pyran 
• 7346-07-8 1,3-diphenylhexahydropyrimidine-4,6-dione 
• 35404-83-2 5,5-dibromo-1,3-diphenylbarbituric acid 
• 35778-69-9 1,3-diphenyl-2-thioxo-dihydro-pyrimidine-4,5,6-trione 5-oxime 
• 95225-35-7 5-(2,6-dimethyl-pyran-4-ylidene)-1,3-diphenyl-2-thioxo-dihydro-pyrimidine-4,6-dione 
• 104601-61-8 1,3-diphenyl-5-(2-phenyl-chromen-4-ylidene)-2-thioxo-dihydro-pyrimidine-4,6-dione 
• 35221-22-8 4-[(4,6-dioxo-1,3-diphenyl-2-thioxo-tetrahydro-pyrimidin-5-ylidene)-hydrazino]-N-thiazol-2-yl-benzenesulfonamide 
• 35221-23-9 4-[(4,6-dioxo-1,3-diphenyl-2-thioxo-tetrahydro-pyrimidin-5-ylidene)-hydrazino]-N-(4-methyl-thiazol-2-yl)-benzenesulfonamide 

Relevant articles and documents

Barbiturate squaraine dyes as fluorescent probes for serum albumins detection

Three indolenine-based barbiturate squaraine dyes were synthesized, characterized and subjected to photophysical studies, including their affinity with human serum albumin and bovine serum albumin as protein models in phosphate buffer solution. All dyes successfully interact with both proteins with high affinity binding constants. It was found that dyes with hydrophobic substituents had superior binding constants with both proteins. The fluorescence intensity of all dyes increased in the presence of both proteins which allowed the determination of detection and quantifications limits in the tens of nanomolar, using a protein concentration of 0–3.5 μM. Concerning to the study on the binding sites of the synthesized dyes using the warfarin and ibuprofen markers, the results of this study suggest that, one dye binds to both BSA binding sites while the two others dyes binds only to site I, and that all three dyes bind to both HSA binding sites.

5-CARBOXAMIDE-2-THIOBARBITURIC ACIDS AND USE THEREOF AS MEDICAMENTS

The invention relates to a class of 5-carboxamide-2-thiobarbituric acid derivatives which inhibits human type II topoisomerase (topoII) enzyme and to use thereof as medicaments especially for blocking the proliferation of cancer cells and treating cancer.

A sulfur on behalf of the barbituric acid derivative for the probe molecule detecting secondary amine method and its preparation

The invention discloses a method for detecting secondary amine with thiobarbituric acid derivatives (TBAs) serving as ultraviolet-visible light (UV-vis) spectrophotometric method probe molecules and preparation of the thiobarbituric acid derivatives for detecting secondary amine. The probe molecules are prepared from primary amine through a preparation line of a system. The probe molecules are provided with a furan ring (or thiophene ring) for recognizing secondary amine, an independent probe molecule solution is yellow, and along with addition of secondary amine, the solution becomes red from yellow. A molecular probe is high in selectivity and sensitivity to secondary amine, the response range to secondary amine is 100 micrometers to 400 micrometers, and the limit of detection (LOD) is 12 micrometers. Test paper can be prepared from the probe molecules, and qualitative detection on secondary amine can be achieved fast with low cost. The method can be widely applied to fast and sensitive detection such as online detection of secondary amine compounds, food analysis and environmental monitoring in the industrial process.