30086-64-7

Basic information

• Product Name: 2-Hydroxy-5-nitrothiocarbanilide
• Synonyms: 1,3,3a,4,5,6,7,7a-octahydrobenzoimidazole-2-thione;2-Benzimidazolinethione, hexahydro-;2-Hydroxy-5-nitrothiocarbanilide;Hexahydro-2-benzimidazolinethione;Hexahydro-o-phenylenethiourea;hexahydro-1H-benzo[d]iMidazole-2(3H)-thione;2H-BenziMidazole-2-thione, octahydro-
• CAS NO: 30086-64-7
• Molecular Formula: C₇H₁₂N₂S
• Molecular Weight: 156.25
• Mol File: 30086-64-7.mol
• Article Data: 10

Chemical Properties

• Melting Point: 151-160 °C
• Boiling Point: 238.2°Cat760mmHg
• Flash Point: 97.8°C
• Appearance: /
• Density: 1.21g/cm³
• Vapor Pressure: 0.043mmHg at 25°C
• Refractive Index: 1.609
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 14.58±0.20(Predicted)
• CAS DataBase Reference: 2-Hydroxy-5-nitrothiocarbanilide(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Hydroxy-5-nitrothiocarbanilide(30086-64-7)
• EPA Substance Registry System: 2-Hydroxy-5-nitrothiocarbanilide(30086-64-7)

Safety Data

• Hazardous Substances Data: 30086-64-7(Hazardous Substances Data)

Usage

General Description

2-Hydroxy-5-nitrothiocarbanilide, also known as Dithranol or Anthralin, is a synthetic organic compound used primarily in the treatment of psoriasis. It is classified as an anti-psoriatic medication due to its ability to slow down the excessive skin cell growth associated with the condition. The compound is believed to work by inhibiting DNA synthesis and interfering with the proliferation of keratinocytes. Dithranol is available in various formulations such as creams, ointments, and pastes, and is typically applied to affected areas of the skin for a specific duration before being washed off. Despite its effectiveness in treating psoriasis, Dithranol may cause skin irritation and staining, and should only be used under the guidance of a healthcare professional.

InChI:InChI=1/C7H12N2S/c10-7-8-5-3-1-2-4-6(5)9-7/h5-6H,1-4H2,(H2,8,9,10)

Upstream product

• 694-83-7 rac-diaminocyclohexane 
• 75-15-0 carbon disulfide 
• 67-66-3 chloroform 
• 137-26-8 Thiram 
• 128-04-1 sodium dimethyldithiocarbamate 
• 1121-22-8 trans-1,2-Diaminocyclohexane 
• 67-68-5 dimethyl sulfoxide 
• 1436-59-5 cis-cyclohexane-1,2-diamine 

Downstream Products

• 137618-01-0 1,3-di(2-benzylbutanoyl)-trans-4,5-tetramethyleneimidazolidine-2-thione 
• 137638-30-3 1,3-di(2-benzylbutanoyl)-trans-4,5-diphenylimidazolidine-2-thione 
• 137618-02-1 (E)-3-Phenyl-1-{(3aS,7aS)-3-[(E)-(3-phenyl-acryloyl)]-2-thioxo-octahydro-benzoimidazol-1-yl}-propenone 
• 77006-52-1 (4aR,8aR)-2,2-Dimethyl-3-phenyl-2,3,4a,5,6,7,8,8a-octahydro-benzo[4,5]imidazo[2,1-b]thiazol-3-ol; hydrochloride 
• 64107-71-7 (4aR,8aR)-3-Methyl-4a,5,6,7,8,8a-hexahydro-benzo[4,5]imidazo[2,1-b]thiazole; hydrochloride 
• 64107-71-7 (4aR,8aS)-3-Methyl-4a,5,6,7,8,8a-hexahydro-benzo[4,5]imidazo[2,1-b]thiazole; hydrochloride 
• 137618-03-2 1,3-dioctadecanoyl-trans-4,5-tetramethyleneimidazoline-2-thione 
• 137638-29-0 1,3-di(3-phenylpropionyl)-trans-4,5-tetramethyleneimidazolidine-2-thione 
• 137618-00-9 1,3-di(3-phenyl-2-methylpropionyl)-trans-4,5-tetramethyleneimidazolidine-2-thione 
• 137618-14-5 1,3-di(3-phenylpropionyl)-trans-4,5-tetramethyleneimidazolidin-2-one 
• 137618-18-9 (3aS,7aS)-1,3-Bis-[(E)-(3-phenyl-acryloyl)]-octahydro-benzoimidazol-2-one 
• 139122-14-8 (3aR,7aR)-1,3-Bis-(2-methyl-3-phenyl-propionyl)-octahydro-benzoimidazol-2-one 
• 137618-17-8 (3aR,7aR)-1,3-Bis-(2-benzyl-butyryl)-octahydro-benzoimidazol-2-one 

Relevant articles and documents

A catalyst-free and additive-free method for the synthesis of benzothiazolethiones from: O -iodoanilines, DMSO and potassium sulfide

Under catalyst-free and additive-free conditions, a novel, convenient, eco-friendly method for the synthesis of benzothiazolethiones has been developed. The three-component reaction of o-iodoanilines and K2S with DMSO proceeded smoothly and the corresponding benzothiazolethiones were obtained with good isolated yields. Meanwhile, this method could be used for the synthesis of thioureas from primary diamines. Furthermore, mechanism research showed that DMSO not only functioned as a carbon source, but also as a mild oxidant in this reaction.

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Thiocarbonyl Surrogate via Combination of Sulfur and Chloroform for Thiocarbamide and Oxazolidinethione Construction

An efficient and practical thiocarbonyl surrogate via combination of sulfur and chloroform has been developed. A variety of thiocarbamides and oxazolidinethiones have been established, including chiral thiourea catalysts and chiral oxazolidinethione auxiliaries with high selectivity. Meanwhile, pesticides Diafenthiuron (an acaricide), ANTU (a rodenticide), and Chloromethiuron (an insecticide) were practically synthesized through this method in gram scale. Dicholorocarbene, as the key intermediate, was further confirmed via a carbene-trapping control experiment.