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

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

Downstream Products

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

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.

AlCl3-Promoted Synthesis of 2-Mercapto Benzoheterocycles by Using Sodium Dimethyldithiocarbamate as Thiocarbonyl Surrogate

A simple, expeditious and high-efficiency synthetic method for the AlCl3-mediated one-pot preparation of 2-mercapto benzoheterocycles (2-mercapto benzothiazoles, benzoxazoles and benzimidazoles) is described. By the treatment of a series of S, O and N heteroatoms containing bifunctional molecules with sodium dimethyldithiocarbamate in AlCl3, the desired benzoheterocycles are obtained smoothly. The protocol can also be applied on the synthesis of a series of thiazolidine-2-thiones, imidazolidine-2-thiones. This novel synthetic approach has advantages such as ligand-free, high efficiency, short reaction time, readily available starting materials and simple experimental procedures.

An environmentally benign and efficient synthesis of substituted benzothiazole-2-thiols, benzoxazole-2-thiols, and benzimidazoline-2-thiones in water

An efficient and practical method for the one-step synthesis of benzothiazole-2-thiols, benzoxazole-2-thiols and benzimidazoline-2-thiones by cyclization of 2-aminothiophenols, 2-aminophenols, and 1,2-phenylenediamines with tetramethylthiuram disulfide (TMTD) in water was described. The features of this method include metal/ligand-free, excellent yield, short reaction time and broad substrate scope. The method provides a facile and convenient preparation of some potentially biologically active compounds.