20300-02-1

Basic information

• Product Name: THIOPHENE-2-THIOCARBOXAMIDE
• Synonyms: OTAVA-BB BB7020331311;THIOPHENE-2-THIOAMIDE;THIOPHENE-2-THIOCARBOXAMIDE;THIOPHENE-2-CARBOTHIOAMIDE;THIOPHENE-2-CARBOTHIOIC ACID AMIDE;Thiophene-2-carbothioamide, 95+%;Thiophene-2-carbothioic acid amide, 2-Carbamothioylthiophene;2-(Aminothiocarbonyl)thiophene
• CAS NO: 20300-02-1
• Molecular Formula: C₅H₅NS₂
• Molecular Weight: 143.23
• Mol File: 20300-02-1.mol
• Article Data: 19

Chemical Properties

• Melting Point: 106 °C
• Boiling Point: 260℃
• Flash Point: 111℃
• Appearance: /
• Density: 1.357
• Vapor Pressure: 0.0129mmHg at 25°C
• Refractive Index: 1.701
• Storage Temp.: 2-8°C(protect from light)
• PKA: 12.56±0.29(Predicted)
• Water Solubility: Insoluble in water.
• BRN: 110159
• CAS DataBase Reference: THIOPHENE-2-THIOCARBOXAMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: THIOPHENE-2-THIOCARBOXAMIDE(20300-02-1)
• EPA Substance Registry System: THIOPHENE-2-THIOCARBOXAMIDE(20300-02-1)

Safety Data

• Hazard Codes: Xi
• Statements: 25-43
• Safety Statements: 22-36/37/39-45-36/37
• RIDADR: 2811
• HazardClass: 6.1
• PackingGroup: III
• Hazardous Substances Data: 20300-02-1(Hazardous Substances Data)

Usage

Uses

Thiophene-2-thiocarboxamide is used as a pharmaceutical intermediate.

InChI:InChI=1/C5H5NS2/c6-5(7)4-2-1-3-8-4/h1-3H,(H2,6,7)

Upstream product

• 5813-89-8 2-thiophenylcarboxamide 
• 57784-57-3 (Z)-thiophene-2-carbaldehyde oxime 
• 188290-36-0 thiophene 
• 333-20-0 potassium thioacyanate 
• 1003-31-2 thiophene-2-carbonitrile 

Downstream Products

• 157252-28-3 7-Amino-benzo[b]thiophene-4-carboxylic acid methyl ester 
• 177561-24-9 4-(4-fluorophenyl)-5-(4-methylthiophenyl)-2-(thien-2-yl)thiazole 
• 3319-99-1 2'-(2-thienyl)pyridine 
• 35299-71-9 2,6-bis(thiophen-2-yl)pyridine 
• 24043-97-8 ethyl 2-(thiophen-2-yl)thiazole-4-carboxylate 
• 56421-62-6 ethyl 4-methyl-2-(thiophen-2-yl)-1,3-thiazole-5-carboxylate 
• 1572937-47-3 (R)-1,2-bis(N-(3-(methoxyphenyl)thiophene-2-carboximidamide))-3-(2,5-dimethyl-1H-pyrrol-1-yl)propane 
• 1572937-31-5 (2R,4R)-tert-butyl 4-((3-(thiophene-2-carboximidamido)benzyl)oxy)-2-(((3-(thiophene-2-carboximidamido)benzyl)oxy)methyl)pyrrolidine-1-carboxylate 
• 1572937-36-0 (2S,4R)-tert-butyl 4-(3-(thiophene-2-carboximidamido)phenoxy)-2-((3-(thiophene-2-carboximidamido)phenoxy)methyl)pyrrolidine-1-carboxylate 
• 1572937-39-3 (2S,4R)-tert-butyl 4-(3-(thiophene-2-carboximidamido)phenoxy)-2-((4-(thiophene-2-carboximidamido)phenoxy)methyl)pyrrolidine-1-carboxylate 
• 1572937-42-8 (2S,4R)-tert-butyl 4-(3-(thiophene-2-carboximidamido)phenoxy)-2-(((3-fluorobenzyl)oxy)methyl)pyrrolidine-1-carboxylate 
• 1572937-46-2 (2S,4R)-tert-butyl 4-((3-fluorobenzyl)oxy)-2-((3-(thiophene-2-carboximidamido)phenoxy)methyl)pyrrolidine-1-carboxylate 
• 1572937-08-6 (R)-1,2-bis(N-(3-(methoxyphenyl)thiophene-2-carboximidamide))propane-3-amine 
• 1572937-11-1 N-(3-((((2R,4R)-4-(((3-(thiophene-2-carboximidamido)benzyl)oxy)methyl)pyrrolidin-2-yl)oxy)methyl)phenyl)thiophene-2-carboximidamide 

Relevant articles and documents

A practical synthesis of 3,4-diethoxybenzthioamide based on Friedel-Crafts reaction with potassium thiocyanate in methanesulfonic acid.

The synthesis of 3,4-diethoxybenzthioamide, the key intermediate for OPC-6535, is achieved by employing Friedel-Crafts reaction of 1,2-diethoxybenzene with potassium thiocyanate in methanesulfonic acid at ambient temperature.

Aerobic Visible-Light Induced Intermolecular S?N Bond Construction: Synthesis of 1,2,4-Thiadiazoles from Thioamides under Photosensitizer-Free Conditions

Aerobic visible-light induced intermolecular S?N bond construction has been achieved without the addition of photosensitizer, metal, or base. With this strategy, 1,2,4-thiadiazoles can be obtained from thioamides. Preliminary mechanistic investigation suggested that the excited state of thioamides undergoes a single-electron-transfer (SET) process to afford thioamidyl radicals, which can be further transformed into a 1,2,4-thiadiazole through desulfurization and oxidative cyclization. The reaction has good functional group tolerance and represents a green method for the construction of S?N bonds.

Iminothioethers as Hydrogen Sulfide Donors: From the Gasotransmitter Release to the Vascular Effects

The gasotransmitter hydrogen sulfide (H2S) is an important tuner of the cardiovascular homeostasis, and its deficiency is etiologically associated with a number of cardiovascular diseases. Therefore, the research of original moieties able to release H2S represents a timely issue for drug discovery. In this work, we developed a collection of iminothioethers (ITEs), exhibiting H2S-releasing properties and producing vasorelaxing effects on rat aortic rings. Derivatives 4 and 11, selected as representative of slow and fast rate H2S donors, respectively, produced a complete recovery of the basal coronary flow, reverting the AngII-induced effects in isolated rat hearts. In addition, studies on human aortic smooth muscle cells (HASMCs) demonstrated membrane hyperpolarizing effects, well related to the intracellular generation of H2S. Taken together, the results obtained support ITEs 4 and 11 as new pharmacological tools, as well as effective and innovative H2S donors for cardiovascular drug discovery.