17572-09-7

Basic information

• Product Name: FURAN-2-CARBOTHIOAMIDE
• Synonyms: FURAN-2-CARBOTHIOAMIDE;FURAN-2-CARBOTHIOIC ACID AMIDE;Furan-2-thiocarboxamide, 97%;Furan-2-carbothioic acid amide, 2-Carbamothioylfuran, Furan-2-carbothioamide;2-FurancarbothioaMide;Furan-2-carbothioic acid amide, 2-Carbamothioylfuran
• CAS NO: 17572-09-7
• Molecular Formula: C₅H₅NOS
• Molecular Weight: 127.16
• Product Categories: Furans, Benzofurans & Dihydrobenzofurans;Furans, Benzofurans & Dihydrobenzofurans
• Mol File: 17572-09-7.mol

Chemical Properties

• Melting Point: 129-130°C
• Boiling Point: 219.6 °C at 760 mmHg
• Flash Point: 86.6 °C
• Appearance: /
• Density: 1.287 g/cm³
• Vapor Pressure: 0.118mmHg at 25°C
• Refractive Index: 1.62
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: FURAN-2-CARBOTHIOAMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: FURAN-2-CARBOTHIOAMIDE(17572-09-7)
• EPA Substance Registry System: FURAN-2-CARBOTHIOAMIDE(17572-09-7)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• Hazardous Substances Data: 17572-09-7(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
Furan-2-carbothioamide is used as a potential therapeutic agent for its antimicrobial properties, serving to combat various microbial infections. Its antiviral activity makes it a candidate for developing treatments against viral diseases, while its antitumor properties suggest its potential use in oncology for treating cancer.
Used in Drug Development:
Furan-2-carbothioamide is utilized as a lead compound in drug development due to its demonstrated biological activities. Researchers are exploring its potential to be modified and optimized for specific medical applications, enhancing its efficacy and safety profile for use in human healthcare.
Used in Organic Synthesis:
As a building block in organic synthesis, Furan-2-carbothioamide is employed for the creation of more complex organic molecules. Its unique structure allows it to be a key component in the synthesis of pharmaceuticals, agrochemicals, and other specialty chemicals, contributing to the advancement of chemical research and product innovation.

InChI:InChI=1/C5H5NOS/c6-5(8)4-2-1-3-7-4/h1-3H,(H2,6,8)

Upstream product

• 1121-47-7 2-furaldehyde oxime 
• 4439-57-0 methyl furimidate 
• 98-01-1 furfural 
• 609-38-1 furan-2-carboxylic acid amide 
• 72667-24-4 Brenzschleimsaeurenitril 
• 617-90-3 2-furancarbonitrile 

Downstream Products

• 117070-04-9 furan-2-carbothioic acid benzylamide 
• 159267-51-3 (6R,7S)-7-tert-Butoxycarbonylamino-3-(2-furan-2-yl-thiazol-4-yl)-8-oxo-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 4-nitro-benzyl ester 
• 1233941-53-1 2-(furan-2-yl)-5-phenyl-1,3-thiazol-4-ol 
• 1417902-08-9 2-(furan-2-yl)-5-(4-nitrophenyl)thiazol-4-ol 
• 1417902-12-5 4-(((tert-butyl)dimethylsilyl)oxy)-2-(furan-2-yl)-5-(4-nitrophenyl)thiazole 
• 1417902-16-9 4-(4-(((tert-butyl)dimethylsilyl)oxy)-2-(furan-2-yl)thiazol-5-yl)aniline 
• 1214879-44-3 C₁₅H₁₀ClNO₃S 
• 77358-58-8 6-(2-Furyl)-3-isopropyl-2-phenyl-2,3-dihydro-4H-1,3,5-thiadiazin-4-on 
• 80784-85-6 6-Furan-2-yl-[1,3,5]thiadiazine-2,4-dione 
• 319905-68-5 ethyl 2-(furan-2-yl)-4-phenyl-1H-pyrrole-3-carboxylate 
• 55484-03-2 2-(2'-furyl)pyridine 
• 157252-27-2 methyl 7-amino-1-benzofuran-4-carboxylate 
• 4208-53-1 2-methyl-1-(2-furyl)-1-propanone 
• 89767-77-1 3,5-bis(furan-2-yl)-1,2,4-thiadiazole 

Relevant articles and documents

Arylthioamides as H2S donors: L-cysteine-activated releasing properties and vascular effects in vitro and in vivo

A small library of arylthioamides 1-12 was easily synthesized, and their H2S-releasing properties were evaluated both in the absence or in the presence of an organic thiol such as l-cysteine. A number of arylthioamides (1-3 and 7) showed a slow and l-cysteine-dependent H2S-releasing mechanism, similar to that exhibited by the reference slow H2S- releasing agents, such as diallyl disulfide (DADS) and the phosphinodithioate derivative GYY 4137. Compound 1 strongly abolished the noradrenaline-induced vasoconstriction in isolated rat aortic rings and hyperpolarized the membranes of human vascular smooth muscle cells in a concentration-dependent fashion. Finally, a significant reduction of the systolic blood pressure of anesthetized normotensive rats was observed after its oral administration. Altogether these results highlighted the potential of arylthioamides 1-3 and 7 as H 2S-donors for basic studies, and for the rational design/development of promising pharmacotherapeutic agents to treat cardiovascular diseases.

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.

Green preparation method for thioamide

The invention discloses a green preparation method for thioamide. According to the method, in the presence of an oxidizing agent and an iodine reagent, a cyano-containing heterocyclic ring, an aromatic hydrocarbon compound and elemental sulfur or thiuram react in a reaction solvent to prepare a thioamide compound. The method is also applicable to other compounds containing cyano groups on sp carbon. The method has the advantages of one-step reaction synthesis, simple operation, mild reaction conditions, broad spectrum, environment friendliness, usage of cheap and easily available raw materials, and good market application prospect. The method solves technical problems in direct thioamidation of cyano-containing pyridine compounds and other cyano-containing heterocyclic and aromatic compounds, and can be used for modification of various cyano-containing pesticides, such as fipronil, ethiprole and the like.

Metal-free, one-pot oxidative conversion of aldehydes to primary thioamides in aqueous media

One-pot tandem reactions of a variety of aldehydes with aqueous ammonia, molecular iodine, and O,O-diethyl dithiophosphoric acid readily afford the corresponding primary thioamides. This is an inexpensive, practical, and metal-free way of accessing various thioamides from aldehydes in aqueous media. The pure products are obtained simply by filtration followed by successive washing with aqueous sodium thiosulfate and water. [Supplementary materials are available for this article. Go to the publisher's online edition of Synthetic Communications for the following free supplemental resource(s): Full experimental and spectral details.]

A novel process for the synthesis of 3,5-diaryl-1,2,4-thiadiazoles from aryl nitriles

A novel and efficient process for the synthesis of 3,5-diaryl-1,2,4- thiadiazoles from aryl nitriles in 1-butyl-3-methylimidazolium bromide promoted by (NH4)2S and TCT-DMSO is described.

Efficient and green protocol for the synthesis of thioamides in C 6 (mim)2Cl2 as a dicationic ionic liquid

A simple, efficient, facile and eco-friendly process for the synthesis of thioamides from nitriles using 1,6-bis(3methylimidazolium-1-yl)hexane chloride [C6(mim)2Cl2] as a dicationic ionic liquid (DIL) was developed. The ionic liquid was easily separated from the reaction mixture and was recycled at least four times without any loss of its activity.

Synthesis and characterization of new 4-hydroxy-1,3-thiazoles

A series of highly substituted 4-hydroxy-1,3-thiazoles was synthesised in two different ways. Whereas their anions display strong fluorescence in the bathochromic part of the visible spectrum, the emission is shifted hypsochromically upon alkylation reactions. This easy switch between the anion and its derivatives makes them suitable for widespread applications. The thiazoles possess prerequisites for the complexation of metals due to the coexistence of aza-heterocycles and of 1,3-diketone substructures. In addition, the hydroxy group allows further functionalisation reactions, as exemplified by the incorporation of an azide or an acetylene into the product, and by the synthesis of a star-shaped derivative. Georg Thieme Verlag Stuttgart.

TiCl3OTf-[bmim]Br: a novel and efficient catalyst system for chemoselective one-pot synthesis of thioamides from arylaldoximes

The combination of TiCl3OTf with 1-butyl-3-methylimidazolium bromide is found to be an efficient and novel catalytic system for chemoselective one-pot transformation of arylaldoximes to their corresponding thioamides in high to excellent yields.

N-tetrazolyl thiazolecarboxyamide derivatives and their use

Compounds of the formula: STR1 wherein A is a C1-6 alkyl group, an aryl group which is unsubstituted or substituted with at least one substituent selected from hydroxy, alkoxy, aryl-(C1-6)alkoxy, C1-6 alkylcarbonyloxy, halo-(C1-6)alkyl, halogen, nitro and amino, or 5- or 6-membered heterocyclic group containing at least one hetero atom selected from oxygen, nitrogen and sulfur, or a condensed heterocyclic group consisting of a heterocycle as defined above and a benzene nucleus, these two heterocyclic groups being unsubstituted or substituted with at least one substituent selected from hydroxy, C1-6 alkyl and halogen, and R is hydrogen or a C1-6 alkyl group, or a pharmaceutically acceptable salt thereof are nobel and useful as antiallergic.