834884-74-1

Basic information

• Product Name: 4-(THIOPHEN-3-YL)ANILINE
• Synonyms: Benzenamine,4-(3-thienyl)-
• CAS NO: 834884-74-1
• Molecular Formula: C₁₀H₉NS
• Molecular Weight: 175.25
• Product Categories: Heterocyclic Compounds;Building Blocks;Heterocyclic Building Blocks;Thiophenes
• Mol File: 834884-74-1.mol
• Article Data: 7

Chemical Properties

• Melting Point: 99-103 °C(lit.)
• Boiling Point: 280°C at 760 mmHg
• Flash Point: 123.1°C
• Appearance: /
• Density: 1.196g/cm³
• Vapor Pressure: 0.00388mmHg at 25°C
• Refractive Index: 1.65
• CAS DataBase Reference: 4-(THIOPHEN-3-YL)ANILINE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(THIOPHEN-3-YL)ANILINE(834884-74-1)
• EPA Substance Registry System: 4-(THIOPHEN-3-YL)ANILINE(834884-74-1)

Safety Data

• Hazard Codes: Xn
• Statements: 22-36/37/38
• Safety Statements: 26-36
• RIDADR: UN 2811 6.1/PG 3
• WGK Germany: 3
• Hazardous Substances Data: 834884-74-1(Hazardous Substances Data)

Usage

Uses

4-(Thiophen-3-yl)aniline can be used as a reactant to synthesize:Pd(I)–poly[4-(thiophen-3yl)-aniline] composite material by in situ polymerization and composite formation method. Schiff base, 2-methoxy-6-[(4-thiophene-3-yl-phenylimino)-methyl]-phenol by condensation reaction with o-vanillin. 2-(1H-Imidazol-1-yl)-N-(4-(thiophen-3-yl)phenyl)acetamide by reacting with 2-(1H-imidazol-1-yl)acetic acid using HATU as amide coupling agent.

InChI:InChI=1/C10H9NS/c11-10-3-1-8(2-4-10)9-5-6-12-7-9/h1-7H,11H2

Upstream product

• 586-78-7 para-nitrophenyl bromide 
• 20608-85-9 1-bromo-4-(3-thienyl)benzene 
• 6165-69-1 Thien-3-ylboronic acid 
• 106-40-1 4-bromo-aniline 
• 28560-79-4 3-(4-nitrophenyl)thiophene 
• 6165-68-0 thiophene boronic acid 
• 540-37-4 p-aminoiodobenzene 
• 1187890-57-8 N-(4-thiophen-3-yl-phenyl)-acetamide 

Downstream Products

• 1187889-98-0 3-[4-(2-bromo-benzoyl)-piperazin-1-yl]-3-oxo-N-(4-thiophen-3-yl-phenyl)-propionamide 
• 1313760-44-9 N-(pyridin-2-ylmethylidene)-4-(thiophen-3-yl)aniline 
• 1235579-31-3 1-iodo-4-(3-thienyl)benzene 
• 1359844-12-4 4,4,5,5-tetramethyl-2-(4-(thiophen-3-yl)phenyl)-1,3,2-dioxaborolane 
• 1219494-75-3 4-(2,2-dimethyl-3-hydroxypropionyl)-3-hydroxy-5-(2-methoxy-3-pyridyl)-1-(4-thiophene-3-ylphenyl)-1,5-dihydropyrrole-2-one 
• 1219485-59-2 3-(1-hydroxymethyl-1-methylethyl)-4-(2-methoxy-3-pyridyl)-5-(4-thiophene-3-ylphenyl)-4,5-dihydro-1H-pyrrolo[3,4-c]pyrazole-6-one 
• 1219485-55-8 3-t-butyl-5-(4-thiophene-3-ylphenyl)-4-(2-hydroxycarbonylmethyloxyphenyl)-4,5-dihydro-1H-pyrrolo[3,4-c]pyrazole-6-one 
• 1219485-54-7 3-t-butyl-5-(4-thiophene-3-ylphenyl)-4-(2-methoxycarbonylmethyloxyphenyl)-4,5-dihydro-1H-pyrrolo[3,4-c]pyrazole-6-one 

Relevant articles and documents

Identification of Piperidine-3-carboxamide Derivatives Inducing Senescence-like Phenotype with Antimelanoma Activities

This study evaluated the potential use of senescence-inducing small molecules in the treatment of melanoma. We screened commercially available small-molecule libraries with high-throughput screening and high-content screening image-based technology. Our findings showed an initial hit with the embedded N-arylpiperidine-3-carboxamide scaffold-induced senescence-like phenotypic changes in human melanoma A375 cells without serious cytotoxicity against normal cells. A focused library containing diversely modified analogues were constructed and examined to evaluate the structure-activity relationship of N-arylpiperidine-3-carboxamide derivatives starting from hit 1. This work identified a novel compound with remarkable antiproliferative activity in vitro and demonstrated the key structural moieties within.

Rapid heteroatom transfer to arylmetals utilizing multifunctional reagent scaffolds

Arylmetals are highly valuable carbon nucleophiles that are readily and inexpensively prepared from aryl halides or arenes and widely used on both laboratory and industrial scales to react directly with a wide range of electrophiles. Although C-C bond formation has been a staple of organic synthesis, the direct transfer of primary amino (-NH2) and hydroxyl (-OH) groups to arylmetals in a scalable and environmentally friendly fashion remains a formidable synthetic challenge because of the absence of suitable heteroatom-transfer reagents. Here, we demonstrate the use of bench-stable N-H and N-alkyl oxaziridines derived from readily available terpenoid scaffolds as efficient multifunctional reagents for the direct primary amination and hydroxylation of structurally diverse aryl- and heteroarylmetals. This practical and scalable method provides one-step synthetic access to primary anilines and phenols at low temperature and avoids the use of transition-metal catalysts, ligands and additives, nitrogen-protecting groups, excess reagents and harsh workup conditions.

Design and synthesis of boronic acid inhibitors of endothelial lipase

Endothelial lipase (EL) and lipoprotein lipase (LPL) are homologous lipases that act on plasma lipoproteins. EL is predominantly a phospholipase and appears to be a key regulator of plasma HDL-C. LPL is mainly a triglyceride lipase regulating (V)LDL levels. The existing biological data indicate that inhibitors selective for EL over LPL should have anti-atherogenic activity, mainly through increasing plasma HDL-C levels. We report here the synthesis of alkyl, aryl, or acyl-substituted phenylboronic acids that inhibit EL. Many of the inhibitors evaluated proved to be nearly equally potent against both EL and LPL, but several exhibited moderate to good selectivity for EL.