53370-51-7

Basic information

• Product Name: N'-HYDROXY-2-THIOPHENECARBOXIMIDAMIDE
• Synonyms: N'-HYDROXY-2-THIOPHENECARBOXIMIDAMIDE;THIOPHENE-2-AMIDOXIME;BUTTPARK 37\11-65;2-Thiophenecarboximidamide,N-hydroxy-;2-Thiophenecarboximidamide,N-hydroxy-(9CI);Thiophene-2-amidoxime ,97%;N'-Hydroxy-2-thiophenecarbimide amide;N'-hydroxy-2-thiophenecarboximidamide (en)
• CAS NO: 53370-51-7
• Molecular Formula: C₅H₆N₂OS
• Molecular Weight: 142.18
• Product Categories: OXIME;AMIDINE;Building Blocks;C4 to C6;Chemical Synthesis;Heterocyclic Building Blocks;Thiophenes
• Mol File: 53370-51-7.mol
• Article Data: 31

Chemical Properties

• Melting Point: 94-97°
• Boiling Point: 330.2 °C at 760 mmHg
• Flash Point: 153.5 °C
• Appearance: /
• Density: 1.45 g/cm³
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• CAS DataBase Reference: N'-HYDROXY-2-THIOPHENECARBOXIMIDAMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: N'-HYDROXY-2-THIOPHENECARBOXIMIDAMIDE(53370-51-7)
• EPA Substance Registry System: N'-HYDROXY-2-THIOPHENECARBOXIMIDAMIDE(53370-51-7)

Safety Data

• Hazard Codes: T
• Statements: 25-37/38-41-36/37/38
• Safety Statements: 26-39-45-36
• RIDADR: UN 2811 6.1 / PGIII
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 53370-51-7(Hazardous Substances Data)

Usage

Chemical Properties

White crystal

Upstream product

• 1003-31-2 thiophene-2-carbonitrile 

Downstream Products

• 96898-91-8 5-(4-aminophenyl)-3-(thien-2-yl)-1,2,4-oxadiazole 
• 96898-65-6 5-(4-isothiocyanophenyl)-3-(2-thienyl)-1,2,4-oxadiazole 

Relevant articles and documents

Development of Potent 3-Br-isoxazoline-Based Antimalarial and Antileishmanial Compounds

Starting from the structure of previously reported 3-Br-isoxazoline-based covalent inhibitors of P. falciparum glyceraldehyde 3-phosphate dehydrogenase, and with the intent to improve their metabolic stability and antimalarial activity, we designed and synthesized a series of simplified analogues that are characterized by the insertion of the oxadiazole ring as a bioisosteric replacement for the metabolically labile ester/amide function. We then further replaced the oxadiazole ring with a series of five-membered heterocycles and finally combined the most promising structural features. All the new derivatives were tested in vitro for antimalarial as well as antileishmanial activity. We identified two very promising new lead compounds, endowed with submicromolar antileishmanial activity and nanomolar antiplasmodial activity, respectively, and a very high selectivity index with respect to mammalian cells.

Cobalt-Catalyzed, Directed Intermolecular C-H Bond Functionalization for Multiheteroatom Heterocycle Synthesis: The Case of Benzotriazine

Transition-metal-catalyzed, directed intermolecular C-H bond functionalization is synthetically useful but heavily underexplored in multiheteroatom heterocycle synthesis. Herein we report a cobalt catalytic method for the formation of a three-nitrogen-bearing benzotriazine scaffold via the coupling of arylhydrazine and oxadiazolone. This synthetic protocol features a low-cost base metal catalyst, a maximum number of heteroatoms built into a heterocycle, a distinct synthetic logic for benzotriazines, a superior step economy, and a broad substrate scope.

Design, synthesis and biological evaluation of triaryl compounds as novel 20S proteasome inhibitors

Thirty novel triaryl compounds were designed and synthesized based on the known proteasome inhibitor PI-1840. Most of them showed significant inhibition against the β5c subunit of human 20S proteasome, and five of them exhibited IC50 values at the sub-micromolar level, which were comparable to or even more potent than PI-1840. The most active two (1c and 1d) showed IC50 values of 0.12 and 0.18 μM against the β5c subunit, respectively, while they displayed no obvious inhibition against the β2c, β1c and β5i subunits. Molecular docking provided informative clues for the subunit selectivity. The potent and subunit selective proteasome inhibitors identified herein represent new chemical templates for further molecular optimization.