1594-58-7

Basic information

• Product Name: 3-PYRIDYLAMIDOXIME
• Synonyms: N-HYDROXYNICOTINAMIDINE;N'-HYDROXYPYRIDINE-3-CARBOXIMIDAMIDE;RARECHEM BG FB 0128;PYRIDINE-3-CARBOXAMIDE OXIME;AKOS B030080;3-PYRIDYLAMIDOXIME;3-PYRIDINECARBOXAMIDOXIME;BUTTPARK 33\04-45
• CAS NO: 1594-58-7
• Molecular Formula: C₆H₇N₃O
• Molecular Weight: 137.14
• Product Categories: pharmacetical;Pyridines
• Mol File: 1594-58-7.mol
• Article Data: 56

Chemical Properties

• Melting Point: 130-135 °C(lit.)
• Boiling Point: 350 °C at 760 mmHg
• Flash Point: >230 °F
• Appearance: /
• Density: 1.31 g/cm³
• Vapor Pressure: 1.69E-05mmHg at 25°C
• Refractive Index: 1.62
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• PKA: 13.22±0.50(Predicted)
• CAS DataBase Reference: 3-PYRIDYLAMIDOXIME(CAS DataBase Reference)
• NIST Chemistry Reference: 3-PYRIDYLAMIDOXIME(1594-58-7)
• EPA Substance Registry System: 3-PYRIDYLAMIDOXIME(1594-58-7)

Safety Data

• Hazard Codes: Xi,C
• Statements: 36/37/38-34
• Safety Statements: 26-36-37/39-36/37/39
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 1594-58-7(Hazardous Substances Data)

Usage

Uses

3-Pyridylamidoxime may be used in the synthesis of 3-(3-pyridyl)-5-trichloromethyl-1,2,4-oxadiazole.

General Description

3-Pyridylamidoxime (pyridine-3-amidoxime, Py-3-AO) can be synthesized from the reaction between hydroxylamine hydrochloride, sodium hydroxide and 3-cyanopyridine (dissolved in ethanol).

InChI:InChI=1/C6H7N3O/c7-6(9-10)5-2-1-3-8-4-5/h1-4,10H,(H2,7,9)

Upstream product

• 100-54-9 pyridine-3-carbonitrile 
• 626-55-1 3-Bromopyridine 
• 6443-85-2 3-pyridinylacetonitrile 

Downstream Products

• 10550-16-0 3-(naphthalen-2-yl)-1,2,4-oxadiazole 
• 154345-82-1 (D,L)-5-(2-phenyl-1-tert-butyloxycarbonylaminoethyl)-3-(3-pyridyl)-1,2,4-oxadiazole 
• 100-54-9 pyridine-3-carbonitrile 
• 98-92-0 nicotinamide 
• 690669-00-2 C₂₂H₁₆N₄O₂ 
• 586986-80-3 C₁₄H₁₃N₃O₂ 
• 891973-82-3 C₁₄H₁₁Cl₂N₃O₃ 
• 163719-72-0 ethyl [3-(pyridin-3-yl)-1,2,4-oxadiazol-5-yl]carboxylate 
• 1198-99-8 3-<3>Pyridyl-4,5-dihydro-1.2.4-oxadiazolon-(5) 

Relevant articles and documents

Reactions of pentafluoropyridine with amidoximes

Abstract: In this paper, site reactivity of amidoximes with pentafluoropyridine under basic conditions in dry CH3CN was investigated. The aromatic nucleophilic substitution of pentafluoropyridine with amidoximes occurs in the 4-position of the

Discovery, bioactivity and docking simulation of Vorinostat analogues containing 1,2,4-oxadiazole moiety as potent histone deacetylase inhibitors and antitumor agents

Abstract In our study, three series of hydroxamate, 2-aminobenzamide, and trifluoromethyl ketone analogues have been designed and synthesized. The synthesized compounds were investigated for their in vitro antiproliferative activities using the MTT-based assay against three human cancer cell lines including A549, NCI-H661, and U937. Most analogues exhibited higher antiproliferative activities against human acute myeloid leukemia cell U937 than the other two human lung cancer cell lines. Furthermore, the compounds were examined against HDAC1, 2, and 8 isoforms. Docking study of compounds 6h, 9b, and 10a suggested that they might bind tightly to the binding pocket of HDAC2 and/or HDAC8. The results suggest that these compounds might have potential as lead compounds for the development of anti-tumor drugs with HDACs inhibitory activities.

Novel O-acylated amidoximes and substituted 1,2,4-oxadiazoles synthesised from (+)-ketopinic acid possessing potent virus-inhibiting activity against phylogenetically distinct influenza A viruses

This article describes the synthesis and antiviral activity evaluation of new substituted 1,2,4-oxadiazoles containing a bicyclic substituent at position 5 of the heterocycle and O-acylated amidoximes as precursors for their synthesis. New compounds were

Entry into (E)-3-(1,2,4-oxadiazol-5-yl)acrylic acids via a one-pot ring-opening/ring-closing/retro-Diels-Alder reaction sequence

A simple and convenient one-pot method is reported for the synthesis of (E)-3-(3-aryl(heteroaryl, alkyl)-1,2,4-oxadiazole-5-yl)acrylic acids utilizing readily accessible or commercially available substituted benzamidoximes and inexpensive exo-3,6-epoxy-1,2,3,6-tetrahydrophthalic anhydride. The method is based on the reaction of amidoximes with the anhydride in a basic medium at RT followed by an acid-catalyzed retro-Diels-Alder reaction. The observed stereoselective heterocyclization/retro-Diels-Alder cascade process is suitable for the synthesis of a wide range of substituted (E)-1,2,4-oxadiazole-5-ylacrylic acids featuring electron donating and electron withdrawing groups on the aryl moiety, as well as heteroaryl or alkyl substituents at position 3 of the 1,2,4-oxadiazole ring (42–79%; 15 examples).

5,6-Dihydroxypyrimidine Scaffold to Target HIV-1 Nucleocapsid Protein

The HIV-1 nucleocapsid (NC) protein is a small basic DNA and RNA binding protein that is absolutely necessary for viral replication and thus represents a target of great interest to develop new anti-HIV agents. Moreover, the highly conserved sequence offers the opportunity to escape the drug resistance (DR) that emerged following the highly active antiretroviral therapy (HAART) treatment. On the basis of our previous research, nordihydroguaiaretic acid 1 acts as a NC inhibitor showing moderate antiviral activity and suboptimal drug-like properties due to the presence of the catechol moieties. A bioisosteric catechol replacement approach led us to identify the 5-dihydroxypyrimidine-6-carboxamide substructure as a privileged scaffold of a new class of HIV-1 NC inhibitors. Hit validation efforts led to the identification of optimized analogs, as represented by compound 28, showing improved NC inhibition and antiviral activity as well as good ADME and PK properties.