1772-01-6

Basic information

• Product Name: N'-HYDROXYPYRIDINE-2-CARBOXIMIDAMIDE
• Synonyms: PYRIDINE-2-ACETAMIDE OXIME;PYRIDINE-2-CARBOXAMIDE OXIME;N-HYDROXYPYRIDINE-2-CARBOXAMIDINE;N'-HYDROXYPYRIDINE-2-CARBOXIMIDAMIDE;RARECHEM BG FB 0127;n-hydroxy-2-pyridinecarboximidamid;picolinamideoxime;picolinamidoxime
• CAS NO: 1772-01-6
• Molecular Formula: C₆H₇N₃O
• Molecular Weight: 137.14
• Product Categories: Heterocyclic Compounds
• Mol File: 1772-01-6.mol

Chemical Properties

• Melting Point: 120-124 °C(lit.)
• Boiling Point: 278℃
• Flash Point: 122℃
• Appearance: /
• Density: 1.31
• Refractive Index: 1.6910 (estimate)
• Storage Temp.: Inert atmosphere,Room Temperature
• PKA: 13.61±0.50(Predicted)
• CAS DataBase Reference: N'-HYDROXYPYRIDINE-2-CARBOXIMIDAMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: N'-HYDROXYPYRIDINE-2-CARBOXIMIDAMIDE(1772-01-6)
• EPA Substance Registry System: N'-HYDROXYPYRIDINE-2-CARBOXIMIDAMIDE(1772-01-6)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• RTECS: TJ4310000
• HazardClass: IRRITANT
• Hazardous Substances Data: 1772-01-6(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Synthesis:
N'-HYDROXYPYRIDINE-2-CARBOXIMIDAMIDE is used as a synthetic intermediate for the development of pharmaceutical compounds. Its chemical properties make it a valuable building block in the creation of new drugs and medications.
Used in Research and Development:
In the field of research and development, N'-HYDROXYPYRIDINE-2-CARBOXIMIDAMIDE serves as a crucial component in the design and synthesis of novel chemical entities. It aids scientists in exploring new avenues for drug discovery and advancing the understanding of various biological processes.
Used in Chemical Production:
N'-HYDROXYPYRIDINE-2-CARBOXIMIDAMIDE is also employed in the chemical production industry, where it is used to manufacture a range of products, including specialty chemicals and intermediates for further chemical reactions.

Upstream product

• 100-70-9 2-Cyanopyridine 
• 2739-97-1 pyridine-2-acetonitrile 
• 1121-60-4 pyridine-2-carbaldehyde 
• 873-69-8 2-pyridinealdoxime 
• 749932-24-9 N-chloroacetoxy-pyridine-2-carboximidic acid amide 

Downstream Products

• 99185-87-2 3-([2]pyridyl-[1,2,4]oxadiazol-5-yl)-propionic acid 
• 10350-68-2 2-(5-methyl-1,2,4-oxadiazol-3-yl)pyridine 
• 69716-28-5 2-pyridylhydroxyiminomethyl chloride 
• 13389-61-2 3-(2’-pyridyl)-5-phenyl-1,2,4-oxadiazole 
• 404849-00-9 5-cyclohexyl-3-(pyridine-2-yl)-1,2,4-oxadiazole 
• 327056-18-8 3-(2′-pyridyl)-5-(3′-cyanophenyl)-1,2,4-oxadiazole 
• 1338690-08-6 tert-butyl-(3-(pyridine-2-yl)-1,2,4-oxadiazol-5-yl)methylcarbamate 
• 27199-42-4 5-(2-chlorophenyl)-3-(pyridin-2-yl)-1,2,4-oxadiazole 
• 1452-77-3 pyridine-2-carboxylic acid amide 
• 52313-50-5 pyridine-2-carboxamidine 
• 19081-87-9 1,4-bis(2-pyridyl)-1,4-diamino-2,3-diaza-1,3-butadiene 
• 425619-08-5 C₁₃H₁₁N₃O₂ 
• 90002-06-5 5-(chloromethyl)-3-(pyridin-2-yl)-1,2,4-oxadiazole 
• 468068-19-1 tert-butyl (3R)-6-cyclohexyl-3-[3-(2-pyridinyl)-1,2,4-oxadiazol-5-yl]hexanoate 

Relevant articles and documents

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

New 1,2,4-oxadiazole derivatives with positive mGlu4 receptor modulation activity and antipsychotic-like properties

Considering the allosteric regulation of mGlu receptors for potential therapeutic applications, we developed a group of 1,2,4-oxadiazole derivatives that displayed mGlu4 receptor positive allosteric modulatory activity (EC50 = 282–656 nM). Selectivity screening revealed that they were devoid of activity at mGlu1, mGlu2 and mGlu5 receptors, but modulated mGlu7 and mGlu8 receptors, thus were classified as group III-preferring mGlu receptor agents. None of the compounds was active towards hERG channels or in the mini-AMES test. The most potent in?vitro mGlu4 PAM derivative 52 (N-(3-chloro-4-(5-(2-chlorophenyl)-1,2,4-oxadiazol-3-yl)phenyl)picolinamide) was readily absorbed after i.p. administration (male Albino Swiss mice) and reached a maximum brain concentration of 949.76 ng/mL. Five modulators (34, 37, 52, 60 and 62) demonstrated significant anxiolytic- and antipsychotic-like properties in the SIH and DOI-induced head twitch test, respectively. Promising data were obtained, especially for N-(4-(5-(2-chlorophenyl)-1,2,4-oxadiazol-3-yl)-3-methylphenyl)picolinamide (62), whose effects in the DOI-induced head twitch test were comparable to those of clozapine and better than those reported for the selective mGlu4 PAM ADX88178.

Olefination via Cu-Mediated Dehydroacylation of Unstrained Ketones

The dehydroacylation of ketones to olefins is realized under mild conditions, which exhibits a unique reaction pathway involving aromatization-driven C-C cleavage to remove the acyl moiety, followed by Cu-mediated oxidative elimination to form an alkene between the α and β carbons. The newly adopted N′-methylpicolinohydrazonamide (MPHA) reagent is key to enable efficient cleavage of ketone C-C bonds at room temperature. Diverse alkyl- and aryl-substituted olefins, dienes, and special alkenes are generated with broad functional group tolerance. Strategic applications of this method are also demonstrated.

Imidazole hydrochloride promoted synthesis of 3,5-disubstituted-1,2,4-oxadiazoles

Imidazole hydrochloride as an additive promotes the reaction of amidoximes and DMA derivatives to generated 3,5-disubstituted-1,2,4-oxadiazoles in low to excellent yields without the use of coupling reagents, oxidants, strong acids or bases and other additives.

An Efficient Synthesis of 2-Substituted Quinazolin-4(3H)-ones by Using Recyclable Wang Resin Supported Sulfonic Acid Catalyst

An efficient synthesis of 2-substituted Quinazolin-4(3H)-ones has been developed from isatoic anhydride with various amidoximes by using a recyclable polymer-supported sulphonic acid catalyst. Excellent functional group compatibility and high yields are the important features of this protocol.

1,2,4-oxadiazole derivatives as allosteric modulators of metabotropic glutamate receptors belonging to group III

The present invention relates to the novel 1,2,4-oxadiazole derivatives of general Formula I, wherein A, B, M, X, Y, R 1 , R 2 and R 3 are defined in the application. The compounds of the invention are modulators of metabotropic glutamate receptors that b

Design, synthesis and biological activities of piperidine-spirooxadiazole derivatives as α7 nicotinic receptor antagonists

α: 7 nicotinic acetylcholine receptors (nAChRs) expressed in the nervous and immune systems have been suggested to play important roles in the control of inflammation. However, the lack of antagonist tools specifically inhibiting α7 nAChR impedes the validation of the channel as therapeutic target. To discover a selective α7 antagonist, we started a pharmacophore-based virtual screening and identified a piperidine-spirooxadiazole derivative T761–0184 that acts as a α7 antagonist. A series of novel piperidine-spirooxadiazole derivatives were subsequently synthesized and evaluated using two-electrode voltage clamp (TEVC) assay in Xenopus oocytes. Lead compounds from two series inhibited α7 with their IC50 values ranging from 3.3 μM to 13.7 μM. Compound B10 exhibited α7 selectivity over other α4β2 and α3β4 nAChR subtypes. The analysis of structure-activity relationship (SAR) provides valuable insights for further development of selective α7 nAChR antagonists.

COMPOUNDS THAT INTERACT WITH THE RAS SUPERFAMILY FOR THE TREATMENT OF CANCERS, INFLAMMATORY DISEASES, RASOPATHIES, AND F1BROTIC DISEASE

Provided herein are methods and compositions for treating cancers, inflammatory diseases, rasopathies, and fibrotic disease involving aberrant Ras superfamily signaling through the binding of compounds to the GTP binding domain of Ras superfamily proteins including, in certain cases, K-Ras and mutants thereof, and a method for assaying such compositions.

SO2F2-Mediated one-pot cascade process for transformation of aldehydes (RCHO) to cyanamides (RNHCN)

A simple, mild and practical cascade process for the direct conversion of aldehydes to cyanamides was developed featuring a wide substrate scope and great functional group tolerability. This method allows for transformations of readily available, inexpensive, and abundant aldehydes to highly valuable cyanamides in a pot, atom, and step-economical manner with a green nitrogen source. This protocol will serve as a robust tool for the installation of the cyanamide moiety in various complicated molecules.

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.