39977-58-7

Basic information

• Product Name: (2E)-2-[chloro(nitroso)methylidene]-1,2-dihydropyridine
• CAS NO: 39977-58-7
• Molecular Formula: C₆H₅ClN₂O*ClH
• Molecular Weight: 156.5697
• Mol File: 39977-58-7.mol

Chemical Properties

• Boiling Point: 182.4°C at 760 mmHg
• Flash Point: 64.1°C
• Density: 1.34g/cm³
• Vapor Pressure: 0.811mmHg at 25°C
• Refractive Index: 1.588
• CAS DataBase Reference: (2E)-2-[chloro(nitroso)methylidene]-1,2-dihydropyridine(CAS DataBase Reference)
• NIST Chemistry Reference: (2E)-2-[chloro(nitroso)methylidene]-1,2-dihydropyridine(39977-58-7)
• EPA Substance Registry System: (2E)-2-[chloro(nitroso)methylidene]-1,2-dihydropyridine(39977-58-7)

Safety Data

• Hazardous Substances Data: 39977-58-7(Hazardous Substances Data)

Usage

Uses

Used in Medicinal Chemistry:
(2E)-2-[chloro(nitroso)methylidene]-1,2-dihydropyridine is used as a key intermediate in the synthesis of various pharmaceutical compounds due to its reactivity and unique structural features.
Used in Drug Development:
As a member of the dihydropyridine family, (2E)-2-[chloro(nitroso)methylidene]-1,2-dihydropyridine is used as a potential candidate for developing new drugs, particularly in the areas of cardiovascular health, as calcium channel blockers, and in cancer therapy, as an anti-cancer agent.
Used in Organic Synthesis:
(2E)-2-[chloro(nitroso)methylidene]-1,2-dihydropyridine is utilized as a reactive building block in organic synthesis for creating a variety of complex organic molecules, taking advantage of its chloro(nitroso)methylidene group.
Used in Antioxidant Research:
Given the antioxidant properties associated with dihydropyridines, (2E)-2-[chloro(nitroso)methylidene]-1,2-dihydropyridine is used as a subject of study in antioxidant research to explore its potential in combating oxidative stress and related diseases.
Used in Cancer Research:
(2E)-2-[chloro(nitroso)methylidene]-1,2-dihydropyridine is employed in cancer research as a potential anti-cancer agent, with the aim of understanding its effects on various types of cancer and its mechanisms of action.
Further research is essential to determine the full scope of applications and the safety and efficacy of (2E)-2-[chloro(nitroso)methylidene]-1,2-dihydropyridine in these areas.

Upstream product

• 873-69-8 2-pyridinealdoxime 

Downstream Products

• 62218-63-7 2-(5-phenyl-isoxazol-3-yl)-pyridine 
• 124463-97-4 pyridine-2-carbonitrile oxide 
• 716362-11-7 3-(pyridin-2-yl)-1,2-oxazole-5-carboxylic acid 

Relevant articles and documents

5-Substituted pyridylisoxazoles as effective inhibitors of platelet aggregation

A series of 5-substituted 3-pyridylisoxazoles were synthesized using [3+2] cycloaddition of nitrile oxides to alkynes with variation of substituents at position 5 of the isoxazole ring without additional synthetic stages and with retention of 2-pyridyl-, 3-pyridyl, and 4-pyridyl substituents at position 3 of the isoxazole ring. Substituted pyridylisoxazoles are the potential antiaggregatory agents showing in vitro activity in the concentration range from 1?10-6 mol L-1 to 1?10-4 mol L-1 toward the human platelet rich blood plasma with arachidonic acid being used as the inductor of aggregation. These compounds do not act as cyclooxygenase or thromboxane synthase inhibitors, nor as thrombin inhibitors.

Efficient chemoenzymatic dynamic kinetic resolution of 1-heteroaryl ethanols

(Chemical Equation Presented) The scope and limitation of the combined ruthenium-lipase induced dynamic kinetic resolution (DKR) through O-acetylation of racemic heteroaromatic secondary alcohols, i.e., 1-heteroaryl substituted ethanols, was investigated. After initial screening of reaction conditions, Candida antarctica lipase B (Novozyme 435, N435) together with 4-chloro-phenylacetate as acetyl-donor for kinetic resolution (KR), in conjunction with the ruthenium-based Shvo catalyst for substrate racemization in toluene at 80°C, enabled DKR with high yields and stereoselectivity of various 1-heteroaryl ethanols, such as oxadiazoles, isoxazoles, 1H-pyrazole, or 1H-imidazole. In addition, DFT calculations based on a simplified catalyst complex model for the catalytic (de)hydrogenation step are in agreement with the previously reported outer sphere mechanism. These results support the further understanding of the mechanistic aspects behind the difference in reactivity of 1-heteroaryl substituted ethanols in comparison to reference substrates, as often referred to in the literature.