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1-(3-Pyridyl)ethan-1-one oxime, commonly known as nicotine oxime, is a versatile chemical compound derived from nicotine, a highly addictive stimulant found in tobacco. It is an oxime derivative with potential applications in various fields, including medicine, agriculture, and environmental science. Its unique structure allows it to act as a chelating agent for heavy metal detoxification and a potential treatment for nicotine addiction. Furthermore, it serves as a screening tool for detecting cholinesterase inhibiting agents and has been investigated for its potential role in protecting against neurotoxicity associated with organophosphate compounds.

5973-83-1

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5973-83-1 Usage

Uses

Used in Pharmaceutical Synthesis:
1-(3-Pyridyl)ethan-1-one oxime is used as a key intermediate in the synthesis of various pharmaceuticals and organic compounds. Its unique chemical properties make it a valuable building block for the development of new drugs and therapeutic agents.
Used in Pesticide Production:
In the agricultural industry, 1-(3-Pyridyl)ethan-1-one oxime is used as a precursor in the production of certain pesticides. Its ability to form stable complexes with various elements contributes to the effectiveness of these pesticides in controlling pests and diseases.
Used in Heavy Metal Detoxification:
1-(3-Pyridyl)ethan-1-one oxime is used as a chelating agent for heavy metal detoxification. Its ability to form stable complexes with heavy metals allows for the safe removal of these toxic elements from the body, providing a potential treatment for heavy metal poisoning.
Used in Nicotine Addiction Treatment:
As a derivative of nicotine, 1-(3-Pyridyl)ethan-1-one oxime has been studied for its potential use as a treatment for nicotine addiction. Its structural similarity to nicotine may allow it to interact with the same receptors in the brain, potentially reducing cravings and withdrawal symptoms associated with nicotine cessation.
Used in Screening for Cholinesterase Inhibiting Agents:
1-(3-Pyridyl)ethan-1-one oxime is used as a screening tool in the detection of cholinesterase inhibiting agents. Its reactivity with these enzymes allows for the identification of compounds that may have potential applications in the treatment of various neurological disorders.
Used in Protection Against Organophosphate Neurotoxicity:
1-(3-Pyridyl)ethan-1-one oxime has been investigated for its potential role in protecting against neurotoxicity associated with organophosphate compounds. Its ability to interact with these toxic agents may provide a means of mitigating their harmful effects on the nervous system.

Check Digit Verification of cas no

The CAS Registry Mumber 5973-83-1 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 5,9,7 and 3 respectively; the second part has 2 digits, 8 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 5973-83:
(6*5)+(5*9)+(4*7)+(3*3)+(2*8)+(1*3)=131
131 % 10 = 1
So 5973-83-1 is a valid CAS Registry Number.
InChI:InChI=1/C7H8N2O/c1-6(9-10)7-3-2-4-8-5-7/h2-5,10H,1H3/b9-6+

5973-83-1 Well-known Company Product Price

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  • Alfa Aesar

  • (H52154)  Methyl 3-pyridyl ketoxime, 97%   

  • 5973-83-1

  • 1g

  • 550.0CNY

  • Detail
  • Alfa Aesar

  • (H52154)  Methyl 3-pyridyl ketoxime, 97%   

  • 5973-83-1

  • 5g

  • 2195.0CNY

  • Detail

5973-83-1SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 15, 2017

Revision Date: Aug 15, 2017

1.Identification

1.1 GHS Product identifier

Product name 1-(3-PYRIDYL)ETHAN-1-ONE OXIME

1.2 Other means of identification

Product number -
Other names ketone,methyl3-pyridyl,oxime

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:5973-83-1 SDS

5973-83-1Upstream product

5973-83-1Relevant academic research and scientific papers

Beckmann rearrangement of ketoximes promoted by cyanuric chloride and dimethyl sulfoxide under a mild condition

Ma, Ruonan,Chen, Xueyuan,Xiao, Zhiyin,Natarajan, Mookan,Lu, Chunxin,Jiang, Xiujuan,Zhong, Wei,Liu, Xiaoming

supporting information, (2021/01/06)

Synthesis of amides via Beckmann rearrangement of ketoximes promoted by cyanuric chloride (TCT)/DMSO under mild conditions has been reported. Conditions of the Beckmann rearrangement, e.g., solvents, the ratios of TCT/DMSO, and the temperature, were investigated using diphenylmethanone oxime as a substrate. The optimized conditions were adopted to afford fourteen amides with yields ranging from 20% to 99%. A plausible mechanism involving an active dimethyl alkoxysulfonium intermediate was proposed according to the mass spectrometry analysis. To our best knowledge, this is the first case of study on Beckmann rearrangement of ketoximes promoted by TCT/DMSO under a mild condition to afford amides efficiently.

Copper(0)/PPh3-Mediated Bisheteroannulations of o-Nitroalkynes with Methylketoximes Accessing Pyrazo-Fused Pseudoindoxyls

Meng, Huanxin,Xu, Zhenhua,Qu, Zhonghua,Huang, Huawen,Deng, Guo-Jun

supporting information, p. 6117 - 6121 (2020/08/12)

A copper(0)/PPh3-mediated cascade bisheteroannulation reaction of o-nitroalkynes with methylketoximes has been developed that provides viable access to a diverse range of pyrazo-fused pseudoindoxyl compounds. Synthetically useful functional groups including sensitive C-I bonds are compatible with this system. Mechanistic studies suggest a reaction cascade involving sequential PPh3-mediated deoxygenative cycloisomerization and copper-catalyzed [3 + 2] pyrazo-annulation.

Synthesis and Antibacterial Activity of Novel 4″-O-desosaminyl clarithromycin derivatives with 11, 12-arylalkyl side chains

Zhao, Zhe-Hui,Zhu, Di,Zhang, Xiao-Xi,Luo, Zhi-Gang,Lei, Ping-Sheng

, p. 1 - 9 (2018/04/24)

A series of novel 4″-O-desosaminyl clarithromycin derivatives with 11, 12-arylalkyl side chains was synthesized by coupling 6-deoxy-desosamine donors (18, 19) with 4″-OH of compounds 5a–c. The activities of the target compounds were tested against a series of macrolide-sensitive and macrolide-resistant pathogens. Some of them showed activities against macrolide sensitive and resistant pathogens, and compounds 21d and 21e displayed significant improvement of activities against resistant pathogens.

Cu-Catalyzed Coupling of O-Acyl Oximes with Isatins: Domino Rearrangement Strategy for Direct Access to Quinoline-4-Carboxamides by C–N Bond Cleavage

Ramaraju, Andhavaram,Chouhan, Neeraj Kumar,Ravi, Owk,Sridhar, Balasubramanian,Bathula, Surendar Reddy

, p. 2963 - 2971 (2018/06/27)

A mild domino rearrangement strategy for the direct access to substituted quinoline-4-carboxamides has been developed. This copper-catalyzed coupling reaction of O-acyl oximes with isatins in the presence of molecular oxygen as the sole oxidizing agent proceeds through a ring expansion of the isatins through cleavage of the two C–N bonds.

Catalytic Enantio- and Diastereoselective Mannich Addition of TosMIC to Ketimines

Franchino, Allegra,Chapman, Jack,Funes-Ardoiz, Ignacio,Paton, Robert S.,Dixon, Darren J.

supporting information, p. 17660 - 17664 (2018/11/10)

Chiral amines bearing a stereocenter in the α position are ubiquitous compounds with many applications in the pharmaceutical and agrochemical sectors, as well as in catalysis. Catalytic asymmetric Mannich additions represent a valuable method to access such compounds in enantioenriched form. This work reports the first enantio- and diastereoselective addition of commercially available p-toluenesulfonylmethyl isocyanide (TosMIC) to ketimines, affording 2-imidazolines bearing two contiguous stereocenters, one of which is fully-substituted, with high yields and excellent stereocontrol. The reaction, catalyzed by silver oxide and a dihydroquinine-derived N,P-ligand, is broad in scope, operationally simple, and scalable. Derivatization of the products provides enantioenriched vicinal diamines, precursors to NHC ligands and sp3-rich heterocyclic scaffolds. Computations are used to understand catalysis and rationalize stereoselectivity.

Bifunctional Iminophosphorane Catalyzed Enantioselective Ketimine Phospha-Mannich Reaction

Robertson, Gerard P.,Farley, Alistair J. M.,Dixon, Darren J.

supporting information, p. 21 - 24 (2015/12/26)

The enantioselective phospha-Mannich reaction of diethyl phosphite to unactivated N-DPP-protected ketimines catalyzed by a bifunctional iminophosphorane (BIMP) superbase organocatalyst is described. The reaction is applicable to ketimines bearing electron

Effective conversion of heteroaromatic ketones into primary amines via hydrogenation of intermediate ketoximes

Baucom, Kyle D.,Guram, Anil S.,Borths, Christopher J.

supporting information, p. 201 - 204 (2015/03/03)

A process to access heteroaromatic primary amines from the corresponding heteroaromatic ketones has been developed. A broad range of previously reported methods to convert ketones to primary amines was examined on heterocyclic ketones without success, including Leuckart-Wallach conditions, borane reductions, and transition-metal-catalyzed hydrogenations. Unique among the catalysts examined, Raney cobalt produced the desired primary heterocyclic amine. Raney cobalt hydrogenation of structurally varied heterocyclic ketoximes was demonstrated to form primary amines in good selectivity under mild conditions, and the products are easily isolated in high yield. Additionally, this is the first report of a systematic evaluation of the capabilities of Raney cobalt as an oxime hydrogenation catalyst.

Cobalt(III)-Catalyzed Dehydrative [4+2] Annulation of Oxime with Alkyne by C-H and N-OH Activation

Sen, Malay,Kalsi, Deepti,Sundararaju, Basker

supporting information, p. 15529 - 15533 (2015/11/03)

Efficient, scalable cobalt-catalyzed redox-neutral [4+2] annulation of readily available oximes and alkyne is reported. The developed synthetic methodology is widely applicable and tolerates various functional groups including heterocycles. A stable CpCoIII neutral complex is employed as the catalyst for this redox-neutral [4+2] annulation reaction, which progresses smoothly by way of a reversible cyclometallation without any external oxidizing agent, and produces only water as the side product.

TETRAZOLINONE COMPOUND AND USE THEREOF

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Paragraph 0844; 0922, (2015/11/16)

The compound represented by formula (1): wherein R4 and R5 each represents a hydrogen atom, a halogen atom, or a C1-C3 alkyl group; R6 represents a C1-C4 alkyl group, a C3-C6 cycloalkyl group, or the like; R7, R8, and R9 each represents a hydrogen atom, a halogen atom, or the like; R10 represents a C1-C3 alkyl group, or the like; R13 represents a C1-C3 alkyl group, or the like; and Q represents a phenyl group, or the like; has an excellent control effect on pests.

PROCESS FOR THE SYNTHESIS OF SUBSTITUTED UREA COMPOUNDS

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Page/Page column 64, (2014/02/16)

A process for preparing a substituted urea compound of Formula II or Formula I, or a pharmaceutically acceptable salt or ester thereof, Formula II, Formula I the process comprising the reaction of an intermediate of Formula II' or Formula 1', Formula II',

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