26458-78-6

Basic information

• Product Name: 4-CYANOQUINUCLIDINE
• Synonyms: 4-CYANOQUINUCLIDINE;BUTTPARK 31\04-90;quinuclidine-4-carbonitrile;1-Azabicyclo[2.2.2]octane-4-carbonitrile;4-Quinuclidinecarbonitrile;1-Azabicyclo[2.2.2]octane-4-carbonitrile 97%;4-Cyanonquinuclidine, 4-Cyano-1-azabicyclo[2.2.2]octane
• CAS NO: 26458-78-6
• Molecular Formula: C₈H₁₂N₂
• Molecular Weight: 136.19
• Mol File: 26458-78-6.mol

Chemical Properties

• Melting Point: 129-130°C
• Boiling Point: 239℃
• Flash Point: 97℃
• Appearance: /
• Density: 1.09
• Vapor Pressure: 0.0417mmHg at 25°C
• Refractive Index: 1.537
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: Chloroform (Slightly), Ethanol (Slightly), Ethyl Acetate (Slightly)
• PKA: 8.02±0.12(Predicted)
• CAS DataBase Reference: 4-CYANOQUINUCLIDINE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-CYANOQUINUCLIDINE(26458-78-6)
• EPA Substance Registry System: 4-CYANOQUINUCLIDINE(26458-78-6)

Safety Data

• Hazard Codes: Xi
• Hazardous Substances Data: 26458-78-6(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
4-Cyanoquinuclidine is used as an intermediate in the synthesis of pleuromutilin derivatives, which are potent antimicrobial agents. These derivatives exhibit broad-spectrum activity against a wide range of bacteria, including both Gram-positive and Gram-negative organisms, making them valuable in the development of new antibiotics to combat drug-resistant infections.
Additionally, 4-Cyanoquinuclidine may be utilized in the development of other pharmaceutical compounds, given its reactivity and ability to form diverse chemical structures. Its presence in the synthesis process can contribute to the creation of innovative drugs with improved efficacy, safety, and pharmacokinetic properties.

InChI:InChI=1/C8H12N2/c9-7-8-1-4-10(5-2-8)6-3-8/h1-6H2

Upstream product

• 2459-09-8 4-pyridinecarboxylic acid, methyl ester 
• 62124-31-6 C₈H₁₅ClN₂O 
• 14989-30-1 hypochloric acid 
• 7630-02-6 4-(methoxycarbonyl)-1-methylpyridinium iodide 
• 62718-28-9 1-methylpiperidine-4-carboxamide 
• 1453-82-3 isonicotinamide 
• 1690-75-1 1-methyl-piperidine-4-carboxylic acid methyl ester 
• 20691-92-3 1-methylpiperidine-4-carbonitrile 
• 62124-30-5 N-(2-hydroxyethyl)-4-carbamoylpiperidine 
• 39546-32-2 4-carboxamidopiperidine 
• 555-77-1 tris-(2-chloro-ethyl)-amine 
• 75-05-8 acetonitrile 
• 111041-03-3 1-(2-chloroethyl)piperidine-4-carbonitrile hydrochloride 
• 112864-70-7 4-cyano-1-methyl-quinuclidinium; chloride 

Downstream Products

• 26608-58-2 4-hydroxymethylquinuclidine 
• 905848-84-2 (4-aminophenyl)(1-aza-bicyclo[2,2,2]oct-4-yl)-methanone 
• 52547-86-1 4-ethynylquinuclidine 
• 40117-63-3 1-azabicyclo[2.2.2]octane-4-carboxylic acid hydrochloride 
• 1609072-64-1 C₃₂H₃₄ClN₃O₅ 
• 1609072-58-3 C₃₂H₃₅N₃O₅ 
• 1609072-55-0 C₃₂H₃₅N₃O₆ 
• 1609072-36-7 C₃₂H₃₄ClN₃O₆ 
• 1609072-37-8 C₃₂H₃₄ClN₃O₆ 
• 1609072-34-5 C₃₂H₃₄ClN₃O₅ 
• 1338729-21-7 C₂₀H₂₄N₂O₂ 
• 1338729-18-2 C₂₂H₂₇N₃O₄ 
• 1338730-21-4 C₃₅H₃₇N₃O₅ 
• 55022-91-8 quinuclidine-4-carbaldehyde 

Relevant articles and documents

NEW METHOD FOR PREPARATION OF 1-AZABICYCLOOCTANE-4-CARBONITRILE AND 1-AZABICYCLONONANE-5-CARBONITRILE

The title compounds were prepared from pyridine-4-carboxamide.Its alkylation with 2-chloroethanol or 3-chloropropanol, followed by hydrogenation gave 1-substituted piperidine-4-carboxamides IIIa and IIIb, respectively, which on treatment with thionyl chloride were converted into the respective 1-substituted halogenoalkylpiperidine-4-carbonitriles IVa and IVb.On cyclization, compounds IVa and IVb afforded 1-azabicyclooctane-4-carbonitrile and 1-azabicyclononane-5-carbonitrile, respectively.

Anti-Hiv Quinuclidine Compounds

The invention provides a therapeutic method for preventing or treating a pathological condition or symptom in a mammal, such as a human, wherein the infectivity of a pathogen such as a retrovirus toward mammalian cells is implicated and inhibition of its

Pleuromutilin derivatives as antimicrobials

The present invention relates to pleuromutilin derivatives, to processes for their preparation, to pharmaceutical compositions containing them and to their use in medical therapy, particularly antibacterial therapy.

NEW AND EFFICIENT SYNTHESES OF 4-CARBAMOYLQUINUCLIDINE

Two efficent routes starting from 4-carbamoylpiperidine or 2,2',2''-trichlorotriethylamine were developed for preparing 4-cyanoquinuclidine which was hydrolyzed to give 4-carbamoylquinuclidine, a chemical modifier of cephalosporin antibiotics.

4-cyanopiperidine derivatives

A novel 4-cyanopiperidine derivative, which is represented by the following general formula (I): STR1 wherein X means a halogen atom, or an acid addition salt thereof, is prepared by reacting N-(2-hydroxyethyl)-4-carbamoylpiperidine or an acid addition salt thereof with a dehydrating and halogenating agent; or by reacting 4-cyanopiperidine or a salt thereof with a compound represented by the following general formula (IV): wherein X has the same meaning as defined above and Y denotes the same halogen atom as X or another halogen atom. The derivative is useful as intermediate for synthesis of quinuclidine derivative which is in turn useful as intermediate for the production of medicines, chemicals, etc.

Process for the synthesis of 4-cyanoquinuclidine or a salt thereof

4-Cyanoquinuclidine or a salt thereof is synthetically prepared by reacting a compound represented by the following formula (I): wherein X means a halogen atom, or a salt thereof with acetonitrile in the presence of a base.