6238-30-8

Basic information

• Product Name: 3-HYDROXYQUINUCLIDINE-3-CARBONITRILE
• Synonyms: BUTTPARK 95\04-18;3-HYDROXYQUINUCLIDINE-3-CARBONITRILE;3-Quinuclidinol cyanohydrine;3-Cyano-3-quinuclidinol;3-CYANO-3-HYDROXYQUINUCLIDINE;3-QUINUCLIDINOL CYANOHYDRIN;RaceMic 3-cyano-3-quinuclidinol
• CAS NO: 6238-30-8
• Molecular Formula: C₈H₁₂N₂O
• Molecular Weight: 152.19
• Mol File: 6238-30-8.mol
• Article Data: 9

Chemical Properties

• Melting Point: 156 °C
• Boiling Point: 534.7°C at 760 mmHg
• Flash Point: 277.2°C
• Appearance: /
• Density: 1.54g/cm³
• Vapor Pressure: 2.89E-12mmHg at 25°C
• Refractive Index: 1.752
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 3-HYDROXYQUINUCLIDINE-3-CARBONITRILE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-HYDROXYQUINUCLIDINE-3-CARBONITRILE(6238-30-8)
• EPA Substance Registry System: 3-HYDROXYQUINUCLIDINE-3-CARBONITRILE(6238-30-8)

Safety Data

• Hazard Codes: Xn:Harmful
• Statements: R20/21/22:Harmful by inhalation, in contact with skin and if swallowed.
• Safety Statements: S36/37:Wear suitable protective clothing and gloves.
• HazardClass: IRRITANT
• Hazardous Substances Data: 6238-30-8(Hazardous Substances Data)

Usage

Description

3-Hydroxyquinuclidine-3-carbonitrile is a chemical compound that serves as a crucial intermediate in the pharmaceutical industry. It is a derivative of quinuclidine, characterized by a bicyclic amine structure with a five-membered nitrogen-containing ring. 3-HYDROXYQUINUCLIDINE-3-CARBONITRILE is distinguished by its unique structure and chemical properties, which make it a valuable building block for the synthesis of a diverse array of biologically active molecules, particularly in the development of drugs targeting central nervous system disorders.

Uses

Used in Pharmaceutical Industry:
3-Hydroxyquinuclidine-3-carbonitrile is used as a key intermediate for the synthesis of various organic compounds, specifically in the production of pharmaceutical drugs. Its role is pivotal in creating molecules that address central nervous system disorders, leveraging its unique structural attributes to facilitate the development of effective treatments.
Used in Drug Discovery and Development:
In the realm of drug discovery and development, 3-Hydroxyquinuclidine-3-carbonitrile is utilized as a building block to create a wide range of biologically active molecules. Its chemical properties allow for the design and synthesis of new pharmaceutical agents, contributing to the advancement of medicinal chemistry and the treatment of various conditions related to the central nervous system.

InChI:InChI=1/C19H16N4O4S2/c24-8-6-20-16-13(17(25)22-7-2-1-5-15(22)21-16)10-14-18(26)23(19(28)29-14)11-12-4-3-9-27-12/h1-5,7,9-10,20,24H,6,8,11H2

Upstream product

• 151-50-8 potassium cyanide 
• 39896-06-5 quinuclidine hydrochloride 
• 3731-38-2 3-Quinuclidinone 
• 143-33-9 sodium cyanide 
• 1193-65-3 3-quinuclidinone hydrochloride 

Downstream Products

• 26630-16-0 3-morpholino-3-cyanoquinuclidine 
• 1401090-23-0 3-cyano-1-azabicyclo[2.2.2]oct-3-yl{2-[3-(prop-1-en-2-yl)phenyl]propan-2-yl}carbamate 
• 917986-17-5 3'-(3-trifluoromethylphenyl)-quinuclidine-3-spiro-5'-oxazolidine-2',4'-dione trifluoroacetate 
• 57598-88-6 3-hydroxy-3-methoxycarbonyl-1-azabicyclo[2.2.2]octane 
• 26625-03-6 3-benzyl-3-morpholin-4-yl-1-aza-bicyclo[2.2.2]octane 
• 26625-07-0 C-(3-morpholin-4-yl-1-aza-bicyclo[2.2.2]oct-3-yl)-methylamine 
• 26630-22-8 3-methyl-3-morpholin-4-yl-1-aza-bicyclo[2.2.2]octane 
• 128653-88-3 2'(1H-Indole-3-yl)spiro<1-azabicyclo/2.2.1/octane-3,5'(4'H)-oxazole>-Borane Complex 
• 128200-00-0 2'-(Prop-2-enylindol-3-yl)spiro<1-azabicyclo/2.2.2/octane-3,5'(4'H)-oxazole> 
• 81547-26-4 3'-<(4-benzhydrylpiperazino)methyl>quinuclidine-3-spiro-5'-oxazolidine-2',4'-dione 
• 81547-27-5 3'-(N-benzyl-N-phenylaminomethyl)quinuclidine-3-spiro-5'-oxazolidine-2',4'-dione 
• 81547-25-3 quinuclidine-3-spiro-5'-oxazolidine-2',4'-dione 
• 128200-06-6 2'-(5-hydroxy-1-methyl-1H-indol-3-yl)spiro(1-azabicyclo<2.2.2>octane-3,5'(4'H)-oxazole) 
• 159417-11-5 2'-(N-oxide-4-pyridyl)-1-azabicyclo<2.2.2>octane-3-spiro-4'(5')-imidazoline 

Relevant articles and documents

NOVEL SPIRO-QUINUCLIDINYL DERIVATIVES FOR THE TREATMENT OF THE CENTRAL NERVOUS SYSTEM DISORDERS

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Novel spiro-quinuclidinyl derivatives for the treatment of central nervous system disorders

The present invention is directed to novel spiro-quinuclidinyl derivatives, pharmaceutical compositions containing them and their use in the treatment of central nervous system disorders.

Novel 5-HT3 antagonists: Indol-3-ylspiro(azabicycloalkane-3,5'(4'H)- oxazoles)

The synthesis and biochemical evaluation of a series of spirofused indole oxazoline 5-HT3 antagonists is described in which the oxazoline ring acts as a bioisosteric replacement for esters and amides. The effect of substitution about the indole ring has shown the steric limitations of the aromatic binding site. Incorporation of a variety of azabicyclic systems within the rigid spirofused framework has allowed the definition of a binding model which incorporates a number of known antagonists and agonists. In this model steric constraints limit substitution around the indole ring although there is some bulk tolerance at the 1- and 2-positions. The importance of constraining the basic nitrogen within an azabicyclic system is underlined by comparison with the monocyclic piperidine. The highest affinity was observed for those compounds in which the basic nitrogen occupies a bridgehead position, the most potent analogue in this group being the azabicyclic [3.3.1] system (pIC50 = 8.95), suggesting lipophilic interactions may play a role in increasing affinity. A suggested model for agonist binding is included in which the basic nitrogens are superimposed and the 5-hydroxyl group of 5-HT is superimposed on the H-bond-accepting atom of the heterocyclic linking group.