169378-51-2

Basic information

• Product Name: 1H-Imidazole-2-carboxaldehyde, 1-(3-phenylpropyl)-
• Synonyms: 1-(3-phenylpropyl)-2-imidazolylcarboxaldehyde;1-(3-Phenyl-propyl)-1H-imidazole-2-carbaldehyde
• CAS NO: 169378-51-2
• Molecular Formula: C13H14N2O
• Molecular Weight: 214.267
• Mol File: 169378-51-2.mol

Chemical Properties

• CAS DataBase Reference: 1H-Imidazole-2-carboxaldehyde, 1-(3-phenylpropyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Imidazole-2-carboxaldehyde, 1-(3-phenylpropyl)-(169378-51-2)
• EPA Substance Registry System: 1H-Imidazole-2-carboxaldehyde, 1-(3-phenylpropyl)-(169378-51-2)

Safety Data

• Hazardous Substances Data: 169378-51-2(Hazardous Substances Data)

Usage

Chemical class

Imidazoles

Versatile building block

Used in organic synthesis

Common use

Reagent in pharmaceutical and agrochemical production

Role

Synthesis of bioactive compounds

Importance

Key intermediate in heterocyclic derivative preparation

Potential applications

New material development, chemical probe in biological and medicinal chemistry research

Upstream product

• 637-59-2 1-Bromo-3-phenylpropane 
• 10111-08-7 2-imidazolecarbaldehyde 
• 56643-92-6 1-(3-phenylpropyl)-1H-imidazole 

Downstream Products

• 169378-11-4 1-(3-phenylpropyl)-2-(1,3-dioxolan-2-yl)imidazole 
• 1546949-97-6 1-(3-phenylpropyl)imidazole-2-carbaldehyde oxime 
• 1546950-14-4 2-[(hydroxyimino)methyl]-3-methyl-1-(3-phenylpropyl)imidazol-3-ium iodide 

Relevant articles and documents

CATALYTIC SCAVENGERS OF ORGANOPHOSPHATES TO POTENTIATE BUTYRYLCHOLINESTERASE (BCHE) AS A CATALYTIC BIOSCAVENGER AND METHODS FOR MAKING AND USING THEM

Provided are N-alkyl imidazole 2-aldoximes, including cationic imidazolium and uncharged tertiary imidazole aldoximes, and compositions and methods for making and using them, including methods for reactivating human butyrylcholinesterase (hBChE) or acetyl

Imidazole aldoximes effective in assisting butyrylcholinesterase catalysis of organophosphate detoxification

Intoxication by organophosphate (OP) nerve agents and pesticides should be addressed by efficient, quickly deployable countermeasures such as antidotes reactivating acetylcholinesterase or scavenging the parent OP. We present here synthesis and initial in vitro characterization of 14 imidazole aldoximes and their structural refinement into three efficient reactivators of human butyrylcholinesterase (hBChE) inhibited covalently by nerve agent OPs, sarin, cyclosarin, VX, and the OP pesticide metabolite, paraoxon. Rapid reactivation of OP-hBChE conjugates by uncharged and nonprotonated tertiary imidazole aldoximes allows the design of a new OP countermeasure by conversion of hBChE from a stoichiometric to catalytic OP bioscavenger with the prospect of oral bioavailability and central nervous system penetration. The enhanced in vitro reactivation efficacy determined for tertiary imidazole aldoximes compared to that of their quaternary N-methyl imidazolium analogues is attributed to ion pairing of the cationic imidazolium with Asp 70, altering a reactive alignment of the aldoxime with the phosphorus in the OP-hBChE conjugate.

Substituted heterocyclylisoquinolinium salts and compositions and method of use thereof

Substitutued heterocyclylisoquinolinium salts, pharmaceutical compositions containing them and methods for the treatment or prevention of neurodegenerative disorders or neurotoxic injuries utilizing them.