86699-73-2

Usage

Chemical Compound

2-Aza-2-dihydrosqualene

Class

Azasqualene derivatives

Relationship to Squalene

Synthetic analog of squalene

Structure

Contains an aza group

Importance

Synthesis: Key intermediate in the synthesis of various bioactive molecules
Biological Activity: Potential for producing antiviral and antitumor agents

Utility

Valuable for research and drug development in the pharmaceutical industry

InChI:InChI=1/C29H51N/c1-25(2)15-11-18-28(5)21-12-19-26(3)16-9-10-17-27(4)20-13-22-29(6)23-14-24-30(7)8/h15-17,21-22H,9-14,18-20,23-24H2,1-8H3/b26-16-,27-17-,28-21-,29-22-

Upstream product

• 56882-05-4 (4E,8E,12E,16E)-4,8,13,17,21-pentamethyldocosa-4,8,12,16,20-pentaenal 
• 124-40-3 dimethyl amine 
• 65746-05-6 squalene monobromohydrin: 3-bromo-2,6,10,15,19,23-hexamethyl-6,10,14,18,22-tetracosapentaen-2-ol (all E) 
• 111-02-4 2,6,10,15,19,23-hexamethyltetracosa-2,6,10,14,18,22-hexaene 
• 14050-42-1 2,3-Oxidosqualene 

Downstream Products

• 100692-38-4 2-aza-2,3-dihydrosqualene N-oxide 

Relevant academic research and scientific papers

Synthesis and biological activity of azasqualenes, bis-azasqualenes and derivatives

Azasqualenes, bis-azasqualenes and derivatives, designed as inhibitors of squalene 2,3-epoxide cyclase, a key enzyme in sterol biosynthesis, were synthesized and their in vitro activities against a variety of yeasts, fungi, gram-positive and gram-negative bacteria were determined.The synthesis involves a new method of squalene degradation, together with an unusual procedure for the aminative reduction of lipophilic aldehydes.A study of the structure-activity relationship was attempted for different biological parameters: anti-bacterial and anti-fungal activities (MIC), inhibition of mycelial growth (GTT), surfactant activity (CMC) and membrane perturbation activity (induction of leakage in liposomes).