4567-33-3

Basic information

• Product Name: Neocnidilide
• Synonyms: (3S,3aR)-(-)-Sedanolide;(3S,3aR)-3-Butyl-3a,4,5,6-tetrahydro-1(3H)-isobenzofuranone
• CAS NO: 4567-33-3
• Molecular Formula: C12H18O2
• Molecular Weight: 194.27012
• Mol File: 4567-33-3.mol
• Article Data: 4

Chemical Properties

• Melting Point: 33.5-34.5 °C
• Boiling Point: 342°Cat760mmHg
• Flash Point: 142.1°C
• Appearance: /
• Density: 1.03
• Vapor Pressure: 7.75E-05mmHg at 25°C
• Refractive Index: 1.499
• CAS DataBase Reference: Neocnidilide(CAS DataBase Reference)
• NIST Chemistry Reference: Neocnidilide(4567-33-3)
• EPA Substance Registry System: Neocnidilide(4567-33-3)

Safety Data

• Hazardous Substances Data: 4567-33-3(Hazardous Substances Data)

Usage

General Description

Neocnidilide is a synthetic chemical compound that is known for its neuroprotective properties. It is a derivative of the natural compound cnidilide, which is found in members of the Cnidium and Angelica plant genera. Neocnidilide has been studied for its potential use in treating neurodegenerative diseases such as Alzheimer's and Parkinson's. It has been shown to exhibit antioxidant and anti-inflammatory effects, which may help protect nerve cells from damage and slow the progression of these debilitating conditions. Neocnidilide is also being investigated for its potential to enhance cognitive function and memory. Overall, this compound shows promise as a therapeutic agent for neurological disorders.

InChI:InChI=1/C12H18O2/c1-2-3-8-11-9-6-4-5-7-10(9)12(13)14-11/h7,9,11H,2-6,8H2,1H3/t9-,11+/m1/s1

Upstream product

• 114883-65-7 (3S,3aR,7aS)-3-butyl-3a,4,5,7a-tetrahydro-1(3H)-isobenzofuranone 
• 948046-08-0 (1R,1'S)-1-(2'-bromocyclohex-2'-enyl)pentan-1-ol 
• 1265141-46-5 (1R,1'S)-1-(2'-bromocyclohex-2'-enyl)pentyl 2-chloroacetate 
• 948046-11-5 (S)-1-(2'-bromocyclohex-2'-enyl)pentan-1-one 
• 948046-12-6 (1S,1'S)-1-(2'-bromocyclohex-2'-enyl)pentan-1-ol 
• 110-62-3 pentanal 
• 17202-32-3 1,6-dibromocyclohex-1-ene 
• 75040-93-6 N-methyl-1-cyclohexene-1-carboxamide 
• 1855-63-6 cyclohex-1-enecarbonitrile 
• 132621-97-7 4-hydroxy-cis-neocnidilide 
• 132621-96-6 methyl (4R*,4aR*,8aR*)-4-butyl-4a,7,8,8a-tetrahydro-2,2-dimethyl-4H-1,3-benzodioxin-5-carboxylate 
• 132621-91-1 [(4R,5R,6R)-4-Butyl-6-(3-hydroxy-propyl)-2,2-dimethyl-[1,3]dioxan-5-ylmethyl]-phosphonic acid diethyl ester 
• 132621-92-2 diethyl (4R*,5R*,6R*)-<<4-butyl-6-<3-<<(1,1-dimethylethyl)dimethylsilyl>oxy>propyl>-2,2-dimethyl-1,3-dioxan-5-yl>methyl>phosphonate 
• 132621-94-4 diethyl (4R*,5R*,6R*)-<<4-butyl-6-(3-hydroxypropyl)-2,2-dimethyl-1,3-dioxan-5-yl>carbomethoxymethyl>phosphonate 

Relevant articles and documents

Total syntheses of (±)-cis- and (±)-trans-neocnidilides

Total syntheses of two antimicrobial natural products (±)-cis- neocnidilide and (±)-trans-neocnidilide starting from a readily preparable cyclohexa[b]-fused 5-oxabicyclo[2.1.1]hexane derivative are presented. The diastereomeric tetrahydrofuran tricarboxylate epimers obtained from a BF3·OEt2 promoted Grob-type fragmentation of the oxa-bicycle derivative were converted into title natural products by employing pyridinium dichromate/acetic anhydride mediated bis-oxidative cleavage reaction.

Pentacovalent Oxaphosphorane Chemistry in Organic Synthesis. 2. Total Syntheses of (+/-)-trans- and (+/-)-cis-Neocnidilides

Both (+/-)-trans- and (+/-)-cis-neocnidilides (1 and 2) have been synthesized via the route illustrated in Scheme III.The condensation of the 1,2λ5-oxaphospholene 5b with valeraldehyde produced the highly substituted phosphonates 12s and 12a, which were transformed via an intramolecular Wadsworth-Horner-Emmons olefination reaction to the title compounds.