74619-49-1

Basic information

• Product Name: Phenol, 2,2'-(1,2,4-oxadiazole-3,5-diyl)bis-
• CAS NO: 74619-49-1
• Molecular Formula: C14H10N2O3
• Molecular Weight: 254.245
• Mol File: 74619-49-1.mol

Chemical Properties

• CAS DataBase Reference: Phenol, 2,2'-(1,2,4-oxadiazole-3,5-diyl)bis-(CAS DataBase Reference)
• NIST Chemistry Reference: Phenol, 2,2'-(1,2,4-oxadiazole-3,5-diyl)bis-(74619-49-1)
• EPA Substance Registry System: Phenol, 2,2'-(1,2,4-oxadiazole-3,5-diyl)bis-(74619-49-1)

Safety Data

• Hazardous Substances Data: 74619-49-1(Hazardous Substances Data)

Upstream product

• 69-72-7 salicylic acid 
• 65-45-2 salicylamide 
• 63963-47-3 6,6'-(1,2,4-Dithiazolidin-3,5-yliden)-bis-2,4-cyclohexadien-1-on 
• 1218-69-5 2-(2-hydroxyphenyl)-4H-benzo[e][1,3]oxazin-4-one 
• 86245-83-2 2-(o-hydroxyphenyl)-4-oxo-1,3-benzoxazinium perchlorate 

Downstream Products

• 110981-83-4 Cu⁽²⁺⁾*C₂N₂O(C₆H₄O)2^(2-)=Cu(C₂N₂O(C₆H₄O)2) 
• 110981-85-6 Co⁽²⁺⁾*C₂N₂O(C₆H₄O)2^(2-)=Co(C₂N₂O(C₆H₄O)2) 
• 110981-84-5 Ni⁽²⁺⁾*C₂N₂O(C₆H₄O)2^(2-)=Ni(C₂N₂O(C₆H₄O)2) 
• 787-84-8 N'-benzoylbenzohydrazide 
• 74619-50-4 bis-3,5-(2'-hydroxyphenyl)-1H-1,2,4-triazole 

Relevant articles and documents

Synthesis and biological evaluation of 1,2,4-oxadiazole core derivatives as potential neuroprotectants against acute ischemic stroke

Here, we report the synthesis and neuroprotective capacity of 27 compounds with a bisphenol hydroxyl-substituted 1,2,4-triazole core or 1,2,4-oxadiazole core for stroke therapy. In vitro studies of the neuroprotective effects of compounds 1–27 on sodium nitroprusside (SNP)-induced apoptosis in PC12 cells indicate that compound 24 is the most effective compound conferring potent protection against oxidative injury. Compound 24 inhibits reactive oxygen species (ROS） accumulation and restores the mitochondrial membrane potential (MMP). Moreover, further analysis of the mechanism showed that compound 24 activates the antioxidant defence system by promoting the nuclear translocation of nuclear factor erythroid 2-related factor 2 (Nrf2) and increasing the expression of haem oxygenase 1 (HO-1). An in vivo study was performed in a rat model of transient focal cerebral ischaemia generated by the intraluminal occlusion of the middle cerebral artery (MCAO). Compound 24 significantly reduced brain infarction and improved neurological function. Overall, compound 24 potentially represents a promising compound for the treatment of stroke.

3,5-disubstituted phenyl-1,2,4-oxadiazole derivative, and preparation method and application thereof

The invention discloses a 3,5-disubstituted phenyl-1,2,4-oxadiazole derivative, and a preparation method and an application thereof. The preparation method taking substituted benzoic acid as a raw material comprises the following steps: carrying out an acylation reaction, carrying out a condensation cyclization reaction on the obtained material and substituted benzamide, and then reacting the obtained material with hydroxylamine hydrochloride to obtain the target product 3,5-disubstituted phenyl-1,2,4-oxadiazole derivative. The compound can effectively resist oxidative stress injury of nerve cells, and has a remarkable neuroprotective effect on a rat MCAO nerve injury model. The compound can be applied to preparation of medicines for preventing and treating neurodegenerative diseases suchas stroke, brain injury, spinal cord injury, Parkinson's disease, Alzheimer's disease, amyotrophic lateral sclerosis and the like.

SYNTHESIS OF BIS(o-HYDROXYPHENYL)-1,3,5-TRIAZINES, 1,2,4-TRIAZOLES, AND OXADIAZOLE BY RECYCLIZATION OF THE o-HYDROXYPHENYL-4-OXO-1,3-BENZOXAZINIUM CATION

The acidic cyclization of disalicylamide gave 2-(o-hydroxyphenyl)- and 2-(o-acetoxyphenyl)-4-oxo-1,3-benzoxazinium perchlorates, by reaction of which with hydroxylamine, hydrazines, benzamidine, guanidines, and S-methylisothiourea bis(o-hydroxyphenyl)-1,2