Catalog Number |
ACM357209326 |
CAS |
357209-32-6 |
Structure |
![{[CurrentData.Name]}](https://resource.alfa-chemistry.com/structure/357209-32-6.gif) |
Description |
2,6-Bis((3aR,8aS)-8,8a-dihydro-3aH-indeno[1,2-d]oxazol-2-yl)pyridine (BIDOP) is an organic compound belonging to the class of heterocyclic compounds. It is a bicyclic compound composed of a pyridine and an oxazole ring fused together. BIDOP is a colorless solid with a molecular weight of 300.36 g/mol. It is soluble in water, ethanol, and other organic solvents. BIDOP has been widely studied for its potential applications in various fields, such as medicinal chemistry, materials science, and organic synthesis. |
IUPAC Name |
(3aS,8bR)-2-[6-[(3aS,8bR)-4,8b-dihydro-3aH-indeno[1,2-d][1,3]oxazol-2-yl]pyridin-2-yl]-4,8b-dihydro-3aH-indeno[1,2-d][1,3]oxazole |
Molecular Weight |
393.4 g/mol |
Molecular Formula |
C25H19N3O2 |
Canonical SMILES |
C1C2C(C3=CC=CC=C31)N=C(O2)C4=NC(=CC=C4)C5=NC6C(O5)CC7=CC=CC=C67 |
InChI |
InChI=1S/C25H19N3O2/c1-3-8-16-14(6-1)12-20-22(16)27-24(29-20)18-10-5-11-19(26-18)25-28-23-17-9-4-2-7-15(17)13-21(23)30-25/h1-11,20-23H,12-13H2/t20-,21-,22+,23+/m0/s1 |
InChI Key |
BZSJUFJXCHHRHW-MYDTUXCISA-N |
Application |
2,6-Bis((3aR,8aS)-8,8a-dihydro-3aH-indeno[1,2-d]oxazol-2-yl)pyridine has been widely studied for its potential applications in various fields. In medicinal chemistry, 2,6-Bis((3aR,8aS)-8,8a-dihydro-3aH-indeno[1,2-d]oxazol-2-yl)pyridine has been found to be an effective inhibitor of the enzyme phosphodiesterase 4 (PDE4), which is involved in the regulation of inflammation. 2,6-Bis((3aR,8aS)-8,8a-dihydro-3aH-indeno[1,2-d]oxazol-2-yl)pyridine has also been studied as a potential drug for the treatment of asthma, chronic obstructive pulmonary disease (COPD), and allergic rhinitis. In materials science, 2,6-Bis((3aR,8aS)-8,8a-dihydro-3aH-indeno[1,2-d]oxazol-2-yl)pyridine has been used as a building block for the synthesis of polymers, such as poly(2,6-bis(3aR,8aS)-8,8a-dihydro-3aH-indeno[1,2-d]oxazol-2-yl)pyridine, which has been found to have potential applications in the fields of fuel cells, batteries, and solar cells. In organic synthesis, 2,6-Bis((3aR,8aS)-8,8a-dihydro-3aH-indeno[1,2-d]oxazol-2-yl)pyridine has been used as a starting material for the synthesis of other heterocyclic compounds, such as indeno[1,2-d]oxazoles and oxazolines. |
Isomeric SMILES |
C1[C@H]2[C@@H](C3=CC=CC=C31)N=C(O2)C4=NC(=CC=C4)C5=N[C@H]6[C@@H](O5)CC7=CC=CC=C67 |
Properties |
The inhibition of PDE4 by 2,6-Bis((3aR,8aS)-8,8a-dihydro-3aH-indeno[1,2-d]oxazol-2-yl)pyridine leads to the suppression of the inflammatory response. This can lead to a reduction in the symptoms of asthma, COPD, and allergic rhinitis. 2,6-Bis((3aR,8aS)-8,8a-dihydro-3aH-indeno[1,2-d]oxazol-2-yl)pyridine has also been found to have anti-tumor activity in vitro, and it has been proposed to have potential as an anticancer agent. |