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2,6-Bis((3aR,8aS)-8,8a-dihydro-3aH-indeno[1,2-d]oxazol-2-yl)pyridine

Catalog Number ACM357209326
CAS 357209-32-6
Structure {[CurrentData.Name]}
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.

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