4-Phenylpyridine

Chemical Properties

LIGHT YELLOW TO BEIGE CRYSTALLINE POWDER

Uses

4-Phenylpyridine is a useful synthetic intermediate. 4-Phenylpyridine has been shown to induce inhibition of mitochondrial respiration in mice.

Definition

ChEBI: 4-Phenylpyridine is a phenylpyridine.

Synthesis Reference(s)

Journal of the American Chemical Society, 78, p. 1702, 1956 DOI: 10.1021/ja01589a060
Synthetic Communications, 21, p. 619, 1991 DOI: 10.1080/00397919108020828
Tetrahedron Letters, 36, p. 5247, 1995 DOI: 10.1016/0040-4039(95)00983-J

Enzyme inhibitor

This substituted pyridine (FW = 155.20 g/mol; CAS 939-23-1; M.P. = 69- 73°C; B.P. = 274-275°C), which occurs naturally and is likewise a manmade pollutant, inhibits human placental aromatase, Ki = 0.36 μM, monoamine oxidase, and NADH dehydrogenase. 4-Phenylpyridine is also an effective inhibitor of mitochondrial complex I. Note that it both occurs naturally and is an environmental pollutant.