CAS 1072-72-6: Tetrahydrothiopyran-4-one

Tetrahydro-2H-thiopyran-4-one (THP) is a proapoptotic agent that is structurally similar to the serine protease inhibitor, oxone. It has been shown to have anti-tumor activity and to inhibit growth of bacteria and viruses. THP also exhibits potent anti-inflammatory effects in vitro and in vivo. The anticancer activity of THP may be due to its ability to induce apoptosis in prostate cancer cells. This compound has low bioavailability which is attributed to its poor solubility in aqueous environments and its propensity for protein binding.

Applications Tetrahydro-​4H-​thiopyran-​4-​one is a cyclic carbonyl compound used as a reactant in the stereoselective preparation of [aryl(nitro)ethyl] carbonyl compounds via asymmetric Michael addition to nitroolefins catalyzed by chiral pyrrolidine-pyridine conjugate bases. References Ishii, T., et al.: J. Am. Chem. Soc., 126, 9558 (2004);

This Thermo Scientific Chemicals brand product was originally part of the Acros Organics product portfolio. Some documentation and label information may refer to the legacy brand. The original Acros Organics product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

Tetrahydro-4H-thiopyran-4-one