105355-27-9
Name | Pioglitazone |
CAS | 105355-27-9 |
Molecular Formula | C19H20N2O3S |
Molecular Weight | 356.44 |
MOL File | 105355-27-9.mol |
Synonyms
Pioglitazone
5-[[4-[2-(5-Ethylpyridin-2-yl)ethoxy]phenyl]methyl]thiazolidine-2,4-dione
5-[[4-[2-(5-ethyl-2-pyridinyl)ethoxy]phenyl]methyl]thiazolidine-2,4-dione
5-({4-[2-(5-ethylpyridin-2-yl)ethoxy]phenyl}Methyl)-1,3-thiazolidine-2,4-dione hydrochloride
Hazard Information
Definition
ChEBI: Pioglitazone is a member of the class of thiazolidenediones that is 1,3-thiazolidine-2,4-dione substituted by a benzyl group at position 5 which in turn is substituted by a 2-(5-ethylpyridin-2-yl)ethoxy group at position 4 of the phenyl ring. It exhibits hypoglycemic activity. It has a role as an insulin-sensitizing drug, an EC 2.7.1.33 (pantothenate kinase) inhibitor, a xenobiotic, an EC 6.2.1.3 (long-chain-fatty-acid--CoA ligase) inhibitor, a ferroptosis inhibitor, a cardioprotective agent, a PPARgamma agonist, an antidepressant, a geroprotector and a hypoglycemic agent. It is a member of thiazolidinediones, an aromatic ether and a member of pyridines.
Clinical Use
Treatment of type 2 diabetes mellitus
Drug interactions
Potentially hazardous interactions with other drugs
None known
None known
Metabolism
Pioglitazone undergoes extensive hepatic metabolism
by hydroxylation mainly via cytochrome P450 2C8
to form active and inactive metabolites. Three of the
six identified metabolites are active (M-II, M-III, and
M-IV). Following oral administration of radiolabelled
pioglitazone to man, recovered label was mainly in faeces
(55%) and a lesser amount in urine (45%).
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