Pioglitazone

C₁₉H₂₀N₂O₃SCAS 111025-46-8356.44 g/mol

Open in Covalent MOL file

Ether Sulfide

Properties

Molecular formula: C₁₉H₂₀N₂O₃S
Molar mass: 356.44 g/mol
Exact mass: 356.1195 Da
Melting point: 183–184 °C
pKa: 5.19 (pyridine)
logP: 4.00Crippen estimate
Polar surface area: 71.8 Å²
H-bond donors / acceptors: 1 / 4
Rotatable bonds: 7

Hazards

Warning

H302+H312+H332 Harmful if swallowed, in contact with skin or if inhaled16.7% of notifiers
H302 Harmful if swallowed100% of notifiers
H312 Harmful in contact with skin66.7% of notifiers
H315 Causes skin irritation16.7% of notifiers
H319 Causes serious eye irritation16.7% of notifiers
H332 Harmful if inhaled66.7% of notifiers
H335 May cause respiratory irritation16.7% of notifiers
H351 Suspected of causing cancer16.7% of notifiers

Aggregated from 6 ECHA notifications, via PubChem; a share says how many notifiers assign that statement.

Precautionary statements

P203, P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P317, P318, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, P501

Identifiers

CAS number

111025-46-8

SMILES

CCc1ccc(CCOc2ccc(CC3SC(=O)N=C3O)cc2)nc1

InChIKey

HYAFETHFCAUJAY-UHFFFAOYSA-N

InChI

InChI=1S/C19H20N2O3S/c1-2-13-3-6-15(20-12-13)9-10-24-16-7-4-14(5-8-16)11-17-18(22)21-19(23)25-17/h3-8,12,17H,2,9-11H2,1H3,(H,21,22,23)

Weigh it out

Type any one amount. The others follow from the molar mass.

Names and synonyms

8 names

2,4-Thiazolidinedione, 5-[[4-[2-(5-ethyl-2-pyridinyl)ethoxy]phenyl]methyl]-
2,4-Thiazolidinedione, 5-[[4-[2-(5-ethyl-2-pyridinyl)ethoxy]phenyl]methyl]-, (±)-
5-[[4-[2-(5-Ethyl-2-pyridinyl)ethoxy]phenyl]methyl]-2,4-thiazolidinedione
U 72107
5-[4-[2-(5-Ethyl-2-pyridyl)ethoxy]benzyl]thiazolidine-2,4-dione
Zactos
5-[4-[2-(5-Ethylpyridin-2-yl)ethoxy]benzyl]thiazolidine-2,4-dione
(RS)-5-(4-[2-(5-Ethylpyridin-2-yl)ethoxy]benzyl)thiazolidine-2,4-dione

Work with Pioglitazone

Predict the NMR spectrum1H and 13C shifts with multiplicities Make a solutionWhat to weigh for any molarity and volume Check drug-likenessLipinski, Veber and lead-likeness Isotope patternExact mass and the mass spectrum pattern

Stereoisomers, salts and isotopologues

The same compound in another form: other stereochemistry, a salt or hydrate, the free acid or base, or an isotope-labelled version.

Pioglitazone hydrochloride112529-15-4Salt

Similar compounds

2-Amino-5-((4-(2-(5-ethyl-2-pyridinyl)ethoxy)phenyl)methyl)-4(5H)-thiazolone105355-26-877 % similar 5-[4-[2-(5-Ethyl-2-pyridinyl)ethoxy]benzylidene]-1,3-thiazolidine-2,4-dione144809-28-959 % similar Rosiglitazone122320-73-457 % similar 5-[[4-[2-(N-Methyl-N-2-pyridylamino)ethoxy]phenyl]methyl]thiazolidine-2,4-dione maleate155141-29-052 % similar 5-(4-Hydroxybenzyl)thiazolidine-2,4-dione74772-78-450 % similar 5-Ethyl-2-[2-(4-nitrophenoxy)ethyl]pyridine85583-54-648 % similar Troglitazone97322-87-746 % similar 5-Ethyl-2-pyridineethanol5223-06-338 % similar

Tanimoto similarity of circular fingerprints over the whole catalogue.

All similar compounds

Elsewhere

PubChem CAS Common Chemistry NIST WebBook