Rosiglitazone

C₁₈H₁₉N₃O₃SCAS 122320-73-4357.43 g/mol

Open in Covalent MOL file

Ether Sulfide Tertiary amine

Properties

Molecular formula: C₁₈H₁₉N₃O₃S
Molar mass: 357.43 g/mol
Exact mass: 357.1147 Da
Melting point: 151–153 °C
pKa: 6.1, 6.8
logP: 3.33Crippen estimate
Polar surface area: 75.0 Å²
H-bond donors / acceptors: 1 / 5
Rotatable bonds: 7

Hazards

Warning

H315 Causes skin irritation50% of notifiers
H319 Causes serious eye irritation100% of notifiers
H335 May cause respiratory irritation50% of notifiers
H361 Suspected of damaging fertility or the unborn child50% of notifiers
H410 Very toxic to aquatic life with long lasting effects50% of notifiers

Aggregated from 2 ECHA notifications, via PubChem; a share says how many notifiers assign that statement.

Precautionary statements

P203, P261, P264, P264+P265, P271, P273, P280, P302+P352, P304+P340, P305+P351+P338, P318, P319, P321, P332+P317, P337+P317, P362+P364, P391, P403+P233, P405, P501

Identifiers

CAS number

122320-73-4

SMILES

CN(CCOc1ccc(CC2SC(=O)N=C2O)cc1)c1ccccn1

InChIKey

YASAKCUCGLMORW-UHFFFAOYSA-N

InChI

InChI=1S/C18H19N3O3S/c1-21(16-4-2-3-9-19-16)10-11-24-14-7-5-13(6-8-14)12-15-17(22)20-18(23)25-15/h2-9,15H,10-12H2,1H3,(H,20,22,23)

Weigh it out

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

Names and synonyms

11 names

2,4-Thiazolidinedione, 5-[[4-[2-(methyl-2-pyridinylamino)ethoxy]phenyl]methyl]-
5-[[4-[2-(Methyl-2-pyridinylamino)ethoxy]phenyl]methyl]-2,4-thiazolidinedione
BRL 49653
5-[4-[2-(N-Methyl-N-(2-pyridyl)amino)ethoxy]benzyl]thiazolidine-2,4-dione
Rosiglizole
5-[[4-[2-[N-Methyl-N-(2-pyridyl)amino]ethoxy]phenyl]methyl]thiazolidine-2,4-dione
TDZ 01
Rezult
Rosvel
Venvia
Nyracta

Work with Rosiglitazone

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.

5-[[4-[2-(N-Methyl-N-2-pyridylamino)ethoxy]phenyl]methyl]thiazolidine-2,4-dione maleate155141-29-0Salt Rosiglitazone hydrochloride302543-62-0Salt

Similar compounds

Pioglitazone111025-46-857 % similar Pioglitazone hydrochloride112529-15-454 % similar 5-(4-Hydroxybenzyl)thiazolidine-2,4-dione74772-78-448 % similar Troglitazone97322-87-743 % similar 2-Amino-5-((4-(2-(5-ethyl-2-pyridinyl)ethoxy)phenyl)methyl)-4(5H)-thiazolone105355-26-842 % similar 2-(N-Methyl-N-(2-pyridyl)amino)ethanol122321-04-438 % similar Pyrilamine maleate59-33-636 % similar 5-[4-[2-(5-Ethyl-2-pyridinyl)ethoxy]benzylidene]-1,3-thiazolidine-2,4-dione144809-28-931 % similar

Tanimoto similarity of circular fingerprints over the whole catalogue.

All similar compounds

Elsewhere

PubChem CAS Common Chemistry NIST WebBook