2-amino-5-({4-[2-(5-ethylpyridin-2-yl)ethoxy]phenyl}methyl)-4,5-dihydro-1,3-thiazol-4-one

• ChemBase ID: 176743
• Molecular Formular: C19H21N3O2S
• Molecular Mass: 355.45394
• Monoisotopic Mass: 355.13544793
• SMILES: n1cc(ccc1CCOc1ccc(cc1)CC1C(=O)N=C(S1)N)CC
• Canonical SMILES: CCc1ccc(nc1)CCOc1ccc(cc1)CC1SC(=NC1=O)N
• InChI: InChI=1S/C19H21N3O2S/c1-2-13-3-6-15(21-12-13)9-10-24-16-7-4-14(5-8-16)11-17-18(23)22-19(20)25-17/h3-8,12,17H,2,9-11H2,1H3,(H2,20,22,23)
• InChIKey: ABGJULHDDNEULW-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-amino-5-({4-[2-(5-ethylpyridin-2-yl)ethoxy]phenyl}methyl)-4,5-dihydro-1,3-thiazol-4-one
• IUPAC Traditional name: 2-amino-5-({4-[2-(5-ethylpyridin-2-yl)ethoxy]phenyl}methyl)-5H-1,3-thiazol-4-one
• Synonyms: 2-Amino-5-[[4-[2-(5-ethyl-2-pyridinyl)ethoxy]phenyl]methyl]-4(5H)-thiazolone; 5-[4-[2-(5-Ethyl-2-pyridyl)ethoxy]benzyl]-2-imino-4-thiazolidinone; Pioglitazone 2-Imine

Database IDs

• CAS Number: 105355-26-8
• PubChem SID: 164232653
• PubChem CID: 11416954

CALCULATED PROPERTIES

• Acid pKa: 6.0497513
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 2.6684396
• LogD (pH = 7.4): 1.6174473
• Log P: 2.6480854
• Molar Refractivity: 99.37 cm^3
• Polarizability: 38.57289 Å^3
• Polar Surface Area: 77.57 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO
• Apperance: Tan Solid
• Melting Point: 202-204°C (dec.)

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - P471005

Pioglitazone (P471000) impurity.

REFERENCES

• Radha, K., et al.: J. Pharm. Biomed. Anal., 29, 593 (2002)