2-(4-oxo-3-{[5-(trifluoromethyl)-1,3-benzothiazol-2-yl]methyl}-3,4-dihydrophthalazin-1-yl)acetic acid

• ChemBase ID: 6374
• Molecular Formular: C19H12F3N3O3S
• Molecular Mass: 419.3770896
• Monoisotopic Mass: 419.05514692
• SMILES: c1(=O)c2c(c(nn1Cc1nc3c(ccc(c3)C(F)(F)F)s1)CC(=O)O)cccc2
• Canonical SMILES: OC(=O)Cc1nn(Cc2nc3c(s2)ccc(c3)C(F)(F)F)c(=O)c2c1cccc2
• InChI: InChI=1S/C19H12F3N3O3S/c20-19(21,22)10-5-6-15-14(7-10)23-16(29-15)9-25-18(28)12-4-2-1-3-11(12)13(24-25)8-17(26)27/h1-7H,8-9H2,(H,26,27)
• InChIKey: BCSVCWVQNOXFGL-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(4-oxo-3-{[5-(trifluoromethyl)-1,3-benzothiazol-2-yl]methyl}-3,4-dihydrophthalazin-1-yl)acetic acid
• IUPAC Traditional name: alond
• Synonyms: 3,4-DIHYDRO-4-OXO-3-((5-TRIFLUOROMETHYL-2-BENZOTHIAZOLYL)METHYL)-1-PHTHALAZINE ACETIC ACID; 3,4-Dihydro-4-oxo-3-[[5-(trifluoromethyl)-2-benzothiazolyl]methyl]-1-phthalazineacetic acid; Alond; CP-73850; Xedia; Zopolrestat

Database IDs

• CAS Number: 110703-94-1
• MDL Number: MFCD00865476
• PubChem SID: 162103448
• PubChem CID: 1613

CALCULATED PROPERTIES

JChem

• Acid pKa: 3.9735389
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 2.2089736
• LogD (pH = 7.4): 0.5798893
• Log P: 3.6301296
• Molar Refractivity: 98.2211 cm^3
• Polarizability: 37.102913 Å^3
• Polar Surface Area: 82.86 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 3.21
• LOG S: -5.55
• Solubility (Water): 1.17e-03 g/l

PROPERTIES

Physical Property

• Solubility: DMSO: ≥20 mg/mL
• Apperance: off-white to light brown powder

Safety Information

• European Hazard Symbols: Toxic (T)
• German water hazard class: 3
• Risk Statements: 25
• Safety Statements: 45
• GHS Pictograms: GHS06
• GHS Signal Word: Danger
• GHS Hazard statements: H301-H413
• GHS Precautionary statements: P301 + P310
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C19H12F3N3O3S

DETAILS

DrugBank - DB08772

Drug information: experimental

Sigma Aldrich - Z4527

Biochem/physiol Actions
Zopolrestat is an inhibitor of Aldose Reductase. AR family members AKR1B1 and AKR1B10 have additionally been shown to play roles in inflammation and cancer.