disodium 4-(2-chlorophenyl)-1-ethyl-6-methyl-5-[(propan-2-yloxy)carbonyl]-1,4-dihydropyridine-2,3-dicarboxylate hydrate

• ChemBase ID: 153852
• Molecular Formular: C20H22ClNNa2O7
• Molecular Mass: 469.82372
• Monoisotopic Mass: 469.08801829
• SMILES: CCN1C(=C(C(C(=C1C(=O)[O-])C(=O)[O-])c1ccccc1Cl)C(=O)OC(C)C)C.O.[Na+].[Na+]
• Canonical SMILES: CCN1C(=C(C(=O)OC(C)C)C(C(=C1C(=O)[O-])C(=O)[O-])c1ccccc1Cl)C.O.[Na+].[Na+]
• InChI: InChI=1S/C20H22ClNO6.2Na.H2O/c1-5-22-11(4)14(20(27)28-10(2)3)15(12-8-6-7-9-13(12)21)16(18(23)24)17(22)19(25)26;;;/h6-10,15H,5H2,1-4H3,(H,23,24)(H,25,26);;;1H2/q;2*+1;/p-2
• InChIKey: QECLOEJXLYHXNF-UHFFFAOYSA-L

NAMES AND DATABASE IDS

Names

• IUPAC name: disodium 4-(2-chlorophenyl)-1-ethyl-6-methyl-5-[(propan-2-yloxy)carbonyl]-1,4-dihydropyridine-2,3-dicarboxylate hydrate
• IUPAC Traditional name: disodium 4-(2-chlorophenyl)-1-ethyl-5-(isopropoxycarbonyl)-6-methyl-4H-pyridine-2,3-dicarboxylate hydrate
• Synonyms: 4-(2-Chlorophenyl)-1-ethyl-1,4-dihydro-6-methyl-2,3,5-pyridinetricarboxylic acid 5-isopropyl ester disodium salt hydrate; BAY U6751 hydrate

Database IDs

• CAS Number: 114290-51-6(anhydrous)
• MDL Number: MFCD08705410
• PubChem SID: 24891730; 162247991
• PubChem CID: 16219026

CALCULATED PROPERTIES

• Acid pKa: 3.819935
• H Acceptors: 6
• H Donor: 0
• LogD (pH = 5.5): 0.3658084
• LogD (pH = 7.4): -3.0211155
• Log P: 3.03912
• Molar Refractivity: 127.2468 cm^3
• Polarizability: 39.57013 Å^3
• Polar Surface Area: 109.8 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: H2O: >8 mg/mL
• Apperance: white solid

Safety Information

• Storage Condition: protect from light
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C20H20ClNNa2O6 · xH2O

DETAILS

Sigma Aldrich - B3686

Caution
Light sensitive. Store in amber vials.
Biochem/physiol Actions
BAY W1807, the active metabolite of BAY R3401, inhibits muscle glycogen phosphorylase a and b. In gel-filtered liver extracts, racemic BAY U6751 (containing active BAY W1807) was tested for inhibition of phosphorylase in the glycogenolytic (in which only phosphorylase a is active). In liver extracts, BAY U6751 (0.9-36 μmol/L) inhibited glycogen synthesis by phosphorylase b (notwithstanding the inclusion of AMP), but not by phosphorylase a. Inhibition of phosphorylase-a-catalyzed glycogenolysis was partially relieved by AMP (500 μmol/L). BAY U6751 facilitated phosphorylase-a dephosphorylation. Isolated hepatocytes and perfused livers were tested for BAY R3401-induced changes in phosphorylase-a:b ratios and glycogenolytic output.