methyl (4R)-2,6-dimethyl-5-nitro-4-[2-(trifluoromethyl)phenyl]-1,4-dihydropyridine-3-carboxylate

• ChemBase ID: 134084
• Molecular Formular: C16H15F3N2O4
• Molecular Mass: 356.2965096
• Monoisotopic Mass: 356.09839163
• SMILES: CC1=C([C@H](C(=C(N1)C)[N+](=O)[O-])c1ccccc1C(F)(F)F)C(=O)OC
• Canonical SMILES: COC(=O)C1=C(C)NC(=C([C@@H]1c1ccccc1C(F)(F)F)[N+](=O)[O-])C
• InChI: InChI=1S/C16H15F3N2O4/c1-8-12(15(22)25-3)13(14(21(23)24)9(2)20-8)10-6-4-5-7-11(10)16(17,18)19/h4-7,13,20H,1-3H3/t13-/m1/s1
• InChIKey: ZFLWDHHVRRZMEI-CYBMUJFWSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (4R)-2,6-dimethyl-5-nitro-4-[2-(trifluoromethyl)phenyl]-1,4-dihydropyridine-3-carboxylate
• IUPAC Traditional name: methyl (4R)-2,6-dimethyl-5-nitro-4-[2-(trifluoromethyl)phenyl]-1,4-dihydropyridine-3-carboxylate
• Synonyms: R-(+)-1,4-Dihydro-2,6-dimethyl-5-nitro-4-[2-(trifluoromethyl)phenyl]-3-pyridinecarboxylic acid methyl ester; (R)-(+)-Bay K8644

Database IDs

• CAS Number: 98791-67-4
• MDL Number: MFCD00153768
• PubChem SID: 162228361; 24891581
• PubChem CID: 6604881

CALCULATED PROPERTIES

• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 2.1980774
• LogD (pH = 7.4): 2.1980891
• Log P: 2.1980894
• Molar Refractivity: 86.341 cm^3
• Polarizability: 30.755142 Å^3
• Polar Surface Area: 84.15 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: ethanol: soluble (Organic solutions are stable for at least 20 days at RT.); H2O: slightly soluble
• Apperance: yellow solid

Safety Information

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

Pharmacology Properties

• Gene Information: human ... ADORA3(140)rat ... Adora1(29290), Adora2a(25369)

DETAILS

Sigma Aldrich - B132

Biochem/physiol Actions
Ca2+ channel blocker; enantiomer of Bay K 8644.
Legal Information
Manufactured and sold with the permission of Bayer AG.