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

• ChemBase ID: 102941
• Molecular Formular: C16H15F3N2O4
• Molecular Mass: 356.2965096
• Monoisotopic Mass: 356.09839163
• SMILES: COC(=O)C1=C(C)NC(=C(C1c1ccccc1C(F)(F)F)[N+](=O)[O-])C
• Canonical SMILES: COC(=O)C1=C(C)NC(=C(C1c1ccccc1C(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
• InChIKey: ZFLWDHHVRRZMEI-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl 2,6-dimethyl-5-nitro-4-[2-(trifluoromethyl)phenyl]-1,4-dihydropyridine-3-carboxylate
• IUPAC Traditional name: methyl 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 K 8644; Bay K8644; 1,4-Dihydro-2,6-dimethyl-5-nitro-4-[2-(trifluoromethyl)-phenyl]-3-pyridine-carboxylic acid methyl ester; (±)-BAY K 8644; 1,4-Dihydro-2,6-dimethyl-5-nitro-4-(2-[trifluoromethyl]phenyl)pyridine-3-carboxylic acid methyl ester; (±)-Bay K8644

Database IDs

• CAS Number: 71145-03-4; 98791-67-4
• MDL Number: MFCD00036697
• PubChem SID: 162091314; 24277825
• PubChem CID: 2303
• CHEMBL: 513599
• Chemspider ID: 2213
• Wikipedia Title: Bay_K8644

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: DMSO: 184 mg/mL; methanol and ethanol: 63 mg/mL; DMSO: soluble20 mg/mL; H2O: insoluble; Insoluble in water; methanol and ethanol: soluble63 mg/mL

Safety Information

• Storage Condition: 2-8°C
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/38; R36/38
• Safety Statements: 26-36; S26 S36
• 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: rat ... Cacna1c(24239)

Product Information

• Purity: 98%
• Empirical Formula (Hill Notation): C16H15F3N2O4

DETAILS

MP Biomedicals - 02119139

Purity: 98%
This voltage sensitive channel activator exerts positive inotropic, vasoconstrictive, and chronotropic activity in a concentration range from 10^-9 to 10^-7 M.

Sigma Aldrich - B112

Biochem/physiol Actions
Increases influx of Ca2+ specifically at voltage-gated calcium channels.1