2-(piperidin-1-yl)ethyl 3-methyl-4-oxo-2-phenyl-4H-chromene-8-carboxylate hydrochloride

• ChemBase ID: 103271
• Molecular Formular: C24H26ClNO4
• Molecular Mass: 427.92054
• Monoisotopic Mass: 427.155036
• SMILES: Cl.Cc1c(oc2c(cccc2C(=O)OCCN2CCCCC2)c1=O)c1ccccc1
• Canonical SMILES: O=C(c1cccc2c1oc(c1ccccc1)c(c2=O)C)OCCN1CCCCC1.Cl
• InChI: InChI=1S/C24H25NO4.ClH/c1-17-21(26)19-11-8-12-20(23(19)29-22(17)18-9-4-2-5-10-18)24(27)28-16-15-25-13-6-3-7-14-25;/h2,4-5,8-12H,3,6-7,13-16H2,1H3;1H
• InChIKey: XOEVKNFZUQEERE-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(piperidin-1-yl)ethyl 3-methyl-4-oxo-2-phenyl-4H-chromene-8-carboxylate hydrochloride
• IUPAC Traditional name: flavoxate hydrochloride
• Synonyms: 3-Methyl-4-oxo-2-phenyl-4H-1-benzopyran-8-carboxylic acid 2-(1-piperidinyl)ethyl ester hydrochloride; Flavoxate hydrochloride; Flavoxate HCl; Piperidinoethyl-3-methylflavone-8-carboxylate Hydrochloride; Bladderon; DW 61; Rec 7/0040; Flavoxate Hydrochloride; 3-Methyl-4-oxo-2-phenyl-4H-benzopyran-8-carboxylic acid 2-piperidinyl ethyl ester; DW-61; Rec-7-0040; FLAVOXATE

Database IDs

• CAS Number: 3717-88-2
• EC Number: 223-066-4
• MDL Number: MFCD00072099
• PubChem SID: 24724484; 162090696
• PubChem CID: 441345

CALCULATED PROPERTIES

• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): 2.4440763
• LogD (pH = 7.4): 3.9847927
• Log P: 4.235423
• Molar Refractivity: 113.5147 cm^3
• Polarizability: 43.37562 Å^3
• Polar Surface Area: 55.84 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chlorform; H2O: ~6.6 mg/mL; Methanol
• Apperance: white solid; White to Off-White Solid
• Melting Point: 230-233°C (dec.)

Safety Information

• Storage Condition: Refrigerator; Room Temperature (15-30°C)
• RTECS: DJ2450000
• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22-36/37/38; R:22
• Safety Statements: 26; S:36/37/39
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Pharmacology Properties

• Target: AChR

Product Information

• Purity: ≥98% (HPLC); 99%
• Salt Data: N/A
• Empirical Formula (Hill Notation): C24H25NO4 · HCl

DETAILS

MP Biomedicals - 02151154

Hydrochloride
White crystalline powder
Purity: 99%

Sigma Aldrich - F8304

Biochem/physiol Actions
L-type Ca2+ (Cav1.2) channel inhibitor

Toronto Research Chemicals - F373500

Smooth muscle relaxant. Used as antispasmodic; in treatment of urinary incontinence.

REFERENCES

• Setnikar, I., et al.: J. Pharmacol. Exp. Ther., 130, 356 (1960)
• Bradley, D.V., et al.: J. Clin. Pharmacol., 10, 65 (1960)
• Cova, A., et al.: Arzneim.-Forsch., 25, 1707 (1960)
• Gould, S., et al.: Urology, 5, 612 (1960)
• Ruffmann, R., et al.: Drugs Exp. Ci