1-[4-(2-methoxyphenyl)piperazin-1-yl]-3-(naphthalen-1-yloxy)propan-2-ol hydrate hydrochloride

• ChemBase ID: 156058
• Molecular Formular: C24H31ClN2O4
• Molecular Mass: 446.96694
• Monoisotopic Mass: 446.19723516
• SMILES: COc1ccccc1N1CCN(CC1)CC(COc1cccc2c1cccc2)O.O.Cl
• Canonical SMILES: COc1ccccc1N1CCN(CC1)CC(COc1cccc2c1cccc2)O.O.Cl
• InChI: InChI=1S/C24H28N2O3.ClH.H2O/c1-28-24-11-5-4-10-22(24)26-15-13-25(14-16-26)17-20(27)18-29-23-12-6-8-19-7-2-3-9-21(19)23;;/h2-12,20,27H,13-18H2,1H3;1H;1H2
• InChIKey: INIDYCYXDNFBSV-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-[4-(2-methoxyphenyl)piperazin-1-yl]-3-(naphthalen-1-yloxy)propan-2-ol hydrate hydrochloride
• IUPAC Traditional name: naftopidil hydrate hydrochloride
• Synonyms: 4-(2-Methoxyphenyl)-α-[(1-naphthalenyloxy)methyl]-1-piperazineethanol hydrochloride hydrate; KT-611; Naftopidil hydrochloride hydrate

Database IDs

• CAS Number: 57149-07-2(freebase)
• MDL Number: MFCD11046013
• PubChem SID: 162250196; 24277790
• PubChem CID: 25102347

CALCULATED PROPERTIES

• Acid pKa: 14.078878
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 1.9296913
• LogD (pH = 7.4): 3.4984076
• Log P: 3.7739294
• Molar Refractivity: 115.9648 cm^3
• Polarizability: 46.108505 Å^3
• Polar Surface Area: 45.17 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: H2O: insoluble; methanol: >10 mg/mL
• Apperance: white solid

Safety Information

• RTECS: TL9336500
• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Pharmacology Properties

• Gene Information: human ... ADRA1A(148), ADRA1B(147), ADRA1D(146)

Product Information

• Empirical Formula (Hill Notation): C24H28N2O3 · xHCl · yH2O

DETAILS

Sigma Aldrich - N158

Biochem/physiol Actions
α1-Adrenoceptor antagonist; antihypertensive.