3-{[(3S)-1-[2-(3,4-dimethoxyphenyl)ethyl]piperidin-3-yl]methyl}-7,8-dimethoxy-2,3,4,5-tetrahydro-1H-3-benzazepin-2-one hydrochloride

• ChemBase ID: 155713
• Molecular Formular: C28H39ClN2O5
• Molecular Mass: 519.07266
• Monoisotopic Mass: 518.25475004
• SMILES: COc1ccc(cc1OC)CCN1CCC[C@@H](C1)CN1CCc2cc(c(cc2CC1=O)OC)OC.Cl
• Canonical SMILES: COc1ccc(cc1OC)CCN1CCC[C@@H](C1)CN1CCc2c(CC1=O)cc(c(c2)OC)OC.Cl
• InChI: InChI=1S/C28H38N2O5.ClH/c1-32-24-8-7-20(14-25(24)33-2)9-12-29-11-5-6-21(18-29)19-30-13-10-22-15-26(34-3)27(35-4)16-23(22)17-28(30)31;/h7-8,14-16,21H,5-6,9-13,17-19H2,1-4H3;1H/t21-;/m0./s1
• InChIKey: MTAKUIYCCYKGJJ-BOXHHOBZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-{[(3S)-1-[2-(3,4-dimethoxyphenyl)ethyl]piperidin-3-yl]methyl}-7,8-dimethoxy-2,3,4,5-tetrahydro-1H-3-benzazepin-2-one hydrochloride
• IUPAC Traditional name: 3-{[(3S)-1-[2-(3,4-dimethoxyphenyl)ethyl]piperidin-3-yl]methyl}-7,8-dimethoxy-4,5-dihydro-1H-3-benzazepin-2-one hydrochloride
• Synonyms: (S)-(+)-7,8-Dimethoxy-3-[[1-(2-(3,4-dimethoxyphenyl)ethyl)-3-piperidinyl]methyl]-1,3,4,5-tetrahydro-2H-3-benzazepin-2-one hydrochloride; Cilobradine hydrochloride; DK-AH 269; cilobradine 盐酸盐

Database IDs

• CAS Number: 186097-54-1
• MDL Number: MFCD07776908
• PubChem SID: 24724467; 162249851
• PubChem CID: 16078969

CALCULATED PROPERTIES

• LogD (pH = 7.4): 1.8094167
• Log P: 3.202705
• Molar Refractivity: 137.6815 cm^3
• Polarizability: 53.28943 Å^3
• Polar Surface Area: 60.47 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: false
• H Acceptors: 6
• H Donor: 0
• LogD (pH = 5.5): 0.12753986

PROPERTIES

Physical Property

• Solubility: H2O: ~20 mg/mL
• Apperance: white solid

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C28H38N2O5 · HCl

DETAILS

Sigma Aldrich - D6942

Biochem/physiol Actions
DK-AH 269 (Cilobradine) is an HCN Channel blocker; an open channel blocker of neuronal Ih and related cardiac If channels.