(1S,2S)-2-(2-{[3-(1H-1,3-benzodiazol-2-yl)propyl](methyl)amino}ethyl)-6-fluoro-1-(propan-2-yl)-1,2,3,4-tetrahydronaphthalen-2-yl 2-methoxyacetate hydrate dihydrochloride

• ChemBase ID: 156067
• Molecular Formular: C29H42Cl2FN3O4
• Molecular Mass: 586.5658832
• Monoisotopic Mass: 585.25364042
• SMILES: CC(C)[C@H]1c2ccc(cc2CC[C@@]1(CCN(C)CCCc1[nH]c2ccccc2n1)OC(=O)COC)F.O.Cl.Cl
• Canonical SMILES: COCC(=O)O[C@]1(CCN(CCCc2nc3c([nH]2)cccc3)C)CCc2c([C@@H]1C(C)C)ccc(c2)F.O.Cl.Cl
• InChI: InChI=1S/C29H38FN3O3.2ClH.H2O/c1-20(2)28-23-12-11-22(30)18-21(23)13-14-29(28,36-27(34)19-35-4)15-17-33(3)16-7-10-26-31-24-8-5-6-9-25(24)32-26;;;/h5-6,8-9,11-12,18,20,28H,7,10,13-17,19H2,1-4H3,(H,31,32);2*1H;1H2/t28-,29-;;;/m0.../s1
• InChIKey: IZSWBBGKLWFDOC-YKXHUFBBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2S)-2-(2-{[3-(1H-1,3-benzodiazol-2-yl)propyl](methyl)amino}ethyl)-6-fluoro-1-(propan-2-yl)-1,2,3,4-tetrahydronaphthalen-2-yl 2-methoxyacetate hydrate dihydrochloride
• IUPAC Traditional name: mibefradil hydrate dihydrochloride
• Synonyms: (1S,2S)-2-[2[[3-(2-Benzimidazolyl)propyl]methylamino]ethyl]-6-fluoro-1,2,3,4-tetrahydro-1-isopropyl-2-naphthyl methoxyacetate dihydrochloride hydrate; Ro 40-5967 hydrate; Mibefradil dihydrochloride hydrate

Database IDs

• CAS Number: 116666-63-8(anhydrous)
• MDL Number: MFCD11044451
• PubChem SID: 162250205; 24278558
• PubChem CID: 16219666

CALCULATED PROPERTIES

• Acid pKa: 12.543808
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 1.2434295
• LogD (pH = 7.4): 2.7534637
• Log P: 5.1569924
• Molar Refractivity: 139.7308 cm^3
• Polarizability: 55.523674 Å^3
• Polar Surface Area: 67.45 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: absolute ethanol: insoluble; H2O: soluble >20 mg/mL
• Apperance: white powder

Safety Information

• RTECS: AI8977250
• German water hazard class: 3
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C29H38FN3O3 · 2HCl · xH2O

DETAILS

Sigma Aldrich - M5441

Biochem/physiol Actions
Ro 40-5967 is a T-type Ca2+ channel blocker; antihypertensive.