(9R)-13-ethyl-8-methyl-8,15-diazahexacyclo[14.2.1.01,9.02,7.010,15.012,17]nonadeca-2,4,6-triene-14,18-diol

• ChemBase ID: 131176
• Molecular Formular: C20H26N2O2
• Molecular Mass: 326.43264
• Monoisotopic Mass: 326.19942808
• SMILES: CCC1C2CC3[C@H]4C5(CC(C2C5O)N3C1O)c1ccccc1N4C
• Canonical SMILES: CCC1C2CC3N(C1O)C1C2C(O)C2([C@H]3N(C)c3c2cccc3)C1
• InChI: InChI=1S/C20H26N2O2/c1-3-10-11-8-14-17-20(12-6-4-5-7-13(12)21(17)2)9-15(16(11)18(20)23)22(14)19(10)24/h4-7,10-11,14-19,23-24H,3,8-9H2,1-2H3/t10?,11?,14?,15?,16?,17-,18?,19?,20?/m0/s1
• InChIKey: CJDRUOGAGYHKKD-PMSQXURASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (9R)-13-ethyl-8-methyl-8,15-diazahexacyclo[14.2.1.0^1,^9.0^2,^7.0^1^0,^1^5.0^1^2,^1^7]nonadeca-2,4,6-triene-14,18-diol
• IUPAC Traditional name: (9R)-13-ethyl-8-methyl-8,15-diazahexacyclo[14.2.1.0^1,^9.0^2,^7.0^1^0,^1^5.0^1^2,^1^7]nonadeca-2,4,6-triene-14,18-diol
• Synonyms: Ajmaline; 阿义马林

Database IDs

• CAS Number: 4360-12-7
• EC Number: 224-439-4
• MDL Number: MFCD00135652
• PubChem SID: 162225454
• PubChem CID: 71308399

CALCULATED PROPERTIES

• H Donor: 2
• LogD (pH = 5.5): 0.1535305
• LogD (pH = 7.4): 1.6402448
• Log P: 1.8508078
• Molar Refractivity: 92.5658 cm^3
• Polarizability: 36.288525 Å^3
• Polar Surface Area: 46.94 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true
• Acid pKa: 13.280155
• H Acceptors: 4

PROPERTIES

Safety Information

• RTECS: AX8050000
• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 20/21/22
• Safety Statements: 36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H312-H332
• GHS Precautionary statements: P280
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Faceshields, Gloves

DETAILS

Sigma Aldrich - A7252

Biochem/physiol Actions
源自 Rauwolfia serpentina 的吲哚生物碱，是 Ia 类抗心率失常化合物。它阻断骨肌和心肌中的钠离子通道以及处于打开状态（而非闭合状态）的心脏 HERG 钾离子通道。静脉注入阿玛灵可延长心脏的房室 (AV) 传导次数，已经在诊断上用于检测 AV 阻断和其他心脏异常问题。