(4R,7R)-N,N-bis(2H5)ethyl-6-methyl-6,11-diazatetracyclo[7.6.1.02,7.012,16]hexadeca-1(16),2,9,12,14-pentaene-4-carboxamide

• ChemBase编号: 172453
• 分子式: C20H25N3O
• 平均质量: 323.432
• 单一同位素质量: 323.19976244
• SMILES: c1cc2[nH]cc3C[C@@H]4C(=C[C@H](CN4C)C(=O)N(CC)CC)c(c1)c23
• Canonical SMILES: CCN(C(=O)[C@H]1CN(C)[C@H]2C(=C1)c1cccc3c1c(C2)c[nH]3)CC
• InChI: InChI=1S/C20H25N3O/c1-4-23(5-2)20(24)14-9-16-15-7-6-8-17-19(15)13(11-21-17)10-18(16)22(3)12-14/h6-9,11,14,18,21H,4-5,10,12H2,1-3H3/t14-,18-/m1/s1
• InChIKey: VAYOSLLFUXYJDT-RDTXWAMCSA-N

名称和登记号

名称

• IUPAC标准名: (4R,7R)-N,N-bis(^2H₅)ethyl-6-methyl-6,11-diazatetracyclo[7.6.1.0^2,^7.0^1^2,^1^6]hexadeca-1(16),2,9,12,14-pentaene-4-carboxamide
• IUPAC传统名: (4R,7R)-N,N-bis(^2H₅)ethyl-6-methyl-6,11-diazatetracyclo[7.6.1.0^2,^7.0^1^2,^1^6]hexadeca-1(16),2,9,12,14-pentaene-4-carboxamide
• 别名: (8β)-9,10-Didehydro-N,N-(diethyl-d10)-6-methylergoline-8-carboxamide; (+)-LSD-d10; Lysergic Acid Diethylamide-d10; Delysid-d10; Dextrolysergic Acid Diethylamide-d10; LSD-d10; N,N-(Diethyl-d10)-(+)-lysergamide; N,N-(Diethyl-d10)lysergamide; d-LSD-d10; Lysergide-d10

登记号

• PubChem SID: 164228363
• PubChem CID: 12311416

理论计算性质

• Acid pKa: 17.018362
• 质子受体: 2
• 质子供体: 1
• LogD (pH = 5.5): -0.15770875
• LogD (pH = 7.4): 1.6029848
• Log P: 2.281515
• 摩尔折射率: 98.7347 cm^3
• 极化性: 38.704967 Å^3
• 极化表面积: 39.34 Å^2
• 可自由旋转的化学键: 3
• 里宾斯基五规则: true

详细说明

Toronto Research Chemicals - L488013

Labelled Lysergide (L488010). Potent hallucinogen; non-selective serotonin receptor agonist. Has been used experimentally as adjunct in study and treatment of mental disorders.Controlled substance.

参考文献

• Hoffer, et al.: Clin. Pharmacol. Ther., 6, 183 (1965)
• Keller, U., et al.: Biochemistry, 27, 6164 (1965)
• Mey, G., et al.: Mol. Microbiol., 46, 305 (1965)
• Steiner, U., et al.: Planta, 224, 533 (1965)