N,2,3,3-tetramethylbicyclo[2.2.1]heptan-2-amine

• ChemBase编号: 539
• 分子式: C11H21N
• 平均质量: 167.29114
• 单一同位素质量: 167.16739968
• SMILES: N(C1(C(C2CC1CC2)(C)C)C)C
• Canonical SMILES: CNC1(C)C2CCC(C1(C)C)C2
• InChI: InChI=1S/C11H21N/c1-10(2)8-5-6-9(7-8)11(10,3)12-4/h8-9,12H,5-7H2,1-4H3
• InChIKey: IMYZQPCYWPFTAG-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: N,2,3,3-tetramethylbicyclo[2.2.1]heptan-2-amine
• IUPAC传统名: mecamylaminum
• 商标名: Inversine; Inversine hydrochloride; Mecamine; Mecamine hydrochloride; Mekamin hydrochloride; Mekamine; Mevasin hydrochloride; Mevasine; Revertina; Versamine
• 别名: 2-Methylamino-2,3,3-trimethylnorbornane; 2-Methylaminoisocamphane; 3-Methylaminoisocamphane; 3-Methylaminoisocamphane hydrochloride; Mecamylamine Hydrochloride; Mecamilamina; Mecamylamine

登记号

• CAS号: 60-40-2
• PubChem SID: 46508607; 160964002
• PubChem CID: 4032

理论计算性质

JChem

• 质子受体: 1
• 质子供体: 1
• LogD (pH = 5.5): -0.865205
• LogD (pH = 7.4): -0.6689106
• Log P: 2.3736398
• 摩尔折射率: 51.8325 cm^3
• 极化性: 21.091114 Å^3
• 极化表面积: 12.03 Å^2
• 可自由旋转的化学键: 1
• 里宾斯基五规则: true

ALOGPS 2.1

• Log P: 3.13
• LOG S: -3.13
• 溶解度: 1.24e-01 g/l

分子性质

理化性质

• 疏水性(logP): 2.7

详细说明

DrugBank - DB00657

• Drug Groups: approved
• Description: A nicotinic antagonist that is well absorbed from the gastrointestinal tract and crosses the blood-brain barrier. Mecamylamine has been used as a ganglionic blocker in treating hypertension, but, like most ganglionic blockers, is more often used now as a research tool. [PubChem]
• Indication: For the treatment of moderately severe to severe essential hypertension and in uncomplicated cases of malignant hypertension
• Pharmacology: Mecamylamine is a potent, oral antihypertensive agent and ganglion blocker, and is a secondary amine. Mecamylamine is indicated for the management of moderately severe to severe essential hypertension and in uncomplicated cases of malignant hypertension. Mecamylamine reduces blood pressure in both normotensive and hypertensive individuals. A small oral dosage often produces a smooth and predictable reduction of blood pressure. Although this antihypertensive effect is predominantly orthostatic, the supine blood pressure is also significantly reduced. Mecamylamine crosses the blood-brain and placental barriers.
• Affected Organisms: Humans and other mammals
• Absorption: Mecamylamine is almost completely absorbed from the gastrointestinal tract
• Protein Binding: 40%
• Elimination: Mecamylamine is excreted slowly in the urine in the unchanged form. The rate of its renal elimination is influenced markedly by urinary pH.; Alkalinization of the urine reduces, and acidification promotes, renal excretion of mecamylamine. Mecamylamine crosses the blood-brain and placental barriers.
• External Links: Wikipedia; RxList; Drugs.com