3-[(dimethylcarbamoyl)oxy]-N,N,N-trimethylanilinium

• ChemBase编号: 1211
• 分子式: C12H19N2O2+
• 平均质量: 223.29146
• 单一同位素质量: 223.14465286
• SMILES: c1(cc(ccc1)[N+](C)(C)C)OC(=O)N(C)C
• Canonical SMILES: O=C(N(C)C)Oc1cccc(c1)[N+](C)(C)C
• InChI: InChI=1S/C12H19N2O2/c1-13(2)12(15)16-11-8-6-7-10(9-11)14(3,4)5/h6-9H,1-5H3/q+1
• InChIKey: ALWKGYPQUAPLQC-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 3-[(dimethylcarbamoyl)oxy]-N,N,N-trimethylanilinium
• IUPAC传统名: neostigmine
• 商标名: Neostigmine omega; Prostigmin
• 别名: Neostigmine

登记号

• CAS号: 59-99-4
• PubChem SID: 46509161; 160964672
• PubChem CID: 4456

理论计算性质

JChem

• 质子受体: 1
• 质子供体: 0
• LogD (pH = 5.5): -2.2459824
• LogD (pH = 7.4): -2.2459824
• Log P: -2.2459824
• 摩尔折射率: 75.2818 cm^3
• 极化性: 24.687561 Å^3
• 极化表面积: 29.54 Å^2
• 可自由旋转的化学键: 3
• 里宾斯基五规则: true

ALOGPS 2.1

• Log P: -1.65
• LOG S: -3.58
• 溶解度: 6.77e-02 g/l

详细说明

DrugBank - DB01400

• Drug Groups: approved
• Description: A cholinesterase inhibitor used in the treatment of myasthenia gravis and to reverse the effects of muscle relaxants such as gallamine and tubocurarine. Neostigmine, unlike physostigmine, does not cross the blood-brain barrier. [PubChem]
• Indication: Neostigmine is used for the symptomatic treatment of myasthenia gravis by improving muscle tone.
• Pharmacology: Neostigmine is a cholinesterase inhibitor used in the treatment of myasthenia gravis and to reverse the effects of muscle relaxants such as gallamine and tubocurarine. Neostigmine, unlike physostigmine, does not cross the blood-brain barrier. By inhibiting acetylcholinesterase, more acetylcholine is available in the synapse, therefore, more of it can bind to the fewer receptors present in myasthenia gravis and can better trigger muscular contraction.
• Toxicity: Overdosage of Neostigmine can cause cholinergic crisis, which is characterized by increasing muscle weakness, and through involvement of the muscles of respiration, may result in death. The LD 50 of neostigmine methylsulfate in mice is 0.3 ± 0.02 mg/kg intravenously, 0.54 ± 0.03 mg/kg subcutaneously, and 0.395 ± 0.025 mg/kg intramuscularly; in rats the LD 50 is 0.315 ± 0.019 mg/kg intravenously, 0.445 ± 0.032 mg/kg subcutaneously, and 0.423 ± 0.032 mg/kg intramuscularly.
• Affected Organisms: Humans and other mammals
• Biotransformation: Neostigmine undergoes hydrolysis by cholinesterase and is also metabolized by microsomal enzymes in the liver.
• Absorption: Neostigmine bromide is poorly absorbed from the gastrointestinal tract following oral administration
• Half Life: The half-life ranged from 42 to 60 minutes with a mean half-life of 52 minutes.
• Protein Binding: Protein binding to human serum albumin ranges from 15 to 25 percent.
• External Links: Wikipedia; RxList; Drugs.com