3-[(dimethylcarbamoyl)oxy]-1-methylpyridin-1-ium bromide

• ChemBase编号: 72763
• 分子式: C9H13BrN2O2
• 平均质量: 261.11572
• 单一同位素质量: 260.01603967
• SMILES: c1c(ccc[n+]1C)OC(=O)N(C)C.[Br-]
• Canonical SMILES: C[n+]1cccc(c1)OC(=O)N(C)C.[Br-]
• InChI: InChI=1S/C9H13N2O2.BrH/c1-10(2)9(12)13-8-5-4-6-11(3)7-8;/h4-7H,1-3H3;1H/q+1;/p-1
• InChIKey: VNYBTNPBYXSMOO-UHFFFAOYSA-M

名称和登记号

名称

• IUPAC标准名: 3-[(dimethylcarbamoyl)oxy]-1-methylpyridin-1-ium bromide
• IUPAC传统名: pyridostigmine bromide
• 别名: 3-(Dimethylaminocarbonyloxy)-1-methylpyridinium bromide; Pyridostigmine bromide; 3-[[(Dimethylamino)carbonyl]oxy]-1-methyl-pyridinium Bromide; 3-Hydroxy-1-methylpyridinium Bromide Dimethylcarbamate; 1-Methyl-3-hydroxypyridinium Bromide Dimethylcarbamate; 3-[[(Dimethylamino)carbonyl]oxy]-1-methylpyridinium Bromide; Kalimin; Kalymin; Mestinon Bromide; NSC 679759; Piridostigmin; 3-[(dimethylcarbamoyl)oxy]-1-methylpyridin-1-ium bromide; Mestinon; Regonol; Pyridostigmine Bromide; 3-Dimethylaminocarbonyloxy-N-methylpyridinium bromide

登记号

• CAS号: 101-26-8
• EC号: 202-929-9
• MDL号: MFCD00079283
• PubChem SID: 24277865; 162037684
• PubChem CID: 7550

理论计算性质

• Acid pKa: 19.526827
• 质子受体: 1
• 质子供体: 0
• LogD (pH = 5.5): -3.4667275
• LogD (pH = 7.4): -3.4667275
• Log P: -3.4667275
• 摩尔折射率: 49.659 cm^3
• 极化性: 18.862652 Å^3
• 极化表面积: 33.42 Å^2
• 可自由旋转的化学键: 2
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: Chloroform; Methanol
• 外观: White Solid
• 熔点: 149-151°C; 154 - 156°C; 154-157°C
• 疏水性(logP): -4.514

安全信息

• 保存条件: -20°C; Refrigerator; Room Temperature (15-30°C)
• RTECS编号: UU5270000
• 欧盟危险性物质标志: 有毒(Toxic) (T); 剧毒(Highly toxic) (T+)
• 联合国危险货物编号: 2811
• 德国WGK号: 3
• 联合国危险货物等级: 6.1
• 联合国危险货物包装类别(PG): 2; II
• 澳大利亚Hazchem: 2XE
• 危险公开号: 26/27/28-43; R:25
• 安全公开号: 22-36/37/39-45; S:28-36/37/39-45-53
• 欧盟危险货物分类: T2
• 欧盟危险识别号(EUHIN): 6.1B
• 美国ERG指导号: 154
• GHS危险品标识: GHS06
• GHS警示词: Danger
• GHS危险声明: H300-H310-H317-H330
• GHS警示性声明: P260-P264-P280-P284-P301 + P310-P302 + P350
• 个人保护装置: Eyeshields, Faceshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges
• RID/ADR: UN 2811 6.1/PG 2

药理学性质

• 相关基因信息: human ... ACHE(43)

产品相关信息

• 纯度: 95%
• 成盐信息: Bromide

详细说明

MP Biomedicals - 02193422

(3-Dimethylaminocarbonyloxy-N-methylpyridinium bromide)

Selleck Chemicals - S1608

Research Area: Neurological Disease
Biological Activity:
Pyridostigmine Bromide(Mestinon) is a parasympathomimetic and a reversible cholinesterase inhibitor. Pyridostigmine Bromide inhibits acetylcholinesterase in the synaptic cleft, thus slowing down the hydrolysis of acetylcholine. It is a quaternary carbamate inhibitor of cholinesterase that does not cross the blood-brain barrier, and it is taken daily in anticipation of an attack, which carbamylates about 30% of peripheral cholinesterase enzyme. The carbamylated enzyme eventually regenerates by natural hydrolysis and excess ACh levels revert to normal. [1]

Sigma Aldrich - P9797

Biochem/physiol Actions
Acetylcholinesterase inhibitor.

Toronto Research Chemicals - P991705

Cholinergic, used in the treatment of myasthenia gravis, and is a pre-exposure antidote to chemical warfare agents.

参考文献

• http://en.wikipedia.org/wiki/Pyridostigmine
• Kayihan, G., et al.: Toxicol. Environ. Chem., 92, 1783 (2010)
• Yu, Q., et al.: Bioorg. Med. Chem., 18, 4687 (2010)
• Voicu, V., et al.: J. Pharm. Biomed. Anal., 52, 508 (2010)