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

• ChemBase编号: 73041
• 分子式: C12H19BrN2O2
• 平均质量: 303.19546
• 单一同位素质量: 302.06298986
• SMILES: c1c(cc(cc1)[N+](C)(C)C)OC(=O)N(C)C.[Br-]
• Canonical SMILES: O=C(N(C)C)Oc1cccc(c1)[N+](C)(C)C.[Br-]
• InChI: InChI=1S/C12H19N2O2.BrH/c1-13(2)12(15)16-11-8-6-7-10(9-11)14(3,4)5;/h6-9H,1-5H3;1H/q+1;/p-1
• InChIKey: LULNWZDBKTWDGK-UHFFFAOYSA-M

名称和登记号

名称

• IUPAC标准名: 3-[(dimethylcarbamoyl)oxy]-N,N,N-trimethylanilinium bromide
• IUPAC传统名: neostigmine bromide
• 别名: Prostigmin; Vagostigmin; Neostigmine bromide; (m-Hydroxyphenyl)trimethylammonium Bromide Dimethylcarbamate; (3-Dimethylcarbamoyloxyphenyl)trimethylammonium Bromide; Eustigmin Bromide; Kirkstigmine Bromide; Neoeserine Bromide; Neoesserin; Philostigmin Bromide; Prostigmin Bromide; Prostigmine Bromide; Stigmanol Bromide; Stigmosan Bromide; Syntostigmin; Syntostigmin Bromide; Vagostigmine; 3-[[(Dimethylamino)carbonyl]oxy]-N,N,N-trimethylbenzenaminium bromide; Prostigmine; NEOSTIGIMINE BROMIDE; 3-(N,N-Dimethylcarbamoyloxy)-N,N,N,-trimethylanilinium bromide; Neostigmine bromide

登记号

• CAS号: 114-80-7; 114-80-7
• EC号: 204-054-8
• MDL号: MFCD00011795
• PubChem SID: 24277854; 162037961
• PubChem CID: 8246

理论计算性质

• 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

分子性质

理化性质

• 溶解度: ethanol: soluble; H2O: soluble1 g/mL; Methanol. Water
• 外观: Off-White Solid; white powder
• 熔点: 175-177 °C(lit.); 185°C; 185-186°C; 195-198°C

安全信息

• 保存条件: -20°C; -20°C Freezer; Room Temperature (15-30°C), Desiccate
• RTECS编号: BR3150000
• 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; III
• 澳大利亚Hazchem: 2X
• 危险公开号: 26/27/28-36/37/38-42/43; R:25
• 安全公开号: 22-26-36/37/39-45; S:28-29-36/37/39-45
• 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; GHS08
• GHS警示词: Danger
• GHS危险声明: H300-H310-H315-H317-H319-H330-H334-H335
• GHS警示性声明: P260-P264-P280-P284-P301 + P310-P302 + P350
• 个人保护装置: Eyeshields, Faceshields, Gloves, type P2 (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: ≥98% (HPLC and titration)
• 成盐信息: bromide

详细说明

MP Biomedicals - 05206456

MP Biomedicals Rare Chemical collection

MP Biomedicals - 02153553

Inhibitor of acetylchloinesterase

Selleck Chemicals - S2490

Research Area: Neurological Disease
Biological Activity:
Neostigmine bromide(Prostigmin) is a reversible acetylcholinesterase inhibitor and a parasympatho-mimetic. By interfering with the breakdown of acetylcholine, neostigmine indirectly stimulates both nicotinic and muscarinic receptors. It binds to the anionic site of cholinesterase. The drug blocks the active site of acetylcholinesterase so the enzyme can no longer break down the acetylcholine molecules before they reach the postsynaptic membrane receptors. This allows for the threshold to be reached so a new impulse can be triggered in the next neuron. In myasthenia gravis there are too few acetylcholine receptors so with the acetylcholinesterase blocked, acetylcholine can bind to the few receptors and trigger a muscular contraction. [1]References on Neostigmine bromide (Prostigmin)[1] http://en.wikipedia.org/wiki/Neostigmine, ,

Sigma Aldrich - N2001

Biochem/physiol Actions
Reversible inhibitor of acetylcholinesterase that is similar to eserine, but does not cross the blood-brain barrier.

Toronto Research Chemicals - N390010

Cholinergic; miotic; antidote (curare).

参考文献

• http://en.wikipedia.org/wiki/Neostigmine
• Calvey, T.N., et al.: Br. J. Clin. Pharmacol., 7, 149 (1979)
• Al-Badr, A.A., et al.: Anal. Profiles Drug Subs., 16, 403 (1979)