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メチル硫酸ネオスチグミン

Neostigmine Methylsulfate

HCID 5824
ノート反応
基本情報概要名称と識別子物性安全と法規制化学と産業関連反応化合物ノート
部分構造検索類似構造を探す

基本情報

CAS
51-60-5
標準SMILES
CN(C)C(=O)Oc1cccc([N+](C)(C)C)c1.COS(=O)(=O)[O-]
InChIKey
OSZNNLWOYWAHSS-UHFFFAOYSA-M
分子式
C13H22N2O6S
平均分子量
334.39 g/mol
単同位体質量
334.11985742

概要

Neostigmine methyl sulfate is an arylammonium sulfate salt. It has a role as an EC 3.1.1.8 (cholinesterase) inhibitor.

名称と識別子

優先名称
Neostigmine Methylsulfate
IUPAC
[3-(dimethylcarbamoyloxy)phenyl]-trimethylazanium;methyl sulfate
現地名
メチル硫酸ネオスチグミン
英語名
Neostigmine Methyl Sulfate
分子式
C12H19N2O2.CH3O4S
分子量
334.39

名称と別名

Neostigmine methyl sulfate51-60-5NEOSTIGMINE METHYLSULFATENeostigmine metilsulfateSyntostigminNeostigmine methylsulphateProserineIntrastigminaBloxiverz(m-Hydroxyphenyl)trimethylammonium methyl sulfate dimethylcarbamateNSC-93753Neostigmini metilsulfas
名称をさらに表示
メチル硫酸ネオスチグミンノルマスチグミンネオスチグミンメチルスルファートスチグマノールメチルスルファートスチグミンメチルスルファートプロスチグミンメチルスルファート(3-ジメチルカルバモイルフェニル)トリメチルアミニウム·メチルスルファートネオスチグミンメチル硫酸塩ネオセリンメチルスルファートバゴチグミンキルクスチグミンメチルスルファートスチグモサンメチルスルファートシントスチグミンレオスチグミンメチルスルファートネオスチグメトホドスチンネオスチグミンメトスルファートフィロスチグミンメチルスルファートプロセリンメチルスルファートワゴスチグミンNEOSTIGMINE METHYL SULPHATEhodostinvagostigminNEOSTIGIMINE BROMIDE

物性

構造計算による物性

極性表面積
104 Ų
水素結合供与体数
0
水素結合受容体数
6
回転可能結合数
3
重原子数
22
形式電荷
0
複雑度
337

実験および物理化学的性質

Solubility>50.2 [ug/mL] (The mean of the results at pH 7.4)
Human Drugs · 3 件

Breast Feeding; Lactation; Milk, Human; Cholinesterase Inhibitors; Parasympathomimetics

FDA approved drugs -> Active ingredient

FDA approved drugs -> Active ingredient

Animal DrugsFDA approved animal drugs -> Active ingredient

物理化学的性質

融点
175 · 175-177 °C(lit.)
貯蔵温度
-20 °C · -20°C
溶解性
2 O: · H2O: 1 g/mL
外見
粉
色
白い
水溶解度
1 g/10mL · 1g/10mL
Merck
14 · 14,6464
InChI
InChI=1S/C12H19N2O2.CH4O4S/c1-13(2)12(15)16-11-8-6-7-10(9-11)14(3,4)5;1-5-6(2,3)4/h6-9H,1-5H3;1H3,(H,2,3,4)/q+1;/p-1
InChIKey
OSZNNLWOYWAHSS-UHFFFAOYSA-M
SMILES
C1(OC(=O)N(C)C)C=CC=C([N+](C)(C)C)C=1.S([O-])(=O)(=O)OC
CAS データベース
51 · 51-60-5(CAS DataBase Reference)

安全と法規制

安全情報は参考情報です。供給元の安全データシート(SDS)、適用法令、専門家による評価に代わるものではありません。

GHS分類

GHS Classification · 4 件

Danger

H300 (43.4%): Fatal if swallowed [Danger Acute toxicity, oral]

P233, P260, P261, P262, P264, P264+P265, P270, P271, P280, P284, P301+P316, P302+P352, P304+P340, P305+P351+P338, P316, P319, P320, P321, P330, P332+P317, P337+P317, P342+P316, P361+P364, P362+P364, P403, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 99 reports by companies from 8 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

危険有害性情報

Hazard Classes and CategoriesAcute Tox. 2 (43.4%)

毒性情報

Effects During Pregnancy and Lactation◉ Summary of Use during Lactation

安全データ

wgk
3
rtecs
CY1225000
ridadr
UN 2811 6.1/PG 2
毒性
LD50 in mice (mg/kg): 0.16 i.v.; 0.42 s.c.; 7.5 orally, (Randall, Lehmann)
hs_code
29242990
risk_code
28-36/37/38-42/43-26/27/28
化審法
(9)-708
hazard_code
T+
safety_code
36-45-36/37/39-28A
hazard_class
6.1(a)
packing_group
II
Hazard Classifications
Acute Tox. 2 OralEye Irrit. 2Resp. Sens. 1Skin Irrit. 2STOT SE 3

化学と産業

薬理情報

FDA Pharmacological Classification · 2 件

NEOSTIGMINE METHYLSULFATE

Cholinesterase Inhibitor [EPC]; Cholinesterase Inhibitors [MoA]

MeSH Pharmacological Classification · 2 件

Drugs that inhibit cholinesterases. The neurotransmitter ACETYLCHOLINE is rapidly hydrolyzed, and thereby inactivated, by cholinesterases. When cholinesterases are inhibited, the action of endogenously released acetylcholine at cholinergic synapses is potentiated. Cholinesterase inhibitors are widely used clinically for their potentiation of cholinergic inputs to the gastrointestinal tract and urinary bladder, the eye, and skeletal muscles; they are also used for their effects on the heart and the central nervous system.

Drugs that mimic the effects of parasympathetic nervous system activity. Included here are drugs that directly stimulate muscarinic receptors and drugs that potentiate cholinergic activity, usually by slowing the breakdown of acetylcholine (CHOLINESTERASE INHIBITORS). Drugs that stimulate both sympathetic and parasympathetic postganglionic neurons (GANGLIONIC STIMULANTS) are not included here.

応用分野 · 3 件

説明Neostigmine is a reversible inhibitor of acetylcholinesterase (AChE; Kd = 260 μM). In a rat model of knee joint inflammation, intrathecal administration of neostigmine (2-30 μg) increases endogenous acetylcholine levels and dose-dependently increases the latency of paw withdrawal in response to thermal and mechanical stimuli (ED50s = 6.6 and 3.5 μg, respectively). Neostigmine (5 μg, i.p.) restores muscle action potentials in mice with a thymopoietin-induced neuromuscular block. Formulations containing neostigmine have been used in the treatment of myasthenia gravis and Ogilvie syndrome.

使用Cholinergic; miotic; antidote (curare)

一般的な説明Neostigmine methylsulfate,(m-hydroxyphenyl)trimethylammonium methylsulfatedimethylcarbamate or the dimethylcarbamic ester of 3-hydroxyphenyltrimethylammoniummethylsulfate (Prostigminmethylsulfate), is a bitter, odorless, white, crystalline powder.It is very soluble in water and soluble in alcohol. Solutionsare stable and can be sterilized by boiling. The compound istoo hygroscopic for use in a solid form and thus is alwaysused as an injection. Aqueous solutions are neutral to litmus.

関連反応

0 件
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現在のフィルター条件では反応記録がありません。

化合物ノート

読み込み中…

このページの内容基本情報概要名称と識別子物性安全と法規制化学と産業関連反応化合物ノート
3-[[(DIMETHYLAMINO)CARBONYL]OXY]-N,N,N-TRIMETHYLBENZAMINIUM BROMIDE
GD-65
ar-32
sb-23
Stiglyn
98IMH7M386Benzenaminium, 3-(((dimethylamino)carbonyl)oxy)-N,N,N-trimethyl-, methyl sulfateCHEBI:7516DTXSID40199003PREVDUO COMPONENT NEOSTIGMINE METHYLSULFATERobinul-neostigStiglyn 1:500RefChem:55702

データベース識別子

CAS
51-60-5
PubChem CID
5824
DTXSID
DTXSID40199003
ChEMBL
CHEMBL211471
ChEBI
CHEBI:7516
UNII
98IMH7M386
EC Number
200-109-5

化学的性質

化学的特性Crystalline Solid

ストレージクラス
6.1A - Combustible acute toxic Cat. 1 and 2very toxic hazardous materials

調製方法

純化方法Crystallise the sulfate from EtOH or Me2CO (m 143-144o). Its solubility in H2O is ~10%. [Beilstein 13 III 939.] (It is cholinergic and highly TOXIC.)

上流・下流製品情報

上流原料

3-(ジメチルアミノ)フェノールジメチルカルバモイルクロリドブロモメタンジメチル硫酸ジメチルカルバミド酸m-(ジメチルアミノ)フェニル3-Aminophenyl N,N-dimethylcarbamate, 97

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