基本情報
- CAS
13265-10-6- 標準SMILES
C[N+]1(C)[C@@H]2CC(OC(=O)[C@H](CO)c3ccccc3)C[C@H]1[C@@H]1O[C@@H]12.[Br-]- InChIKey
CXYRUNPLKGGUJF-OZVSTBQFSA-M- 分子式
- C18H24BrNO4
- 平均分子量
- 398.3 g/mol
- 単同位体質量
- 397.08887
概要
Scopolamine methobromide is a quaternary ammonium salt resulting from the reaction of the amino group of scopolamine with methyl bromide. It has a role as a muscarinic antagonist, a parasympatholytic, an antiemetic and an antispasmodic drug. It is a bromide salt and a quaternary ammonium salt. It is functionally related to a scopolamine.
名称と識別子
- 優先名称
- Methscopolamine bromide
- IUPAC
- [(1R,2R,4S,5S)-9,9-dimethyl-3-oxa-9-azoniatricyclo[3.3.1.02,4]nonan-7-yl] (2S)-3-hydroxy-2-phenylpropanoate bromide
- 現地名
- 臭化メチル スコポラミン
- 英語名
- Methscopolamine bromide
- 分子式
- C18H24BrNO4
- 分子量
- 398.29
名称と別名
METHSCOPOLAMINE BROMIDE155-41-9scopolamine methyl bromideHoloponHyoscine Methobromidemethscopolamine(-)-scopolamine methobromide(-)-Scopolamine methyl bromideMethscopolamine (bromide)ProscomideHyoscine methyl bromideScopolamine methobromide
名称をさらに表示
臭化メチル スコポラミンメチルスコポラミンブロミドスコポラミンメチルブロミドヒヨスシンメトブロミドメトスコポラミンブロミドヒヨスシンメチルブロミド(1R,2R,4S,5S)-7α-[(S)-3-ヒドロキシ-2-フェニルプロピオニルオキシ]-9,9-ジメチル-3-オキサ-9-アゾニアトリシクロ[3.3.1.02,4]ノナン·ブロミドメチルスコポラミン·ブロミド(1α,2β,4β,5α)-7β-[(S)-3-ヒドロキシ-1-オキソ-2-フェニルプロピルオキシ]-9,9-ジメチル-3-オキサ-9-アゾニアトリシクロ[3.3.1.02,4]ノナン·ブロミド臭化メトスコポラミン(−)-スコポラミンメチルブロミド(1R,2R,4S,5S)-7α-[(S)-3-ヒドロキシ-2-フェニルプロピオニルオキシ]-9,9-ジメチル-3-オキサ-9-アゾニアトリシクロ[3.3.1.02,4]ノナン・ブロミドメチルスコポラミン・ブロミド(1α,2β,4β,5α)-7β-[(S)-3-ヒドロキシ-1-オキソ-2-フェニルプロピルオキシ]-9,9-ジメチル-3-オキサ-9-アゾニアトリシクロ[3.3.1.02,4]ノナン・ブロミド
物性
構造計算による物性
- 極性表面積
- 59.1 Ų
- 水素結合供与体数
- 1
- 水素結合受容体数
- 5
- 回転可能結合数
- 5
- 重原子数
- 24
- 形式電荷
- 0
- 複雑度
- 454
実験および物理化学的性質
SolubilityFreely soluble
Human Drugs
FDA approved drugs -> Active ingredient
FDA approved drugs -> Active ingredient
Collision Cross Section172.8 Ų [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]
物理化学的性質
- 融点
- 214 · 214-217 °C (decomp)
- 屈折率
- -24 ° · -24 ° (C=1, H2O)
- 貯蔵温度
- -20 °C · Store at -20°C
- 溶解性
- 2 O: · H2O: 50 mg/mL
- 外見
- 粉
- 色
- 白い
- 水溶解度
- 2 O: · H2O: 50mg/mL
- Merck
- 14 · 14,6003
- 安定性
- Hygroscopic
- InChIKey
- CXYRUNPLKGGUJF-RAFJPFSSSA-M
- SMILES
- [Br-].[H][C@]12C[C@@H](C[C@]([H])([C@@]3([H])O[C@@]13[H])[N+]2(C)C)OC(=O)[C@H](CO)c4ccccc4
- CAS データベース
- 155 · 155-41-9
- EPAの化学物質情報
- 3 · 3-Oxa-9-azoniatricyclo[3.3.1.02,4]nonane, 7-[(2S)-3-hydroxy-1-oxo-2-phenylpropoxy]-9,9-dimethyl-, bromide (1:1), (1.alpha.,2.beta.,4.beta.,5.alpha.,7.beta.)- (155-41-9)
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
Warning
H312 (92.7%): Harmful in contact with skin [Warning Acute toxicity, dermal]
P261, P271, P273, P280, P302+P352, P304+P340, P317, P321, P362+P364, P391, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 41 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
危険有害性情報
Regulatory Information
REACH registered substance: N-methylhyoscinium bromide (EC: 205-844-5)
Methscopolamine bromide: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.
Hazard Classes and CategoriesAcute Tox. 4 (92.7%)
毒性情報
Drug Induced Liver Injury
Drug Induced Liver Injury Rank (DILIrank 2.0)
Methscopolamine bromide
vNo-DILI-concern
0
No match
DOI:10.1016/j.drudis.2016.02.015
安全データ
- wgk
- 3
- tsca
- TSCA listed
- rtecs
- YM3675000
- ridadr
- UN 1544 6.1/PG 3
- hs_code
- 29399990
- risk_code
- 23/24/25-50/53-20/21/22-20/21
- 化審法
- (5)-3899
- hazard_code
化学と産業
薬理情報
Pharmacodynamics
Methscopolamine is a muscarinic antagonist structurally similar to the neurotransmitter acetylcholine and acts by blocking the muscarinic acetylcholine receptors and is thus classified as an anticholinergic. Methscopolamine has many uses including the prevention of motion sickness. It is not clear how Methscopolamine prevents nausea and vomiting due to motion sickness. The vestibular part of the ear is very important for balance. When a person becomes disoriented due to motion, the vestibule sends a signal through nerves to the vomiting center in the brain, and vomiting occurs. Acetylcholine is a chemical that nerves use to transmit messages to each other. It is believe that Methscopolamine prevents communication between the nerves of the vestibule and the vomiting center in the brain by blocking the action of acetylcholine. Methscopolamine also may work directly on the vomiting center. Methscopolamine must be taken before the onset of motion sickness to be effective.
Methscopolamine bromide is an anticholinergic agent which possesses most of the pharmacologic actions of that drug class. These include reduction in volume and total acid content of gastric secretion, inhibition of gastrointestinal motility, inhibition of salivary excretion, dilation of the pupil and inhibition of accommodation with resulting blurring of vision. Large doses may result in tachycardia [Dailymed].
Mechanism of ActionMethscopolamine acts by interfering with the transmission of nerve impulses by acetylcholine in the parasympathetic nervous system (specifically the vomiting center). It does so by acting as a muscarinic antagonist.
Metabolism/MetabolitesLittle is known about the fate and excretion of methscopolamine.
FDA Pharmacological Classification
VDR09VTQ8U
METHSCOPOLAMINE
Established Pharmacologic Class [EPC] - Anticholinergic
Mechanisms of Action [MoA] - Cholinergic Antagonists
Methscopolamine is an Anticholinergic. The mechanism of action of methscopolamine is as a Cholinergic Antagonist.
METHSCOPOLAMINE BROMIDE
Absorption, Distribution and ExcretionPoorly and unreliably absorbed, total absorption is 10-25%.
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