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臭化メチル ホマトロピン

Homatropine Methylbromide

HCID 6646
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
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基本情報

CAS
80-49-9
標準SMILES
C[N+]1(C)C2CCC1CC(OC(=O)C(O)c1ccccc1)C2.[Br-]
InChIKey
FUFVKLQESJNNAN-UHFFFAOYSA-M
分子式
C17H24BrNO3
平均分子量
370.3 g/mol
単同位体質量
369.09396

概要

Homatropine methylbromide is an azabicycloalkane and an organic bromide salt. It has a role as a muscarinic antagonist, an anti-ulcer drug and an antispasmodic drug.

名称と識別子

優先名称
Homatropine Methylbromide
IUPAC
(8,8-dimethyl-8-azoniabicyclo[3.2.1]octan-3-yl) 2-hydroxy-2-phenylacetate bromide
現地名
臭化メチル ホマトロピン
英語名
Homatropine methyl bromide
分子式
C17H24NO3.Br
分子量
370.28

名称と別名

homatropine methylbromide80-49-9Methylhomatropine bromideOmatropina metilbromuro8-Methylhomatropinium bromideEquipinTropinium methobromide mandelateMethylhomatropinum bromatumHomapin-5Homatropini methylbromidumMethylbromure d'homatropineMetilbromuro de homatropina
名称をさらに表示
臭化メチル ホマトロピン8-メチルホマトロピニウム8-メチルホマトロピニウムブロミドrac-(1β,5β)-3α-[[(R*)-ヒドロキシフェニルアセチル]オキシ]-8,8-ジメチル-8-アゾニアビシクロ[3.2.1]オクタン·ブロミドノバトロピンホマトロピンメチルメチルホマトロピンrac-(1β,5β)-3α-[[(R*)-ヒドロキシフェニルアセチル]オキシ]-8,8-ジメチル-8-アゾニアビシクロ[3.2.1]オクタンカマトロピンrac-(1β,5β)-3α-[[(R*)-ヒドロキシ(フェニル)アセチル]オキシ]-8,8-ジメチル-8-アゾニアビシクロ[3.2.1]オクタンN-メチルホマトロピンN-メチルホマトロピニウム臭化メチルホマトロピンN-メチルホマトロピニウムブロミドメチルホマトロピンブロミドホマトロピンメチルブロミドESOPINsethylD02070

物性

構造計算による物性

極性表面積
46.5 Ų
水素結合供与体数
1
水素結合受容体数
4
回転可能結合数
4
重原子数
22
形式電荷
0
複雑度
373

実験および物理化学的性質

Human Drugs · 2 件

FDA approved drugs -> Active ingredient

FDA approved drugs -> Active ingredient

Melting Point191-192 °C

物理化学的性質

融点
192 °C · 192°C
貯蔵温度
-20 °C · -20°C Freezer
溶解性
96 %溶ける · 水に溶けやすく、エタノールに96%溶ける
外見
Solid
色
ホワイトからオフホワイト
Merck
14 · 14,4730
CAS データベース
80 · 80-49-9(CAS DataBase Reference)
EPAの化学物質情報
Homatropine methylbromide (80-49-9)

化学的性質

化学的特性White or almost white, crystalline powder or colourless crystals

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 · 5 件

This chemical does not meet GHS hazard criteria for 1.5% (1 of 66) of reports.

Warning

H302 (98.5%): Harmful if swallowed [Warning Acute toxicity, oral]

P264, P270, P301+P317, P330, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 66 reports by companies from 4 notifications to the ECHA C&L Inventory.

危険有害性情報

Other Safety InformationIMAP assessments - 8-Azoniabicyclo[3.2.1]octane, 3-[(hydroxyphenylacetyl)oxy]-8,8-dimethyl-, bromide, endo-(.+-.)-: Human health tier I assessment
Hazard Classes and CategoriesAcute Tox. 4 (98.5%)

安全データ

wgk
3
tsca
TSCA listed
rtecs
MS9000000
ridadr
1544
毒性
LD50 in mice (mg/kg): 1400 orally, 60 i.p. (Cahen, Tvede)
hs_code
29399990
risk_code
20/21/22
safety_code
22-26-36
hazard_class
6.1
packing_group
III
危険度評価(NFPA 704基準/消防庁データ)
人的[青]=1

化学と産業

薬理情報

ATC Code · 2 件

A - Alimentary tract and metabolism

QA - Alimentary tract and metabolism

Pharmacodynamics · 1 件

Homatropine methylbromide belongs to the group of medicines called anti-muscarinics. Homatropine is used to treat duodenal or stomach ulcers or intestine problems. It can be used together with antacids or other medicine in the treatment of peptic ulcer. It may also be used to prevent nausea, vomiting, and motion sickness.

Mechanism of Action · 1 件

Homatropine is a quaternary ammonium muscarinic acetylcholine receptor antagonist. The muscarinic acetylcholine receptor mediates various cellular responses, including inhibition of adenylate cyclase, breakdown of phosphoinositides and modulation of potassium channels through the action of G proteins. Homatropine methylbromide inhibits the muscarinic actions of acetylcholine on structures innervated by postganglionic cholinergic nerves as well as on smooth muscles that respond to acetylcholine but lack cholinergic innervation. These postganglionic receptor sites are present in the autonomic effector cells of the smooth muscle, cardiac muscle, sinoatrial and atrioventricular nodes, and exocrine glands. Depending on the dose, anticholinergics may reduce the motility and secretory activity of the gastrointestinal system, and the tone of the ureter and urinary bladder and may have a slight relaxant action on the bile ducts and gallbladder.

用途と製造

General Manufacturing Information8-Azoniabicyclo[3.2.1]octane, 3-[(2-hydroxy-2-phenylacetyl)oxy]-8,8-dimethyl-, bromide (1:1), (3-endo)-: INACTIVE
応用分野 · 2 件

使用Homatropine methylbromide or Methylhomatropine bromide is a quaternary ammonium salt of methylhomatropine. Methylhomatropine is a peripherally acting anticholinergic medication that inhibits muscarinic acetylcholine receptors and thus the parasympathetic nervous system. Methylhomatropine does not cross the blood–brain barrier. Methylhomatropine is used, in addition to papaverine, as component of mild drugs that help "flush" the bile.

関連反応

0 件
反応記録を作成

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
homapin
mesopin
HOMOLONE
novatrin
sed-tems
endo-mid
Homapin-103-alpha-Hydroxy-8-methyl-1-alpha-H,5-alpha-H-tropanium bromide mandelateCHEBI:503733-[(2-hydroxy-2-phenylacetyl)oxy]-8,8-dimethyl-8-azabicyclo[3.2.1]octan-8-ium bromideDTXSID4023127HMBromideNSC-34399NSC-757048

データベース識別子

CAS
80-49-9
PubChem CID
6646
ChEMBL
CHEMBL1200851
ChEBI
CHEBI:50373
EC Number
201-284-0

一般的な説明Homatropinemethylbromide, 3 -hydroxy-8-methyl-1 H,5 H-tropaniumbromide mandelate (Novatropine, Mesopin), occurs as a bitter,white, odorless powder and is affected by light. The compoundis readily soluble in water and alcohol but insoluble inether. The pH of a 1% solution is 5.9 and that of a 10% solutionis 4.5. Although a solution of the compound yields a precipitatewith alkaloidal reagents, such as mercuric potassiumiodide test solution, addition of alkali hydroxides or carbonatesdoes not cause the precipitate that occurs with nonquaternarynitrogen salts (e.g., atropine, homatropine).

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