ドンペリドン

Domperidone

HCID 3151CAS 57808-66-9

基本情報

標準SMILES
O=c1[nH]c2ccccc2n1CCCN1CCC(n2c(=O)[nH]c3cc(Cl)ccc32)CC1
InChIKey
FGXWKSZFVQUSTL-UHFFFAOYSA-N
分子式
C22H24ClN5O2
平均分子量
425.9 g/mol
単同位体質量
425.16185269

概要

Domperidone is 1-[3-(Piperidin-1-yl)propyl]-1,3-dihydro-2H-benzimidazol-2-one in which the 4-position of the piperidine ring is substituted by a 5-chloro-1,3-dihydro-2H-benzimidazol-2-on-1-yl group. A dopamine antagonist, it is used as an antiemetic for the short-term treatment of nausea and vomiting, and to control gastrointestinal effects of dopaminergic drugs given in the management of parkinsonism. The free base is used in oral suspensions, while the maleate salt is used in tablet preparations. It has a role as a dopaminergic antagonist and an antiemetic. It is a member of benzimidazoles and a heteroarylpiperidine.

名称と識別子

優先名称
Domperidone
IUPAC
6-chloro-3-[1-[3-(2-oxo-3H-benzimidazol-1-yl)propyl]piperidin-4-yl]-1H-benzimidazol-2-one
現地名
ドンペリドン
英語名
Domperidone
分子式
C22H24ClN5O2
分子量
425.91

名称と別名

domperidone57808-66-9MotiliumDomperidonaDomperidonumR 33,812R-33812NSC299589NSC-299589DTXSID1045116KW 5338NSC-759575
名称をさらに表示
エボキシンドンペリドンドメピリドンペリゼリンエボキシン【アルカロイド】ハドドリンミオナゼリンドンペネマドンペリン-DSドンペリンアースレナンジャックマールフォリメジンノーゼアモンロビアペリドンナウゼリンセロベースナシロビンダリックDOMPERIDONE BASEDomperidonDomperidone powderkw-53385-chloro-1-{1-[3-(2-oxo-2,3-dihydro-1H-1,3-benzodiazol-1-yl)propyl]piperidin-4-yl}-2,3-dihydro-1H-1,3-benzodiazol-2-onegjEvoxinEucitonPeridon
5-Chloro-1-(1-(3-(2-oxo-1-benzimidazolinyl)propyl)-4-piperidyl)-2-benzimidazolinone6-chloro-3-[1-[3-(2-oxo-3H-benzimidazol-1-yl)propyl]piperidin-4-yl]-1H-benzimidazol-2-oneDTXCID9025116CHEBI:315155-Chloro-1-[1-[3-(2-oxo-1-benzimidazolinyl)propyl]-4-piperidyl]-2-benzimidazolinoneApo Domperidone5587267Z692H-Benzimidazol-2-one, 5-chloro-1-(1-(3-(2,3-dihydro-2-oxo-1H-benzimidazol-1-yl)propyl)-4-piperidinyl)-1,3-dihydro-

データベース識別子

CAS
57808-66-9
PubChem CID
3151
DTXSID
DTXSID1045116
ChEMBL
CHEMBL219916
ChEBI
CHEBI:31515
UNII
5587267Z69
EC Number
260-968-7
Nikkaji
J3.199B

物性

構造計算による物性

XLogP
3.9
極性表面積
67.9 Ų
水素結合供与体数
2
水素結合受容体数
3
回転可能結合数
5
重原子数
30

実験および物理化学的性質

Drugs · 3 件

Pharmaceuticals -> Used in Switzerland

Pharmaceuticals

Pharmaceuticals -> Listed in ZINC15

LogP · 2 件

2.4

3.45

Solubility · 2 件

9.25e-02 g/L

50.4 [ug/mL] (The mean of the results at pH 7.4)

Human DrugsBreast Feeding; Lactation; Milk, Human; Antiemetics; Dopamine Antagonists; Galactogogues; Gastrointestinal Agents
Animal DrugsActive Ingredients (domperidone) -> FDA Greenbook
Melting Point242.5 °C

物理化学的性質

融点
240 · 240-244°C
比重(密度)
1.2904 · 1.2904 (rough estimate)
屈折率
1.54 · 1.5400 (estimate)
貯蔵温度
Store at RT
溶解性
10 mg/mL · DMSO: >10 mg/mL
外見
個体

化学的性質

化学的特性White or almost white powder.

安全と法規制

GHS分類

GHS Classification · 5 件

This chemical does not meet GHS hazard criteria for 0.9% (1 of 108) of reports.

Warning

H361 (89.8%): Suspected of damaging fertility or the unborn child [Warning Reproductive toxicity]

P203, P280, P318, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 108 reports by companies from 6 notifications to the ECHA C&L Inventory.

危険有害性情報

Other Safety InformationIMAP assessments - 2H-Benzimidazol-2-one, 5-chloro-1-[1-[3-(2,3-dihydro-2-oxo-1H-benzimidazol-1-yl)propyl]-4-piperidinyl]-1,3-dihydro-: Human health tier I assessment
Hazard Classes and CategoriesRepr. 2 (89.8%)

毒性情報

Drug Induced Liver Injury · 4 件

Drug-Induced Liver Injury Severity and Toxicity (DILIst)

Domperidone

DILI Positive

DOI:10.1016/j.drudis.2019.09.022

Effects During Pregnancy and Lactation◉ Summary of Use during Lactation

安全データ

wgk
3
rtecs
DE2275900
hs_code
29333990
risk_code
62-63
hazard_code
Xn
safety_code
26-36

化学と産業

薬理情報

ATC Code · 4 件

A03FA03

A - Alimentary tract and metabolism

QA - Alimentary tract and metabolism

QP - Antiparasitic products, insecticides and repellents

Protein Binding91%-93%
PharmacodynamicsDomperidone is a specific blocker of dopamine receptors. It speeds gastrointestinal peristalsis, causes prolactin release, and is used as antiemetic and tool in the study of dopaminergic mechanisms.
Mechanism of Action · 1 件

Domperidone acts as a gastrointestinal emptying (delayed) adjunct and peristaltic stimulant. The gastroprokinetic properties of domperidone are related to its peripheral dopamine receptor blocking properties. Domperidone facilitates gastric emptying and decreases small bowel transit time by increasing esophageal and gastric peristalsis and by lowering esophageal sphincter pressure. Antiemetic: The antiemetic properties of domperidone are related to its dopamine receptor blocking activity at both the chemoreceptor trigger zone and at the gastric level. It has strong affinities for the D2 and D3 dopamine receptors, which are found in the chemoreceptor trigger zone, located just outside the blood brain barrier, which - among others - regulates nausea and vomiting

Biological Half-Life7 hours
Metabolism/Metabolites · 1 件

Domperidone has known human metabolites that include 5-Chloro-1-(piperidin-4-yl)-1H-benzo[d]imidazol-2(3H)-one, 1-Propyl-1,3-dihydro-2H-benzimidazol-2-one, and 3-[3-[4-(5-Chloro-2-oxo-3H-benzimidazol-1-yl)piperidin-1-yl]propyl]-6-hydroxy-1H-benzimidazol-2-one.

用途と製造

UsesUse (kg; approx.) in Germany (2009): >500
Use ClassificationAnimal Drugs -> FDA Approved Animal Drug Products (Green Book) -> Active Ingredients
応用分野 · 4 件

用途ドンペリドンはこのD2受容体への拮抗作用により吐き気を抑え、上部消化管の運動機能を調整(促進)する。

用途ドンペリドン(英: Domperidone)は、ドーパミン受容体拮抗薬の一つで、制吐薬、消化管機能改善薬として利用されている。

用途ドパミンD2 受容体遮断作用 を示します。

使用A novel peripheral dopamine receptor antagonist that does not cross the blood-brain barrier; anti-emetic. Domperidone(Motilium) is a dopamine blocker and an antidopaminergic reagent.

サプライヤー50 社

北京华美互利生物化工010-56205725 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
衢州润东化工有限公司0570-8789886 18892685668 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
山东冠庆食品配料有限公司15138924569 15138924569 · [email protected]
補足説明 · 1 件

定義ChEBI: 1-[3-(Piperidin-1-yl)propyl]-1,3-dihydro-2H-benzimidazol-2-one in which the 4-position of the piperidine ring is substituted by a 5-chloro-1,3-dihydro-2H-benzimidazol-2-on-1-yl group. A dopamine antagonist, it is used s an antiemetic for the short-term treatment of nausea and vomiting, and to control gastrointestinal effects of dopaminergic drugs given in the management of parkinsonism. The free base is used in oral suspensions, while the maleate salt is used in tablet reparations.

関連反応

32 件

関連ノート

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