File:Loperamide.svg · Wikimedia Commons · See Wikimedia Commons
ロペラミド
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Loperamide, sold under the brand name Imodium, among others, is a medication of the opioid receptor agonist class used to decrease the frequency of diarrhea. It is often used for this purpose in irritable bowel syndrome, inflammatory bowel disease, short bowel syndrome, Crohn's disease, and ulcerative colitis. Loperamide is taken by mouth.
OverviewAI-generated
Loperamide is a chemical compound with the formula C₂₉H₃₃ClN₂O₂. Its IUPAC name is 4-[4-(4-chlorophenyl)-4-hydroxypiperidin-1-yl]-N,N-dimethyl-2,2-diphenylbutanamide. The substance has a mass of 476.223056 and a weight of 477.0. It carries an MCN code of 2933.39.24.
Chemical properties include an xlogp of 5 and a tpsa of 43.8. The molecule contains one hydrogen bond donor and three hydrogen bond acceptors, with a charge of 0. The defined daily dose is 10.
Loperamide is referenced by 1,399 other encyclopedia articles. A PubMed query for the term yields a count of 2778.
Synthesized by Vinony from 19 facts across 4 sources: Wikidata, PubMed, PubChem, Vinony graph. Generated from structured data (not the Wikipedia text) and checked against those facts — may still contain errors.
Key facts
- Drug.image
- Loperamide.svg
- Drug.image_class
- skin-invert-image
- Drug.width
- 250
- Drug.image2
- Loperamide ball-and-stick.png
- Drug.image_class2
- bg-transparent
- Drug.width2
- 235
- Drug.USAN
- Loperamide hydrochloride
- Drug.tradename
- Imodium, others
- Drug.MedlinePlus
- a682280
- Drug.DailyMedID
- Loperamide
- Drug.pregnancy_AU
- B3
- Drug.routes_of_administration
- By mouth
- Drug.ATC_prefix
- A07
- Drug.ATC_suffix
- DA03
- Drug.ATC_supplemental
- (oxide)
- Drug.legal_AU
- S2
- Drug.legal_BR
- C1
- Drug.legal_CA
- OTC
via Wikipedia infobox
Chemical data
- Formula
- C29H33ClN2O2
- Molecular weight
- 477 g/mol
- IUPAC name
- 4-[4-(4-chlorophenyl)-4-hydroxypiperidin-1-yl]-N,N-dimethyl-2,2-diphenylbutanamide
- SMILES
- CN(C)C(=O)C(CCN1CCC(CC1)(C2=CC=C(C=C2)Cl)O)(C3=CC=CC=C3)C4=CC=CC=C4
- InChIKey
- RDOIQAHITMMDAJ-UHFFFAOYSA-N
- XLogP
- 5
- Polar surface area
- 43.8 Ų
- H-bond donors
- 1
- H-bond acceptors
- 3
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Approved
- Molecule type
- Small molecule
- First approval
- 1976
- Admin. routes
- oral
- Indications
- breast carcinoma, reproductive system disease, non-small cell lung carcinoma, pain
via ChEMBL · EBI
Research
2,778 papers- Loperamide.Journal of pain and symptom management · 2011
- Loperamide Cardiac Toxicity: Pathophysiology, Presentation, and Management.The Canadian journal of cardiology · 2022
- Loperamide: A Readily Available but Dangerous Opioid Substitute.Journal of clinical pharmacology · 2019
- Loperamide misuse and abuse.Journal of the American Pharmacists Association : JAPhA · 2017
- Loperamide toxicity: recommendations for patient monitoring and management.Clinical toxicology (Philadelphia, Pa.) · 2020
via PubMed
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 476.223056
- Has use
- medication
Show 8 more facts
- chemical formula
- C₂₉H₃₃ClN₂O₂
- MCN code
- 2933.39.24
- medical condition treated
- irritable bowel syndrome
- canonical SMILES
- CN(C)C(=O)C(CCN1CCC(CC1)(C2=CC=C(C=C2)Cl)O)(C3=CC=CC=C3)C4=CC=CC=C4
- World Health Organisation international non-proprietary name
- loperamide
- Commons category
- Loperamide
- defined daily dose
- 2
- native label
- Loperamide
via Wikidata · CC0
Article · 日本語
ロペラミド（Loperamide）は下痢の頻度を減少させる際に用いられる経口止瀉薬の一つである。商品名ロペミン。胃腸炎、炎症性腸疾患、に伴う下痢の治療に頻用される。赤痢への使用は推奨されない。 一般に見られる副作用は、腹痛、便秘、傾眠、嘔吐、口内乾燥である。中毒性巨大結腸のリスクを増加させ得る。妊娠中の女性での安全性は不明であるが、有害であるとする根拠はない。授乳婦の服用は安全であると思われる。このオピオイドは腸管からほとんど吸収されず、常用量では血液脳関門も通過しない。腸管の蠕動運動を遅くすることにより効果を発揮する。 ロペラミドは1969年に発見され、1976年から医学用途に使用され始めた。WHO必須医薬品モデル・リストに収載されている。
Abstract from DBpedia / Wikipedia · CC BY-SA