Structure via PubChem · Public domain (PubChem)
نالوکسان
Sign in to saveAlso known as (-)-naloxone, l-naloxone, Narcan®, 1-N-Allyl-14-hydroxynordihydromorphinone, 17-allyl-3,14-dihydroxy-4,5alpha-epoxymorphinan-6-one, Naloxone, 17-allyl-3,14-dihydroxy-4,5α-epoxymorphinan-6-one, (−)-naloxone
داروی ضد مخدر
OverviewAI-generated
Naloxone is a chemical compound with the formula C₁₉H₂₁NO₄. Its IUPAC name is (4R,4aS,7aR,12bS)-4a,9-dihydroxy-3-prop-2-enyl-2,4,5,6,7a,13-hexahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7-one. The substance has a mass of 327.147 and a weight of 327.4. It possesses a charge of 0, an xlogp value of 2.1, and a topological polar surface area of 70. The molecule contains two hydrogen bond donors and five hydrogen bond acceptors.
The compound is associated with a PubMed query count of 38,824. It is referenced by 1,500 other encyclopedia articles.
Synthesized by Vinony from 18 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.ATC_suffix
- AH04
- Drug.legal_AU
- S4
- Drug.Verifiedfields
- changed
- Drug.Watchedfields
- changed
- Drug.verifiedrevid
- 440816974
- Drug.image
- Naloxone.svg
- Drug.image_class
- skin-invert-image
- Drug.width
- 225
- Drug.image2
- Naloxone-based-on-xtal-3D-bs-17.png
- Drug.image_class2
- bg-transparent
- Drug.width2
- 250
- Drug.USAN
- naloxone hydrochloride
- Drug.tradename
- Narcan, others
- Drug.MedlinePlus
- a612022
- Drug.DailyMedID
- Naloxone
- Drug.pregnancy_AU
- B1
- Drug.pregnancy_category
- US: C
- Drug.routes_of_administration
- Intranasal, intravenous, intramuscular
via Wikipedia infobox
Chemical data
- Formula
- C19H21NO4
- Molecular weight
- 327.4 g/mol
- IUPAC name
- (4R,4aS,7aR,12bS)-4a,9-dihydroxy-3-prop-2-enyl-2,4,5,6,7a,13-hexahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7-one
- SMILES
- C=CCN1CC[C@]23[C@@H]4C(=O)CC[C@]2([C@H]1CC5=C3C(=C(C=C5)O)O4)O
- InChIKey
- UZHSEJADLWPNLE-GRGSLBFTSA-N
- XLogP
- 2.1
- Polar surface area
- 70 Ų
- H-bond donors
- 2
- H-bond acceptors
- 5
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Approved
- Molecule type
- Small molecule
- First approval
- 1971
- Admin. routes
- oral, parenteral, topical
- Indications
- epilepsy, irritable bowel syndrome, obesity, hepatitis C virus infection
via ChEMBL · EBI
Research
38,824 papers- Naloxone.Annals of emergency medicine · 1983
- Pharmacists' naloxone services beyond community pharmacy settings: A systematic review.Research in social & administrative pharmacy : RSAP · 2023
- Naloxone's role in the national opioid crisis-past struggles, current efforts, and future opportunities.Translational research : the journal of laboratory and clinical medicine · 2021
- Naloxone hydrochloride: a review.AANA journal · 1990
- Buprenorphine-Naloxone Maintenance and Lactation.Journal of human lactation : official journal of International Lactation Consultant Association · 2024
via PubMed
Wikidata facts
- Mass
- 327.147
- Has use
- medication
Show 10 more facts
- route of administration
- intravenous infusion and defusion
- Commons category
- Naloxone
- chemical formula
- C₁₉H₂₁NO₄
- medical condition treated
- opioid overdose
- canonical SMILES
- C=CCN1CCC23C4C(=O)CCC2(C1CC5=C3C(=C(C=C5)O)O4)O
- isomeric SMILES
- C=CCN1CC[C@]23[C@@H]4C(=O)CC[C@]2([C@H]1CC5=C3C(=C(C=C5)O)O4)O
- World Health Organisation international non-proprietary name
- naloxonum
- subject has role
- antidote
- found in taxon
- Papaver somniferum
- different from
- naltrexone
Sources (6)
via Wikidata · CC0