Structure via PubChem · Public domain (PubChem)
آپومرفین
Sign in to saveAlso known as Apokyn®, Ixense®, Uprima®, R-(-)-apomorphine, (R)-5,6,6a,7-tetrahydro-6-methyl-4H-dibenzo[de,g]quinoline-10,11-diol, (-)-10,11-dihydroxyaporphine, (6aR)-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinoline-10,11-diol
Apomorphine, sold under the brand name Apokyn among others, is a type of aporphine that functions as a non-selective dopamine agonist which activates both D2-like and, to a much lesser extent, D1-like receptors. It also acts as an antagonist of 5-HT2 and α-adrenergic receptors with high affinity. The compound is an alkaloid belonging to nymphaea caerulea, or blue lotus, but is also historically known as a morphine decomposition product made by boiling morphine with concentrated acid, hence the -morphine suffix. Contrary to its name, apomorphine does not actually contain morphine or its skeleto
Chemical data
- Formula
- C17H17NO2
- Molecular weight
- 267.32 g/mol
- IUPAC name
- (6aR)-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinoline-10,11-diol
- SMILES
- CN1CCC2=C3[C@H]1CC4=C(C3=CC=C2)C(=C(C=C4)O)O
- InChIKey
- VMWNQDUVQKEIOC-CYBMUJFWSA-N
- XLogP
- 2.3
- Polar surface area
- 43.7 Ų
- H-bond donors
- 2
- H-bond acceptors
- 3
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Approved
- Molecule type
- Small molecule
- First approval
- 2001
- Admin. routes
- parenteral, topical
- Indications
- erectile dysfunction, Hallucinations, brain injury, Parkinson disease
via ChEMBL · EBI
Research
12,666 papers- Apomorphine-subcutaneous--Bertek/Britannia.Drugs in R&D · 2004
- [Apomorphine and frontal dysfunction in Parkinson's disease].Revista de neurologia · 2022
- Sublingual apomorphine in treatment of Parkinson's disease: a review.The International journal of neuroscience · 2024
- An evaluation of subcutaneous apomorphine for the treatment of Parkinson's disease.Expert opinion on pharmacotherapy · 2020
- [Apomorphine].Neurologia (Barcelona, Spain) · 1995
via PubMed
Wikidata facts
- Subclass of
- aporphine alkaloids
- Has part
- carbon
- Mass
- 267.125929
- Has use
- medication
Show 8 more facts
- chemical formula
- C₁₇H₁₇NO₂
- Commons category
- Apomorphine
- canonical SMILES
- CN1CCC2=CC=CC3=C2C1CC4=C3C(=C(C=C4)O)O
- isomeric SMILES
- CN1CCC2=CC=CC3=C2[C@H]1CC4=C3C(=C(C=C4)O)O
- defined daily dose
- 2
- subject has role
- antiparkinson
- medical condition treated
- Parkinson's disease
- significant drug interaction
- ondansetron
Sources (6)
via Wikidata · CC0