Molecular Identity
Naxagolide
(4aR,10bR)-4-propyl-2,3,4a,5,6,10b-hexahydrobenzo[h][1,4]benzoxazin-9-ol
PubChem CID: 57533
Naxagolide is an organic heterotricyclic compound that is (4aR,10bR)-3,4,4a,5,6,10b-hexahydro-2H-naphtho[1,2-b][1,4]oxazine substituted by propyl and hydroxy groups at positions 4 and 9, respectively. It is a potent dopamine D2-receptor agonist and its hydrochloride salt was under clinical development by Merck & Co as a potential antiparkinsonian agent (now discontinued). It has a role as an anticonvulsant, an antiparkinson drug and a dopamine agonist. It is an organic heterotricyclic compound, a member of phenols and a tertiary amino compound. It is a conjugate base of a naxagolide(1+).
2D Structure
Properties
C15H21NO2
Molecular Formula
247.33
Molecular Weight
g/mol
247.1572
Exact Mass
Da
2.4
XLogP
Drug-like (Lipinski: < 5)
32.7
TPSA
Good oral absorption (< 140 A²)
1
H-Bond Donors
3
H-Bond Acceptors
284
Complexity
SMILES
Canonical SMILES
SMILES: CCCN1CCOC2C1CCC3=C2C=C(C=C3)OIsomeric SMILES
SMILES: CCCN1CCO[C@H]2[C@H]1CCC3=C2C=C(C=C3)OSynonyms(20)
NAXAGOLIDEdopazinol88058-88-2NazagolideNaxagolidaNaxagolidum(+)-PHNO(+)-4-Propyl-9-hydroxynaphthoxazine(r,r)-phno22Z7E0X6OFDTXSID602367822H-Naphth(1,2-b)-1,4-oxazin-9-ol, 3,4,4a,5,6,10b-hexahydro-4-propyl-, (4aR-trans)-CHEBI:177372(11C)(+)-PHNO4-propyl-9-hydroxynaphthoxazine
Data from PubChem (NCBI)
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Drug Network
Trials and conditions connected to Naxagolide
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