naxagolide (CHEBI:177372)

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CHEBI:177372 - naxagolide

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ChEBI ID	CHEBI:177372
ChEBI Name	naxagolide
Stars
Definition	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).
Last Modified	13 August 2021
Submitter	slaulederkind
Downloads	Molfile

Formula	C15H21NO2
Net Charge	0
Average Mass	247.338
Monoisotopic Mass	247.15723
SMILES	[H][C@@]12CCc3ccc(O)cc3[C@@]1([H])OCCN2CCC
InChI	InChI=1S/C15H21NO2/c1-2-7-16-8-9-18-15-13-10-12(17)5-3-11(13)4-6-14(15)16/h3,5,10,14-15,17H,2,4,6-9H2,1H3/t14-,15-/m1/s1
InChIKey	JCSREICEMHWFAY-HUUCEWRRSA-N

Roles Classification

Chemical Role:	Bronsted base A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Role:	dopamine agonist A drug that binds to and activates dopamine receptors.
Applications:	antiparkinson drug A drug used in the treatment of Parkinson's disease. dopamine agonist A drug that binds to and activates dopamine receptors. anticonvulsant A drug used to prevent seizures or reduce their severity.

ChEBI Ontology

Outgoing Relation(s)
	naxagolide (CHEBI:177372) has role anticonvulsant (CHEBI:35623)
	naxagolide (CHEBI:177372) has role antiparkinson drug (CHEBI:48407)
	naxagolide (CHEBI:177372) has role dopamine agonist (CHEBI:51065)
	naxagolide (CHEBI:177372) is a organic heterotricyclic compound (CHEBI:26979)
	naxagolide (CHEBI:177372) is a phenols (CHEBI:33853)
	naxagolide (CHEBI:177372) is a tertiary amino compound (CHEBI:50996)
	naxagolide (CHEBI:177372) is conjugate base of naxagolide(1+) (CHEBI:177380)
Incoming Relation(s)
Incoming Relation(s)	naxagolide(1+) (CHEBI:177380) is conjugate acid of naxagolide (CHEBI:177372)

IUPAC Name
(4aR,10bR)-4-propyl-3,4,4a,5,6,10b-hexahydro-2H-naphtho[1,2-b][1,4]oxazin-9-ol

INNs	Source
naxagolida	WHO MedNet
naxagolidum	WHO MedNet
naxagolide	WHO MedNet
naxagolide	WHO MedNet

Synonyms	Source
(+)-4-propyl-9-hydroxynaphthoxazine	ChemIDplus
dopazinol	ChemIDplus
(+)-PHNO	ChemIDplus
nazagolide	ChemIDplus
(4aR-trans)-3,4,4a,5,6,10b-hexahydro-4-propyl-2H-naphth[1,2-b]-1,4-oxazin-9-ol	ChemIDplus
PHNO	ChEBI

Manual Xrefs	Databases
51863	ChemSpider

Registry Numbers	Sources
CAS:88058-88-2	ChemIDplus

Citations