Naxagolide

Names

[ Name ]:
Naxagolide

[Synonym ]:
(+)-PHNO
4-Propyl-9-hydroxy-1,2,3,4a,5,6-hexahydronaphthoxazine
(+)-trans-1a,2,3,4a,5,6-Hexahydro-9-hydroxy-4-propyl-4H-naphth-[1,2-b]-1,4-oxazine
Naxagolida
dopazinol
(4aR,10bR)-4-Propyl-3,4,4a,5,6,10b-hexahydro-2H-naphtho[1,2-b][1,4]oxazin-9-ol
Naxagolide
(+)-4-Propyl-9-hydroxynaphthoxazine
2H-Naphth[1,2-b]-1,4-oxazin-9-ol, 3,4,4a,5,6,10b-hexahydro-4-propyl-, (4aR,10bR)-
(4aR)-trans-3,4,4a,5,6,10b-Hexahydro-4-propyl-2H-naphth[1,2-b]-1,4-oxazin-9-ol
PHNO

Biological Activity

[Description]:

Naxagolide ((+)-PHNO; Dopazinol) is a potent dopamine D2 (Dopamine Receptor) agonist. Naxagolide has the potential for the research of parkinson's disease (PD)[1][2].

[Related Catalog]:

Signaling Pathways >> GPCR/G Protein >> Dopamine Receptor

Signaling Pathways >> Neuronal Signaling >> Dopamine Receptor

Research Areas >> Neurological Disease

[Target]

D2 Receptor

[In Vitro]

在体外，Naxagolide ((+)-PHNO) 抑制大鼠纹状体膜上的 [3H]apomorphine (IC50 = 23 nM) 或 [3 H]spiperone (IC50 = 55 nM)[1]。

[In Vivo]

在小鼠中，Naxagolide ((+)-PHNO) 在单侧尾部切除的动物中产生体温过低 (13 μg/kg i.p.) 和姿势不对称 (4 μg/kg i.p.)[1]。在大鼠中，Naxagolide ((+)-PHNO) 在 6-羟基多巴胺损伤的动物中产生刻板印象（10 μg/kg i.p.）和对侧转向（5 μg/kg i.p.），持续 1 至 3 小时[1] 。

[References]

[1]. G E Martin, et al. Pharmacologic profile of a novel potent direct-acting dopamine agonist, (+)-4-propyl-9-hydroxynaphthoxazine [(+)-PHNO]. J Pharmacol Exp Ther. 1984 Sep;230(3):569-76.

[2]. E F Domino, et al. Relative potency and efficacy of some dopamine agonists with varying selectivities for D1 and D2 receptors in MPTP-induced hemiparkinsonian monkeys. J Pharmacol Exp Ther. 1993 Jun;265(3):1387-91.

Chemical & Physical Properties

[ Density]:
1.1±0.1 g/cm3

[ Boiling Point ]:
391.7±42.0 °C at 760 mmHg

[ Molecular Formula ]:
C₁₅H₂₁NO₂

[ Molecular Weight ]:
247.333

[ Flash Point ]:
190.7±27.9 °C

[ Exact Mass ]:
247.157227

[ PSA ]:
32.70000

[ LogP ]:
2.55

[ Vapour Pressure ]:
0.0±0.9 mmHg at 25°C

[ Index of Refraction ]:
1.553

Safety Information

[ HS Code ]:
2934999090

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2934999090

[ Summary ]:
2934999090. other heterocyclic compounds. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%