153153-60-7

Basic information

• Product Name: (+)-3,4,4A,5,6,10B-HEXAHYDRO-9-METHOXY-2H-NAPHTHO[1,2-B][1,4]OXAZIN-3-ONE
• Synonyms: (-)-3,4,4A,5,6,10B-HEXAHYDRO-9-METHOXY-2H-NAPHTHO[1,2-B][1,4]OXAZIN-3-ONE;(+)-3,4,4A,5,6,10B-HEXAHYDRO-9-METHOXY-2H-NAPHTHO[1,2-B][1,4]OXAZIN-3-ONE;(4aR-trans)-4a,5,6,10b-Tetrahydro-9-Methoxy-2H-naphth[1,2-b]-1,4-oxazin-3(4H)-one
• CAS NO: 153153-60-7
• Molecular Formula: C13H17NO2
• Molecular Weight: 219.28
• Product Categories: Chiral Reagents;Neurochemicals
• Mol File: 153153-60-7.mol

Chemical Properties

• Melting Point: 216-218°C
• Boiling Point: 468.7±45.0 °C(Predicted)
• Appearance: /
• Density: 1.191±0.06 g/cm3(Predicted)
• Storage Temp.: -20°C Freezer
• Solubility: Dichloromethane, Ethyl Acetate, Methanol
• PKA: 13.95±0.20(Predicted)
• CAS DataBase Reference: (+)-3,4,4A,5,6,10B-HEXAHYDRO-9-METHOXY-2H-NAPHTHO[1,2-B][1,4]OXAZIN-3-ONE(CAS DataBase Reference)
• NIST Chemistry Reference: (+)-3,4,4A,5,6,10B-HEXAHYDRO-9-METHOXY-2H-NAPHTHO[1,2-B][1,4]OXAZIN-3-ONE(153153-60-7)
• EPA Substance Registry System: (+)-3,4,4A,5,6,10B-HEXAHYDRO-9-METHOXY-2H-NAPHTHO[1,2-B][1,4]OXAZIN-3-ONE(153153-60-7)

Safety Data

• Hazardous Substances Data: 153153-60-7(Hazardous Substances Data)

Usage

Chemical Properties

Beige Powder

Uses

A dopamine antagonist. A dopaminergic ligand

Upstream product

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• 131073-43-3 (1RS,2RS)-2-amino-1,2,3,4-tetrahydro-7-methoxy-1-naphthol 
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Relevant articles and documents

Synthesis and pharmacological activity of the hexahydro-4H-naphth[1,2b][1,4]-oxazines: A new series of potent dopamine receptor agonists

The synthesis in 8 steps of a new series of potent dopamine (DA) agonists, the trans-hexahydro-4H-naphth[1,2b][1,4]oxazines, is described. The yields of all steps are good to excellent. The dopaminergic activity of these new compounds was evaluated in rats in three test systems, i.e. for the ability to displace the specific in vitro binding of [3H]-DPAT to rat brain striatal homogenates for the effects on DA metabolism in the corpus striatum and for their ability to induce stereotypy. The activity of trans-N-n-propyl-9-hydroxy-2,3,4a,5,6,10b-hexahydro-4H-naphth[1,2b][1,4] oxazine (N-0500) was found to be comparable to that of the known potent DA agonist RU 29717.

Synthesis of 4-substituted 2H-naphth[1,2-b]-1,4-oxazines, a new class of dopamine agonists

A series of tricyclic oxazines, namely, the 4-substituted 2H-naphth[1,2-b]-1,4-oxazines, have been synthesized and assayed for dopamine agonist activity. One of the members of this series was found to be a remarkably potent agonist in vivo when tested in