Naxagolide

Base Information

• Chemical Name: Naxagolide
• CAS No.: 88058-88-2
• Molecular Formula: C15H21NO2
• Molecular Weight: 247.337
• Hs Code.: 2934999090
• Mol file: 88058-88-2.mol

Synonyms:2H-Naphth[1,2-b]-1,4-oxazin-9-ol,3,4,4a,5,6,10b-hexahydro-4-propyl-, (4aR-trans)-;(+)-4-Propyl-9-hydroxynaphthoxazine;(+)-PHNO;Dopazinol;Nazagolide;

Chemical Property of Naxagolide

Chemical Property:

• Vapor Pressure: 1.07E-06mmHg at 25°C
• Refractive Index: 1.553
• Boiling Point: 391.7 °C at 760 mmHg
• Flash Point: 190.7 °C
• PSA: 32.70000
• Density: 1.109 g/cm³
• LogP: 2.42820

Purity/Quality:

98% min ^*data from raw suppliers

Naxagolide >98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Antiparkinsonian;dopamine agonist.

Technology Process of Naxagolide

There total 1 articles about Naxagolide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

7-hydroxy-1-tetralone (22009-38-7) → 4-propyl-9-hydroxynaphthoxazine (88058-88-2)

Guidance literature:

Multi-step reaction with 13 steps

1: potassium carbonate / N,N-dimethyl-formamide / 16 h / 20 °C / Inert atmosphere

2: hydroxylamine hydrochloride; pyridine / 16 h / 120 °C

3: pyridine / 16 h / 20 °C

4: potassium ethoxide / ethanol; benzene / 5 h / 0 °C / Inert atmosphere

5: sodium tetrahydroborate / methanol / 3 h / 20 °C

6: sodium hydroxide / dichloromethane / 3 h / 0 - 20 °C

7: sodium hydride / tetrahydrofuran; acetonitrile; mineral oil

8: lithium aluminium tetrahydride / 5 °C / Reflux

9: 5%-palladium/activated carbon; hydrogen / methanol / 16 h

10: CHIRALPAK AD-H column / Resolution of racemate

11: 1H-imidazole / dichloromethane / 16 h / 0 - 5 °C

12: potassium carbonate / N,N-dimethyl-formamide / 2 h / 55 °C

13: tetrabutyl ammonium fluoride / tetrahydrofuran / 2 h / 25 °C

With pyridine; 1H-imidazole; sodium tetrahydroborate; lithium aluminium tetrahydride; 5%-palladium/activated carbon; hydroxylamine hydrochloride; potassium ethoxide; tetrabutyl ammonium fluoride; hydrogen; sodium hydride; potassium carbonate; sodium hydroxide; In tetrahydrofuran; methanol; ethanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile; mineral oil; benzene;

DOI:10.1016/j.tetlet.2013.11.113

upstream raw materials:

7-hydroxy-1-tetralone

Refernces

• 1、 Shoup, Timothy M.,McCauley, John P.,Lee Jr., David F.,Chen, Rui,Normandin, Marc D.,Bonab, Ali A.,El Fakhri, Georges,Vasdev, Neil. "Synthesis of the dopamine D2/D3 receptor agonist (+)-PHNO via supercritical fluid chromatography: Preliminary PET imaging study with [3-11C]-(+)PHNO". . p. 682 - 685. Retrieved 2014/01/23.