1-Naphthalenol, 5,6,7,8-tetrahydro-6-(propylamino)-

Base Information

• Chemical Name: 1-Naphthalenol, 5,6,7,8-tetrahydro-6-(propylamino)-
• CAS No.: 78950-82-0
• Molecular Formula: C13H19NO
• Molecular Weight: 205.3
• DSSTox Substance ID: DTXSID60438906
• Nikkaji Number: J780.847J
• Pharos Ligand ID: KM6UCC5UD5YB
• ChEMBL ID: CHEMBL334472
• Mol file: 78950-82-0.mol

Synonyms:78950-82-0;1-Naphthalenol, 5,6,7,8-tetrahydro-6-(propylamino)-;6-(PROPYLAMINO)-5,6,7,8-TETRAHYDRONAPHTHALEN-1-OL;rac-5,6,7,8-Tetrahydro-6-(propylamino)-1-naphthalenol;N-Desthienylethyl-rotigotine;CHEMBL334472;Desthienyl-Rotigotine;5-Hydroxy-2-(N-propyl)-aminotetralin;1-Naphthalenol, 5,6,7,8-tetrahydro-6-(propylamino)-, (6R)-;SCHEMBL1682786;DTXSID60438906;CHEBI:173577;VCYPZWCFSAHTQT-UHFFFAOYSA-N;BCP31933;2-(N-propylamino)-5-hydroxytetralin;BDBM50054070;AKOS030240597;AS-81861;CS-0202110;FT-0675044;FT-0675045;E82412;6-Propylamino-5,6,7,8-tetrahydro-naphthalen-1-ol

Chemical Property of 1-Naphthalenol, 5,6,7,8-tetrahydro-6-(propylamino)-

Chemical Property:

• PSA: 32.26000
• LogP: 2.64000
• Solubility.: Chloroform, Dichloromethane, Methanol,
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 205.146664230
• Heavy Atom Count: 15
• Complexity: 195

Purity/Quality:

99% ^*data from raw suppliers

rac-5,6,7,8-Tetrahydro-6-(propylamino)-1-naphthalenol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCCNC1CCC2=C(C1)C=CC=C2O
• Uses: rac-5,6,7,8-Tetrahydro-6-(propylamino)-1-naphthalenol is a substituted tetralin used in the production of antiparkinson medications

Technology Process of 1-Naphthalenol, 5,6,7,8-tetrahydro-6-(propylamino)-

There total 2 articles about 1-Naphthalenol, 5,6,7,8-tetrahydro-6-(propylamino)- 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: 97.0%

2-(N-propylamino)-5-methoxytetraline (78598-91-1,3899-07-8) → 2-N-propylamino-1,2,3,4-tetrahydro-5-hydroxynaphthalene (78950-82-0)

Guidance literature:

With boron tribromide; In dichloromethane; at -40 - 20 ℃;

DOI:10.1021/jm070860r

Reference yield:

5-methoxy-2-tetralone (32940-15-1) → 2-N-propylamino-1,2,3,4-tetrahydro-5-hydroxynaphthalene (78950-82-0)

Guidance literature:

Multi-step reaction with 2 steps

1: NaBH₃CN, AcOH / methanol

2: 48percent aq. HBr

With hydrogen bromide; sodium cyanoborohydride; acetic acid; In methanol;

DOI:10.1021/jm960345l

Reference yield: 81.0%

2-N-propylamino-1,2,3,4-tetrahydro-5-hydroxynaphthalene (78950-82-0) + benzyl chloroformate (501-53-1,94274-21-2) → (S)-N-(1,2,3,4-tetrahydro-5-hydroxy-2-naphthalenyl)-N-propylcarbamic acid, phenylmethyl ester

Guidance literature:

In water; sodium hydrogencarbonate;

upstream raw materials:

2-(N-propylamino)-5-methoxytetraline

5-methoxy-2-tetralone

Downstream raw materials:

2-(N-phenethyl-N-propylamino)-5-hydroxytetralin

6-[(3-Phenyl-propyl)-propyl-amino]-5,6,7,8-tetrahydro-naphthalen-1-ol

(S)-(-)-2-(N-propylamino)-5-hydroxytetraline (-)-N-(3,5-dinitrobenzoyl)-α-phenylglycine salt

Desthienyl-Rotigotine

Refernces

• 1、 van Vliet,Tepper,Dijkstra,Damsma,Wikstroem,Pugsley,Akunne,Heffner,Glase,Wise. "Affinity for dopamine D2, D3, and D4 receptors of 2-aminotetralins. Relevance of D2 agonist binding for determination of receptor subtype selectivity.". . p. 4233 - 4237. Retrieved 2007/10/03.