(1S,2R)-5-methoxy-1-methyl-N,N-dipropyl-1,2,3,4-tetrahydronaphthalen-2-amine

Base Information

• Chemical Name: (1S,2R)-5-methoxy-1-methyl-N,N-dipropyl-1,2,3,4-tetrahydronaphthalen-2-amine
• CAS No.: 95999-12-5
• Molecular Formula: C₁₈H₂₉NO
• Molecular Weight: 275.434
• Hs Code.: 2922299090
• UNII: QQYOR9S587
• DSSTox Substance ID: DTXSID70875101
• Nikkaji Number: J261.852D
• Wikipedia: UH-232
• Wikidata: Q27195352
• Pharos Ligand ID: 8XS4XVJL6HC5
• ChEMBL ID: CHEMBL278751
• Mol file: 95999-12-5.mol

Synonyms:5-HMDPTME;5-hydroxy-1-methyl-2--(di-n-propylamino)tetralin methyl ether;cis-5-methoxy-1-methyl-2-(di-n-propylamino)tetralin;UH 232;UH 232, (+)-isomer;UH 232, hydrochloride, (+)-isomer;UH 232, hydrochloride, (cis)-isomer;UH-232

Chemical Property of (1S,2R)-5-methoxy-1-methyl-N,N-dipropyl-1,2,3,4-tetrahydronaphthalen-2-amine

Chemical Property:

• Vapor Pressure: 7.42E-14mmHg at 25°C
• Boiling Point: 570.5°Cat760mmHg
• Flash Point: 298.9°C
• PSA: 87.07000
• Density: g/cm³
• LogP: 3.94730
• Storage Temp.: Store at RT
• XLogP3: 4.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 6
• Exact Mass: 275.224914549
• Heavy Atom Count: 20
• Complexity: 275

Purity/Quality:

99%, ^*data from raw suppliers

(+)-UH232 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCN(CCC)C1CCC2=C(C1C)C=CC=C2OC
• Isomeric SMILES: CCCN(CCC)[C@@H]1CCC2=C([C@@H]1C)C=CC=C2OC
• Uses: (+)-UH 232 is a selective D3 dopamine receptors partial agonist.

Technology Process of (1S,2R)-5-methoxy-1-methyl-N,N-dipropyl-1,2,3,4-tetrahydronaphthalen-2-amine

There total 12 articles about (1S,2R)-5-methoxy-1-methyl-N,N-dipropyl-1,2,3,4-tetrahydronaphthalen-2-amine 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:

(+)-cis-5-methoxy-1-methyl-2-<(1-phenylethyl)amino>tetralin hydrochloride (95999-18-1) → (+)-UH 232 (95999-12-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 71 percent / H₂ / 10percent Pd/C / methanol / 760 Torr / Ambient temperature

2: K₂CO₃ / acetonitrile / 240 h / Ambient temperature

With hydrogen; potassium carbonate; palladium on activated charcoal; In methanol; acetonitrile;

DOI:10.1021/jm00146a012

Reference yield:

1-iodo-propane (107-08-4) + (1S,2R)-cis-2-amino-5-methoxy-1-methyltetralin hydrochloride (96092-90-9) → (+)-UH 232 (95999-12-5)

Guidance literature:

With potassium carbonate; In acetonitrile; a) RT, 6 h, b) 85 deg C, 9 d;

DOI:10.1021/jm00387a004

Reference yield:

N-(5-methoxy-1-methyl-1,2,3,4-tetrahydro-naphthalen-2-yl)-N-propyl-propionamide → (+)-UH 232 (95999-12-5)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran;

DOI:10.1016/S0957-4166(99)00333-X

upstream raw materials:

1-iodo-propane

(1S,2R)-cis-2-amino-5-methoxy-1-methyltetralin hydrochloride

5-Methoxy-1-tetralone

1,2-dihydro-4-methyl-8-methoxynaphthalene

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