95999-12-5

Basic information

• Product Name: (+)-UH 232 MALEATE
• Synonyms: (+)-UH 232 MALEATE;CIS-(+)-5-METHOXY-1-METHYL-2-(DI-N-PROPYLAMINO)TETRALIN MALEATE;[1S,2R,(+)]-1,2,3,4-Tetrahydro-5-methoxy-1α-methyl-N,N-dipropyl-2α-naphthalenamine
• CAS NO: 95999-12-5
• Molecular Formula: C22H33NO5
• Molecular Weight: 391.5
• Mol File: 95999-12-5.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 570.5°Cat760mmHg
• Flash Point: 298.9°C
• Appearance: /
• Density: g/cm³
• Vapor Pressure: 7.42E-14mmHg at 25°C
• Storage Temp.: Store at RT
• CAS DataBase Reference: (+)-UH 232 MALEATE(CAS DataBase Reference)
• NIST Chemistry Reference: (+)-UH 232 MALEATE(95999-12-5)
• EPA Substance Registry System: (+)-UH 232 MALEATE(95999-12-5)

Safety Data

• Hazardous Substances Data: 95999-12-5(Hazardous Substances Data)

Usage

Uses

(+)-UH 232 is a selective D3 dopamine receptors partial agonist.

Biological Activity

D 2 -like autoreceptor antagonist, and D 3 partial agonist.

InChI:InChI=1/C18H29NO.C4H4O4/c1-5-12-19(13-6-2)17-11-10-16-15(14(17)3)8-7-9-18(16)20-4;5-3(6)1-2-4(7)8/h7-9,14,17H,5-6,10-13H2,1-4H3;1-2H,(H,5,6)(H,7,8)/b;2-1-/t14-,17+;/m0./s1

Upstream product

• 107-08-4 1-iodo-propane 
• 96092-90-9 (1S,2R)-cis-2-amino-5-methoxy-1-methyltetralin hydrochloride 
• 33892-75-0 5-Methoxy-1-tetralone 
• 90295-47-9 1,2-dihydro-4-methyl-8-methoxynaphthalene 
• 865070-96-8 5-Methoxy-1-methyl-1,2,3,4-tetrahydro-naphthalen-1-ol 
• 102607-13-6 (1S,2R)-2-amino-5-methoxy-1-methyltetralin 
• 85379-09-5 (1S,2R)-cis-5-methoxy-1-methyl-2-(n-propylamino)tetralin 
• 106499-54-1 N-((1S,2R)-5-Methoxy-1-methyl-1,2,3,4-tetrahydro-naphthalen-2-yl)-propionamide 
• 250598-35-7 trans-5-methoxy-1-methyl-1,2,3,4-tetrahydro-2-naphthol 
• 250598-36-8 cis-1-methyl-2-azido-5-methoxy-1,2,3,4-tetrahydronaphthalene 
• 250598-37-9 Toluene-4-sulfonic acid (1S,2S)-5-methoxy-1-methyl-1,2,3,4-tetrahydro-naphthalen-2-yl ester 
• 95999-18-1 (+)-cis-5-methoxy-1-methyl-2-<(1-phenylethyl)amino>tetralin hydrochloride 

Relevant articles and documents

A short and efficient asymmetric synthesis of (1S,2R)-(+)-5-methoxy-1- methyl-2-(di-n-propylamino)tetralin hydrochloride (UH-232)

A general practical asymmetric synthesis of (1S,2R)-(+)-5-methoxy-1- methyl-2-(di-n-propylamino)tetralin hydrochloride (UH-232) was developed in a short and efficient method in high optical purity starting from commercially available 5-methoxy-1-tetralone. Asymmetric hydroboration of 5-methoxy-1- methyl-3,4-dihydronaphthalene with monoisopinocampheylborane followed by treatment with NaOH/H2O2 afforded key intermediate tetrahydronaphthol 4. Compound 4 was converted to the target molecule 1 using straightforward reactions.

Novel Dopamine Receptor Agonists and Antagonists with Preferential Action on Autoreceptors

The enantiomers of cis-5-hydroxy-1-methyl-2-(di-n-propylamino)tetralin (2) and its methyl ether (1) have been synthesized.The compounds were tested for central dopamine (DA) receptor activity, by using biochemical and behavioral tests in rats.The (1R,2S)-