159559-71-4

Basic information

• Product Name: (RS)-TRANS-7-HYDROXY-2-[N-PROPYL-N-(3'-IODO-2'-PROPENYL)AMINO]TETRALIN MALEATE
• Synonyms: 7-HYDROXY-PIPAT MALEATE;(RS)-TRANS-7-HYDROXY-2-[N-PROPYL-N-(3'-IODO-2'-PROPENYL)AMINO]TETRALIN MALEATE;TRANS-7-HYDROXY-2-[N-PROPYL-N(3'-IODO-2'-PROPENYL)AMINO]TETRALIN MALEATE;TRANS-7-HYDROXY-PIPAT MALEATE;(R,S)-trans-7-Hydroxy-2-(N-propyl-N-(3'-iodo-2'-propenyl)amino)tetralinemaleate
• CAS NO: 159559-71-4
• Molecular Formula: C20H26INO5
• Molecular Weight: 487.33
• Mol File: 159559-71-4.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 638°Cat760mmHg
• Flash Point: 339.6°C
• Appearance: /
• Density: g/cm³
• Storage Temp.: Desiccate at +4°C
• CAS DataBase Reference: (RS)-TRANS-7-HYDROXY-2-[N-PROPYL-N-(3'-IODO-2'-PROPENYL)AMINO]TETRALIN MALEATE(CAS DataBase Reference)
• NIST Chemistry Reference: (RS)-TRANS-7-HYDROXY-2-[N-PROPYL-N-(3'-IODO-2'-PROPENYL)AMINO]TETRALIN MALEATE(159559-71-4)
• EPA Substance Registry System: (RS)-TRANS-7-HYDROXY-2-[N-PROPYL-N-(3'-IODO-2'-PROPENYL)AMINO]TETRALIN MALEATE(159559-71-4)

Safety Data

• Hazardous Substances Data: 159559-71-4(Hazardous Substances Data)

Usage

Uses

7-Hydroxy-PIPAT is a ligand with high selectivity for the dopamine D3 receptor.

Biological Activity

This ligand has uniquely high affinity and selectivity for the D 3 receptor.

Upstream product

• 148258-42-8 (7-methoxy-1,2,3,4-tetrahydro-naphthalen-2-yl)-propyl-amine 
• 93503-09-4 (S)-(-)-(7-methoxy-1,2,3,4-tetrahydronaphthalen-2-yl)propylamine hydrochloride 
• 148258-43-9 (R,S)-7-methoxy-2-(N-propyl-N-propynylamino)tetralin 
• 159559-77-0 (R,S)-trans-7-methoxy-2-tetralin 
• 4133-34-0 7-methoxyl-2-tetralone 
• 148258-44-0 (R,S)-7-hydroxy-2-(N-propyl-N-propynylamino)tetralin 

Relevant articles and documents

Synthesis and optical resolution of (R)- and (S)-trans-7-Hydroxy-2-[N-propyl-N-(3'-iodo-2'-propenyl)amino]tetralin: a new D3 dopamine receptor ligand.

An improved method for synthesis and resolution of (R,S)-trans-7-hydroxy-2-[N-propyl-N-(3'-iodo-2'-propenyl)amino]tetralin (trans-7-OH-PlPAT,5), a new D3 dopamine receptor ligand, was reported. Both isomers, (R)-(+)- and (S)-(-)-5, were prepared and characterized. HPLC retention times obtained on a chiral column for these isomers were consistent with those observed for [125I]-(R)-(+)- and (S)-(-)-5. Direct radioiodination of an optically resolved tin precursor, (R)-(+)-7, yielded the desired [125I](R)-(+)-5, which is a simpler method for synthesis of this ligand. Binding studies with membrane preparations containing D3 dopamine receptors expressed in Spodoptera frugiperda (Sf9) cells also suggested that the [125I](R)-(+)-5 is the active isomer (Kd = 0.05 nM). The schemes described may provide an efficient way for synthesizing a large quantity of this new D3 dopamine receptor ligand for in vivo behavior studies.