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H168

Sigma-Aldrich

R(+)-7-Hydroxy-DPAT hydrobromide

>98%, solid

Synonym(s):

R(+)-2-Dipropylamino-7-hydroxy-1,2,3,4-tetrahydronaphthalene hydrobromide, R(+)-7-Hydroxy(dipropylamino)tetralin hydrobromide

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About This Item

Empirical Formula (Hill Notation):
C16H25NO · HBr
CAS Number:
82730-72-1
Molecular Weight:
328.29
MDL number:
MFCD00153809
UNSPSC Code:
12352200
PubChem Substance ID:
24278481

Assay

>98%

form

solid

color

white

solubility

H2O: >100 mg/mL
ethanol: >56 mg/mL

SMILES string

Br.CCCN(CCC)C1CCc2ccc(O)cc2C1

InChI

1S/C16H25NO.BrH/c1-3-9-17(10-4-2)15-7-5-13-6-8-16(18)12-14(13)11-15;/h6,8,12,15,18H,3-5,7,9-11H2,1-2H3;1H

InChI key

ODNDMTWHRYECKX-UHFFFAOYSA-N

Gene Information

human ... DRD3(1814)

Biochem/physiol Actions

Selective D3 dopamine receptor agonist; active enantiomer of (±)-7-hydroxy-DPAT.

Features and Benefits

This compound is featured on the Dopamine Receptors page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Caution

Photosensitive

Storage Class Code

13 - Non Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
045K4612
011K4604

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R J Baldessarini et al.
European journal of pharmacology, 239(1-3), 269-270 (1993-08-03)
Racemic 7-hydroxy-N,N-dipropylaminotetralin (7-OH-DPAT) shows greater affinity for limbic-selective dopamine D3 receptors than for more ubiquitous dopamine D2 receptors. R(+)-7-OH-DPAT was prepared and evaluated in radioreceptor assays using membranes of fibroblasts expressing the human dopamine D3 receptor as well as rat
Y Iris Chen et al.
The European journal of neuroscience, 34(5), 800-815 (2011-09-08)
Chronic use of cocaine is associated with lasting alterations in brain metabolism, circuitry, and receptor properties. We used neuroimaging with pharmacological magnetic resonance imaging to assess alterations in response to cocaine (0.5 mg/kg) in animals trained to self-administer cocaine on
Eriko Ikeda et al.
Molecular pharmacology, 83(5), 959-967 (2013-02-23)
The dopamine D3 receptor (DRD3) in the ventral striatum is thought to influence motivation and motor functions. Although the expression of DRD3 in the ventral striatum has been shown to exhibit 24-hour variations, the mechanisms underlying the variation remain obscure.
Ji-Kyung Choi et al.
Psychopharmacology, 212(1), 59-72 (2010-07-16)
Dopamine D3 receptors (D3R) may be important therapeutic targets for both drug abuse and dyskinesias in Parkinson's disease; however, little is known about their functional circuitry. We wished to determine if D3R antagonists SB-277011 and PG-01037 and D3R-preferring agonist 7-OH-DPAT
Susanne Koschatzky et al.
ChemMedChem, 7(3), 509-514 (2012-01-04)
The neuromodulatory peptide neurotensin has been described to functionally interact with dopaminergic pathways of the human brain. We employed radioligand binding studies to investigate the physical interaction between co-expressed dopamine D(2L) or D₃ and neurotensin NTS₁ or NTS₂ receptors. Substantial
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