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H8653

Sigma-Aldrich

(±)-7-Hydroxy-2-(di-n-propylamino)tetralin hydrobromide

Synonym(s):

(±)-2-Dipropylamino-7-hydroxy-1,2,3,4-tetrahydronaphthalene hydrobromide, (±)-7-Hydroxy-DPAT hydrobromide, (±)-7-OH-DPAT hydrobromide

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About This Item

Empirical Formula (Hill Notation):
C16H25NO · HBr
CAS Number:
159795-63-8
Molecular Weight:
328.29
MDL number:
MFCD00153809
UNSPSC Code:
12352200
PubChem Substance ID:
24277938
NACRES:
NA.32

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solubility

H2O: >15 mg/mL

Quality Level

200

storage temp.

2-8°C

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)

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This Item
P0618H8520SML2058
(±)-7-Hydroxy-2-(di-n-propylamino)tetralin hydrobromide

Sigma-Aldrich

H8653

(±)-7-Hydroxy-2-(di-n-propylamino)tetralin hydrobromide

cis-8-Hydroxy-3-(n-propyl)-1,2,3a,4,5,9b-hexahydro-1H-benz[e]indole hydrobromide ≥98% (HPLC), solid

Sigma-Aldrich

P0618

cis-8-Hydroxy-3-(n-propyl)-1,2,3a,4,5,9b-hexahydro-1H-benz[e]indole hydrobromide

(±)-8-Hydroxy-2-(dipropylamino)tetralin hydrobromide ≥98%

Sigma-Aldrich

H8520

(±)-8-Hydroxy-2-(dipropylamino)tetralin hydrobromide

5,7-Dihydroxytryptamine hydrobromide ≥94% (HPLC)

Sigma-Aldrich

SML2058

5,7-Dihydroxytryptamine hydrobromide

Quality Level

200

Quality Level

100

Quality Level

100

Quality Level

-

Gene Information

human ... DRD3(1814)

Gene Information

human ... DRD3(1814)

Gene Information

-

Gene Information

-

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

-

storage temp.

2-8°C

solubility

H2O: >15 mg/mL

solubility

H2O: soluble ~10 mg/mL at 60 °C (Sonicate), DMSO: soluble 12 mg/mL

solubility

-

solubility

H2O: 2 mg/mL, clear

Biochem/physiol Actions

(±)-7-Hydroxy-2-(di-n-propylamino)tetralin hydrobromide is a selective D3 dopamine receptor agonist[1] (Kd <1nM); has much weaker affinity for other dopamine receptor subtypes.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
0000121627
0000095544
037M4153V
13160608
072M4044V

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Zofia Rogóz et al.
Polish journal of pharmacology, 55(3), 449-454 (2003-09-25)
The aim of the present study was to examine a potential anxiolytic-like action of (+)-7-hydroxy-2-(di-n-propylamino)tetralin hydrobromide (7-OH-DPAT), a preferential dopamine D(3) receptor agonist, and (N-[4-[4-(2-methoxyphenyl)-1-piperazinyl]butyl]-2-naphthylcarboxamide (BP 897), partial dopamine D(3) receptor agonist. Diazepam was used as a reference compound. The
S B Caine et al.
The Journal of pharmacology and experimental therapeutics, 291(1), 353-360 (1999-09-22)
The reinforcing effects of D(1-like) and D(2-like) agonists, and their capacity to modify cocaine self-administration, were compared in rats with extensive cocaine self-administration experience. Cocaine (0.01-1.0 mg i.v.) dose-dependently maintained responding under a fixed ratio (FR) 5 schedule of reinforcement
J Maj et al.
European journal of pharmacology, 351(1), 31-37 (1998-08-11)
Previous studies have indicated that antidepressant drugs displaying different pharmacological profiles, administered repeatedly, increase the locomotor hyperactivity induced by various dopaminomimetics, among others by quinpirole. As this drug, according to a recent study, shows high affinity not only for dopamine
Michael D Staudt et al.
The journal of sexual medicine, 9(9), 2256-2265 (2011-12-23)
A population of lumbar spinothalamic cells (LSt cells) has been demonstrated to play a pivotal role in ejaculatory behavior and comprise a critical component of the spinal ejaculation generator. LSt cells are hypothesized to regulate ejaculation via their projections to
F N Dastur et al.
European journal of pharmacology, 382(2), 53-67 (1999-10-21)
The dopamine D(1) receptor agonist, R(+)-6-chloro-7, 8-dihydroxy-1-phenyl-2,3,4,5-tetrahydro-1H-3-benzazepine hydrobromide (SKF 81297), the dopamine D(2)/D(3) receptor agonist, trans-(-)-4aR-4,4a,5,6,7,8,8a,9-octahydro-5-propyl-1H-pyrazolo[3, 4-g]quinoline hydrochloride (quinpirole), and the dopamine D(3) receptor agonist, (+/-)-7-hydroxy-dipropylaminotetralin hydrobromide (7-OH-DPAT) all reduced the frequency of isolation-induced infant rat ultrasonic vocalizations and lowered
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