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D047

Sigma-Aldrich

(±)-SKF-38393 hydrochloride

crystalline, ≥98% (HPLC)

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Synonym(s):
(±)-1-Phenyl-2,3,4,5-tetrahydro-(1H)-3-benzazepine-7,8-diol hydrochloride
Empirical Formula (Hill Notation):
C16H17NO2 · HCl
CAS Number:
62717-42-4
Molecular Weight:
291.77
MDL number:
MFCD00069248
UNSPSC Code:
12352200
PubChem Substance ID:
24277907
NACRES:
NA.77

Quality Level

100

Assay

≥98% (HPLC)

form

crystalline

storage condition

desiccated
protect from light

color

white

solubility

H2O: >5 mg/mL
aqueous base: soluble (unstable)

SMILES string

Cl.Oc1cc2CCNCC(c3ccccc3)c2cc1O

InChI

1S/C16H17NO2.ClH/c18-15-8-12-6-7-17-10-14(13(12)9-16(15)19)11-4-2-1-3-5-11;/h1-5,8-9,14,17-19H,6-7,10H2;1H

InChI key

YEWHJCLOUYPAOH-UHFFFAOYSA-N

Gene Information

human ... DRD1(1812)

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Application

(±)-SKF-38393 hydrochloride has been used as a selective D1 receptor agonist as a part of dopaminergic treatment. It has also been used to study its effect on prolactin in male baboons.

Biochem/physiol Actions

(±)-SKF-38393 is a D1 dopamine receptor agonist. It is known to promote the production of glutamate in the hippocampus.

Caution

This material is hygroscopic. Air-sensitive. Light-sensitive.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

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

Target Organs

Respiratory system

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Stimulation of dopamine D1 receptor improves learning capacity in cooperating cleaner fish
Messias JPM, et al.
Proc. Royal Soc. Lond. B., 283(1823), 20152272-20152272 (2016)
The D1 dopamine receptor agonist SKF-38393 stimulates the release of glutamate in the hippocampus
Bouron A and Reuter H
Neuroscience, 94(4), 1063-1070 (1999)
Dopamine disruption increases cleanerfish cooperative investment in novel client partners
Soares MC, et al.
Royal Society open science, 4(5), 160609-160609 (2017)
Prolactin and fMRI response to SKF38393 in the baboon
Miller B, et al.
PeerJ, 1(5), e195-e195 (2013)
E Ongini et al.
Life sciences, 37(24), 2327-2333 (1985-12-16)
The dopamine D-1 receptor agonist SKF 38393 dose-dependently (2.5-10 mg/kg) induced desynchronization of the electroencephalographic (EEG) activity and behavioral arousal in both rabbits and rats. Unlike apomorphine, SKF 38393 elicited no signs of stereotyped behavior in rabbits and minimal effects
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