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Key Documents

D047

Sigma-Aldrich

(±)-SKF-38393 hydrochloride

crystalline, ≥98% (HPLC)

Synonym(s):

(±)-1-Phenyl-2,3,4,5-tetrahydro-(1H)-3-benzazepine-7,8-diol hydrochloride

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About This Item

Empirical Formula (Hill Notation):
C16H17NO2 · HCl
CAS Number:
Molecular Weight:
291.77
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77

Quality Level

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

Signal Word

Warning

Hazard Statements

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

11 - 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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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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