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L135

Sigma-Aldrich

L-741,626

≥98% (HPLC)

Synonym(s):

(±)-3-[4-(4-Chlorophenyl)-4-hydroxypiperidinyl]methylindole

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About This Item

Empirical Formula (Hill Notation):
C20H21ClN2O
CAS Number:
81226-60-0
Molecular Weight:
340.85
MDL number:
MFCD00953632
UNSPSC Code:
12352200
PubChem Substance ID:
24278529
NACRES:
NA.77

Quality Level

100

Assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: ≥20 mg/mL
ethanol: 24 mg/mL
H2O: insoluble

storage temp.

room temp

SMILES string

OC1(CCN(CC1)Cc2c[nH]c3ccccc23)c4ccc(Cl)cc4

InChI

1S/C20H21ClN2O/c21-17-7-5-16(6-8-17)20(24)9-11-23(12-10-20)14-15-13-22-19-4-2-1-3-18(15)19/h1-8,13,22,24H,9-12,14H2

InChI key

LLBLNMUONVVVPG-UHFFFAOYSA-N

Gene Information

human ... DRD2(1813) , DRD3(1814) , DRD4(1815)

Application

L-741,626 has been used as selective dopamine (D2) receptor antagonist to study its effects on the uptake of dopamine in human embryonic kidney 293 (HEK293) cells. It has also been used as a D2 receptor antagonist to study its effects on thyrotropin-releasing hormone (TRH) induced prolactin release.

Biochem/physiol Actions

L-741,626 is a selective dopamine (D2) receptor antagonist.

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.

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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Florence Loiseau et al.
European neuropsychopharmacology : the journal of the European College of Neuropsychopharmacology, 19(1), 23-33 (2008-09-17)
Though D(3) receptor antagonists can enhance cognitive function, their sites of action remain unexplored. This issue was addressed employing a model of social recognition in rats, and the actions of D(3) antagonists were compared to D(1) agonists that likewise possess
B J Bowery et al.
British journal of pharmacology, 119(7), 1491-1497 (1996-12-01)
1. The ability of PD 128907 to activate dopamine receptors in the ventral tegmental area, substantia nigra pars compacta, and striatum was investigated by use of in vitro electrophysiological recording and fast cyclic voltammetry. The affinity of a novel D2
Masaki Nakano et al.
General and comparative endocrinology, 168(2), 287-292 (2010-06-18)
Dopamine receptors in mammals are known to consist of two D1-like receptors (D1 and D5) and three D2-like receptors (D2, D3 and D4). The aim of this study was to determine the dopamine receptor subtype that mediates the inhibitory action
Gregory T Collins et al.
The Journal of pharmacology and experimental therapeutics, 325(2), 691-697 (2008-02-29)
Food restriction enhances sensitivity to the reinforcing effects of a variety of drugs of abuse including opiates, nicotine, and psychostimulants. Food restriction has also been shown to alter a variety of behavioral and pharmacological responses to dopaminergic agonists, including an
David J G Watson et al.
Neuropsychopharmacology : official publication of the American College of Neuropsychopharmacology, 37(3), 770-786 (2011-10-28)
Dopamine D(3) receptor antagonists exert pro-cognitive effects in both rodents and primates. Accordingly, this study compared the roles of dopamine D(3) vs D(2) receptors in social novelty discrimination (SND), which relies on olfactory cues, and novel object recognition (NOR), a
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