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Key Documents

U116

Sigma-Aldrich

U-99194 maleate salt

≥98% (HPLC), solid

Synonym(s):

5,6-Dimethoxy-2-(di-n-propylamino)indan maleate salt

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About This Item

Empirical Formula (Hill Notation):
C17H27NO2 · C4H4O4
CAS Number:
Molecular Weight:
393.47
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77

Quality Level

assay

≥98% (HPLC)

form

solid

color

white

solubility

H2O: >5 mg/mL

SMILES string

OC(=O)\C=C/C(O)=O.CCCN(CCC)C1Cc2cc(OC)c(OC)cc2C1

InChI

1S/C17H27NO2.C4H4O4/c1-5-7-18(8-6-2)15-9-13-11-16(19-3)17(20-4)12-14(13)10-15;5-3(6)1-2-4(7)8/h11-12,15H,5-10H2,1-4H3;1-2H,(H,5,6)(H,7,8)/b;2-1-

InChI key

FSIQDESGRQTFNN-BTJKTKAUSA-N

Gene Information

human ... DRD3(1814)

Application

U-99194 maleate has been used as a dopaminergic antagonist to study its effects on immobility episodes and yawning frequency in rats.

Biochem/physiol Actions

U-99194 is a putative D3 antagonist with a 30-fold preference for the dopamine D3 vs. D2 receptor.

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.

Preparation Note

U-99194 maleate salt is soluble in water at a concentration >5 mg/ml.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


Certificates of Analysis (COA)

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T Kling-Petersen et al.
Journal of neural transmission. General section, 102(3), 209-220 (1995-01-01)
Compounds showing an in vitro binding preference for the dopamine D3 vs. D2 receptors were tested for effects on locomotor activity after local application in the nucleus accumbens (N Acc) and the ventral tegmental area (VTA) of the rat brain.
Jose R Eguibar et al.
Neuroscience letters, 483(3), 189-192 (2010-08-10)
The taiep rat is a myelin mutant whose immobility episodes (IEs) can be caused by gripping them by the tail. Electroencephalographic recordings during IEs show a rapid-eye movement sleep-like pattern, similar to narcolepsy-cataplexy in canines. Systemic administration of alpha(2)-adrenoceptor agonists
Jose R Eguibar et al.
Pharmacology, biochemistry, and behavior, 102(1), 118-123 (2012-04-14)
Systemic administration of D2-like dopaminergic-receptor agonists increases yawning behavior. However, only a few studies have been done in animals with pathological conditions. The taiep rat is a myelin mutant with an initial hypomyelination followed by progressive demyelination, being the brainstem
N Waters et al.
Journal of neural transmission. General section, 94(1), 11-19 (1993-01-01)
We report on the pharmacological effects of the 20 fold D3 vs. D2 dopamine receptor preferring compound U99194A. It is shown that U99194A increases rat locomotor activity at doses that do not increase release or utilisation of dopamine in the

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