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U115

Sigma-Aldrich

U-101958 maleate salt

solid

Synonym(s):

1-Benzyl-4-aminomethyl-N-[(3′-isopropoxy)-2′-pyridyl]piperidine maleate salt

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About This Item

Empirical Formula (Hill Notation):
C21H29N3O · C4H4O4
CAS Number:
224170-09-6
Molecular Weight:
455.55
MDL number:
MFCD01529984
UNSPSC Code:
12352200
PubChem Substance ID:
24277945
NACRES:
NA.77

form

solid

color

off-white

solubility

DMSO: 11 mg/mL
ethanol: 2.7 mg/mL
H2O: 3 mg/mL

SMILES string

OC(=O)\C=C/C(O)=O.CC(C)Oc1cccnc1N(C)C2CCN(CC2)Cc3ccccc3

InChI

1S/C21H29N3O.C4H4O4/c1-17(2)25-20-10-7-13-22-21(20)23(3)19-11-14-24(15-12-19)16-18-8-5-4-6-9-18;5-3(6)1-2-4(7)8/h4-10,13,17,19H,11-12,14-16H2,1-3H3;1-2H,(H,5,6)(H,7,8)/b;2-1-

InChI key

KPYPLDPMBWPEBO-BTJKTKAUSA-N

Gene Information

human ... DRD4(1815)

Biochem/physiol Actions

U-101958 maleate salt is a selective D4 dopamine receptor antagonist. Studies have reported that U-101958 maleate cannot inhibit bromocriptine-mediated [3H]thymidine incorporation in opossum kidney (OK) cells.

Preparation Note

U-101958 maleate salt is soluble in water (at 3 mg/mL), ethanol (2.7 mg/mL), and DMSO (11 mg/mL).

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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Substituted aminopiperidines as selective and potent D4-dopamine receptor antagonists.
Schlachter, S.K.
Abstr. Soc. Neurosci, 21, 253-253 (1995)
S K Schlachter et al.
European journal of pharmacology, 322(2-3), 283-286 (1997-03-19)
We have discovered two substituted 4-aminopiperidine compounds having high in vitro affinity and selectivity for the human dopamine D1 receptor. Both compounds, 3-ethoxy-N-methyl-N-[1-(phenylmethyl)-4-piperidinyl]-2-pyridinylamine (U-99363E), and its 3-isopropoxy analog (U-101958), were found through a routine receptor binding screen. The determined affinities
V A Narkar et al.
Journal of the American Society of Nephrology : JASN, 12(9), 1844-1852 (2001-08-24)
This study was conducted to determine the expression of dopamine D(2)-like receptors in opossum kidney (OK) cells and to examine the potential role of these receptors in mitogenesis. First, the presence of D(2)-like receptor binding sites in OK cell membranes

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