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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)

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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
Substituted aminopiperidines as selective and potent D4-dopamine receptor antagonists.
Schlachter, S.K.
Abstr. Soc. Neurosci, 21, 253-253 (1995)

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