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C156

Sigma-Aldrich

D-CPT tartrate

>94%, solid

Sinónimos:

β-CPT tartrate, (–)-2β-Carbomethoxy-3β-phenyltropane tartrate, Troparil tartrate, WIN 35,065-2

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About This Item

Fórmula empírica (notación de Hill):
C16H21NO2 · C4H6O6
Número de CAS:
50372-80-0
Peso molecular:
409.43
Código UNSPSC:
12352202
ID de la sustancia en PubChem:
329774896
NACRES:
NA.77

Análisis

>94%

formulario

solid

actividad óptica

[α]22/D −95.9°, c = 1.1 in H2O(lit.)

control farmacológico

USDEA Schedule II; Home Office Schedule 2; regulated under CDSA - not available from Sigma-Aldrich Canada

color

white

solubilidad

H2O: soluble
ethanol: soluble

temp. de almacenamiento

−20°C

cadena SMILES

OC(C(O)C(O)=O)C(O)=O.COC(=O)[C@@H]1C2CCC(C[C@@H]1c3ccccc3)N2C

InChI

1S/C16H21NO2.C4H6O6/c1-17-12-8-9-14(17)15(16(18)19-2)13(10-12)11-6-4-3-5-7-11;5-1(3(7)8)2(6)4(9)10/h3-7,12-15H,8-10H2,1-2H3;1-2,5-6H,(H,7,8)(H,9,10)/t12-,13+,14+,15-;/m0./s1

Clave InChI

WYGLYLVLBCZESH-PEVLCXCCSA-N

Acciones bioquímicas o fisiológicas

Binds to the cocaine receptor site on the dopamine transporter and blocks dopamine uptake.

Características y beneficios

This compound is featured on the Biogenic Amine Transporters page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Precaución

Hygroscopic

Código de clase de almacenamiento

11 - Combustible Solids

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable

Equipo de protección personal

Eyeshields, Gloves, type N95 (US)

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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M C Ritz et al.
Journal of neurochemistry, 55(5), 1556-1562 (1990-11-01)
[3H]WIN 35,065-2 binding to striatal membranes was characterized, primarily by centrifugation assay. Like [3H]cocaine, [3H]WIN 35,065-2 binds to both high- and low-affinity sites. [3H]WIN 35,065-2, however, exhibits consistently higher affinities than [3H]cocaine. Saturation experiments indicate a low-affinity binding site with
T U Järbe
British journal of pharmacology, 73(4), 843-852 (1981-08-01)
1 Pigeons trained to discriminate between the presence or absence of effects induced by cocaine hydrochloride (5.6 mg/kg) were tested for generalization with norcocaine and two phenyltropane analogues (WIN 35,428 and WIN 35,065-2). Separate dose-effect curves were obtained at different
S A Lomenzo et al.
Journal of medicinal chemistry, 40(26), 4406-4414 (1998-01-22)
A series of 6-alkyl-3 beta-benzyl-2-[(methoxycarbonyl)methyl]tropane analogues were synthesized and evaluated as cocaine binding site ligands at the dopamine transporter (DAT). The in vitro affinity (Ki) for the DAT of the 6-alkyl-3 beta-benzyl-2-[(methoxycarbonyl) methyl]tropane analogues was determined by inhibition of [3H]WIN
U Schäfer et al.
Neuroreport, 6(14), 1833-1836 (1995-10-02)
The effect of intraventricular fetal mesencephalic grafts placed in the previously 6-hydroxydopamine (6-OHDA) lesioned striatum on the kinetics of [3H]dopamine (DA) uptake into striatal synaptosomes prepared from the non-lesioned (contralateral) striatum was studied in rats. Using WIN 35,065 as specific
Emily M Jutkiewicz et al.
Annals of emergency medicine, 54(3), 409-420 (2008-11-18)
Cocaine toxicity results in cardiovascular complications, seizures, and death and accounts for approximately 20% of drug-related emergency department visits every year. Presently, there are no treatments to eliminate the toxic effects of cocaine. The present study hypothesizes that a bacterial
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