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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
UNSPSC Code:
12352202
PubChem Substance ID:
329774896
NACRES:
NA.77

assay

>94%

form

solid

optical activity

[α]22/D −95.9°, c = 1.1 in H2O(lit.)

drug control

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

color

white

solubility

H2O: soluble
ethanol: soluble

storage temp.

−20°C

SMILES string

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

InChI key

WYGLYLVLBCZESH-PEVLCXCCSA-N

Biochem/physiol Actions

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

Features and Benefits

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.

Caution

Hygroscopic

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)

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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
M E Reith
European journal of pharmacology, 130(1-2), 65-72 (1986-10-14)
Cocaine and a cocaine analog, WIN 36,065-2, were administered daily for 3 or 4 days. Both compounds developed sensitization to their locomotor stimulatory effects, with similarly shaped dose-response curves. Dosages giving optimal sensitization were 25 mg/kg per day for cocaine
Potent cocaine analogs inhibit [3H]dopamine uptake in rat mesencephalic cells in primary cultures: pharmacological selectivity of embryonic cocaine sites.
Brouard, A., et al.
Brain Research, 75, 13-17 (1993)
Saturable (3H)cocaine binding in central nervous system of mouse.
M E Reith et al.
Life sciences, 27(12), 1055-1062 (1980-09-22)
J D Steketee
Behavioural brain research, 97(1-2), 39-48 (1998-12-29)
A role for the mesolimbic dopamine system in the development of behavioral sensitization to psychostimulants, such as cocaine and amphetamine, is well established. Previous reports have suggested that the ventral tegmental area (VTA) is involved in the initiation of, while
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