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Principaux documents

COO/COA

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C156

D-CPT tartrate

Name: <SC>D</SC>-CPT tartrate
Brand: SIGMA

>94%, solid

Synonyme(s) :

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

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About This Item

Formule empirique (notation de Hill) :

C₁₆H₂₁NO₂ · C₄H₆O₆

Numéro CAS:

50372-80-0

Poids moléculaire :

409.43

Code UNSPSC :

12352202

ID de substance PubChem :

329774896

Nomenclature NACRES :

NA.77

Essai

>94%

Forme

solid

Activité optique

[α]22/D −95.9°, c = 1.1 in H₂O(lit.)

Contrôle du médicament

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

Couleur

white

Solubilité

H₂O: soluble
ethanol: soluble

Température de stockage

−20°C

Chaîne 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

Clé InChI

WYGLYLVLBCZESH-PEVLCXCCSA-N

Actions biochimiques/physiologiques

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

Caractéristiques et avantages

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.

Attention

Hygroscopic

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

Eyeshields, Gloves, type N95 (US)

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Certificats d'analyse (COA)

Lot/Batch Number

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Retrouvez la documentation relative aux produits que vous avez récemment achetés dans la Bibliothèque de documents.

Consulter la Bibliothèque de documents

Stereoselective behavioral effects of cocaine and a phenyltropane analog.

R D Spealman et al.

The Journal of pharmacology and experimental therapeutics, 225(3), 509-514 (1983-06-01)

Intramuscular injections of the stereoisomers of cocaine and of its phenyltropane analog were compared for their effects on schedule-controlled behavior of squirrel monkeys. Monkeys responded by pressing a lever under a multiple schedule with alternating fixed-interval and fixed-ratio components; responding

[3H]WIN 35,065-2: a ligand for cocaine receptors in striatum.

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

Synthesis and transporter binding properties of 2,3-diphenyltropane stereoisomers. Comparison to 3beta-phenyltropane-2beta-carboxylic acid esters.

A C Chang et al.

Journal of medicinal chemistry, 40(8), 1247-1251 (1997-04-11)

2beta,3beta-Diphenyl-(5), 2alpha,3alpha-diphenyl-(6), and 2alpha,3beta-diphenyltropane (3) as well as 2,3-diphenyltrop-2-ene (4) were prepared in racemic form and assayed for inhibition of radioligand binding at the dopamine (DA), serotonin (5-HT), and norepinephrine (NE) transporters. Among all three transporters, compounds 4-6 bound the

Cocaine receptors: in vivo labeling with 3H-(-)cocaine, 3H-WIN 35,065-2, and 3H-WIN 35,428.

U Scheffel et al.

Synapse (New York, N.Y.), 4(4), 390-392 (1989-01-01)

Cocaine cue in pigeons: time course studies and generalization to structurally related compounds (norcocaine, WIN 35,428 and 35,065-2) and (+)-amphetamine.

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

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