CAS 71387-58-1

methyl (1R)-3-[(3-hydroxybenzoyl)oxy]-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylate

Description:

Methyl (1R)-3-[(3-hydroxybenzoyl)oxy]-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylate, with the CAS number 71387-58-1, is a chemical compound characterized by its complex bicyclic structure, which includes a nitrogen atom within the bicyclic framework. This compound features a carboxylate ester functional group, contributing to its potential reactivity and solubility properties. The presence of a hydroxybenzoyl moiety indicates that it may exhibit specific interactions with biological targets, potentially influencing its pharmacological activity. The stereochemistry denoted by the (1R) configuration suggests that the compound has a specific spatial arrangement, which can significantly affect its biological activity and interactions. Additionally, the methyl groups in its structure may enhance lipophilicity, influencing its absorption and distribution in biological systems. Overall, this compound's unique structural features suggest potential applications in medicinal chemistry, particularly in the development of therapeutic agents. However, detailed studies would be necessary to fully elucidate its properties and potential uses.

Formula: C₁₇H₂₁NO₅

InChI: InChI=1/C17H21NO5/c1-18-11-6-7-13(18)15(17(21)22-2)14(9-11)23-16(20)10-4-3-5-12(19)8-10/h3-5,8,11,13-15,19H,6-7,9H2,1-2H3/t11?,13-,14?,15?/m1/s1

SMILES: CN1C2CC[C@@H]1C(C(C2)OC(=O)c1cccc(c1)O)C(=O)OC

m-Hydroxycocaine (1 mg/mL in Methanol)

Controlled Product

CAS: 71387-58-1

Formula: C₁₇H₂₁NO₅

Color and Shape: Colourless

Molecular weight: 319.35

Ref: TR-KIT8680

m-Hydroxycocaine

Controlled Product

CAS: 71387-58-1

Applications m-Hydroxycocaine is a metabolite of Cocaine (HCl: C633500), a vasoconstrictive agent that is highly addictive and has high potential for abuse. The mechanism by which Cocaine induces dependence is unknown, but it is hypothesized that it works by blocking the dopamine transporter, increasing the amount of free dopamine in the brain.
References Carrera, M., et al.: Nature, 378, 727 (1995); Moore, T., et al.: Am. J. Obst. Gyne., 155, 883 (1986); Volkow, N., et al.: Nature, 386, 827 (1997)

Formula: C₁₇H₂₁NO₅

Color and Shape: Neat

Molecular weight: 319.35

Ref: TR-H825443