m-Hydroxycocaine

CAS: 71387-58-1

Ref. TR-H825443

Product Information

• Name: m-Hydroxycocaine
• Synonyms: 8-Azabicyclo[3.2.1]octane-2-carboxylic acid, 3-[(3-hydroxybenzoyl)oxy]-8-methyl-, methyl ester, (1R,2R,3S,5S)-, 8-Azabicyclo[3.2.1]octane-2-carboxylic acid, 3-[(3-hydroxybenzoyl)oxy]-8-methyl-, methyl ester, [1R-(exo,exo)]-, 3'-Hydroxybenzoylecgonine methyl ester, 3'-Hydroxycocaine, (1R,2R,3S,5S)-3-[(3-Hydroxybenzoyl)oxy]-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylic acid methyl ester
• Brand: TRC
• Description: 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)

Chemical properties

• Molecular weight: 319.35
• Formula: C₁₇H₂₁NO₅
• Color/Form: Neat
• InChI: InChI=1S/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+/m0/s1
• InChI key: InChIKey=IQXBUEUAOWARGT-PMOUVXMZSA-N
• SMILES: COC(=O)[C@H]1[C@@H](OC(=O)c2cccc(O)c2)C[C@@H]2CC[C@H]1N2C