{[ promptMessage ]}

Bookmark it

{[ promptMessage ]}

start1 - BUPROPION Chemical and trade names of drug...

Info icon This preview shows pages 1–3. Sign up to view the full content.

View Full Document Right Arrow Icon
BUPROPION Chemical and trade names of drug Bupropion Wellbutrin Zyban Voxra Budeprion Aplenzin 2-(tert-butylamino)-1-(3-chlorophenyl)propan-1-one Amfebutamone Proprietary names Aminoketones Structural formula and stereoisomerism C 13 H 18 Cl N O Acid/Base properties and solubility in aqueous and organic systems Referring to the chemical structure it can be seen that bupropion has a fairly hydrophilic core (benzene ring) and polar groups such as the chloro-group, amine and ketone. The amine group does increase water solubility because it is polar but more importantly it is ionisable which significantly increases the water solubility (Jamie, 2011): Bupropion has a pKa of 7.9 (O’Byrne et al., 2010). The amine on the carbon chain can act as a weak base:
Image of page 1

Info icon This preview has intentionally blurred sections. Sign up to view the full version.

View Full Document Right Arrow Icon
The partition coefficient (logP) equalled 3.21 : drugs that are used to target the central nervous system would have a logP value of approximately 2, therefore bupropion was designed to act elsewhere in order to avoid possible central nervous system side effects such as drowsiness (Jamie, 2011). Clinical Uses Depression: bupropion is an effective antidepressant; there have been positive responses from both bipolar and atypical depression. However its clinical efficiency is dependent on the individual (Demyttenaere and Jaspers, 2008) Anxiety: it has had an overall positive result in helping patients’ social anxiety and other anxiety brought on by depression, though in some cases it has led to increased anxiety Smoking: recognised as an effective aid to smoking cessation, bupropion does this through the modulation of dopaminergic (dopamine) and noradrenergic (norepinephrine) systems. Although bupropion is known as a relatively weak dopamine reuptake inhibitor and inhibits norepinephrine at high concentrations, its inhibition of transporter function is associated with the increase in extracellular dopamine and norepinephrine concentration which is believed to substitute for nicotine-evoked neurotransmitter releases during smoking. This inhibition mimics nicotine reinforcement and relieving withdrawal symptoms (Imad Damaj et al., 2004).
Image of page 2
Image of page 3
This is the end of the preview. Sign up to access the rest of the document.

{[ snackBarMessage ]}

What students are saying

  • Left Quote Icon

    As a current student on this bumpy collegiate pathway, I stumbled upon Course Hero, where I can find study resources for nearly all my courses, get online help from tutors 24/7, and even share my old projects, papers, and lecture notes with other students.

    Student Picture

    Kiran Temple University Fox School of Business ‘17, Course Hero Intern

  • Left Quote Icon

    I cannot even describe how much Course Hero helped me this summer. It’s truly become something I can always rely on and help me. In the end, I was not only able to survive summer classes, but I was able to thrive thanks to Course Hero.

    Student Picture

    Dana University of Pennsylvania ‘17, Course Hero Intern

  • Left Quote Icon

    The ability to access any university’s resources through Course Hero proved invaluable in my case. I was behind on Tulane coursework and actually used UCLA’s materials to help me move forward and get everything together on time.

    Student Picture

    Jill Tulane University ‘16, Course Hero Intern