4. Fluoxetine is a selective serotonin reuptake inhibitor (SSRI) and it is sold as a racemic compound (i.e. as a 1:1 mixture of the R and S stereocenters). Both enantiomers perform similarly as an SSRI, however the S enantiomer is slightly more potent. The structure for (R)-fluoxetine is shown below. Provide the structure for the S enantiomer.

4. Fluoxetine is a selective serotonin reuptake inhibitor (SSRI) and it is sold as a racemic compound (i.e. as a 1:1 mixture of the R and S stereocenters). Both enantiomers perform similarly as an SSRI, however the S enantiomer is slightly more potent. The structure for (R)-fluoxetine is shown below. Provide the structure for the S enantiomer.

Organic Chemistry

8th Edition

ISBN:9781305580350

Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Chapter23: Amines

Section: Chapter Questions

Problem 23.19P

See similar textbooks

Similar questions

You came across an article debating the use of Prevacid® vs. Nexium®. While both drugs have the same therapeutic effect, one is sold as a racemate and the other is sold as a single enantiomer. Previous medications such as Thalidomide and Advair® have sparked a debate about the safety of drugs sold as a racemate. Why are drugs sometimes sold as a racemate?
Saquinavir (trade name Incirase) belongs to a class of drugs called protease inhibitors, which are used to treat HIV. Locate all the stereogenic centers in the drug saquinavir. H. H. N. N. H. NH2 OH O: saquinavir Trade name: Invirase NH O:
You came across an article debating the use of Prevacid® vs. Nexium®. While both drugs have the same therapeutic effect, one is sold as a racemate and the other is sold as a single enantiomer. Previous medications such as Thalidomide and Advair® have sparked a debate about the safety of drugs sold as a racemate. 4. What is a racemate?
You came across an article debating the use of Prevacid® vs. Nexium®. While both drugs have the same therapeutic effect, one is sold as a racemate and the other is sold as a single enantiomer. Previous medications such as Thalidomide and Advair® have sparked a debate about the safety of drugs sold as a racemate. 3. What is an enantiomer? Give example
caraway seed oil and is responsible for its characteristic odor. (-)-Carvone, its enantio- Shown is the configuration of (+)-carvone. (+)-Carvone is the principal component of •PRACTICE PROBLEM 5.14 carae rhe main component of spearmint oil and gives it its characteristic odor. The fact meb he caryone enantiomers do not smell the same suggests that the receptor sites in the thát cor these compounds are chiral, and that only the correct enantiomer binds well to e particular site (just as a hand requires a glove of the correct chirality for a proper fit). Give the correct (R) and (S) designations for (+)- and (-)-carvone. TH JURH balo od , uem (+)-Carvone ed fon blua
Which of the amines listed next is resolved into enantiomers? In each case, explain whyinterconversion of the enantiomers does or does not take place.(a) cis-2-methylcyclohexanamine
Both enantiomers of α-terpineneol may be isolated from various natural sources: the (S) isomer is a constituent of longleaf pine oil, whereas the (R) isomer is present in the petitgrain oil. Change the following depiction of α-terpineneol to represent the structure of (S)-α-terpineneol
Draw the structure of (S)-citalopram, a drug used to treat depression and anxiety that is much more potent than its R enantiomer.
A mixture containing equimolar quantities of a pair of enantiomers is called a RACEMIC MIXTURE. A racemic mixture is represented as (2) or sometimes dl, e.g. (-)-glucose or dl- glucose. A racemic mixture is optically inactive. 4. How is the racemic mixture of alanine represented?
Which of the following statements is/are true of compound C given below? OH HO Compound C OH (i) The boiling point of compound C is higher than the boiling point of (ii) The chirality centre (stereocentre) of compound C is of S configuration. CI (iii) Compound C reacts with SOCI, in pyridine to form CI O Only statements (ii) and (iii) are true. O All three statements are true. O Only statement (i) is true. O Only statement (ii) is true. O Only statement (iii) is true.
7.(a) Draw and label (a) the enantiomer and (b) a pair of diasteromers of the following compound. OH (c) Will a 50:50 mix of the enantiomers of the compound be optically active (rotate plane polarized light). Explain the reason for your answer d) Will a 50:50 mix of the two diasteriomers you drew in (c) be optically active (rotate plane polarized light). Explain the reason for your answer
How many stereocenters are present in diosgenin (structure below)? Me HO Me H I Me H Me I..