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Medicinal Chemistry > Isomerism > Flashcards

Isomerism Flashcards

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1
Q

Define enantiomers

A
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2
Q

Only one active isomer, what about the other ?

A
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3
Q

What is the difference between R- thalidomide and S-thalidomide

A

R-thalidomide is a very effective drug
S-thalidomide is a dangerous compound

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4
Q

Thalidomide was developed by who

A

German pharma company

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5
Q

Thalidomide was prescribed to who

A
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6
Q

What was the result of taking thalidomide

A

A lot of children were born with severe malformities

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7
Q
A
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8
Q

Give an example of the effect of geometrical isomerism on biological activity

A
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9
Q

How can we represent conformations

A
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10
Q

Define Newman projection

A

An end-on view of only two carbon atoms in the molecule

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11
Q

Which conformer has the highest energy

A

Eclipsed because dihedral angle = 0

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12
Q

Define chiral object

A

Can not be superposed on its mirror image

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13
Q

Define achiral object

A

Can be superposed on its mirror image

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14
Q

Define chiral carbon

A

Sp3 - hybridized carbon atom with four different groups attached to it

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15
Q

What will influence the fitness of the drug to the receptor site

A

Absolute configuration

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16
Q

Explain the absolute configuration in case of epinephrine

A
17
Q

How to draw the structures of a pair of enantiomers for a molecule with one chiral carbon ?

A
18
Q

What is the Fischer projections

A
19
Q

A single pair of enantiomers are different in what

A
20
Q

Define plane-polarized light

A

Light in which all wave vibrations have been filtered out except for those in one plane

21
Q

What is needed to distinguish between the R and S enantiomers

A

A chiral environment

22
Q

Define optical rotation

A

The rotation of plane-polarized light

23
Q

Define optically active compound

A

A compound that rotates the plane of polarization of plane-polarized light

24
Q

Define polarimeter

A
25
Q

What are optical isomers

A
26
Q

Define racemic mixture

A
27
Q

How to calculate the maximum number of stereo isomers ?

A
28
Q

Define diastereomers

A

Any pair of stereoisomers that are not enantiomers

29
Q

What is resolution

A

The physical separation of racemic mixture into its pure enantiomers

30
Q

Define atropisomersim

A

Chiral molecule with no chiral centers

Medicinal Chemistry (11 decks)

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