pharmaceutical chemistry Flashcards

(61 cards)

1
Q

focuses on quality aspects of medicines and aims to ensure fitness for the purpose of medicinal products

A

pharmaceutical chemistry

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2
Q

the study of drugs, and involves drug development; usually done in a laboratory setting

A

pharmaceutical chemistry

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3
Q

involves cures and remedies for disease, analytical techniques, pharmacology, metabolism, quality assurance, and drug chemistry

A

pharmaceutical chemistry

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4
Q

same atoms but linked together differently

A

constitutional isomers

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5
Q

constitutional isomers are also known as

A

geometrical isomers

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6
Q

isomers in which the atoms have different connectivity

A

constitutional isomers

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7
Q

isomers with different carbon atom arrangements and different hydrogen atom arrangements

A

skeletal isomers

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8
Q

isomers that differ in the location of the functional group

A

positional isomers

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9
Q

isomers that contain different functional groups

A

functional group isomers

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10
Q

this is positioning the different functional groups in their sites of action

A

stereochemistry

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11
Q

3 main groups of stereoisomers

A
  1. optical isomer
  2. geometric isomers
  3. conformational isomers
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12
Q

contain at least one asymmetric, or chiral, carbon atom

A

optical isomers

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13
Q

carbons that have four non-identical substituents around it

A

chiral

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14
Q

TRUE OR FALSE

each asymmetric carbon atom can exist in one of two non-superimposable isomeric forms

A

true

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15
Q

optical isomers that are mirror images of one another

A

enantiomers

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16
Q

have identical physical and chemical properties except that one rotates the plane of polarized light

A

enantiomers

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17
Q

clockwise direction

A

dextrorotatory (d/+)

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18
Q

counterclockwise

A

levorotatory (l/-)

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19
Q

equal mixture of d and l enantiomers

A

racemic mixture

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20
Q

TRUE OR FALSE

racemic mixtures are considered optically active

A

false

they are optically inactive

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21
Q

used to designate the handedness of glyceraldehyde enantiomers

A

D and L system

(( Fischer Projection Formulas ))

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22
Q

TRUE OR FALSE

enantiomers are optically active

A

true

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23
Q

chiral compound that rotates light towards the right

A

dextrorotatory

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24
Q

chiral compound that rotates light towards left

A

levorotatory

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25
# TRUE OR FALSE there is **no correlation** between D, L, and +, -
true
26
in D and L you need to look at the _____
structure
27
**+** and **-** are determined by using a ____
polarimeter
28
enantiomers can have large differences in:
- potency - receptor fit - biological activity - transport - metabolism | result when the drug molecule has an asymmetric interaction
29
neither mirror images nor superimposable
diastereomers
30
drugs must have at least two chiral centers in order to exist in diastereomers
diastereomers
31
# TRUE OR FALSE diastereomers have some stereochemical centers that are identical and some that are opposite
true
32
# TRUE OR FALSE diastereomers
possess different physicochemical properties and, thus, differ in properties, such as solubility, volatility, and melting points
33
a special type of diastereomers because all epimers are also diastereomers
epimers
34
compounds that are structurally identical in all respects except for the stereochemistry of one chiral center
epimers
35
the process of ____ (in which the stereochemistry of one chiral center is inverted) is important in drug degradation and inactivation
epimerization
36
occurs due to restricted rotation of double bonds based on the longest chain (not mirror images and have different physicochemical properties and pharmacologic activity)
geometric isomer
37
based on a set of priority rules about the relative position of the two higher-priority groups | based on cahn ingold prelog rules
E and Z nomenclature
38
alkene on the same side
Z | German: *zusammen* = together
39
alkene on opposite sides
E | German: *entgegen* = opposite
40
"boat" and "chair" forms
conformational isomers
41
non-superimposable orientations of a molecule which result from the rotation of atoms about single bonds
conformational isomers
42
provide a more exact representation of the three-dimensional conformation of sugars in nature
conformational isomers
43
functional groups that are interchangeable with minimal impact on the activity of a molecule | based on the size of functional group
isosteres
44
isosteric replacement of functional groups can:
1. increase potency 2. decrease side effects 3. separate biologic activities 4. increase the duration of action by altering metabolism
45
containing groups that are spatially and electronically equivalent and, thus, interchangeable without significantly altering the molecules’ physicochemical properties
bioisosteres
46
3 types of isosteres
1. interchangable univalent groups 2. interchangable divalent groups 3. interchangable ring groups
47
groups are interchangeable based on similar charge and hydrogen bonding (and not the size)
bioisosteres
48
give example of an bioisosteres
procainamide
49
this has a longer duration of action than procaine because of the isosteric replacement of the ester oxygen with a nitrogen atom
procainamide
50
# TRUE OR FALSE procainamide is an **amide**
true
51
# TRUE OR FALSE procaine is an **ether**
false | it is an **ester**
52
# TRUE OR FALSE isosteric analogs may act antagonistically to the parent molecule
true
53
# TRUE OR FALSE alloxanthine is an **isostere** of xanthine
true
54
substrates where a drug interacts with
- receptor - transport protein - metabolizing enzyme - molecules
55
have the same molecular formula but differs in molecular structure
constitutional isomers | aka **structural isomers**
56
same molecular formula but differs in the molecular arrangement
stereoisomers | aka **spatial isomers**
57
similar substituents found in opposite/different sides
"trans-" | geometric isomer
58
two identical substituents found in the same side
"cis-" | geometric isomer
59
where does E and Z nomenclature based of?
cahn ingold prelog rules
60
what is alloxanthine?
* inhibitor of xanthine oxidase * isostere of xanthine
61