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PTVI > Med Chem Test 2 > Flashcards

Med Chem Test 2 Flashcards

1
Q

When comparing the EPI to ISO what statment is true?

A. EPI is more stable than ISO

B. Isopropyl is added to epinephrine to make the ISO

C. Adding the Isopropyl group on EPI makes it less likely to undergo MAO metabolism

D. B & C

A

D

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2
Q

What kind of metabolism can this group undergo?

A. Oxidation

B. MAO

C. COMT

D. Reduction

A

C

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3
Q

This group can undergo ___ metabolism and convert to a(n)____.

A. COMT, Aldehyde

B. MAO, Aldehyde

C. COMT, Carboxylic

D. MAO, Carboxylic

A

B

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4
Q

Which of these groups can undergo COMT metabolism?

A. Red

B. Blue

A

A

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5
Q

Which of these statments is true?

A. Metaproterenol is a salt

B. There is only an isopropyl group present in ISO

C. Both are equally succeptable to COMT

D. There is only an Isopropyl grou present in Metaproterenol

A

A

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6
Q

In this reaction the green _____ group is changed into a blue ____ goup.

A. Catechol, Resorcinol

B. Resorcinol, Catechol

A

A

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7
Q

The two groups circiled are known as ____ and make the structure ____ stable and make it an ____ drug.

A. Ethers, More, Active

B. Ester, Less, Active

C. Ester, More, Pro

D. Ether, Less, Pro

A

C

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8
Q

What kind of metabolism is requred to change Bitolterol to the active Colterol metabolite?

A. Ester Hydrolysis

B. Reduction

C. Oxidation

D. COMT

A

A

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9
Q

What do the ester groups and rings add to the molecule? (Select All)

A. Hydrophilicity

B. Lipophilicity

C. B2 Selectivity

D. Resistance to COMT metabolism

A

B, D

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10
Q

What is the name of the group circled in levalbuterol?

A. Ethyl-alcohol

B. Salicyl alcohol

C. Ether

D. Ester

A

B

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11
Q

Levalbuterol is the active ___ isomer of albuterol and requres ___ times less than the normal dose of albuterol

A. R, 4

B. S, 4

C. R, 2

D. S, 2

A

A

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12
Q

What is true about the group circled in levalbuterol

A. Makes it harder for MAO to metabolize the amine

B. Increases B2 selectivity

C. Tert-butyl group

D. All of the above

A

D

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13
Q

What is the key difference between albuterol and Pirbuterol?

A. Catechol group was changed to a pyrimidine

B. Catechol group was changed to a Pyradine

C. T-butyl group was added

D. Salicyl alcohol

A

B

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14
Q

What is the name of this large functional group in Salmeterol?

A. N-Phenylalkylamine

B. N-Phenylbutoxyhelyl

C. N-Phenylether

D. N-Benzylalkylamine

A

B

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15
Q

Based off the structure of salmeterol what can you infer? (Select All)

A. Salicyl alcohol group ensures COMT resistance

B. N-Phenylbutoxyhexyl group ensures MAO resistance

C. Larger groups make the drug short acting

D. Larger groups make the drug more hydrophilic

E. Larger groups make the drug more lipophilic and longer lasting.

A

A,B,E

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16
Q

T/F N-Phenylbutoxyhexyl, Beta-OH and salicyl alcohol in salmeterol ensure direct activity, B2 selectivity and potency

A

T

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17
Q

In the structure of formoterol fumarate the red structure is an _____ and the blue structure is an _____.

A. P-Formamide-OH-Phenyl, Isopropyl-O-Methoxy Phenyl

B. M- Formamide-OH-Phenyl, Isopropyl-M-Methoxy Phenyl

C. M-Formamide-OH-Phenyl, Isopropyl-P-Methoxy Phenyl

D. O-Formamide-OH-Phenyl, Isopropyl-P-Methoxy Phenyl

A

C

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18
Q

When they changed formotorol fumarate to arformoterol the OH and CH3 groups were changed to a ____ configuration and made the molecule ____ potent

A. R, R, Less

B. S, S, Less

C. R, R, More

D. S, S, More

A

C

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19
Q

Based on the circled structures in Indacterol what statement is true?

A. Makes the molecule an “Ultra-long Acting” molecule (40-56hr)

B. Increase COMT resistance

C. Increase MAO resistance

D. Slower dissociation from lung tissue

E. All of the above

A

E

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20
Q

In the drug molecule Indacterol the red structure is a____ and the blue structure increases ____ resistance and _____

A. 8-hydroxyquinolinone, COMT, Lipophilicity

B. 8-hydroxyquinolinone, MAO, Hydrophilicity

C. 8-hydroxyquinolinone, MAO, Lipophilicity

D. 8-Hydroxyquinolinone, COMT, Hydrophilicity

A

C

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21
Q

What kind of reaction is occuring in Olodaterol?

A. Sulfation using SULT

B. Glucuronidation using SULT

C. Glucuronidation using UGT

D. Sulfation using UGT

A

C

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22
Q

What is the name of this circled group?

A. 8-hydroxyquinolinone

B. Benzoxazin

C. Benzylactam

D. Benzylactone

A

B

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23
Q

In the general SAR for Adrenergic agents what statments are true? (Select All)

A. R1 bulky groups increase beta 2 selectivity AND MAO resistance

B. R2 Alpha-groups increase MAO resistance

C. R3 Beta-hydroxy group is not required for direct activity

D. R3 Beta-hydroxy group is required for direct activity.

E. Changing catechol group does not affect DoA (duration of action)

A

A, B, D

24
Q

T/F In the general SAR for adrenergic agents the R conformation for the chiral carbons increases activity

A

T

25
Q

T/F Selectivity of Beta adrenergic agonists is dose dependent

A

T

26
Q

Given the answer choices below, Molecule X would be most susceptible to ____ metabolism.

A. COMT

B. MAO

C. SULT

D. GLUC-UGT

A

B

27
Q

T/F Antimuscarinics will block M3 receptors and cause bronchoconstriction

A

F

28
Q

Ipratropium is an antimuscarinic that resembles the drug ____

A. Scopolamine

B. Albuterol

C. Atropine

D. Levalbuterol

A

C

29
Q

In comparison to Ipratropium, Tiotropium is more ____ due to the _____ groups circled.

A. Lipophilic, Thiophene

B. Hydrophilic, Thiophene

C. Lipophilic, Furan

D. Hydrophilic, Furan

A

A

30
Q

In comparison to Ipratropium, Tiotropium dissoaciates from the M3 receptors more ____ due to the ____ funcitional group

A. Quickly, Thiophene

B. Slowly, Quarternary Amine

C. Quickly, Quarternary Amine

D. Slowly, Thiophene

A

D

31
Q

In Ipratropium and Tiotropium which functional group the ____ group is responsible for its increased water-solubility

A. Quarternary amine

B, Ester

C. Hydroxyl

E. Thiophene

A

A

32
Q

Based on the structure provided what kind of metabolism wil Ipratropium and Tiotropium undergo?

A. O-Demethylation

B. Hydroxylation

C. Ester Hydrolysis

D. Reduction

A

C

Blue ester group

33
Q

T/F Quarternary amines (charged amines) make drugs locally acting at the lung surface and add hydrophilicity to compounds.

A

T

34
Q

Based on the structures provided which statements are true? (Select All)

A. Ester group increases lipophilicity

B. Phenyl group increases hydrophilicity

C. Quarternary amine increases water-solubility

D. Thiophene group increases lipophilicity

E. The large group located on Aclidinium bromide nitrogen increases Lipophilicity

A

A, C, D, E

35
Q

This is the general SAR of anticholinergics. The X component can be all of the folowing except:

A. Ether

B. Ester

C. Alkyl (CH2)

D. Sulfhydryl

A

D

36
Q

The R1 group can be which of the following functional groups?

A. Phenyl

B. Alcohol

C. Extended alcohol (CH2OH)

D. Ether

E. Amide

F. Ester

A

B, C, E

37
Q

What is the most potent SAR for an anticholinergic agent?

A. Amino-Alcohol Ether

B. Amino-Alcohol Ester

C. Amino- Alcohol

D. Amino-Amide Ester

A

B

38
Q

The N+ (amino) portion on the anticholinergic agent can either be a ____ or a _____ amine

A. Primary, Secondary

B. Secondary, Tertiary

C. Tertiary, Quarternary

A

C

It can be either tertiary or quarternary however, the quarternary is the most potent.

39
Q

The N+ (amino) portion on anticholinergic agents can have substituents. Which of the following are possible substituents on the amino portion?

A. Methyl

B. Ethyl

C. Propyl

D. Isopropyl

E. All of the above

A

E

However, the methyl is considered optimal

40
Q

What would this antichilinergic agent be classified as?

A. Amino-alcohol

B. Amino-alcohol ester

C. Amino-alcohol ether

D. Amino-alcohol amide

A

A

41
Q

What kind of anticholinergic agent is this classified as?

A. Amino-alcohol ester

B. Amino-alcohol ether

C. Amino-amide ether

D. Amino-alcohol

A

B

42
Q

What can this anticholinergic agent be classified as?

A. Amino-alcohol-ester

B. Amino-alcohol-ether

C. Amino-alcohol

D. Amino-Amide-ester

A

A

43
Q

What can this anticholinergic agent be classified as?

A. Amino-Amide Ester

B. Amino-Alcohol

C. Amino-Amide Ether

D. Amino-alcohol-ether

A

C

44
Q

What is the classification of the this anticholinergic agent?

A. Amino-Amide-Ether

B. Amino-Alcohol Ester

C. Amino-Amide-Ester

D. Amino-Alcohol

A

C

45
Q

What is the classification of this anticholinergic agent?

A. Amino-amide

B. Amino-amide-ether

C. Amino-Amide-ester

D. Amino alcohol

A

A

46
Q

What is the classification of this anticholinergic agent?

A. Amino-Alcohol ether

B. Amino-Alcohol Ester

C. Amino-Alcohol

D. Amino amide

A

A

Its just an extended alcohol.

47
Q

Which of the circled groups may contain an OH group? (Select All)

A. Black

B. Red

C. Blue

D. Orange

E. Green

A

C, D, E

48
Q

Which of the following carbons will contain ketone groups?

A. Black

B. Red

C. Blue

D. Orange

E. Purple

F. Green

A

A, E

49
Q

In glucocorticoids the core structure is known as a:

A. TriBenzyl

B. Tri-Benyzl-pentyl hexane

C. 5a-Pregnane

D. Cholestane

A

C

50
Q

Rings A, B and C of the glucocorticoid structure are in ___ conformation. They are connected in the ____ conformation and that increases _____

A. Chair, CIS, Rigidity

B. Chair, TRANS, Rigidity

C. Chair, TRANS, Flexibility

A

B

51
Q

The alpha conformation on the glucocorticoid structure is symbolized by a ____ line and the beta conformation is symbolized by a ____ line.

A. Dashed, Solid wedge

B. Solid wedge, Dashed

A

A

52
Q

In the glucocorticoid SAR the 1 position should have a ___ in order to ____ anti-inflammatory activity.

A. Dehydro (double bond), Decrease

B. Dehydro (double bond), Increase

C. Dehydro (triple bond), Decrease

D. Dehydro( (triple bond), Increase

A

B

53
Q

At the C6 position there should be a ____ in order to ___ anti-inflammatory activity

A. Ketone, Increase

B. a-Fluoride, Increase

C. b-Fluoride, Increase

D. Ketone, Decrease

A

B

54
Q

At the C11 position the ____ functional group should be present in order to _____ antinflammatory activity.

A. a-OH, Increase

B. b-OH, Decrease

C. a-OH, Decrease

D. b-OH, Increase

A

D

55
Q

If the ketone group at the C3 position was reduced to an OH group anti-inflammatory activity would _____

A. Increase

B. Decrease

A

B

56
Q
A

PTVI (5 decks)

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