Chapter 4 Multiple Choice Questions

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. Cyclic scaffolds can have advantages over linear scaffolds in drug design. Which of the following statements is false?

A cyclic scaffold is more likely to represent the active conformation if the correct binding groups are present at the correct positions correct incorrect

There is less of an entropic penalty if a drug with a cyclic scaffold binds to a binding site correct incorrect

A heterocyclic scaffold has the potential to form hydrogen bonds with a binding site as well as van der Waals interactions. correct incorrect

Drugs with cyclic scaffolds have fewer rotatable bonds and are less likely to be orally absorbed. correct incorrect

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. Which of the following statements is false with respect to heteroaromatic scaffolds?

It is easier to synthesise compounds with heteroaromatic scaffolds than compounds with saturated heterocyclic scaffolds. correct incorrect

Adding substitutents to a heteroaromatic scaffold does not result in asymmetric centres correct incorrect

Increasing planarity and aromatic character improves absorption and reduces toxicity correct incorrect

It is more difficult to fully explore the binding potential of a binding site using hateroaromatic scaffolds correct incorrect

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. The following intermolecular cyclisation was part of a synthesis to the antiviral agent abacavir.

Which reagent (A-D) was used?

Reagent A correct incorrect

Reagent B correct incorrect

Reagent C correct incorrect

Reagent D correct incorrect

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. The following reaction results in an intermolecular cyclisation. Which product (A-D) is formed?

Product A correct incorrect

Product B correct incorrect

Product C correct incorrect

Product D correct incorrect

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. The following reaction is an intermolecular cyclisation. Which cyclic product is the most likely from the following reaction?

Product A correct incorrect

Product B correct incorrect

Product C correct incorrect

Product D correct incorrect

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. The following cyclisation produces bromodimoprim. Which reagent (A-D) is used in the reaction?

Reagent A correct incorrect

Reagent B correct incorrect

Reagent C correct incorrect

Reagent D correct incorrect

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. The following reaction scheme is a synthesis of anagrelide. Which reagent (A-D) is used in the cyclisation stage?

Reagent A correct incorrect

Reagent B correct incorrect

Reagent C correct incorrect

Reagent D correct incorrect

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. The following reaction scheme is a synthesis of oxolonic acid. What type of reaction is taking place for the intramolecular cyclisation?

An Aldol reaction correct incorrect

A Claisen reaction correct incorrect

A Friedel-Crafts acylation correct incorrect

A Friedel-Crafts alkylation correct incorrect

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. The following cyclisation is part of a synthesis of quinagolide.


Which of the following statements is true?

The cyclisation is defined as 6-exo-tet and is allowed by Baldwin's rules correct incorrect

The cyclisation is defined as 6-exo-trig and is allowed by Baldwin's rules correct incorrect

The cyclisation is defined as 6-endo-tet and is allowed by Baldwin's rules correct incorrect

The cyclisation is defined as 6-endo-trig and is allowed by Baldwin's rules correct incorrect

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. The following is a two-stage synthesis of niridazole.

Which of the following statements is true regarding the intramolecular cyclisation?

The cyclisation is defined as 5-exo-tet and is allowed by Baldwin's rules correct incorrect

The cyclisation is defined as 5-exo-trig and is allowed by Baldwin's rules correct incorrect

The cyclisation is defined as 5-endo-tet and is allowed by Baldwin's rules correct incorrect

The cyclisation is defined as 5-endo-trig and is allowed by Baldwin's rules correct incorrect