Question:hard

The IUPAC name of Buspirone is

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Buspirone is an anti-anxiety drug. To find its correct IUPAC name we just need to match the right pieces: the side chain length, the spiro ring system, and the positions of the two C=O (dione) groups.
Updated On: Jun 24, 2026
  • 8-[4-(4-pyrimidin-2-yl piperazin-1-yl)propyl]-8-azaspiro[4.5]decane-7,9-dione
  • 8-[4-(4-pyrimidin-2-yl piperazin-1-yl)propyl]-8-azaspiro [4.5] decane-7,9-dione
  • 8-[4-(4-pyrimidin-2-yl piperazin-1-yl)butyl]-8-azaspiro [4.5] decane-7,9-dione
  • 8-[4-(4-pyrimidin-2-yl piperazin-1-yl)butyl]-8-azaspiro [4.5] decane-6,8-dione
Show Solution

The Correct Option is A

Solution and Explanation

Step 1: Understand the question.
This question asks for the correct IUPAC name of Buspirone, a non-benzodiazepine anxiolytic. The challenge lies in two structural details: the length of the alkyl chain linking the piperazine and the spiro ring, and the correct numbering of the dione positions.

Step 2: Buspirone's core structure.
Buspirone has: (a) an azaspiro[4.5]decane-7,9-dione (piperidine-2,4-dione fused as a spiro system), (b) an 8-nitrogen carrying a propyl chain (3 carbons, not 4), (c) that propyl chain ending in a piperazine ring, (d) the piperazine also carrying a pyrimidin-2-yl group.

Step 3: Chain length is the critical differentiator.
Options 1 and 2 both use "propyl" (3-carbon chain) while options 3 and 4 use "butyl" (4-carbon chain). Buspirone has a propyl spacer between the azaspiro nitrogen and the piperazine. So options 3 and 4 are immediately wrong.

Step 4: Distinguish options 1 and 2.
Options 1 and 2 differ only in spacing of the bracket notation. Both state "propyl" and "decane-7,9-dione." Option 1 writes "azaspiro[4.5]decane" without internal spaces; option 2 adds a space before the bracket. According to IUPAC nomenclature, the fused ring descriptor is written without internal spaces. Option 1 is therefore the correctly formatted name.

Step 5: Confirm.
The accepted IUPAC name for Buspirone uses a propyl chain and no extra spaces inside the azaspiro descriptor, matching option 1.

Answer: Option (1) — 8-[4-(4-pyrimidin-2-yl piperazin-1-yl)propyl]-8-azaspiro[4.5]decane-7,9-dione
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