Structure via PubChem · Public domain (PubChem)
1-phenylpiperazine
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1-Phenylpiperazine (1-PP or PP) is a simple chemical compound and drug featuring a phenyl group bound to a piperazine ring. The suffix ‘-piprazole’ is sometimes used in the names of drugs to indicate they belong to this class.
Chemical data
- Formula
- C10H14N2
- Molecular weight
- 162.23 g/mol
- IUPAC name
- 1-phenylpiperazine
- SMILES
- C1CN(CCN1)C2=CC=CC=C2
- InChIKey
- YZTJYBJCZXZGCT-UHFFFAOYSA-N
- XLogP
- 1.1
- Polar surface area
- 15.3 Ų
- H-bond donors
- 1
- H-bond acceptors
- 2
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Molecule type
- Small molecule
via ChEMBL · EBI
Research
594 papers- 10-(4-Phenylpiperazine-1-carbonyl)acridin-9(10H)-ones and related compounds: Synthesis, antiproliferative activity and inhibition of tubulin polymerization.Bioorganic & medicinal chemistry letters · 2021
- Novel phenylpiperazine derivatives as potent transient receptor potential vanilloid 1 antagonists.Chemical biology & drug design · 2024
- 1-[(4-Nitrophenyl)sulfonyl]-4-phenylpiperazine treatment after brain irradiation preserves cognitive function in mice.Neuro-oncology · 2020
- [1-methyl-2-phenylpiperazine and 1-isopropyl-3-phenylpiperazine synthesis].Acta poloniae pharmaceutica · 1992
- Halogenated N-phenylpiperazine and 2-(piperazin-1-yl)pyrimidine as novel cucurbit[7]uril guests: experimental and computational insights into supramolecular binding.RSC advances · 2025
via PubMed
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 162.116
Show 5 more facts
- chemical formula
- C₁₀H₁₄N₂
- canonical SMILES
- C1CN(CCN1)C2=CC=CC=C2
- subject has role
- alpha blocker
- melting point
- 18
- Commons category
- Phenylpiperazine
Sources (2)
via Wikidata · CC0
~2 min read
Encyclopedic overview
3 sectionsContents
- See also
- References
- External links
1-Phenylpiperazine (1-PP or PP) is a simple chemical compound and drug featuring a phenyl group bound to a piperazine ring. The suffix ‘-piprazole’ is sometimes used in the names of drugs to indicate they belong to this class.
It is a rigid analogue of amphetamine. Similarly to amphetamine, 1-PP is a monoamine releasing agent, with values for monoamine release of 186nM for norepinephrine, 880nM for serotonin, and 2,530nM for dopamine. Based on the preceding values, it is about 4.7-fold less potent in releasing serotonin than norepinephrine and about 13.6-fold less potent in releasing dopamine than norepinephrine. Hence, 1-PP is a modestly selective norepinephrine releasing agent (NRA), or could alternatively be thought of as an imbalanced serotonin–norepinephrine releasing agent (SNRA) or serotonin–norepinephrine–dopamine releasing agent (SNDRA).
Excerpted from Wikipedia’s “1-phenylpiperazine” article, available under the CC BY-SA 4.0 licence.