Enpiprazole

Enpiprazole
Clinical data
Routes of; administration	Oral
ATC code	none;
Legal status
Legal status	In general: uncontrolled;
Identifiers
	IUPAC name 1-(2-Chlorophenyl)-4-[2-(1-methyl-1H-pyrazol-4-yl)ethyl]piperazine;
CAS Number	31729-24-5;
PubChem CID	208921;
ChemSpider	181017;
UNII	78G92X9EH7;
ChEMBL	ChEMBL2104269;
CompTox Dashboard (EPA)	DTXSID30865609 ;
Chemical and physical data
Formula	C16H21ClN4
Molar mass	304.82 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES Clc3ccccc3N2CCN(CCc1cn(nc1)C)CC2;

Enpiprazole (INN, BAN) is an anxiolytic drug of the phenylpiperazine group that was never marketed.^[1]^[2] It produces anxiolytic-like effects in animals, though these effects appear to be biphasic and may reverse at high doses.^[3] It is known to produce ortho-chlorophenylpiperazine (oCPP) as a metabolite.^[4]

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[1]
J. Elks (14 November 2014). The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer. pp. 488–. ISBN 978-1-4757-2085-3.
[2]
Bernan, British Pharmacopoeia Commission (2002). British Approved Names 2002. United Kingdom: The Stationery Office. p. 359. ISBN 0-11-322558-X.
[3]
Murasaki M, Hara T, Oguchi T, Inami M, Ikeda Y (September 1976). "Action of enpiprazole on emotional behavior induced by hypothalamic stimulation in rats and cats". Psychopharmacology. 49 (3): 271–4. doi:10.1007/BF00426829. PMID 12526. S2CID 10302402.
[4]
B.L. Goodwin (10 November 2004). Handbook of Biotransformations of Aromatic Compounds. CRC Press. pp. 3–. ISBN 978-0-203-64196-5.

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[Elks2014-1] [1]
J. Elks (14 November 2014). The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer. pp. 488–. ISBN 978-1-4757-2085-3.

[isbn0-113-22558-X-2] [2]
Bernan, British Pharmacopoeia Commission (2002). British Approved Names 2002. United Kingdom: The Stationery Office. p. 359. ISBN 0-11-322558-X.

[pmid12526-3] [3]
Murasaki M, Hara T, Oguchi T, Inami M, Ikeda Y (September 1976). "Action of enpiprazole on emotional behavior induced by hypothalamic stimulation in rats and cats". Psychopharmacology. 49 (3): 271–4. doi:10.1007/BF00426829. PMID 12526. S2CID 10302402.

[Goodwin2004-4] [4]
B.L. Goodwin (10 November 2004). Handbook of Biotransformations of Aromatic Compounds. CRC Press. pp. 3–. ISBN 978-0-203-64196-5.

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[2]

[3]

[4]

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Enpiprazole

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References

Clinical data

Routes of administration	Oral
ATC code	none
Legal status
Legal status	In general: uncontrolled
Identifiers
IUPAC name 1-(2-Chlorophenyl)-4-[2-(1-methyl-1H-pyrazol-4-yl)ethyl]piperazine
CAS Number	31729-24-5
PubChem CID	208921
ChemSpider	181017
UNII	78G92X9EH7
ChEMBL	ChEMBL2104269
CompTox Dashboard (EPA)	DTXSID30865609
Chemical and physical data
Formula	C₁₆H₂₁ClN₄
Molar mass	304.82 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES Clc3ccccc3N2CCN(CCc1cn(nc1)C)CC2