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{{Short description|Chemical compound}}
{{Drugbox {{Drugbox
| Verifiedfields = changed
| verifiedrevid = 444303212
| Watchedfields = changed
| IUPAC_name = (E)-3-(1,3-benzodioxol-5-yl)-1-piperidin-1-ylprop-2-en-1-one
| verifiedrevid = 451225156
| IUPAC_name = (2''E'')-3-(2''H''-1,3-Benzodioxol-5-yl)-1-(piperidin-1-yl)prop-2-en-1-one
| image = Ilepcimide.png | image = Ilepcimide.png
| width = 200px | width = 200px


<!--Clinical data--> <!--Clinical data-->
| tradename = | tradename =
| pregnancy_category = | pregnancy_category =
| legal_status = | legal_status =
| routes_of_administration = | routes_of_administration =


<!--Pharmacokinetic data--> <!--Pharmacokinetic data-->
| bioavailability = | bioavailability =
| metabolism = | metabolism =
| elimination_half-life = | elimination_half-life =
| excretion = | excretion =


<!--Identifiers--> <!--Identifiers-->
| CAS_number_Ref = {{cascite|correct|??}}
| CAS_number = 23434-86-8 | CAS_number = 82857-82-7
| ATC_prefix = none | ATC_prefix = none
| ATC_suffix = | ATC_suffix =
| PubChem = 641115 | PubChem = 641115
| UNII_Ref = {{fdacite|correct|FDA}} | UNII_Ref = {{fdacite|correct|FDA}}
| UNII = 5ML58O200F | UNII = 5ML58O200F
| ChemSpiderID_Ref = {{chemspidercite|changed|chemspider}}
| PubChem = 641115
| ChemSpiderID = 556435 | ChemSpiderID = 556435
| StdInChI_Ref = {{stdinchicite|changed|chemspider}}
| InChI = 1/C15H17NO3/c17-15(16-8-2-1-3-9-16)7-5-12-4-6-13-14(10-12)19-11-18-13/h4-7,10H,1-3,8-9,11H2/b7-5+ | StdInChI = 1S/C15H17NO3/c17-15(16-8-2-1-3-9-16)7-5-12-4-6-13-14(10-12)19-11-18-13/h4-7,10H,1-3,8-9,11H2/b7-5+
| InChIKey = BLPUOQGPBJPXRL-FNORWQNLBF
| StdInChIKey_Ref = {{stdinchicite|changed|chemspider}}
| StdInChI = 1S/C15H17NO3/c17-15(16-8-2-1-3-9-16)7-5-12-4-6-13-14(10-12)19-11-18-13/h4-7,10H,1-3,8-9,11H2/b7-5+
| StdInChIKey = BLPUOQGPBJPXRL-FNORWQNLSA-N | StdInChIKey = BLPUOQGPBJPXRL-FNORWQNLSA-N


<!--Chemical data--> <!--Chemical data-->
| C=15 | H=17 | N=1 | O=3 | C=15 | H=17 | N=1 | O=3
| molecular_weight = 259.300 g/mol
| smiles = C1CCN(CC1)C(=O)/C=C/C2=CC3=C(C=C2)OCO3 | smiles = C1CCN(CC1)C(=O)/C=C/C2=CC3=C(C=C2)OCO3
}} }}


'''Ilepcimide''', also known as '''antiepilepserine''', is an ].<ref name="GanellinTriggle1996">{{cite book | vauthors = Ganellin CR, Triggle DJ | title = Dictionary of Pharmacological Agents | url = https://books.google.com/books?id=A0THacd46ZsC&pg=PA1116 | accessdate = 30 November 2012 | date = 21 November 1996 | publisher = CRC Press | isbn = 978-0-412-46630-4 | page = 1116}}</ref> It is a ] ] that was first synthesized by Chinese researchers as an ] of ], the main pungent compound and ] of ] (and of other plants in the family ]).
'''Ilepcimide''' ('''Antiepilepserine''') is a ] ] used in ].

Ilepcimide has ] activity.<ref name="GanellinTriggle1996" /><ref>{{cite journal | vauthors = Liu GQ, Algeri S, Ceci A, Garattini S, Gobbi M, Murai S | title = Stimulation of serotonin synthesis in rat brain after antiepilepsirine, an antiepileptic piperine derivative | journal = Biochemical Pharmacology | volume = 33 | issue = 23 | pages = 3883–6 | date = December 1984 | pmid = 6210090 | doi = 10.1016/0006-2952(84)90055-8 | doi-access = free }}</ref><ref>{{cite journal | vauthors = Yan QS, Mishra PK, Burger RL, Bettendorf AF, Jobe PC, Dailey JW | title = Evidence that carbamazepine and antiepilepsirine may produce a component of their anticonvulsant effects by activating serotonergic neurons in genetically epilepsy-prone rats | journal = The Journal of Pharmacology and Experimental Therapeutics | volume = 261 | issue = 2 | pages = 652–9 | date = May 1992 | pmid = 1374472 }}</ref>

==See also==
* ]


== References == == References ==
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{{Anticonvulsants}} {{Anticonvulsants}}


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Latest revision as of 13:21, 7 November 2023

Chemical compound Pharmaceutical compound
Ilepcimide
Clinical data
ATC code
  • none
Identifiers
IUPAC name
  • (2E)-3-(2H-1,3-Benzodioxol-5-yl)-1-(piperidin-1-yl)prop-2-en-1-one
CAS Number
PubChem CID
ChemSpider
UNII
Chemical and physical data
FormulaC15H17NO3
Molar mass259.305 g·mol
3D model (JSmol)
SMILES
  • C1CCN(CC1)C(=O)/C=C/C2=CC3=C(C=C2)OCO3
InChI
  • InChI=1S/C15H17NO3/c17-15(16-8-2-1-3-9-16)7-5-12-4-6-13-14(10-12)19-11-18-13/h4-7,10H,1-3,8-9,11H2/b7-5+
  • Key:BLPUOQGPBJPXRL-FNORWQNLSA-N
  (what is this?)  (verify)

Ilepcimide, also known as antiepilepserine, is an anticonvulsant. It is a piperidine derivative that was first synthesized by Chinese researchers as an analogue of piperine, the main pungent compound and phytochemical of black pepper (and of other plants in the family Piperaceae).

Ilepcimide has serotonergic activity.

See also

References

  1. ^ Ganellin CR, Triggle DJ (21 November 1996). Dictionary of Pharmacological Agents. CRC Press. p. 1116. ISBN 978-0-412-46630-4. Retrieved 30 November 2012.
  2. Liu GQ, Algeri S, Ceci A, Garattini S, Gobbi M, Murai S (December 1984). "Stimulation of serotonin synthesis in rat brain after antiepilepsirine, an antiepileptic piperine derivative". Biochemical Pharmacology. 33 (23): 3883–6. doi:10.1016/0006-2952(84)90055-8. PMID 6210090.
  3. Yan QS, Mishra PK, Burger RL, Bettendorf AF, Jobe PC, Dailey JW (May 1992). "Evidence that carbamazepine and antiepilepsirine may produce a component of their anticonvulsant effects by activating serotonergic neurons in genetically epilepsy-prone rats". The Journal of Pharmacology and Experimental Therapeutics. 261 (2): 652–9. PMID 1374472.
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GABAergics
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