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Fenoverine: Difference between revisions

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{{short description|Chemical compound}}
{{refimprove|date=May 2021}}
{{expand Italian|topic=|otherarticle=Fenoverina|date=May 2014}}
{{Drugbox {{Drugbox
| verifiedrevid = 437188857 | verifiedrevid = 444343977
| IUPAC_name = 2-dioxol-5-ylmethyl)piperazin-1-yl]-1-(10''H''-phenothiazin-10-yl)ethanone | IUPAC_name = 2-dioxol-5-ylmethyl)piperazin-1-yl]-1-(10''H''-phenothiazin-10-yl)ethanone
| image = Fenoverine.svg | image = Fenoverine.svg


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| legal_US = <!-- OTC / Rx-only / Schedule I, II, III, IV, V --> | legal_US = <!-- OTC / Rx-only / Schedule I, II, III, IV, V -->
| legal_status = | legal_status =
| routes_of_administration = | routes_of_administration =


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


<!--Identifiers--> <!--Identifiers-->
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| ATC_suffix = AX05 | ATC_suffix = AX05
| PubChem = 72098 | PubChem = 72098
| ChEMBL = 1512949
| DrugBank_Ref = {{drugbankcite|correct|drugbank}} | DrugBank_Ref = {{drugbankcite|correct|drugbank}}
| DrugBank = | DrugBank =
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| chemical_formula = | chemical_formula =
| C=26 | H=15 | N=3 | O=3 | S=1 | C=26 | H=15 | N=3 | O=3 | S=1
| molecular_weight = 459.56 g/mol
| smiles = C1CN(CCN1CC2=CC3=C(C=C2)OCO3)CC(=O)N4C5=CC=CC=C5SC6=CC=CC=C64 | smiles = C1CN(CCN1CC2=CC3=C(C=C2)OCO3)CC(=O)N4C5=CC=CC=C5SC6=CC=CC=C64
| ChemSpiderID = 65083
| StdInChI = 1S/C26H25N3O3S/c30-26(29-20-5-1-3-7-24(20)33-25-8-4-2-6-21(25)29)17-28-13-11-27(12-14-28)16-19-9-10-22-23(15-19)32-18-31-22/h1-10,15H,11-14,16-18H2
| StdInChIKey = UBAJTZKNDCEGKL-UHFFFAOYSA-N
}} }}
'''Fenoverine''' (]) is an ] drug.


'''Fenoverine''' (]) is an ] drug,<ref name="pmid22672854">{{cite journal | vauthors = Martínez-Vázquez MA, Vázquez-Elizondo G, González-González JA, Gutiérrez-Udave R, Maldonado-Garza HJ, Bosques-Padilla FJ | title = Effect of antispasmodic agents, alone or in combination, in the treatment of Irritable Bowel Syndrome: systematic review and meta-analysis | journal = Revista de Gastroenterologia de Mexico | volume = 77 | issue = 2 | pages = 82–90 | date = 2012 | pmid = 22672854 | doi = 10.1016/j.rgmx.2012.04.002 | doi-access = free }}</ref> which acts by inhibiting calcium channels<ref name="Chariot_1995">{{cite journal | vauthors = Chariot P, Ratiney R, Le Maguet F, Fourestié V, Astier A, Gherardi R| title = Fenoverine-induced rhabdomyolysis | journal = Hum Exp Toxicol | volume = 14 | issue = 8 | pages = 654–656| date = August 1995 | doi =10.1177/096032719501400805 |pmid = 7576832}}</ref> . In the case of Fenoverine, the relaxation occurs in abdominal / intestinal smooth muscles, while in case of antianginal drugs, the relaxation occurs in coronary vessels. Notably ''Fenoverine does not act as an antianginal agent''.
==Toxicity==
Fenoverine is known to cause ].<ref name="Chariot_1995"/><ref name="Cho_2020">{{cite journal | vauthors = Cho J, Na J, Bae E, Lee TW, Jang HN, Cho HS, Chang SH, Park DJ| title = The incidence, risk factors, and clinical outcomes of rhabdomyolysis associated with fenoverine prescription: a retrospective study in South Korea (1999-2014) | journal = BMC Pharmacol Toxicol | volume = 21 | issue = 1 | pages = 30| date = April 2020 | doi =10.1186/s40360-020-00408-3 |pmid = 32334639 | pmc=7183697 | doi-access = free }}</ref>
==References==
{{Reflist}}


{{Drugs for functional gastrointestinal disorders}} {{Drugs for functional gastrointestinal disorders}}


] ]
] ]
] ]
] ]

Latest revision as of 02:16, 3 December 2023

Chemical compound
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Pharmaceutical compound
Fenoverine
Clinical data
AHFS/Drugs.comInternational Drug Names
ATC code
Identifiers
IUPAC name
  • 2-dioxol-5-ylmethyl)piperazin-1-yl]-1-(10H-phenothiazin-10-yl)ethanone
CAS Number
PubChem CID
ChemSpider
UNII
KEGG
ChEMBL
CompTox Dashboard (EPA)
ECHA InfoCard100.048.666 Edit this at Wikidata
Chemical and physical data
FormulaC26H15N3O3S
Molar mass449.48 g·mol
3D model (JSmol)
SMILES
  • C1CN(CCN1CC2=CC3=C(C=C2)OCO3)CC(=O)N4C5=CC=CC=C5SC6=CC=CC=C64
InChI
  • InChI=1S/C26H25N3O3S/c30-26(29-20-5-1-3-7-24(20)33-25-8-4-2-6-21(25)29)17-28-13-11-27(12-14-28)16-19-9-10-22-23(15-19)32-18-31-22/h1-10,15H,11-14,16-18H2
  • Key:UBAJTZKNDCEGKL-UHFFFAOYSA-N
  (verify)

Fenoverine (INN) is an antispasmodic drug, which acts by inhibiting calcium channels . In the case of Fenoverine, the relaxation occurs in abdominal / intestinal smooth muscles, while in case of antianginal drugs, the relaxation occurs in coronary vessels. Notably Fenoverine does not act as an antianginal agent.

Toxicity

Fenoverine is known to cause rhabdomyolysis.

References

  1. Martínez-Vázquez MA, Vázquez-Elizondo G, González-González JA, Gutiérrez-Udave R, Maldonado-Garza HJ, Bosques-Padilla FJ (2012). "Effect of antispasmodic agents, alone or in combination, in the treatment of Irritable Bowel Syndrome: systematic review and meta-analysis". Revista de Gastroenterologia de Mexico. 77 (2): 82–90. doi:10.1016/j.rgmx.2012.04.002. PMID 22672854.
  2. ^ Chariot P, Ratiney R, Le Maguet F, Fourestié V, Astier A, Gherardi R (August 1995). "Fenoverine-induced rhabdomyolysis". Hum Exp Toxicol. 14 (8): 654–656. doi:10.1177/096032719501400805. PMID 7576832.
  3. Cho J, Na J, Bae E, Lee TW, Jang HN, Cho HS, Chang SH, Park DJ (April 2020). "The incidence, risk factors, and clinical outcomes of rhabdomyolysis associated with fenoverine prescription: a retrospective study in South Korea (1999-2014)". BMC Pharmacol Toxicol. 21 (1): 30. doi:10.1186/s40360-020-00408-3. PMC 7183697. PMID 32334639.
Drugs for functional gastrointestinal disorders (A03)
Drugs for
functional
bowel
disorders
Antimuscarinics
Tertiary
amino group
Quaternary
ammonium
compounds
Phosphodiesterase
inhibitors
Acting on
serotonin receptors
Other
Belladonna
and derivatives
(antimuscarinics)
Propulsives


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