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{{Short description|Chemical compound}}
{{Drugbox
{{Drugbox
| Verifiedfields = changed
⚫
| IUPAC_name = 2-(Dimethylamino)ethyl (2-ethylbutoxy)diphenylacetate
| Watchedfields = changed
⚫
| image = Denaverin.svg
| verifiedrevid = 451555899
⚫
| synonyms =
⚫
| IUPAC_name = 2-(Dimethylamino)ethyl (2-ethylbutoxy)diphenylacetate
⚫
| CAS_number = 3579-62-2
⚫
| image = Denaverin.svg
⚫
| CAS_supplemental = <br />{{CAS|3321-06-0}} ([[hydrochloride]])

⚫
| ATCvet = yes
<!--Clinical data-->
⚫
| ATC_prefix = G02
| tradename =
⚫
| ATC_suffix = CX90
| Drugs.com = {{drugs.com|international|denaverine}}
⚫
| ATC_supplemental =
| PubChem = 71130
| pregnancy_AU = <!-- A / B1 / B2 / B3 / C / D / X -->
| DrugBank =
| pregnancy_US = <!-- A / B / C / D / X -->
⚫
| pregnancy_category = Gr 1 (Germany)
⚫
| KEGG = D07787
⚫
| legal_AU = <!-- S2, S3, S4, S5, S6, S7, S8, S9 or Unscheduled-->
⚫
| chemical_formula =
⚫
| legal_CA = <!-- Schedule I, II, III, IV, V, VI, VII, VIII -->
⚫
| C=24 | H=33 | N=1 | O=3
⚫
| legal_UK = <!-- GSL, P, POM, CD, or Class A, B, C -->
| molecular_weight = 383.52 g/mol
| smiles =
| legal_US = <!-- OTC / Rx-only / Schedule I, II, III, IV, V -->
⚫
| legal_status = Rx
⚫
| bioavailability = 8% ([[suppositories]]),<br />37% (oral solution)
⚫
| protein_bound =
⚫
| metabolism = mainly [[hepatic]], at least 11 metabolites
⚫
| elimination_half-life = 34 hours
⚫
| excretion =
| pregnancy_AU = <!-- A / B1 / B2 / B3 / C / D / X -->
| pregnancy_US = <!-- A / B / C / D / X -->
⚫
| pregnancy_category= Gr 1 (Germany)
⚫
| legal_AU = <!-- S2, S3, S4, S5, S6, S7, S8, S9 or Unscheduled-->
⚫
| legal_CA = <!-- Schedule I, II, III, IV, V, VI, VII, VIII -->
⚫
| legal_UK = <!-- GSL, P, POM, CD, or Class A, B, C -->
| legal_US = <!-- OTC / Rx-only / Schedule I, II, III, IV, V -->
⚫
| legal_status = Rx
| routes_of_administration = [[intramuscular injection]], [[suppositories]]
| routes_of_administration = [[intramuscular injection]], [[suppositories]]

<!--Pharmacokinetic data-->
⚫
| bioavailability = 8% ([[suppositories]]),<br />37% (oral solution)
⚫
| protein_bound =
⚫
| metabolism = mainly [[hepatic]], at least 11 metabolites
⚫
| elimination_half-life = 34 hours
⚫
| excretion =

<!--Identifiers-->
| CAS_number_Ref = {{cascite|correct|??}}
⚫
| CAS_number = 3579-62-2
⚫
| CAS_supplemental = <br />{{CAS|3321-06-0}} ([[hydrochloride]])
⚫
| ATCvet = yes
⚫
| ATC_prefix = G02
⚫
| ATC_suffix = CX90
⚫
| ATC_supplemental =
| PubChem = 71130
| DrugBank_Ref = {{drugbankcite|correct|drugbank}}
| DrugBank =
| ChEMBL_Ref = {{ebicite|changed|EBI}}
| ChEMBL = 1614656
| UNII_Ref = {{fdacite|correct|FDA}}
| UNII = O14NF38MTL
| KEGG_Ref = {{keggcite|correct|kegg}}
⚫
| KEGG = D07787
⚫
| synonyms =
| ChemSpiderID_Ref = {{chemspidercite|changed|chemspider}}
| ChemSpiderID = 64278

<!--Chemical data-->
⚫
| chemical_formula =
⚫
| C=24 | H=33 | N=1 | O=3
| smiles = CCC(CC)COC(C1=CC=CC=C1)(C2=CC=CC=C2)C(=O)OCCN(C)C
| StdInChI_Ref = {{stdinchicite|changed|chemspider}}
| StdInChI = 1S/C24H33NO3/c1-5-20(6-2)19-28-24(21-13-9-7-10-14-21,22-15-11-8-12-16-22)23(26)27-18-17-25(3)4/h7-16,20H,5-6,17-19H2,1-4H3
| StdInChIKey_Ref = {{stdinchicite|changed|chemspider}}
| StdInChIKey = FPTOUQZVCUIPHY-UHFFFAOYSA-N
}}
}}
'''Denaverine''' is an [[antispasmodic]] drug. It was developed in Germany and patented in 1974. '''Denaverine hydrochloride''' is used in veterinary medicine under the trade name '''Sensiblex''' as a muscle relaxant for the [[myometrium]] of cows and dogs during childbirth.<ref>[http://www.ema.europa.eu/pdfs/vet/mrls/030797en.pdf Committee for Veterinary Medicinal Products: Denavering Hydrochloride Summary Report]</ref> Under the trade name '''Spasmalgan''', it has also been used in humans for the treatment of [[urogenital]] and [[gastrointestinal]] spasms.<ref>{{cite book|title=Rote Liste|edition=2005|isbn=3-87193-306-6|location=Frankfurt|language=German}}</ref>
'''Denaverine''' is an [[antispasmodic]] drug. It was developed in Germany and patented in 1974. '''Denaverine hydrochloride''' is used in veterinary medicine under the trade name '''Sensiblex''' as a muscle relaxant for the [[myometrium]] of cows and dogs during parturition.<ref>[http://www.ema.europa.eu/pdfs/vet/mrls/030797en.pdf Committee for Veterinary Medicinal Products: Denavering Hydrochloride Summary Report]</ref> Under the trade name '''Spasmalgan''', it has also been used in humans for the treatment of [[urogenital]] and [[gastrointestinal]] spasms.<ref>{{cite book|title=Rote Liste | year = 2005 | veditors = Dootz H, Kuhlmann A, Hoffmann K |at=77&nbsp;023|edition=2005|isbn=3-87193-306-6|publisher=Editio Cantor|location=Aulendorf|language=German}}</ref>


==Mechanism of action==
==Mechanism of action==
Denaverine, like [[papaverine]], acts as a [[phosphodiesterase inhibitor]]. Additionally, it has [[anticholinergic]] effects.<ref name="Arzneistoff-Profile">{{cite book|title=Arzneistoff-Profile|editor=Dinnendahl, V, Fricke, U|publisher=Govi Pharmazeutischer Verlag|location=Eschborn, Germany|date=2010|edition=23|volume=4|isbn=978-3-7741-98-46-3|language=German}}</ref>
Denaverine, like [[papaverine]], acts as a [[phosphodiesterase inhibitor]]. Additionally, it has [[anticholinergic]] effects.<ref name="Arzneistoff-Profile">{{cite book|title=Arzneistoff-Profile| veditors = Dinnendahl V, Fricke U |publisher=Govi Pharmazeutischer Verlag|location=Eschborn, Germany|date=2010|edition=23|volume=4|isbn=978-3-7741-9846-3|language=German}}</ref>


==References==
==References==
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[[Category:Antispasmodics]]
[[Category:Antispasmodics]]
[[Category:Ethylamines]]
[[Category:Dimethylamino compounds]]
[[Category:Acetate esters]]
[[Category:Carboxylate esters]]
[[Category:Ethers]]
[[Category:Ethers]]




{{genito-urinary-drug-stub}}
{{genito-urinary-drug-stub}}

[[de:Denaverin]]

Latest revision as of 11:02, 4 February 2023

Denaverine
Clinical data
AHFS/Drugs.comInternational Drug Names
Pregnancy
category
  • Gr 1 (Germany)
Routes of
administration		intramuscular injection, suppositories
ATCvet code
Legal status
Legal status
  • In general: ℞ (Prescription only)
Pharmacokinetic data
Bioavailability8% (suppositories),
37% (oral solution)
Metabolismmainly hepatic, at least 11 metabolites
Elimination half-life34 hours
Identifiers
  • 2-(Dimethylamino)ethyl (2-ethylbutoxy)diphenylacetate
CAS Number
PubChem CID
ChemSpider
UNII
KEGG
ChEMBL
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC24H33NO3
Molar mass383.532 g·mol−1
3D model (JSmol)
  • CCC(CC)COC(C1=CC=CC=C1)(C2=CC=CC=C2)C(=O)OCCN(C)C
  • InChI=1S/C24H33NO3/c1-5-20(6-2)19-28-24(21-13-9-7-10-14-21,22-15-11-8-12-16-22)23(26)27-18-17-25(3)4/h7-16,20H,5-6,17-19H2,1-4H3 ☒N
  • Key:FPTOUQZVCUIPHY-UHFFFAOYSA-N ☒N
 ☒NcheckY (what is this?)  (verify)

Denaverine is an antispasmodic drug. It was developed in Germany and patented in 1974. Denaverine hydrochloride is used in veterinary medicine under the trade name Sensiblex as a muscle relaxant for the myometrium of cows and dogs during parturition.[1] Under the trade name Spasmalgan, it has also been used in humans for the treatment of urogenital and gastrointestinal spasms.[2]

Mechanism of action

[edit]

Denaverine, like papaverine, acts as a phosphodiesterase inhibitor. Additionally, it has anticholinergic effects.[3]

References

[edit]
  1. ^ Committee for Veterinary Medicinal Products: Denavering Hydrochloride Summary Report
  2. ^ Dootz H, Kuhlmann A, Hoffmann K, eds. (2005). Rote Liste (in German) (2005 ed.). Aulendorf: Editio Cantor. 77 023. ISBN 3-87193-306-6.
  3. ^ Dinnendahl V, Fricke U, eds. (2010). Arzneistoff-Profile (in German). Vol. 4 (23 ed.). Eschborn, Germany: Govi Pharmazeutischer Verlag. ISBN 978-3-7741-9846-3.


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