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Butamisole: Difference between revisions

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| CAS_number = 54496-44-5 | CAS_number = 54496-44-5
| PubChem = 166572 | PubChem = 166572
| ChemSpiderID = 145767
| DrugBank = | DrugBank =
| ChEMBL = 2110807
<!-- Chemical and physical data --> <!-- Chemical and physical data -->
| IUPAC_name = 2-Methyl-''N''-thiazol-6-yl)phenyl]propanamide | IUPAC_name = 2-Methyl-''N''-thiazol-6-yl)phenyl]propanamide
| smiles = CC(C)C(=O)NC1=CC=CC(=C1)C2CN3CCSC3=N2 | smiles = CC(C)C(=O)NC1=CC=CC(=C1)C2CN3CCSC3=N2
| StdInChI=1S/C15H19N3OS/c1-10(2)14(19)16-12-5-3-4-11(8-12)13-9-18-6-7-20-15(18)17-13/h3-5,8,10,13H,6-7,9H2,1-2H3,(H,16,19)
| StdInChIKey = YWDWYOALXURQPZ-UHFFFAOYSA-N
| C = 15 | H = 19 | N = 3 | O = 1 | S = 1 | C = 15 | H = 19 | N = 3 | O = 1 | S = 1
}} }}


'''Butamisole''' is a pharmaceutical drug used in veterinary medicine.<ref>{{cite journal | title = The efficacy and safety of injectable butamisole in dogs | journal = Veterinary Medicine & Small Animal Clinician | date = 1979 | volume = 74 | issue = 4 | pages = 487–495 | '''Butamisole''' is a pharmaceutical drug used in veterinary medicine.<ref>{{cite journal | title = The efficacy and safety of injectable butamisole in dogs | journal = Veterinary Medicine & Small Animal Clinician | date = 1979 | volume = 74 | issue = 4 | pages = 487–495 |
author = B. T. Alford, G. T. Wang, T. R. Garces, R. B. Dougherty, R. E. Bradley }}</ref> It is an ] of the ] class.<ref>{{Cite journal | doi = 10.1016/S1090-0233(05)80005-X | title = Modes of action of anthelmintic drugs | date = 1997 | last1 = Martin | first1 = R.J. | journal = The Veterinary Journal | volume = 154 | issue = 1 | pages = 11–34 | pmid = 9265850 }}</ref> In dogs it is used for the treatment of infections with ]s such as '']'' and with ] such as '']''.<ref name=ncats>{{cite web | url = https://drugs.ncats.io/substance/XVB7982801 | title = Butamisole | publisher = ] | work = Inxight Drugs }}</ref> It acts as a ] ] that causes sustained muscle contraction in the parasite followed by depolarizing neuromuscular blockade which leads to paralysis.<ref name=ncats/> author = B. T. Alford, G. T. Wang, T. R. Garces, R. B. Dougherty, R. E. Bradley | pmid = 256371 }}</ref> It is an ] of the ] class.<ref>{{Cite journal | doi = 10.1016/S1090-0233(05)80005-X | title = Modes of action of anthelmintic drugs | date = 1997 | last1 = Martin | first1 = R.J. | journal = The Veterinary Journal | volume = 154 | issue = 1 | pages = 11–34 | pmid = 9265850 }}</ref> In dogs it is used for the treatment of infections with ]s such as '']'' and with ] such as '']''.<ref name=ncats>{{cite web | url = https://drugs.ncats.io/substance/XVB7982801 | title = Butamisole | publisher = ] | work = Inxight Drugs }}</ref> It acts as a ] ] that causes sustained muscle contraction in the parasite followed by depolarizing neuromuscular blockade which leads to paralysis.<ref name=ncats/>


==References== ==References==
{{reflist}} {{reflist}}

{{Veterinary-med-stub}}


] ]
] ]
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Latest revision as of 07:56, 26 December 2024

Pharmaceutical compound
Butamisole
Identifiers
IUPAC name
  • 2-Methyl-N-thiazol-6-yl)phenyl]propanamide
CAS Number
PubChem CID
ChemSpider
ChEMBL
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC15H19N3OS
Molar mass289.40 g·mol
3D model (JSmol)
SMILES
  • CC(C)C(=O)NC1=CC=CC(=C1)C2CN3CCSC3=N2
InChI
  • InChI=1S/C15H19N3OS/c1-10(2)14(19)16-12-5-3-4-11(8-12)13-9-18-6-7-20-15(18)17-13/h3-5,8,10,13H,6-7,9H2,1-2H3,(H,16,19)
  • Key:YWDWYOALXURQPZ-UHFFFAOYSA-N

Butamisole is a pharmaceutical drug used in veterinary medicine. It is an anthelmintic of the imidazothiazole class. In dogs it is used for the treatment of infections with whipworms such as Trichuris vulpis and with hookworm such as Ancylostoma caninum. It acts as a nicotinic acetylcholine receptor agonist that causes sustained muscle contraction in the parasite followed by depolarizing neuromuscular blockade which leads to paralysis.

References

  1. B. T. Alford, G. T. Wang, T. R. Garces, R. B. Dougherty, R. E. Bradley (1979). "The efficacy and safety of injectable butamisole in dogs". Veterinary Medicine & Small Animal Clinician. 74 (4): 487–495. PMID 256371.{{cite journal}}: CS1 maint: multiple names: authors list (link)
  2. Martin, R.J. (1997). "Modes of action of anthelmintic drugs". The Veterinary Journal. 154 (1): 11–34. doi:10.1016/S1090-0233(05)80005-X. PMID 9265850.
  3. ^ "Butamisole". Inxight Drugs. National Center for Advancing Translational Sciences.
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