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Mitratapide

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(Redirected from C36H41ClN8O4S)
Mitratapide
Clinical data
Trade namesYarvitan
Other namesMitratapid; R103757
Routes of
administration
By mouth
ATCvet code
Legal status
Legal status
Pharmacokinetic data
Bioavailability55–69%
Protein binding>99.9%[1]
MetabolismExtensive liver (sulfoxidation); first pass effect
Elimination half-life6.3 hours (mitratapide), up to 44.7 hours (metabolites)
ExcretionFeces (80–90%)[2]
Identifiers
  • 2-[(2R)-Butan-2-yl]-4-[4-[4-[4-[[(2S,4R)-2-(4-chlorophenyl)-2-[(4-methyl-1,2,4-triazol-3-yl)sulfanylmethyl]-1,3-dioxolan-4-yl]methoxy]phenyl]piperazin-1-yl]phenyl]-1,2,4-triazol-3-one
CAS Number
PubChem CID
ChemSpider
UNII
KEGG
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC36H41ClN8O4S
Molar mass717.29 g·mol−1
3D model (JSmol)
  • CC[C@@H](C)N1C(=O)N(C=N1)C2=CC=C(C=C2)N3CCN(CC3)C4=CC=C(C=C4)OC[C@@H]5CO[C@@](O5)(CSC6=NN=CN6C)C7=CC=C(C=C7)Cl
  • InChI=1S/C36H41ClN8O4S/c1-4-26(2)45-35(46)44(25-39-45)31-11-9-29(10-12-31)42-17-19-43(20-18-42)30-13-15-32(16-14-30)47-21-33-22-48-36(49-33,27-5-7-28(37)8-6-27)23-50-34-40-38-24-41(34)3/h5-16,24-26,33H,4,17-23H2,1-3H3/t26-,33-,36-/m1/s1
  • Key:HQSRVYUCBOCBLY-XOOFNSLWSA-N

Mitratapide is a veterinary medication used for the treatment of overweight and obese dogs sold under the brand name Yarvitan. Its mechanism of action involves inhibition of microsomal triglyceride transfer protein (MTP) which is responsible for the absorption of dietary lipids.[3] Clinical study also suggests that mitratapide may help to reverse insulin resistance in dogs.[4]

The drug was developed by Janssen Pharmaceutica and is chemically related to the antifungal drugs such as itraconazole which were also developed by Janssen.

Mitratapide (under the brand name Yarvitan) was authorized for use in the EU by the European Medicines Agency for helping weight loss in dogs, but it has since been withdrawn from the market in the EU.[5]

References

[edit]
  1. ^ "Yarvitan 5 mg/ml Oral Solution for Dogs. Summary of Product Characteristics" (PDF). www.ema.europa.eu. Retrieved 27 August 2016.
  2. ^ "Yarvitan (mitratapide). Scientific Discussion" (PDF). www.ema.europa.eu. Retrieved 27 August 2016.
  3. ^ Mitratapide Archived 2012-04-05 at the Wayback Machine, vetstream.com
  4. ^ Dobenecker B, De Bock M, Engelen M, Goossens L, Scholz A, Kienzle E (December 2009). "Effect of mitratapide on body composition, body measurements and glucose tolerance in obese Beagles". Veterinary Research Communications. 33 (8): 839–47. doi:10.1007/s11259-009-9232-5. PMC 2776940. PMID 19544001.
  5. ^ German AJ (October 2016). "Weight management in obese pets: the tailoring concept and how it can improve results". Acta Veterinaria Scandinavica. 58 (Suppl 1): 57. doi:10.1186/s13028-016-0238-z. PMC 5073926. PMID 27766974.