Details
Stereochemistry | ABSOLUTE |
Molecular Formula | C40H33F3N4O3 |
Molecular Weight | 674.7102 |
Optical Activity | UNSPECIFIED |
Defined Stereocenters | 1 / 1 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
CN(CC1=CC=CC=C1)C(=O)[C@@H](NC(=O)C2=CC3=C(C=CC(NC(=O)C4=C(C=CC=C4)C5=CC=C(C=C5)C(F)(F)F)=C3)N2C)C6=CC=CC=C6
InChI
InChIKey=TUOSYWCFRFNJBS-BHVANESWSA-N
InChI=1S/C40H33F3N4O3/c1-46(25-26-11-5-3-6-12-26)39(50)36(28-13-7-4-8-14-28)45-38(49)35-24-29-23-31(21-22-34(29)47(35)2)44-37(48)33-16-10-9-15-32(33)27-17-19-30(20-18-27)40(41,42)43/h3-24,36H,25H2,1-2H3,(H,44,48)(H,45,49)/t36-/m0/s1
Molecular Formula | C40H33F3N4O3 |
Molecular Weight | 674.7102 |
Charge | 0 |
Count |
|
Stereochemistry | ABSOLUTE |
Additional Stereochemistry | No |
Defined Stereocenters | 1 / 1 |
E/Z Centers | 0 |
Optical Activity | UNSPECIFIED |
DescriptionCurator's Comment: description was created based on several sources, including:
https://www.vetdepot.com/product-labels/slentrol.pdf | https://www.ncbi.nlm.nih.gov/pubmed/17276061 | https://www.ncbi.nlm.nih.gov/pubmed/17567511
Curator's Comment: description was created based on several sources, including:
https://www.vetdepot.com/product-labels/slentrol.pdf | https://www.ncbi.nlm.nih.gov/pubmed/17276061 | https://www.ncbi.nlm.nih.gov/pubmed/17567511
Dirlotapide is indicated for the management of obesity in dogs. Dirlotapide is a microsomal triglyceride transfer protein (MTP) inhibitor. It mainly acts locally in the gut to reduce appetite, increase fecal fat and produce weight loss in dogs. The adverse reactions associated with treatment with Dirlotapide include vomiting, loose stools/diarrhea, lethargy, and anorexia.
CNS Activity
Sources: https://www.ncbi.nlm.nih.gov/pubmed/17567511
Curator's Comment: <0.01%
Originator
Sources: https://www.ncbi.nlm.nih.gov/pubmed/17276061
Curator's Comment: https://www.google.com/patents/WO2003002533A1 # Pfizer Inc.
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
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Target ID: CHEMBL2364681 Sources: https://www.ncbi.nlm.nih.gov/pubmed/17276061 |
1.5 nM [IC50] | ||
Target ID: CHEMBL3356 Sources: https://www.ncbi.nlm.nih.gov/pubmed/17276061 |
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Target ID: CHEMBL3397 Sources: https://www.ncbi.nlm.nih.gov/pubmed/17276061 |
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Target ID: CHEMBL3622 Sources: https://www.ncbi.nlm.nih.gov/pubmed/17276061 |
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Target ID: CHEMBL289 Sources: https://www.ncbi.nlm.nih.gov/pubmed/17276061 |
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Target ID: CHEMBL2364675 Sources: https://www.ncbi.nlm.nih.gov/pubmed/17276061 |
Conditions
Condition | Modality | Targets | Highest Phase | Product |
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Primary | SLENTROL Approved UseSLENTROL (dirlotapide) Oral Solution is indicated for the management of obesity in dogs. Launch Date2007 |
PubMed
Title | Date | PubMed |
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In vitro and in vivo profile of 5-[(4'-trifluoromethyl-biphenyl-2-carbonyl)-amino]-1H-indole-2-carboxylic acid benzylmethyl carbamoylamide (dirlotapide), a novel potent MTP inhibitor for obesity. | 2007 Apr 1 |
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Efficacy and safety of dirlotapide in the management of obese dogs evaluated in two placebo-controlled, masked clinical studies in North America. | 2007 Aug |
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An evaluation of dirlotapide to reduce body weight of client-owned dogs in two placebo-controlled clinical studies in Europe. | 2007 Aug |
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Influence of dirlotapide, a microsomal triglyceride transfer protein inhibitor, on the digestibility of a dry expanded diet in adult dogs. | 2007 Aug |
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Evaluation of dirlotapide for sustained weight loss in overweight Labrador retrievers. | 2007 Aug |
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Biologic activity of dirlotapide, a novel microsomal triglyceride transfer protein inhibitor, for weight loss in obese dogs. | 2007 Aug |
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Pharmacokinetics of dirlotapide in the dog. | 2007 Aug |
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Absorption, distribution, metabolism, and excretion of dirlotapide in the dog. | 2007 Aug |
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Dirlotapide: a review of its properties and role in the management of obesity in dogs. | 2007 Aug |
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Canine obesity: an overview. | 2007 Aug |
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Dirlotapide, a U.S. Food and Drug Administration-approved first-in-class obesity drug for dogs-will humans be next? | 2007 May |
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Identification of the transcriptional response of human intestinal mucosa to Lactobacillus plantarum WCFS1 in vivo. | 2008 Aug 5 |
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Low-energy nanoemulsification to design veterinary controlled drug delivery devices. | 2010 Oct 21 |
Sample Use Guides
In Vivo Use Guide
Sources: https://www.vetdepot.com/product-labels/slentrol.pdf
The initial dosage of SLENTROL is 0.01 mL/kg (0.0045 mL/lb) body weight, administered once daily, for the first 14 days. After the first 14 days of treatment, the dose volume of SLENTROL should be doubled to 0.02 mL/kg (0.009 mL/lb) of body weight, administered once daily for the next 14 days (days 15 to 28 of treatment). Dogs should be weighed monthly and the dose volume adjusted every month, as necessary, to maintain a target percent weight loss of ≥0.7% per week.
Route of Administration:
Oral
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/17276061
In a murine model investigating intestinal triglyceride transfer protein (MTP) inhibition, dirlotapide demonstrated potent inhibition of intestinal fat absorption with an ED25 of 0.16 mg/kg. In contrast, it was a poor inhibitor of hepatic MTP as demonstrated in a murine model of triglyceride lowering, where it had an ED25 of 6 mg/kg.
Substance Class |
Chemical
Created
by
admin
on
Edited
Fri Dec 15 15:42:02 GMT 2023
by
admin
on
Fri Dec 15 15:42:02 GMT 2023
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Record UNII |
578H0RMP25
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Record Status |
Validated (UNII)
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Record Version |
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-
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NCI_THESAURUS |
C29728
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WHO-VATC |
QA08AB91
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CFR |
21 CFR 520.666
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EMA VETERINARY ASSESSMENT REPORTS |
SLENTROL [WITHDRAWN]
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C77329
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PP-66
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C521290
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300000023748
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578H0RMP25
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DIRLOTAPIDE
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9917862
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DTXSID00897432
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m4665
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DB11399
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481658-94-0
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CHEMBL410414
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8468
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1592684
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