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Details

Stereochemistry ABSOLUTE
Molecular Formula C36H41ClN8O4S
Molecular Weight 717.28
Optical Activity UNSPECIFIED
Defined Stereocenters 3 / 3
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of MITRATAPIDE

SMILES

CC[C@@H](C)N1N=CN(C1=O)C2=CC=C(C=C2)N3CCN(CC3)C4=CC=C(OC[C@@H]5CO[C@](CSC6=NN=CN6C)(O5)C7=CC=C(Cl)C=C7)C=C4

InChI

InChIKey=HQSRVYUCBOCBLY-XOOFNSLWSA-N
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

HIDE SMILES / InChI

Molecular Formula C36H41ClN8O4S
Molecular Weight 717.28
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 3 / 3
E/Z Centers 0
Optical Activity UNSPECIFIED

Mitratapide is a potent inhibitor of the microsomal triglyceride transfer protein used for the treatment of obesity in dogs. The drug was developed by Janssen Pharmaceutica and is chemically related to the antifungal drugs such as itraconazole which were also developed by Janssen. Administration of mitratapide to dogs results in reduced uptake of dietary lipids, dose dependent decreases in serum cholesterol and triglyceride and an increased presence of triglyceride containing droplets in enterocytes. Mitratapide also has a slight appetite decreasing effect that is claimed to be associated with its mode of action. Vomiting, diarrhoea or softened stools may occur during treatment. In most cases, these effects are mild and transient.

Approval Year

PubMed

PubMed

TitleDatePubMed
Effect of mitratapide on body composition, body measurements and glucose tolerance in obese Beagles.
2009 Dec
Effects of low-fat high-fibre diet and mitratapide on body weight reduction, blood pressure and metabolic parameters in obese dogs.
2014 Sep
Patents

Patents

Substance Class Chemical
Created
by admin
on Fri Dec 15 16:05:54 GMT 2023
Edited
by admin
on Fri Dec 15 16:05:54 GMT 2023
Record UNII
FVW7T75XP4
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
MITRATAPIDE
INN   MART.   MI   USAN  
USAN   INN  
Official Name English
mitratapide [INN]
Common Name English
3H-1,2,4-TRIAZOL-3-ONE, 4-(4-(4-(4-(((2S,4R)-2-(4-CHLOROPHENYL)-2-(((4-METHYL-4H-1,2,4-TRIAZOL-3-YL)THIO)METHYL)-1,3-DIOXOLAN-4-YL)METHOXY)PHENYL)-1-PIPERAZINYL)PHENYL)-2,4-DIHYDRO-2-((1R)-1-METHYLPROPYL)-
Common Name English
MITRATAPIDE [USAN]
Common Name English
R-103757
Code English
R103757
Code English
MITRATAPIDE [MART.]
Common Name English
YARVITAN
Common Name English
(-)-4-(4-(4-(4-(((2S,4R)-2-(4-CHLOROPHENYL)-2-(((4-METHYL-4H-1,2,4-TRIAZOL-3-YL)SULFANYL)METHYL-1,3-DIOXOLAN-4-YL)METHOXY)PHENYL)PIPERAZIN-1-YL)PHENYL)-2-(1R)-1-METHYLPROPYL)-2,4-DIHYDRO-3H-1,2,4-TRIAZOL-3-ONE
Common Name English
MITRATAPIDE [MI]
Common Name English
MITRATAPIDE [EMA EPAR VETERINARY]
Common Name English
Classification Tree Code System Code
WHO-VATC QA08AB90
Created by admin on Fri Dec 15 16:05:54 GMT 2023 , Edited by admin on Fri Dec 15 16:05:54 GMT 2023
NCI_THESAURUS C29703
Created by admin on Fri Dec 15 16:05:54 GMT 2023 , Edited by admin on Fri Dec 15 16:05:54 GMT 2023
EMA VETERINARY ASSESSMENT REPORTS YARVITAN[WITHDRAWN]
Created by admin on Fri Dec 15 16:05:54 GMT 2023 , Edited by admin on Fri Dec 15 16:05:54 GMT 2023
Code System Code Type Description
NCI_THESAURUS
C66168
Created by admin on Fri Dec 15 16:05:54 GMT 2023 , Edited by admin on Fri Dec 15 16:05:54 GMT 2023
PRIMARY
USAN
RR-03
Created by admin on Fri Dec 15 16:05:54 GMT 2023 , Edited by admin on Fri Dec 15 16:05:54 GMT 2023
PRIMARY
FDA UNII
FVW7T75XP4
Created by admin on Fri Dec 15 16:05:54 GMT 2023 , Edited by admin on Fri Dec 15 16:05:54 GMT 2023
PRIMARY
PUBCHEM
213047
Created by admin on Fri Dec 15 16:05:54 GMT 2023 , Edited by admin on Fri Dec 15 16:05:54 GMT 2023
PRIMARY
SMS_ID
300000023719
Created by admin on Fri Dec 15 16:05:54 GMT 2023 , Edited by admin on Fri Dec 15 16:05:54 GMT 2023
PRIMARY
CAS
179602-65-4
Created by admin on Fri Dec 15 16:05:54 GMT 2023 , Edited by admin on Fri Dec 15 16:05:54 GMT 2023
PRIMARY
MERCK INDEX
m7574
Created by admin on Fri Dec 15 16:05:54 GMT 2023 , Edited by admin on Fri Dec 15 16:05:54 GMT 2023
PRIMARY Merck Index
WIKIPEDIA
Mitratapide
Created by admin on Fri Dec 15 16:05:54 GMT 2023 , Edited by admin on Fri Dec 15 16:05:54 GMT 2023
PRIMARY
MESH
C493731
Created by admin on Fri Dec 15 16:05:54 GMT 2023 , Edited by admin on Fri Dec 15 16:05:54 GMT 2023
PRIMARY
EPA CompTox
DTXSID801016298
Created by admin on Fri Dec 15 16:05:54 GMT 2023 , Edited by admin on Fri Dec 15 16:05:54 GMT 2023
PRIMARY
INN
8299
Created by admin on Fri Dec 15 16:05:54 GMT 2023 , Edited by admin on Fri Dec 15 16:05:54 GMT 2023
PRIMARY
ChEMBL
CHEMBL2104975
Created by admin on Fri Dec 15 16:05:54 GMT 2023 , Edited by admin on Fri Dec 15 16:05:54 GMT 2023
PRIMARY
Related Record Type Details
ACTIVE MOIETY