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Details

Stereochemistry RACEMIC
Molecular Formula C20H26N2O2
Molecular Weight 326.4326
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of EPSIPRANTEL

SMILES

O=C(C1CCCCC1)N2CC3N(CCCC4=C3C=CC=C4)C(=O)C2

InChI

InChIKey=LGUDKOQUWIHXOV-UHFFFAOYSA-N
InChI=1S/C20H26N2O2/c23-19-14-21(20(24)16-8-2-1-3-9-16)13-18-17-11-5-4-7-15(17)10-6-12-22(18)19/h4-5,7,11,16,18H,1-3,6,8-10,12-14H2

HIDE SMILES / InChI

Molecular Formula C20H26N2O2
Molecular Weight 326.4326
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry RACEMIC
Additional Stereochemistry No
Defined Stereocenters 0 / 1
E/Z Centers 0
Optical Activity ( + / - )

Description

Epsiprantel is a veterinary drug which is used as an antiparasitic agent. Epsiprantel in tablets (Cestex) is indicated for the removal of tapeworms in the cat (Dipylidium caninumand Taenia taeniaeformis) and dog (Dipylidium caninum and Taenia pisiformis). Epsiprantel acts directly on the tapeworm. Since it is minimally absorbed following oral administration, epsiprantel remains at the site of action within the gastrointestinal tract. Due to digestive process, tapeworm fragments or proglottids may not be readily visible in the stool. Epsiprantel is not a cholinesterase inhibitor. During the course of clinical field studies, Cestex was administered concurrently with diethylcarbamazine citrate (dogs only), anti-inflammatory agents, insecticides, and nematocides with no drug incompatibilities noted. The mechanism of action of epsiprantel appears to be similar to that of praziquantel, a drug that disrupts the regulation of calcium and other cations. Tetanic muscle contraction and paralysis occurs in the parasite, and the tegument becomes vacuolized

Approval Year

Targets

Primary TargetPharmacologyConditionPotency

Conditions

ConditionModalityTargetsHighest PhaseProduct
Curative
CESTEX

PubMed

Patents

Sample Use Guides

In Vivo Use Guide
veterinary use: cats: 1.25 mg/lb of body weight dogs: 2.5 mg/lb of body weight
Route of Administration: Oral
In Vitro Use Guide
epsiprantel at a concentration of 10 ug ml-1 caused tegumental damage and death of protoscoleces, juveniles (seven-day-old) and adult (37-day-old) Echinococcus granulosus.
Substance Class Chemical
Record UNII
0C1SPQ0FSR
Record Status Validated (UNII)
Record Version