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Details

Stereochemistry ABSOLUTE
Molecular Formula C17H18ClN3.CH4O3S
Molecular Weight 395.904
Optical Activity UNSPECIFIED
Defined Stereocenters 3 / 3
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of LERGOTRILE MESYLATE

SMILES

CS(O)(=O)=O.[H][C@@]12CC3=C(Cl)NC4=CC=CC(=C34)[C@@]1([H])C[C@@H](CC#N)CN2C

InChI

InChIKey=WXHDJVDIJQDJMK-AYJWUPBJSA-N
InChI=1S/C17H18ClN3.CH4O3S/c1-21-9-10(5-6-19)7-12-11-3-2-4-14-16(11)13(8-15(12)21)17(18)20-14;1-5(2,3)4/h2-4,10,12,15,20H,5,7-9H2,1H3;1H3,(H,2,3,4)/t10-,12-,15-;/m1./s1

HIDE SMILES / InChI
Lergotrile is an ergot alkaloid clinically effective in the treatment of Parkinson’s disease. The in vivo dopaminergic effects of lergotrile are similar to those produced by the direct acting dopaminergic agonists apomorphine or L-DOPA. Like apomorphine or L-DOPA, lergotrile decreases prolactin secretion, produces stereotyped behavior in intact rats, and causes contralateral rotation in rats with uniIateral 6-hydroxydopamine lesions of substantia nigra. However, unlike apomorphine or L-DOPA, lergotrile does not activate dopamine sensitive adenylate cyclase in vitro. Side effects of lergotrile included exacerbation of hallucinations, dyskinesias, hypotension, and alterations in liver function tests. Although lergotrile, when added to levodopa, has a definite antiparkinsonian effect, the incidence of adverse effects, particularly hepatotoxicity, makes it unlikely that this ergot alkaloid will become widely available for the treatment of Parkinson’s disease.

Approval Year

PubMed

PubMed

TitleDatePubMed
Lergotrile in the treatment of parkinsonism.
1978 Jul
Dopaminergic effects of lergotrile: possible involvement of a metabolite.
1980 Jun
Interactions of neurotensin with brain dopamine systems: biochemical and behavioral studies.
1983 May
Cloning and expression of a novel serotonin receptor with high affinity for tricyclic psychotropic drugs.
1993 Mar

Sample Use Guides

Single dose - 0.05 - 1.5 mg/kg
Route of Administration: Intraperitoneal
Name Type Language
LERGOTRILE MESYLATE
USAN  
USAN  
Official Name English
LERGOTRILE MESYLATE [USAN]
Common Name English
LERGOTRILE MESILATE [MART.]
Common Name English
LERGOTRILE MESILATE
MART.  
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C66884
Created by admin on Fri Dec 15 15:14:29 GMT 2023 , Edited by admin on Fri Dec 15 15:14:29 GMT 2023
Code System Code Type Description
ECHA (EC/EINECS)
257-225-4
Created by admin on Fri Dec 15 15:14:29 GMT 2023 , Edited by admin on Fri Dec 15 15:14:29 GMT 2023
PRIMARY
ChEMBL
CHEMBL80937
Created by admin on Fri Dec 15 15:14:29 GMT 2023 , Edited by admin on Fri Dec 15 15:14:29 GMT 2023
PRIMARY
CAS
51473-23-5
Created by admin on Fri Dec 15 15:14:29 GMT 2023 , Edited by admin on Fri Dec 15 15:14:29 GMT 2023
PRIMARY
NCI_THESAURUS
C81080
Created by admin on Fri Dec 15 15:14:29 GMT 2023 , Edited by admin on Fri Dec 15 15:14:29 GMT 2023
PRIMARY
PUBCHEM
20055399
Created by admin on Fri Dec 15 15:14:29 GMT 2023 , Edited by admin on Fri Dec 15 15:14:29 GMT 2023
PRIMARY
MESH
C084809
Created by admin on Fri Dec 15 15:14:29 GMT 2023 , Edited by admin on Fri Dec 15 15:14:29 GMT 2023
PRIMARY
FDA UNII
1945N48N9E
Created by admin on Fri Dec 15 15:14:29 GMT 2023 , Edited by admin on Fri Dec 15 15:14:29 GMT 2023
PRIMARY