Details
Stereochemistry | ABSOLUTE |
Molecular Formula | C17H18ClN3 |
Molecular Weight | 299.798 |
Optical Activity | UNSPECIFIED |
Defined Stereocenters | 3 / 3 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
[H][C@@]12CC3=C(Cl)NC4=CC=CC(=C34)[C@@]1([H])C[C@@H](CC#N)CN2C
InChI
InChIKey=JKAHWGPTNVUTNB-IXPVHAAZSA-N
InChI=1S/C17H18ClN3/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/h2-4,10,12,15,20H,5,7-9H2,1H3/t10-,12-,15-/m1/s1
Molecular Formula | C17H18ClN3 |
Molecular Weight | 299.798 |
Charge | 0 |
Count |
|
Stereochemistry | ABSOLUTE |
Additional Stereochemistry | No |
Defined Stereocenters | 3 / 3 |
E/Z Centers | 0 |
Optical Activity | UNSPECIFIED |
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
Title | Date | PubMed |
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Lergotrile in the treatment of parkinsonism. | 1978 Jul |
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Dopaminergic effects of lergotrile: possible involvement of a metabolite. | 1980 Jun |
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Psychiatric disorders in parkinsonism: 2. Organic cerebral states and drug reactions. | 1986 Mar |
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D-1 and D-2 agonists in Parkinson's disease. | 1987 Aug |
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Stimulus properties of dopaminergic drugs: comparisons involving selective agonists and antagonists. | 1988 |
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Cloning and expression of a novel serotonin receptor with high affinity for tricyclic psychotropic drugs. | 1993 Mar |
Sample Use Guides
In Vivo Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/6105627
Single dose - 0.05 - 1.5 mg/kg
Route of Administration:
Intraperitoneal
Substance Class |
Chemical
Created
by
admin
on
Edited
Fri Dec 15 16:39:22 GMT 2023
by
admin
on
Fri Dec 15 16:39:22 GMT 2023
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Record UNII |
O68JXU1W09
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Record Status |
Validated (UNII)
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Record Version |
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NCI_THESAURUS |
C66884
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3594
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O68JXU1W09
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C031875
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Lergotrile
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DTXSID701043282
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100000082591
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CHEMBL80937
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SUB08438MIG
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6918447
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36945-03-6
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C81079
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Related Record | Type | Details | ||
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SALT/SOLVATE -> PARENT |
Related Record | Type | Details | ||
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ACTIVE MOIETY |