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pergolide
A diamine that is ergoline in which the beta-hydrogen at position 8 is replaced by a (methylthio)methyl group and the hydrogen attached to the piperidine nitrogen (position 6) is replaced by a propyl group. A dopamine D2 receptor agonist which also has D1 and D2 agonist properties, it is used as the mesylate salt in the management of Parkinson's disease, although it was withdrawn from the U.S. and Canadian markets in 2007 due to an increased risk of cardiac valve dysfunction.


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03. Biological Effects of Specific Chemicals 
03. Biological Effects of Specific Chemicals
 pharmacological uses [CHEBI:52210] (736) 
 neurotransmitter agent [CHEBI:35942] (471) 
 dopaminergic agent [CHEBI:48560] (99) 
 dopamine agonist [CHEBI:51065] (26) 
 pergolide [CHEBI:63617] (1)
05. Industrial Uses 
05. Industrial Uses
 pharmaceutical [CHEBI:52217] (1978) 
 drug [CHEBI:23888] (1930) 
 antidyskinesia agent [CHEBI:66956] (43) 
 antiparkinson drug [CHEBI:48407] (41) 
 pergolide [CHEBI:63617] (1)
08. Chemical Category 
08. Chemical Category
 main group molecular entity [CHEBI:33579] (25650) 
 p-block molecular entity [CHEBI:33675] (25343) 
 pnictogen molecular entity [CHEBI:33302] (10027) 
 nitrogen molecular entity [CHEBI:51143] (7930) 
 organonitrogen compound [CHEBI:35352] (6705) 
 organic amino compound [CHEBI:50047] (2472) 
 diamine [CHEBI:23666] (39) 
 pergolide [CHEBI:63617] (1)
 carbon group molecular entity [CHEBI:33582] (23847) 
 organic molecular entity [CHEBI:50860] (23769) 
 heteroorganic entity [CHEBI:33285] (15197) 
 organonitrogen compound [CHEBI:35352] (6705) 
 organic amino compound [CHEBI:50047] (2472) 
 diamine [CHEBI:23666] (39) 
 pergolide [CHEBI:63617] (1)
 organic amino compound [CHEBI:50047] (2472) 
 diamine [CHEBI:23666] (39) 
 pergolide [CHEBI:63617] (1)
ChEBI Compound Accession Identifier  [CHEBI:63617]
ChEBI Compound Description  A diamine that is ergoline in which the beta-hydrogen at position 8 is replaced by a (methylthio)methyl group and the hydrogen attached to the piperidine nitrogen (position 6) is replaced by a propyl group. A dopamine D2 receptor agonist which also has D1 and D2 agonist properties, it is used as the mesylate salt in the management of Parkinson's disease, although it was withdrawn from the U.S. and Canadian markets in 2007 due to an increased risk of cardiac valve dysfunction.
ChEBI Compound Identification Number  63617
ChEBI InChI Value  InChI=1S/C19H26N2S/c1-3-7-21-11-13(12-22-2)8-16-15-5-4-6-17-19(15)14(10-20-17)9-18(16)21/h4-6,10,13,16,18,20H,3,7-9,11-12H2,1-2H3/t13-,16-,18-/m1/s1
ChEBI InChIKey Value  YEHCICAEULNIGD-MZMPZRCHSA-N
ChEBI Compound Name  pergolide
ChEBI SMILES Value  [H][C@@]12Cc3c[nH]c4cccc(c34)[C@@]1([H])C[C@@H](CSC)CN2CCC
ChEBI Substance ID  135610131
ChEBI URL  ChEBI:63617
ChemSpider ID  43503
Ontomatica Chemical Accession Key (OnChAKey)  YEHCICAEULNIGD_MZMPZRCHSA_N_000_000000
PubChem Compound ID  47811