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Substance Name: Pergolide mesylate [USAN:USP]
RN: 66104-23-2
UNII: 55B9HQY616
InChIKey: UWCVGPLTGZWHGS-ZORIOUSZSA-N

Note

  • A long-acting dopamine agonist which has been used to treat PARKINSON DISEASE and HYPERPROLACTINEMIA but withdrawn from some markets due to potential for HEART VALVE DISEASES.

Molecular Formula

  • C19-H26-N2-S.C-H4-O3-S

Molecular Weight

  • 410.6
 

Classification Codes

  • Dopamine Agonist
  • Drug / Therapeutic Agent
  • Reproductive Effect

Names and Synonyms

Name of Substance

  • Pergolide mesylate [USAN:USP]

MeSH Heading

  • Pergolide

Synonyms

  • 8-beta-((Methylthio)methyl)-6-propylergoline methanesulfonate
  • 8-beta-((Methylthio)methyl)-6-propylergoline monomethane sulfonate
  • 8beta-((Methylthio)methyl)-6-propylergoline monomethanesulfonate
  • Ergoline, 8-((methylthio)methyl)-6-propyl-, monomethanesulfonate, (8beta)-
  • LY 127809
  • LY127809
  • MPE
  • Pergolide mesylate
  • Permax
  • UNII-55B9HQY616

Systematic Names

  • Ergoline, 8-((methylthio)methyl)-6-propyl-, monomethanesulfonate, (8beta)-
  • Ergoline, 8-beta-((methylthio)methyl)-6-propyl-, methanesulfonate (1:1)

Registry Numbers

CAS Registry Number

  • 66104-23-2

FDA UNII

  • 55B9HQY616

Related Registry Number

  • 66104-22-1 (Parent)

System Generated Number

  • 0066104232

Molecular Formulas

Molecular Formula

  • C19-H26-N2-S.C-H4-O3-S

Molecular Formula Fragments

  • C-H4-O3-S
  • C19-H26-N2-S
  • COMPONENT

Structure Descriptors

InChI

1S/C19H26N2S.CH4O3S/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;1-5(2,3)4/h4-6,10,13,16,18,20H,3,7-9,11-12H2,1-2H3;1H3,(H,2,3,4)/t13-,16-,18-;/m1./s1

InChIKey

UWCVGPLTGZWHGS-ZORIOUSZSA-N

Smiles

CCCN1C[C@@H](C[C@H]2[C@H]1Cc3c[nH]c4c3c2ccc4)CSC.CS(=O)(=O)O

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
dog LD oral > 25mg/kg (25mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 44, Pg. 278, 1994.
dog LD oral > 25mg/kg (25mg/kg) GASTROINTESTINAL: NAUSEA OR VOMITING

SENSE ORGANS AND SPECIAL SENSES: MYDRIASIS (PUPILLARY DILATION): EYE
Arzneimittel-Forschung. Drug Research. Vol. 44, Pg. 278, 1994.
human TDLo oral 814ug/kg/3D-I (0.814mg/kg) BEHAVIORAL: "HALLUCINATIONS, DISTORTED PERCEPTIONS" Gekkan Yakuji. Pharmaceuticals Monthly. Vol. 36, Pg. 3353, 1994.
human TDLo oral 857ug/kg (0.857mg/kg) GASTROINTESTINAL: NAUSEA OR VOMITING

BEHAVIORAL: EXCITEMENT

VASCULAR: BP LOWERING NOT CHARACTERIZED IN AUTONOMIC SECTION
Gekkan Yakuji. Pharmaceuticals Monthly. Vol. 36, Pg. 3353, 1994.
human TDLo unreported 100ug/kg (0.1mg/kg) CARDIAC: ARRHYTHMIAS (INCLUDING CHANGES IN CONDUCTION)

BEHAVIORAL: EXCITEMENT

VASCULAR: BP LOWERING NOT CHARACTERIZED IN AUTONOMIC SECTION
Gekkan Yakuji. Pharmaceuticals Monthly. Vol. 36, Pg. 3350, 1994.
monkey LD oral > 20mg/kg (20mg/kg)   Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 25, Pg. 815, 1994.
mouse LD50 intraperitoneal 100mg/kg (100mg/kg)   Journal of Medicinal Chemistry. Vol. 26, Pg. 522, 1983.
mouse LD50 oral 54mg/kg (54mg/kg)   Toxicology and Applied Pharmacology. Vol. 48, Pg. A95, 1979.
mouse LDLo intravenous 11600ug/kg (11.6mg/kg) BEHAVIORAL: AGGRESSION

SENSE ORGANS AND SPECIAL SENSES: PTOSIS: EYE

BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY)
Arzneimittel-Forschung. Drug Research. Vol. 44, Pg. 278, 1994.
rabbit LD oral > 20mg/kg (20mg/kg) LUNGS, THORAX, OR RESPIRATION: RESPIRATORY STIMULATION

BEHAVIORAL: TREMOR
Arzneimittel-Forschung. Drug Research. Vol. 44, Pg. 278, 1994.
rabbit LDLo intravenous 150ug/kg (0.15mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY STIMULATION

BEHAVIORAL: TREMOR
Arzneimittel-Forschung. Drug Research. Vol. 44, Pg. 278, 1994.
rat LD50 oral 8400ug/kg (8.4mg/kg)   Drugs in Japan Vol. -, Pg. 1265, 1995.
rat LDLo intraperitoneal 6300ug/kg (6.3mg/kg) BEHAVIORAL: AGGRESSION

BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY)

SENSE ORGANS AND SPECIAL SENSES: PTOSIS: EYE
Arzneimittel-Forschung. Drug Research. Vol. 44, Pg. 278, 1994.
rat LDLo intravenous 590ug/kg (0.59mg/kg) SENSE ORGANS AND SPECIAL SENSES: PTOSIS: EYE

BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY)

BEHAVIORAL: AGGRESSION
Arzneimittel-Forschung. Drug Research. Vol. 44, Pg. 278, 1994.