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Substance Name: Ergonovine maleate [USP]
RN: 129-51-1
UNII: YMH3D0ZJWV
InChIKey: YREISLCRUMOYAY-IIPCNOPRSA-N

Note

  • An ergot alkaloid (ERGOT ALKALOIDS) with uterine and vascular smooth muscle contractile properties.

Molecular Formula

  • C19-H23-N3-O2.C4-H4-O4

Molecular Weight

  • 441.481
 

Classification Codes

  • Human Data
  • Mutation Data
  • Natural Product
  • Oxytocic
  • Reproductive Effect
  • Tumor Data
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Names and Synonyms

Name of Substance

  • Ergonovine maleate
  • Ergonovine maleate [USP]

Synonyms

  • 9,10-Didehydro-N-((S)-2-hydroxy-1-methylethyl)-6-methylergoline-8beta-carboxamide maleate (1:1) (salt)
  • Cornocentin
  • Crude ergot
  • D-Ergonovine maleate
  • EINECS 204-953-5
  • Ergoline-8-carboxamide, 9,10-didehydro-N-(2-hydroxy-1-methylethyl)-6-methyl-, (8beta(S))-, (Z)-2-butenedioate (1:1) (salt)
  • Ergomet
  • Ergometrin maleate
  • Ergometrine acid maleate
  • Ergometrine hydrogen maleate
  • Ergometrine maleate
  • Ergometrine maleate (1:1)
  • Ergonovine hydrogen maleate
  • Ergonovine maleate
  • Ergonovine, maleate (1:1)
  • Ergonovine, maleate (1:1) (salt)
  • Ergotocin maleate
  • Ergotrate
  • Ergotrate Maleate
  • Ermetrin
  • Metriclavin
  • NSC 93752
  • Oxytocic
  • UNII-YMH3D0ZJWV

Systematic Names

  • Ergoline-8-beta-carboxamide, 9,10-didehydro-N-((S)-2-hydroxy-1-methylethyl)-6-methyl-, maleate (1:1) (salt)
  • Ergoline-8-carboxamide, 9,10-didehydro-N-((1S)-2-hydroxy-1-methylethyl)-6-methyl-, (8beta)-, (2Z)-2-butenedioate (1:1) (salt)
  • Ergoline-8-carboxamide, 9,10-didehydro-N-(2-hydroxy-1-methylethyl)-6-methyl-, (8beta(S))-, (Z)-2-butenedioate (1:1) (salt)
  • Ergometrine hydrogen maleate

Registry Numbers

CAS Registry Number

  • 129-51-1

FDA UNII

  • YMH3D0ZJWV

Other Registry Numbers

  • 6815-20-9
  • 78207-84-8
  • 912-07-2

System Generated Number

  • 0000129511

Molecular Formulas

Molecular Formula

  • C19-H23-N3-O2.C4-H4-O4

Molecular Formula Fragments

  • C19-H23-N3-O2
  • C4-H4-O4
  • COMPONENT

Structure Descriptors

InChI

1S/C19H23N3O2.C4H4O4/c1-11(10-23)21-19(24)13-6-15-14-4-3-5-16-18(14)12(8-20-16)7-17(15)22(2)9-13;5-3(6)1-2-4(7)8/h3-6,8,11,13,17,20,23H,7,9-10H2,1-2H3,(H,21,24);1-2H,(H,5,6)(H,7,8)/b;2-1-/t11-,13+,17+;/m0./s1

InChIKey

YREISLCRUMOYAY-IIPCNOPRSA-N

Smiles

C(\C=C/C(O)=O)(=O)O.c12[nH]cc3c2c(ccc1)C=1[C@@H]([N@@](C[C@@H](C1)C(N[C@H](CO)C)=O)C)C3

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
guinea pig LDLo intravenous 80mg/kg (80mg/kg) SKIN AND APPENDAGES (SKIN): HAIR: OTHER

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
Journal of Pharmacology and Experimental Therapeutics. Vol. 54, Pg. 398, 1935.
infant TDLo intramuscular 40ug/kg (0.04mg/kg) GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"

LUNGS, THORAX, OR RESPIRATION: CYANOSIS
JAMA, Journal of the American Medical Association. Vol. 250, Pg. 729, 1983.
man LDLo unreported 15mg/kg (15mg/kg)   "Poisoning; Toxicology, Symptoms, Treatments," 2nd ed., Arena, J.M., Springfield, IL, C.C. Thomas, 1970Vol. 2, Pg. 73, 1970.
mouse LD50 intravenous 8260ug/kg (8.26mg/kg)   Toxicology and Applied Pharmacology. Vol. 23, Pg. 537, 1972.