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Substance Name: Methylergonovine maleate [USP]
RN: 57432-61-8
UNII: IR84JPZ1RK
InChIKey: NOFOWWRHEPHDCY-DAUURJMHSA-N

Note

  • A homolog of ERGONOVINE containing one more CH2 group. (Merck Index, 11th ed)

Molecular Formula

  • C20-H25-N3-O2.C4-H4-O4

Molecular Weight

  • 455.508
 

Classification Codes

  • Drug / Therapeutic Agent
  • Human Data
  • Mutation Data
  • Oxytocic
  • Reproductive Effect
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Names and Synonyms

Name of Substance

  • Methylergometrine maleate
  • Methylergonovine maleate
  • Methylergonovine maleate [USP]

Synonyms

  • 9,10-Didehydro-N-((S)-1-(hydroxymethyl)propyl)-6-methylergoline-8beta-carboxamide maleate (1:1) (salt)
  • EINECS 260-734-4
  • Erezingen
  • Ergoline-8-carboxamide, 9,10-didehydro-N-(1-(hydroxymethyl)propyl)-6-methyl-, (8beta(S))-, (Z)-2-butenedioate (1:1) (salt)
  • Ergonovine, methyl-, maleate (1:1)
  • Maleic acid, methyl ergonovine
  • Methergine
  • Methylergobasine maleate
  • Methylergometrine maleate
  • Methylergonovine maleate
  • NSC 757104
  • UNII-IR84JPZ1RK
  • USAF uctl-8

Systematic Names

  • Ergoline-8-carboxamide, 9,10-didehydro-N-((1S)-1-(hydroxymethyl)propyl)-6-methyl-, (8beta)-, (2Z)-2-butenedioate (1:1) (salt)
  • Ergoline-8-carboxamide, 9,10-didehydro-N-(1-(hydroxymethyl)propyl)-6-methyl-, (8beta(S))-, (Z)-2-butenedioate (1:1) (salt)
  • Methylergometrine maleate

Registry Numbers

CAS Registry Number

  • 57432-61-8

FDA UNII

  • IR84JPZ1RK

Other Registry Number

  • 7054-07-1

System Generated Number

  • 0057432618

Molecular Formulas

Molecular Formula

  • C20-H25-N3-O2.C4-H4-O4

Molecular Formula Fragments

  • C20-H25-N3-O2
  • C4-H4-O4
  • COMPONENT

Structure Descriptors

InChI

InChI=1S/C20H25N3O2.C4H4O4/c1-3-14(11-24)22-20(25)13-7-16-15-5-4-6-17-19(15)12(9-21-17)8-18(16)23(2)10-13;5-3(6)1-2-4(7)8/h4-7,9,13-14,18,21,24H,3,8,10-11H2,1-2H3,(H,22,25);1-2H,(H,5,6)(H,7,8)/b;2-1-/t13-,14+,18-;/m1./s1

InChIKey

NOFOWWRHEPHDCY-DAUURJMHSA-N

Smiles

CC[C@@H](CO)NC(=O)[C@H]1CN(C)[C@@H]2Cc3c[nH]c4cccc(C2=C1)c34.OC(=O)\C=C/C(=O)O

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 6mg/kg (6mg/kg)   National Technical Information Service. Vol. AD277-689,
mouse LD50 intravenous 85mg/kg (85mg/kg)   Drugs in Japan Vol. 6, Pg. 828, 1982.
mouse LD50 oral 187mg/kg (187mg/kg)   Drugs in Japan Vol. 6, Pg. 828, 1982.
rabbit LD50 intravenous 2600ug/kg (2.6mg/kg)   Drugs in Japan Vol. 6, Pg. 828, 1982.
rat LD50 intravenous 23mg/kg (23mg/kg)   Drugs in Japan Vol. 6, Pg. 828, 1982.
rat LD50 oral 93mg/kg (93mg/kg)   Drugs in Japan Vol. 6, Pg. 828, 1982.
women TDLo oral 36ug/kg/3D-I (0.036mg/kg) CARDIAC: EKG CHANGES NOT DIAGNOSTIC OF ABOVE

CARDIAC: CARDIOMYOPATHY INCLUDING INFARCTION
American Journal of Emergency Medicine. Vol. 16, Pg. 502, 1998.