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Substance Name: Dihydroergotamine tartrate
RN: 5989-77-5
UNII: 76F2R89O7X
InChIKey: FXDJFTCVYTUARH-YZPGULDNSA-N

Note

  • A 9,10alpha-dihydro derivative of ERGOTAMINE. It is used as a vasoconstrictor, specifically for the therapy of MIGRAINE DISORDERS.

Molecular Formula

  • C33-H37-N5-O5.1/2C4-H6-O6

Molecular Weight

  • 2484.8266
 

Classification Codes

  • Analgesics, Non-Narcotic
  • Dopamine Agonists
  • Drug / Therapeutic Agent
  • Vasoconstrictor Agents
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Names and Synonyms

Results Name

  • Dihydroergotamine tartrate

Name of Substance

  • Dihydroergotamine tartrate

Synonyms

  • 9,10-Dihydroergotamine tartrate
  • Dihydroergotamine tartrate (2:1)
  • EINECS 227-816-1
  • UNII-76F2R89O7X

Systematic Names

  • Bis(5'alpha-benzyl-9,10alpha-dihydro-12'-hydroxy-2'-methylergotaman-3',6',18-trione) (R-(R*,R*))-tartrate
  • Ergotamine, dihydro-, tartrate (2:1)(salt)

Registry Numbers

CAS Registry Number

  • 5989-77-5

FDA UNII

  • 76F2R89O7X

System Generated Number

  • 0005989775

Molecular Formulas

Molecular Formula

  • C33-H37-N5-O5.1/2C4-H6-O6

Molecular Formula Fragments

  • C33-H37-N5-O5
  • C4-H6-O6
  • COMPONENT

Structure Descriptors

InChI

1S/4C33H37N5O5.C4H6O6/c4*1-32(35-29(39)21-15-23-22-10-6-11-24-28(22)20(17-34-24)16-25(23)36(2)18-21)31(41)38-26(14-19-8-4-3-5-9-19)30(40)37-13-7-12-27(37)33(38,42)43-32;5-1(3(7)8)2(6)4(9)10/h4*3-6,8-11,17,21,23,25-27,34,42H,7,12-16,18H2,1-2H3,(H,35,39);1-2,5-6H,(H,7,8)(H,9,10)/t4*21-,23-,25-,26+,27+,32-,33+;1-,2-/m11111/s1

InChIKey

FXDJFTCVYTUARH-YZPGULDNSA-N

Smiles

C[C@@]1(C(=O)N2[C@H](C(=O)N3CCC[C@H]3[C@@]2(O1)O)Cc4ccccc4)NC(=O)[C@@H]5C[C@@H]6c7cccc8c7c(c[nH]8)C[C@H]6N(C5)C.C[C@@]1(C(=O)N2[C@H](C(=O)N3CCC[C@H]3[C@@]2(O1)O)Cc4ccccc4)NC(=O)[C@@H]5C[C@@H]6c7cccc8c7c(c[nH]8)C[C@H]6N(C5)C.C[C@@]1(C(=O)N2[C@H](C(=O)N3CCC[C@H]3[C@@]2(O1)O)Cc4ccccc4)NC(=O)[C@@H]5C[C@@H]6c7cccc8c7c(c[nH]8)C[C@H]6N(C5)C.C[C@@]1(C(=O)N2[C@H](C(=O)N3CCC[C@H]3[C@@]2(O1)O)Cc4ccccc4)NC(=O)[C@@H]5C[C@@H]6c7cccc8c7c(c[nH]8)C[C@H]6N(C5)C.[C@@H]([C@H](C(=O)O)O)(C(=O)O)O

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
cat LD50 subcutaneous 68mg/kg (68mg/kg)   Bulletin der Schweizerischen Akademie der Medizinischen Wissenschaften. Vol. 2, Pg. 1, 1946/1947.
mouse LD50 intraperitoneal 210mg/kg (210mg/kg)   Research Progress in Organic-Biological and Medicinal Chemistry. Vol. 2, Pg. 284, 1970.
mouse LD50 intravenous 118mg/kg (118mg/kg)   Bulletin der Schweizerischen Akademie der Medizinischen Wissenschaften. Vol. 2, Pg. 1, 1946/1947.
rabbit LD50 intravenous 25mg/kg (25mg/kg)   Bulletin der Schweizerischen Akademie der Medizinischen Wissenschaften. Vol. 2, Pg. 1, 1946/1947.
rat LD50 intravenous 110mg/kg (110mg/kg)   Bulletin der Schweizerischen Akademie der Medizinischen Wissenschaften. Vol. 2, Pg. 1, 1946/1947.