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Substance Name: Dihydroergotamine mesylate [USAN:USP]
RN: 6190-39-2
UNII: 81AXN7R2QT
InChIKey: ADYPXRFPBQGGAH-UMYZUSPBSA-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.C-H4-O3-S

Molecular Weight

  • 679.7909
 

Classification Codes

  • Anti-Adrenergic
  • Drug / Therapeutic Agent
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Names and Synonyms

Name of Substance

  • Dihydroergotamine mesylate [USAN:USP]

Synonyms

  • 9,10-Dihydroergotamine mesylate
  • D.H.E. 45
  • DETMS
  • DHE-45
  • Dihydergot
  • Dihydroergotamine mesilate
  • Dihydroergotamine mesylate
  • Dihydroergotamine methanesulfonate
  • Dihydroergotamine monomethanesulfonate
  • Dihytamine
  • EINECS 228-235-6
  • Migranal
  • MT 300
  • UNII-81AXN7R2QT

Systematic Names

  • Dihydroergotamine mesilate
  • Ergotamine, 9,10-dihydro-, monomethanesulfonate (salt)
  • Ergotoman-3',6',18-trione,9,10-dihydro-12'-hydroxy-2'-methyl-5'-(phenylmethyl)-, (5'alpha)-, monomethanesulfonate (salt)

Superlist Name

  • Dihydroergotamine mesylate

Registry Numbers

CAS Registry Number

  • 6190-39-2

FDA UNII

  • 81AXN7R2QT

Related Registry Number

  • 511-12-6 (Parent)

System Generated Number

  • 0006190392

Molecular Formulas

Molecular Formula

  • C33-H37-N5-O5.C-H4-O3-S

Molecular Formula Fragments

  • C-H4-O3-S
  • C33-H37-N5-O5
  • COMPONENT

Structure Descriptors

InChI

1S/C33H37N5O5.CH4O3S/c1-32(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;1-5(2,3)4/h3-6,8-11,17,21,23,25-27,34,42H,7,12-16,18H2,1-2H3,(H,35,39);1H3,(H,2,3,4)/t21-,23-,25-,26+,27+,32-,33+;/m1./s1

InChIKey

ADYPXRFPBQGGAH-UMYZUSPBSA-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.CS(=O)(=O)O

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 oral > 2gm/kg (2000mg/kg)   Drugs in Japan Vol. -, Pg. 468, 1990.
rabbit LD50 oral > 1gm/kg (1000mg/kg)   Drugs in Japan Vol. 6, Pg. 328, 1982.
rat LD50 oral > 2gm/kg (2000mg/kg)   Drugs in Japan Vol. -, Pg. 468, 1990.