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Merck
CN

D2763

Dihydroergotamine methanesulfonate salt

powder

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About This Item

Empirical Formula (Hill Notation):
C33H37N5O5 · CH4O3S
CAS Number:
6190-39-2
Molecular Weight:
679.78
NACRES:
NA.77
PubChem Substance ID:
24277913
UNSPSC Code:
12352200
EC Number:
228-235-6
MDL number:
MFCD00058615
Form:
powder

Key Documents

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InChI key

ADYPXRFPBQGGAH-WVVAGBSPSA-N

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

SMILES string

CS(O)(=O)=O.[H][C@@]12Cc3c[nH]c4cccc(C1C[C@H](CN2C)C(=O)N[C@]5(C)O[C@]6(O)N([C@@H](Cc7ccccc7)C(=O)N8CCC[C@@]68[H])C5=O)c34

form

powder

color

white

solubility

methanol: 21 mg/mL, 45% (w/v) aq 2-hydroxypropyl-β-cyclodextrin: 5.45 mg/mL, H2O: insoluble

Gene Information

human ... DRD2(1813)

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Biochem/physiol Actions

Agonist at vascular serotonin receptors; partial agonist at α-adrenergic and dopamine D2 receptors; vasoconstrictor.
Vascular serotonin receptor agonist; vasoconstrictor.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
097K1459
105F0105

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Nancy E Kelley et al.
Headache, 52(1), 114-128 (2012-01-04)
To review and analyze published reports on the acute treatment of migraine headache with triptans, dihydroergotamine (DHE), and magnesium in emergency department, urgent care, and headache clinic settings. MEDLINE was searched using the terms "migraine" and "emergency," and "therapy" or
D Kellerman et al.
Cephalalgia : an international journal of headache, 32(2), 150-158 (2011-12-17)
Dihydroergotamine (DHE), a proven migraine treatment, currently has product labeling warning against concomitant use of CYP3A4 inhibitors because of potential drug interactions. However, no reported studies of such interactions with DHE administered by any route are available. The pharmacokinetics (PK)
Shashidhar Kori et al.
Clinical therapeutics, 34(9), 1920-1928 (2012-08-25)
MAP0004 is an orally inhaled investigational drug containing dihydroergotamine (DHE). Although DHE has been used for 60 years with no reported cardiac arrhythmias, a thorough QT study had not previously been performed with DHE. The objective of this study was
Bruno A Marichal-Cancino et al.
European journal of pharmacology, 692(1-3), 69-77 (2012-07-31)
It has been suggested that during a migraine attack trigeminal nerves release calcitonin gene-related peptide (CGRP), producing central nociception and vasodilatation of cranial arteries, including the extracranial branches of the external carotid artery. Since trigeminal inhibition may prevent this vasodilatation
Anick Bérard et al.
Headache, 52(7), 1085-1093 (2012-05-23)
Dihydroergotamine (DHE) is perceived to be associated with a higher risk of adverse pregnancy events, but it has significantly less vasoconstrictive and uterotonic effects compared with ergotamine, and has demonstrated no teratogenic effect in animals. The objectives of this study
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Product Information Sheet - D2763

Product Information Sheet

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