Dihydroergotamine mesylate

• CAT Number: I004337
• CAS Number: 6190-39-2
• Molecular Formula: C34H41N5O8S
• Molecular Weight: 679.78
• Purity: ≥95%
• Synonyms: Dihydroergotamine methanesulfonate; Migranal; Dihydroergotamine mesilate.
• Target: 5-HT Receptor
• Solubility: DMSO: ≥ 33 mg/mL
• Storage: Store at -20C
• IUPAC Name: (6aR,9R,10aR)-N-[(1S,2S,4R,7S)-7-benzyl-2-hydroxy-4-methyl-5,8-dioxo-3-oxa-6,9-diazatricyclo[7.3.0.02,6]dodecan-4-yl]-7-methyl-6,6a,8,9,10,10a-hexahydro-4H-indolo[4,3-fg]quinoline-9-carboxamide;methanesulfonic acid
• InChI: 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: CC1(C(=O)N2C(C(=O)N3CCCC3C2(O1)O)CC4=CC=CC=C4)NC(=O)C5CC6C(CC7=CNC8=CC=CC6=C78)N(C5)C.CS(=O)(=O)O

Dihydroergotamine mesylate is a semi-synthetic ergot alkaloid primarily used for the treatment of migraine headaches. It works by constricting blood vessels in the brain and inhibiting the release of certain neuropeptides involved in pain transmission, thus reducing the intensity and frequency of migraine attacks. Dihydroergotamine also acts as an agonist at serotonin (5-HT) receptors, particularly 5-HT1B and 5-HT1D subtypes, contributing to its vasoconstrictive and anti-migraine effects. It is typically administered via injection or nasal spray and is particularly useful in treating acute migraine attacks, especially in patients unresponsive to other therapies.

Overview of Clinical Research

Originator： Impel NeuroPharma
Class： Antimigraines; Ergotamines; Mesylates; Small molecules
Mechanism of Action： Serotonin 1B receptor agonists; Serotonin 1D receptor agonists
Orphan Drug Status： No
New Molecular Entity： No