ergoloid mesylate

Also known as codergocrine methanesulfonate, co-dergocrine mesylate, codergocrine mesylate, dihydrogenated ergot alkaloids, co-dergocrine mesilate, hydrogenated ergot alkaloids, dihydroergotoxine methanesulfonate, co-dergocrine methanesulfonate

Ergoloid mesylates (USAN), co-dergocrine mesilate (BAN) or dihydroergotoxine mesylate, trade name Hydergine, is a mixture of the methanesulfonate salts of three dihydrogenated ergot alkaloids (dihydroergocristine, dihydroergocornine, and alpha- and beta-dihydroergocryptine).

Chemical data

Formula: C123H156N20O23S
Molecular weight: 2314.7 g/mol
IUPAC name: (6aR,9R)-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;(6aR,9R)-N-[(1S,2S,4R,7S)-7-butan-2-yl-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;(6aR,9R)-N-[(1S,2S,4R,7S)-2-hydroxy-4-methyl-5,8-dioxo-7-propan-2-yl-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;(6aR,9R)-N-[(1S,2S,4R,7S)-2-hydroxy-4-methyl-7-(2-methylpropyl)-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
SMILES: CCC(C)[C@H]1C(=O)N2CCC[C@H]2[C@]3(N1C(=O)[C@](O3)(C)NC(=O)[C@@H]4CC5[C@@H](CC6=CNC7=CC=CC5=C67)N(C4)C)O.CC(C)C[C@H]1C(=O)N2CCC[C@H]2[C@]3(N1C(=O)[C@](O3)(C)NC(=O)[C@@H]4CC5[C@@H](CC6=CNC7=CC=CC5=C67)N(C4)C)O.CC(C)[C@H]1C(=O)N2CCC[C@H]2[C@]3(N1C(=O)[C@](O3)(C)NC(=O)[C@@H]4CC5[C@@H](CC6=CNC7=CC=CC5=C67)N(C4)C)O.C[C@@]1(C(=O)N2[C@H](C(=O)N3CCC[C@H]3[C@@]2(O1)O)CC4=CC=CC=C4)NC(=O)[C@@H]5CC6[C@@H](CC7=CNC8=CC=CC6=C78)N(C5)C.CS(=O)(=O)O
InChIKey: HMMYROQEJAZVGJ-CTOOOFERSA-N
Polar surface area: 536 Å²
H-bond donors: 13
H-bond acceptors: 27
Formal charge: 0

via PubChem

Research

759 papers

Preparation of ergoloid mesylate submicron emulsions for enhancing nasal absorption and reducing nasal ciliotoxicity.International journal of pharmaceutics · 2009
Evaluation of brain-targeting for the nasal delivery of ergoloid mesylate by the microdialysis method in rats.European journal of pharmaceutics and biopharmaceutics : official journal of Arbeitsgemeinschaft fur Pharmazeutische Verfahrenstechnik e.V · 2008
Dihydroergotoxine mesylate for the treatment of sialorrhea in Parkinson's disease.Parkinsonism & related disorders · 2019
The effects of ergoloid mesylates and ginkgo biloba on the pharmacokinetics of ticlopidine.Journal of clinical pharmacology · 2006
Co-dergocrine mesylate. A review of its pharmacodynamic and pharmacokinetic properties and therapeutic use in age-related cognitive decline.Drugs & aging · 1992

via PubMed

Wikidata facts

Subclass of: chemical compound
Mass: 631.267584
Has use: medication

Show 6 more facts

route of administration: intravenous infusion and defusion
chemical formula: C₃₀H₄₁N₅O₈S
canonical SMILES: CC1C(=O)N2CCCC2C3(N1C(=O)C(O3)(C(C)C)NC(=O)C4CC5C(CC6=CNC7=CC=CC5=C67)N(C4)C)O.CS(=O)(=O)O
isomeric SMILES: C[C@H]1C(=O)N2CCC[C@H]2[C@]3(N1C(=O)[C@](O3)(C(C)C)NC(=O)[C@@H]4C[C@H]5[C@@H](CC6=CNC7=CC=CC5=C67)N(C4)C)O.CS(=O)(=O)O
subject has role: nootropic
defined daily dose: 3

Sources (2)

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Encyclopedic overview

11 sections

Contents

Medical uses
Contraindications
Side effects
Pharmacology
Mechanism of action
Chemistry
Society and culture
Brand names
See also
References
External links

It was developed by Albert Hofmann (the discoverer of LSD) for Sandoz (now part of Novartis).

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