METHYSERGIDE MALEATE

Base Information

• Chemical Name: METHYSERGIDE MALEATE
• CAS No.: 129-49-7
• Deprecated CAS: 1257-58-5,29605-96-7,32537-90-9,52502-68-8,87387-76-6
• Molecular Formula: C21H27N3O2•C4H4O4
• Molecular Weight: 469.538
• Hs Code.: 2939690000
• UNII: 2U7H1466GH
• ChEMBL ID: CHEMBL1200938
• DSSTox Substance ID: DTXSID901017106
• NCI Thesaurus Code: C61843
• NSC Number: 759143
• Pharos Ligand ID: 3M5UQBRT98CD
• Wikidata: Q27255601
• Mol file: 129-49-7.mol

Synonyms:1-(hydroxymethyl)propylamideof1-methyl-(+)-lysergicacidhydrogenmaleate;deseril-retard;ergoline-8-beta-carboxamide,9,10-didehydro-n-(1-(hydroxymethyl)propyl)-1,6-dim;maleate(1:1)(salt);methysergidebimaleate;methysergidedimaleate;methysergidehydrogenmaleate;n-((1-hydroxymethyl)propyl)-1-methyl-lysergamidmaleate

Chemical Property of METHYSERGIDE MALEATE

Chemical Property:

• Appearance/Colour: white to off-white
• Vapor Pressure: 5.74E-17mmHg at 25°C
• Boiling Point: 634.4 °C at 760 mmHg
• Flash Point: 337.5 °C
• PSA: 132.10000
• Density: 1.28g/cm³
• LogP: 1.97570
• Storage Temp.: Store at RT
• Solubility.: DMSO: >10 mg/mL
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 6
• Exact Mass: 469.22128572
• Heavy Atom Count: 34
• Complexity: 697

Purity/Quality:

98%,99%, ^*data from raw suppliers

Methysergide maleate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T
• Hazard Codes: T
• Statements: 25
• Safety Statements: 45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC(CO)NC(=O)C1CN(C2CC3=CN(C4=CC=CC(=C34)C2=C1)C)C.C(=CC(=O)O)C(=O)O
• Isomeric SMILES: CC[C@@H](CO)NC(=O)[C@H]1CN([C@@H]2CC3=CN(C4=CC=CC(=C34)C2=C1)C)C.C(=C\C(=O)O)\C(=O)O
• Description: Methysergide is an agonist of the serotonin (5-HT) receptor subtype 5-HT1 and an antagonist of 5-HT2 receptors. It binds to recombinant human 5-HT1A (KD = 23.44 nM), 5-HT1E (Ki = 229.09 nM), 5-HT1F (Ki = 33.88 nM), and rodent 5-HT1B receptors (KD = 1,513.56 nM). It also binds to recombinant human 5-HT2A (Ki = 2.69 nM) and 5-HT2C receptors (KD = 1.26 nM) and is an insurmountable antagonist at 5-HT2B receptors. It inhibits vasoconstriction induced by 5-HT in isolated postmortem human basilar arterial spiral strips (pA2 = 8.07). Methysergide decreases external carotid blood flow in a dose-dependent manner in vagosympathectomized dogs, an effect that is inhibited by the 5-HT1B/1D receptor antagonist GR127935 . It has antinociceptive activity in mouse models of pain induced by intrathecal injection of substance P , glutamate, NMDA , AMPA , or kainic acid. Methysergide reduces zymosan-induced paw edema in rats when administered at a dose of 10 mg/kg. Formulations containing methysergide were previously used in the prevention and treatment of vascular headaches.
• Uses: Methysergide maleate salt has been used as a serotonin (5HT) receptor antagonist to evaluate the potential systemic effects of methysergide (METH) and 5-HT infusions on production and milk composition in multiparous Holstein cows. It may also be used as a serotonin receptor blocker to identify the serotonergic receptor type involved in the direct excitation of mitral cells in the main olfactory bulb. sedative
• Therapeutic Function: Migraine therapy

Technology Process of METHYSERGIDE MALEATE

There total 1 articles about METHYSERGIDE MALEATE which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

→ methysergide hydrogen maleate (129-49-7)

Guidance literature:

Saeure(II)-hydrochlorid, L-(+)-C2H5-CH(NH2)-CO2CH3, NaOH, NaBH4;