Methysergide maleate - ≥99% , CAS No.129-49-7

CAS: 129-49-7 Cat. No.: M275921 Molecular Weight: 469.53 EC Number: 204-950-9 PubChem CID: 5281073

GRADE & PURITY ≥99%

Synonyms

MLS001076153 | NCGC00261548-01 | NSC-759143 | Pharmakon1600-01505492 | 2U7H1466GH | Desernil bismaleate | M-137 | Methysergide maleate [USP] | METHYSERGIDE MALEATE [VANDF] | NSC759143 | AKOS024456362 | METHYSERGIDE MALEATE [WHO-DD] | METHYSERGIDE MALEATE

Storage

Store at 2-8°C

Shipped In

Wet ice

Overview

Store at Room Temperature. The product can be stored for up to 12 months.

Application：

Methysergide Maleate acts as a serotonin antagonist with potential application antidepression medication. It is a 5-HT antagonist.

Specifications

Synonyms

MLS001076153 | NCGC00261548-01 | NSC-759143 | Pharmakon1600-01505492 | 2U7H1466GH | Desernil bismaleate | M-137 | Methysergide maleate [USP] | METHYSERGIDE MALEATE [VANDF] | NSC759143 | AKOS024456362 | METHYSERGIDE MALEATE [WHO-DD] | METHYSERGIDE MALEATE

Specifications & Purity

≥99%

Biochemical and Physiological Mechanisms

5-HT receptor antagonist (K i values are 10 and 2.5 nM at 5-HT 2A and 5-HT 2C receptors, respectively). Displays antimigraine activity.

Storage

Store at 2-8°C

Shipped In

Wet ice

This product requires cold chain shipping. Ground and other economy services are not available.

Note

Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Toxic, refer to SDS for further information. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.

Purity

≥99%

Names and Identifiers

• Pubchem Sid: 504763327
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504763327
• Canonical Smiles: CCC(CO)NC(=O)C1CN(C2CC3=CN(C4=CC=CC(=C34)C2=C1)C)C.C(=CC(=O)O)C(=O)O
• IUPAC Name: (6aR,9R)-N-[(2S)-1-hydroxybutan-2-yl]-4,7-dimethyl-6,6a,8,9-tetrahydroindolo[4,3-fg]quinoline-9-carboxamide;(Z)-but-2-enedioic acid
• InChIKey: LWYXFDXUMVEZKS-ZVFOLQIPSA-N
• INCHI: 1S/C21H27N3O2.C4H4O4/c1-4-15(12-25)22-21(26)14-8-17-16-6-5-7-18-20(16)13(10-23(18)2)9-19(17)24(3)11-14;5-3(6)1-2-4(7)8/h5-8,10,14-15,19,25H,4,9,11-12H2,1-3H3,(H,22,26);1-2H,(H,5,6)(H,7,8)/b;2-1-/t14-,15+,19-;/m1./s1
• 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
• PubChem CID: 5281073
• Molecular Weight: 469.53

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Alkaloids and derivatives
    • Class Ergoline and derivatives
      • Subclass Lysergic acids and derivatives

• Kingdom: Organic compounds
• Superclass: Alkaloids and derivatives
• Class: Ergoline and derivatives
• Subclass: Lysergic acids and derivatives
• Intermediate Tree Nodes: Not available
• Direct Parent: Lysergamides
• Alternative Parents: Indoloquinolines Benzoquinolines Quinoline-3-carboxamides Pyrroloquinolines N-alkylindoles 3-alkylindoles Isoindoles and derivatives Aralkylamines N-methylpyrroles Unsaturated fatty acids Dicarboxylic acids and derivatives Benzenoids Heteroaromatic compounds Secondary carboxylic acid amides Trialkylamines Amino acids and derivatives Carboxylic acids Azacyclic compounds Carbonyl compounds Hydrocarbon derivatives Organic oxides Primary alcohols
• Molecular Framework: Not available
• Substituents: Lysergic acid amide - Indoloquinoline - Benzoquinoline - Pyrroloquinoline - Quinoline-3-carboxamide - N-alkylindole - Quinoline - 3-alkylindole - Indole - Indole or derivatives - Isoindole or derivatives - Aralkylamine - Fatty acyl - Benzenoid - Fatty acid - Unsaturated fatty acid - Dicarboxylic acid or derivatives - Substituted pyrrole - N-methylpyrrole - Heteroaromatic compound - Pyrrole - Tertiary aliphatic amine - Carboxamide group - Tertiary amine - Amino acid or derivatives - Secondary carboxylic acid amide - Organoheterocyclic compound - Carboxylic acid - Carboxylic acid derivative - Azacycle - Organic oxide - Organic oxygen compound - Amine - Alcohol - Carbonyl group - Organic nitrogen compound - Organonitrogen compound - Organooxygen compound - Primary alcohol - Hydrocarbon derivative - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as lysergamides. These are amides of Lysergic acids.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Associated Targets(Human)

HTR2C Tclin 5-hydroxytryptamine receptor 2C (1 Activities)

Discover Target: HTR2C

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

HTR1A Tclin 5-hydroxytryptamine receptor 1A (1 Activities)

Discover Target: HTR1A

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

HTR2B Tclin 5-hydroxytryptamine receptor 2B (1 Activities)

Discover Target: HTR2B

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

HTR1A Tclin Serotonin 1a (5-HT1a) receptor (14969 Activities)

Discover Target: HTR1A

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

HTR2C Tclin Serotonin 2c (5-HT2c) receptor (11471 Activities)

Discover Target: HTR2C

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mechanisms of Action

Chemical and Physical Properties

• Solubility: Soluble in water to 10 mM,DMSO (Slightly), Methanol (Slightly), Pyridine (Slightly, Sonicated)
• Sensitivity: Hygroscopic
• Molecular Weight: 469.500 g/mol
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 6
• Exact Mass: 469.221 Da
• Monoisotopic Mass: 469.221 Da
• Topological Polar Surface Area: 132.000 Ų
• Heavy Atom Count: 34
• Formal Charge: 0
• Complexity: 697.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 3
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 1
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 1
• Covalently-Bonded Unit Count: 2

XLogP3