1-Methyllysergic acid butanolamide

Base Information

• Chemical Name: 1-Methyllysergic acid butanolamide
• CAS No.: 361-37-5
• Molecular Formula: C21H27 N3 O2
• Molecular Weight: 353.464
• DSSTox Substance ID: DTXSID10859349
• Nikkaji Number: J9.230D
• Wikidata: Q105144247
• Pharos Ligand ID: 3M5A7B133J5Z
• ChEMBL ID: CHEMBL485253
• Mol file: 361-37-5.mol

Synonyms:1-methyl-d-lysergic acid butanolamide;1-methyllysergic acid butanolamide;1-methyllysergic acid butanolamide tartrate, (R-(R*,R*))-(8beta)-isomer

Chemical Property of 1-Methyllysergic acid butanolamide

Chemical Property:

• Melting Point: 194-196°
• Refractive Index: 1.6300 (estimate)
• Boiling Point: 634.4°Cat760mmHg
• PKA: pKa 6.62± 0.02(H2O,t =24,I<0.01)(Approximate)
• Flash Point: 337.5°C
• PSA: 57.50000
• Density: 1.28g/cm³
• LogP: 2.26390
• Storage Temp.: Amber Vial, -20°C Freezer, Under inert atmosphere
• Solubility.: Chloroform (Slightly), Methanol (Slightly), Pyridine (Slightly)
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 353.21032711
• Heavy Atom Count: 26
• Complexity: 578

Purity/Quality:

99%, ^*data from raw suppliers

Methysergide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC(CO)NC(=O)C1CN(C2CC3=CN(C4=CC=CC(=C34)C2=C1)C)C
• Isomeric SMILES: CCC(CO)NC(=O)[C@H]1CN([C@@H]2CC3=CN(C4=CC=CC(=C34)C2=C1)C)C
• Uses: Methysergide (Methylergonovine EP Impurity G) is a serotonergic receptor antagonist. Vasoconstrictor (specific in migraine).
• Clinical Use: Methysergide (Sansert), which is structurally identical to methylergonovine except for the addition of a methyl group to the indole nitrogen, has far less of the uterine stimulatory properties of the other agents and, instead, is used exclusively for treatment of migraine headache as a serotonin antagonist at 5-HT1/5-HT2 receptors.Methysergide is a potent peripheral inhibitor of 5-HT receptors in the blood vessel, which inhibits vessel-wall permeability. Methysergide also inhibits the release of histamine from mast cells and stabilizes platelets against the release of 5-HT, which may be responsible for the onset of the migraine attack. In contrast to its peripheral effects, methysergide appears to be a central 5-HT1 agonist, resulting in alleviation of the central hyperalgesia effect that occurs in patients with migraine.

Technology Process of 1-Methyllysergic acid butanolamide

There total 1 articles about 1-Methyllysergic acid butanolamide 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 (361-37-5,746-51-0)

Guidance literature:

Entspr. Lysergsaeure, 1) LiOH, MeOH, 2) entspr. Amin;