35155-28-3

Basic information

• Product Name: 10-methoxy-1,6-dimethylergoline-8beta-methanol
• Synonyms: 10-methoxy-1,6-dimethylergoline-8beta-methanol;10-Methoxy-1,6-dimethylergoline-8β-methanol;Meluol;MMDL;10α-Methoxy-1-Methyl-9,10-dihydrolysergol;10alpha-Methoxy-1-methyldihydrolysergol;1-Methyl-10alpha-methoxydihydrolysergol;Nicergoline EP Impurity C
• CAS NO: 35155-28-3
• Molecular Formula: C₁₈H₂₄N₂O₂
• Molecular Weight: 300.39536
• EINECS: 252-405-9
• Product Categories: Aromatics, Metabolites & Impurities, Pharmaceuticals, Intermediates & Fine Chemicals
• Mol File: 35155-28-3.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 459.8°Cat760mmHg
• Flash Point: 231.9°C
• Appearance: /
• Density: 1.27g/cm³
• Vapor Pressure: 0Pa at 20℃
• Storage Temp.: Refrigerator
• Solubility: Chloroform (Slightly), Methanol (Slightly)
• PKA: 14.86±0.10(Predicted)
• Water Solubility: 446mg/L at 20℃
• CAS DataBase Reference: 10-methoxy-1,6-dimethylergoline-8beta-methanol(CAS DataBase Reference)
• NIST Chemistry Reference: 10-methoxy-1,6-dimethylergoline-8beta-methanol(35155-28-3)
• EPA Substance Registry System: 10-methoxy-1,6-dimethylergoline-8beta-methanol(35155-28-3)

Safety Data

• Hazardous Substances Data: 35155-28-3(Hazardous Substances Data)

Usage

Uses

10α-Methoxy-1-methyl-9,10-dihydrolysergol is a nicergoline (N394550) metabolite that has been shown to have antioxidant activity, preventing glutathione (GSH) depletion and lipid peroxidation; thus it has shown potential as treatment of neuroleptic-induced side effects.

Flammability and Explosibility

Notclassified

Upstream product

• 53375-83-0 10-methoxy-1,6-dimethyl-ergoline-8-carboxylic acid methyl ester 
• 23495-64-9 10α-methoxy-9,10-dihydrolysergic acid methylester 
• 67-56-1 methanol 
• 5572-96-3 1-Methyllysergol 
• 35121-60-9 10alpha-methoxy-9,10-dihydrolysergol 
• 74-88-4 methyl iodide 
• 1774-47-6 trimethylsulfoxonium iodide 
• 602-85-7 lysergol 
• 27848-84-6 nicergoline 

Downstream Products

• 27848-84-6 nicergoline 

Relevant articles and documents

Nicergoline synthesis method

The invention belongs to the technical field of raw material medicine synthesis, and particularly relates to a nicergoline synthesis method, which comprises the following steps: (1) methylating nitrogen-hydrogen bonds in 10-methoxyl-methyl ergoate to obtain a; (2) reducing an ester group in a into a hydroxyl group to obtain b; and (3) acylating the hydroxyl in the b. The nicergoline synthesized by the synthesis method is high in purity, methyl ether impurities can be effectively avoided, reaction conditions are mild and controllable, industrial large-scale production of the nicergoline raw material medicine is facilitated, and the method plays a positive role in promoting improvement of the quality of the nicergoline raw material medicine and reducing side effects and risks of medication of patients.

Improved preparation method of nicergoline (by machine translation)

Compared the prior art,bromonicotinoyl chloride intermediate, is prepared-methoxyphenylglycinol :(1) by a reaction with an organic amine as, an acid-binding agent, to produce 10α -(2) methyl - 101010101010101010and X3B1,methoxyphenylglycinol, in a solvent, 10α - The final yield of the product can reach or above product to be 1 - suitable for large-scale ;(3) production, The, method 5 - comprises the following 5 - steps 5 - carrying out a methylation reaction 1 - with an organic, amine, as an organic amine as an acid,binding compound, in a solvent in a solvent and an inorganic base by an organic amine as an acid-binding agent in, an amide type non-protonic solvent to prepare 50% the . nylmyralyl chloride 99%, midst with an organic amine as an organic amine as an acid-binding agent. (by machine translation)

Synthetic method for nicergoline

The invention discloses a synthetic method for nicergoline. The synthetic method comprises the following steps: allowing lysergol and methanol to generate a methoxylation reaction, and carrying out purifying so as to obtain 10alpha-methoxyl-dihydrolysergol; allowing the 10alpha-methoxyl-dihydrolysergol and trimethylsulphoxonium iodide to generate a methylation reaction, and carrying out purifyingso as to obtain 1-methyl-10alpha-methoxyl-dihydrolysergol; and allowing the 1-methyl-10alpha-methoxyl-dihydrolysergol and 5-bromonicotinoyl chloride to generate an acylation reaction, and carrying outrefining so as to obtain the nicergoline. The synthetic method provided by the invention has the advantages of simple process, mild reaction conditions, easy operation, low toxicity of raw materials,high quality of a finished product, and facilitation of industrial popularization and application.