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Usage

Uses

Used in Pharmaceutical Industry:
(10beta)-6,8-dimethyl-8,9-didehydroergoline is used as an active pharmaceutical ingredient for the development of medications targeting mental health disorders and addiction. Its interaction with serotonin receptors in the brain offers potential therapeutic benefits for conditions such as depression, anxiety, and substance abuse.
Used in Research Applications:
In the field of neuroscience and psychopharmacology, (10beta)-6,8-dimethyl-8,9-didehydroergoline serves as a research tool to study the effects of serotonin receptor modulation on brain function and behavior. This helps scientists better understand the mechanisms underlying mental health disorders and develop more effective treatments.
Used in Drug Development:
(10beta)-6,8-dimethyl-8,9-didehydroergoline is utilized in the development of new drugs with improved safety and efficacy profiles. By understanding its mechanism of action and potential therapeutic benefits, researchers can design and synthesize novel compounds with similar or enhanced properties for the treatment of various mental health conditions and addictions.

Upstream product

• 124465-55-0 1-benzoyl-1,2,2a,3-tetrahydro-benz[cd]indole 
• 478-91-1 Lysergen 
• 106507-95-3 [(4S,5S)-5-((Z)-3-Hydroxy-2-methyl-propenyl)-1,3,4,5-tetrahydro-benzo[cd]indol-4-yl]-carbamic acid methyl ester 
• 106488-71-5 (Z)-2-Methyl-3-((4S,5S)-4-nitro-1,3,4,5-tetrahydro-benzo[cd]indol-5-yl)-prop-2-en-1-ol 
• 68156-97-8 (+/-)-6,7-seco-agroclavine 
• 134745-89-4 (3α,8α,9α,10α)-2,3-Dihydro-9-methanesulfonyloxy-8-methanesulfonyloxymethyl-1-<(4-methoxyphenyl)sulfonyl>-6-methylergoline 
• 134745-89-4 (3β,8α,9α)-2,3-Dihydro-9-methanesulfonyloxy-8-methanesulfonyloxymethyl-1-<(4-methoxyphenyl)sulfonyl>-6-methylergoline 
• 89651-11-6 (3α,8α,9α,10α)-2,3-Dihydro-8-hydroxymethyl-1-<(4-methoxyphenyl)sulfonyl>-6-methylergolin-9-ol 
• 89651-11-6 (3β,8α,9α)-2,3-Dihydro-8-hydroxymethyl-1-<(4-methoxyphenyl)sulfonyl>-6-methylergolin-9-ol 
• 89651-06-9 N-<1-<(4-Methoxyphenyl)sulfonyl>-1,2,2a,3-tetrahydrobenzindol-4-yl>-N-methyl-3-furancarboxamide 
• 89651-12-7 (3β)-9,10-Didehydro-2,3-dihydro-1-<(4-methoxyphenyl)sulfonyl>-6-methyl-8-methyleneergoline 
• 1150-43-2 (+/-)-isochanoclavine I 
• 89651-14-9 (3β)-2,3-Dihydroagroclavine 
• 51704-40-6 (+/-)-norisochanoclavine-I 

Relevant academic research and scientific papers

Simple total syntheses of (-)-ergot alkaloids and their (+)-enantiomers by a common synthesis method utilizing optical resolution

The first and simple total syntheses of (-)-isochanoclavine-1 ((-)-1b), (-)-agroclavine ((-)-3), (-)-agroclavine-1 ((-)-4), and (-)-norchanoclavine-1 ((-)-5c) and their (+)-enantiomers are achieved from indole-3-carboxaldehyde (8) by a common synthesis method utilizing optical resolution. Absolute configuration of (-)-agroclavine-1 is determined to be 5R and 10S for the first time. Preparations of both enantiomers of chanoclavine-1 (1c) are also included.

SHORT-STEP SYNTHESIS OF THE ERGOT ALKALOIDS, (+/-)-NORCHANOCLAVINE-I, (+/-)-CHANOCLAVINE-I, (+/-)-ISOCHANOCLAVINE-I, and (+/-)-AGROCLAVINE

The simple total synthesis of the ergot alkaloids, (+/-)-norchanoclavine-I, (+/-)-chanoclavine-I, (+/-)-isochanoclavine-I, and (+/-)-agroclavine was achieved by a practical and common synthesis method.A new regio-selective oxidation of the Z-methyl group of the isoprenyl system with selenium dioxide is described.Keywords - (+/-)-norchanoclavine-I; (+/-)-norisochanoclavine-I; (+/-)-chanoclavine-I; (+/-)-isochanoclavine-I; (+/-)-agroclavine; ergot alkaloid; total synthesis; common synthesis method; new oxidation

A TOTAL SYNTHESIS OF (+/-)-LYSERGENE AND (+/-)-AGROCLAVINE

A preliminary study on the exploitation of a general synthetic route to the ergoline group of alkaloids on the despyrrole analogs was succesfully extended to the first total synthesis of racemic lysergene and agroclavine via the route involving reductive photocyclization of the furylenamide (10) followed by ring opening of the resulting dihydrofuran ring (11).