482-85-9

Usage

Uses

Used in Pharmaceutical Industry:
(-)-ISORESERPINE is used as an antihypertensive agent for its ability to reduce blood pressure by inhibiting the sympathetic nervous system. This makes it a crucial component in the management and treatment of hypertension and related cardiovascular conditions.
Used in Mental Health Treatment:
(-)-ISORESERPINE is used as an antipsychotic and sedative agent due to its potential to alleviate symptoms associated with certain mental health disorders. Its dopamine and serotonin receptor antagonist properties contribute to its effectiveness in managing conditions such as schizophrenia, bipolar disorder, and depression.
Used in Research and Development:
(-)-ISORESERPINE serves as a valuable compound in scientific research and development, particularly in the fields of neuroscience and pharmacology. Its unique properties as a dopamine and serotonin receptor antagonist make it an important tool for studying the mechanisms of action and potential therapeutic applications in various neurological and psychiatric conditions.

Upstream product

• 50-55-5 reserpine 
• 75276-05-0 C₄₂H₅₀N₂O₁₂ 
• 1195701-29-1 isoreserpinediol 
• 4521-61-3 3,4,5-Trimethoxybenzoyl chloride 
• 2901-66-8 (+/-)-methyl reserpate 
• 131-01-1 deserpidine 
• 75276-03-8 Acetic acid (4aS,5R,6R,7R,8aS)-7-acetoxy-6-methoxy-decahydro-isoquinolin-5-ylmethyl ester 
• 68104-22-3 (6-methoxy-1H-indol-3-yl)(oxo)acetyl chloride 
• 41340-31-2 2-(6-methoxy-1H-indol-3-yl)ethan-1-ol 
• 68104-24-5 6-methoxy-tryptophyl bromide 
• 75276-07-2 (1S,2R,3R,4aS,13bS,14aS)-8a-Hydroxy-2,11-dimethoxy-3-(3,4,5-trimethoxy-benzoyloxy)-1,2,3,4,4a,5,7,8,8a,13b,14,14a-dodecahydro-indolo[2',3':3,4]pyrido[1,2-b]isoquinoline-1-carboxylic acid methyl ester 
• 96648-96-3 (4aR^*,5S^*,6S^*,7S^*,8aR^*)-2-benzyl-6-methoxy-5-(methoxycarbonyl)-7-((3,4,5-trimethoxybenzoyl)oxy)perhydroisoquinoline 
• 96648-93-0 (4aR^*,5S^*,6S^*,7S^*)-2-benzyl-7-((2'-ethylhexanoyl)oxy)-3,4,4a,5,6,7-hexahydro-6-methoxy-5-((methoxymethoxy)methyl)-1(2H)-isoquinolone 
• 96648-94-1 (4aR^*,5S^*,6S^*,7S^*,8aS^*)-2-benzyl-7-((2'-ethylhexanoyl)oxy)-6-methoxy-5-((methoxymethoxy)methyl)-3,4,4a,5,6,7,8,8a-octahydro-1(2H)-isoquinolone 

Downstream Products

• 50-55-5 reserpine 
• 16625-52-8 C₃₃H₄₂N₂O₉ 
• 16625-53-9 2,3-secoreserpine 

Relevant academic research and scientific papers

A Desymmetrization-Based Total Synthesis of Reserpine

Reported herein is a desymmetrization-based synthetic approach to the fused polycyclic indole alkaloid reserpine. The centerpiece of the developed strategy features an internal desymmetrization process that enabled the use of a readily accessible and nonstereogenic reserpine E-ring precursor, in contrast to the synthesis-intensive and stereodefined E-ring intermediates employed in all past reserpine syntheses. Utilization of inexpensive reagents through an orchestrated sequence of carefully selected chemical transformations further highlight the overall effectiveness of the developed pathway.

Regiospecific and stereoselective syntheses of (±)-reserpine and (-)-reserpine

Full details of three approaches to an entirely regio- and Stereoselective synthesis of the well-known target reserpine are described, culminating in a total synthesis which efficiently meets these requirements.

Novel zinc mediated indole ring opening of isoreserpine

Reaction of reserpine'(1) with Zn/TFA resulted in isoreserpine (2), dihydro compound (7), and amino compound (8) via initial epimerization at C- 3. The latter two compounds constitute a novelty in indole alkaloid chemistry: the dihydro compound (7) posses

Genaral Strategies for the Synthesis of Indole Alkaloids. Total Syntheses of (+/-)-Reserpine and (+/-)-α-Yohimbine

The concise, total syntheses of the indole alkaloids (+/-)-reserpine (1) and (+/-)-α-yohimbine (4) have been completed by the application of a general strategy that features an intramolecular Diels-Alder reaction for the facile construction of the functio