40169-68-4

Basic information

• Product Name: (-)-Dendoroprimine
• Synonyms: (-)-Dendoroprimine;(-)-Dendroprimine;(5R,8aα)-Octahydro-5α,7α-dimethylindolizine;(8aα)-5α,7α-Dimethyloctahydroindolizine;Dendroprimine
• CAS NO: 40169-68-4
• Molecular Formula: C10H19N
• Molecular Weight: 153.26456
• Mol File: 40169-68-4.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (-)-Dendoroprimine(CAS DataBase Reference)
• NIST Chemistry Reference: (-)-Dendoroprimine(40169-68-4)
• EPA Substance Registry System: (-)-Dendoroprimine(40169-68-4)

Safety Data

• Hazardous Substances Data: 40169-68-4(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
(-)-Dendoroprimine is used as a therapeutic agent for various conditions due to its diverse pharmacological properties. It is particularly valued for its anti-inflammatory, analgesic, and antitussive activities, making it a potential candidate for the treatment of inflammation, pain, and cough-related disorders.
Used in Antidepressant Research:
(-)-Dendoroprimine is used as a subject of research for its potential antidepressant effects. Preclinical studies have shown promise in this area, and further investigation could lead to the development of novel treatments for depression and related mood disorders.
Used in Drug Development:
(-)-Dendoroprimine is used as a starting point for the development of new pharmaceuticals. Its unique chemical structure, featuring a nitrogen-containing ring, has attracted the attention of researchers who are interested in studying its structure-activity relationships. This research could lead to the creation of analogs with improved pharmacological properties, enhancing the therapeutic potential of (-)-Dendoroprimine and its derivatives.

Upstream product

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• 910106-34-2 4-[3-(tert-butyl-dimethyl-silanyloxy)-propenyl]-5-isopropyl-1,3,4,9,9a,10a-hexahydro-2H,4bH-10-oxa-4a-aza-indeno[1,2-a]indene-2-carboxylic acid ethyl ester 
• 910106-36-4 {4-[3-(tert-butyl-dimethyl-silanyloxy)-propyl]-5-isopropyl-1,3,4,9,9a,10a-hexahydro-2H,4bH-10-oxa-4a-aza-indeno[1,2-a]inden-2-yl}-methanol 
• 910106-41-1 {4-[3-(tert-butyl-dimethyl-silanyloxy)-propenyl]-5-isopropyl-1,3,4,9,9a,10a-hexahydro-2H,4bH-10-oxa-4a-aza-indeno[1,2-a]inden-2-yl}-methanol 
• 910106-42-2 (2R,4S,6R)-(-)-N-benzoxycalboyl-2-(3-tert-butyldimethylsilyloxypropyl)-4-bromomethyl-6-methylpiperidine 
• 910106-38-6 (2R,4S,6R)-(-)-N-benzyzoxycalboyl-2-(3-tert-butyldimethylsilyloxypropyl)-4-hydroxymethyl-6-methylpiperidine 
• 910106-39-7 (2R,4S,6R)-(-)-N-benzoxycalboyl-2-(3-tert-butyldimethylsilyloxypropyl)-4,6-dimethylpiperidine 
• 910106-40-0 (2R,4S,6R)-(-)-N-benzoxycalboyl-4,6-dimethyl-3-methylesterpropylpiperidine 
• 910106-43-3 (2R,4S,6R)-(-)-N-benzoxycalboyl-4,6-dimethyl-2-hydroxypropylpiperidine 
• 461641-14-5 4-[3-(tert-butyl-dimethyl-silanyloxy)-propenyl]-5-isopropyl-1,9,9a,10a-tetrahydro-4H,4bH-10-oxa-4a-aza-indeno[1,2-a]indene-2-carboxylic acid ethyl ester 
• 727985-47-9 (5R,7S,8aR)-(-)-5,7-dimethylindolizidine-3-one 
• 727985-43-5 (5R,9R)-5-methyl-7-methyleneindolizidine 

Relevant articles and documents

Stereocontrolled synthesis of substituted chiral piperidines viaone-pot asymmetric 6π-azaelectrocyclization: Asymmetric syntheses of(-)-dendroprimine, (+)-7-epidendroprimine, (+)-5-epidendroprimine, and (+)-5,7-epidendroprimine

The asymmetric one-pot 6π-azaelectrocyclization of alkenyl vinyl stannane, ethyl (Z)-2-iodo-4-oxobutenoate, and (-)-7-isopropyl-cis-aminoindanol in the presence of a Pd(0) catalyst stereoselectively produced the tetracyclic aminoacetal compounds, resultin

Synthesis of 2,4,6-trisubstituted chiral piperidines and (-)-dendroprimine by one-pot asymmetric azaelectrocyclization protocol

Stereocontrolled synthesis of 2,4,6-trisubstituted piperidine diastereomers has been realized from common intermediates, obtained by a one-pot azaelectrocyclization protocol. Based on the method, the asymmetric synthesis of an indolizidine alkaloid, (-)-d

Enantioselective synthesis of (-)-dendroprimine and isomers

An enantioselective and diastereoselective synthesis of six 5,7-dimethylindolizidine isomers is described via an intramolecular cyclization that involves an allylsilyl nucleophilic group and an acyliminium ion. The first total synthesis of naturally occurring (-)-dendroprimine has been achieved in five steps.