144774-97-0

Basic information

• Product Name: (R)-Dolaphenine
• Synonyms: (R)-Dolaphenine;(R)-2-phenyl-1-(thiazol-2-yl)ethanaMine;(R)-2-phenyl-1-(thiazol-2-yl)ethan-1-amine;EOS-61957;(1R)-2-phenyl-1-(1,3-thiazol-2-yl)ethanamine
• CAS NO: 144774-97-0
• Molecular Formula: C₁₁H₁₂N₂S
• Molecular Weight: 204.29138
• Mol File: 144774-97-0.mol
• Article Data: 2

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (R)-Dolaphenine(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-Dolaphenine(144774-97-0)
• EPA Substance Registry System: (R)-Dolaphenine(144774-97-0)

Safety Data

• Hazardous Substances Data: 144774-97-0(Hazardous Substances Data)

Usage

Description

(R)-Dolaphenine is a chemical compound belonging to the phenylpropanoid class. It is an enantiomer of dolaphenine, a natural product derived from the plant Dolichandrone atrovirens. (R)-Dolaphenine has demonstrated anti-inflammatory and antinociceptive properties, positioning it as a potential candidate for the development of new pharmaceuticals. Its therapeutic potential is further explored in the treatment of chronic pain and related conditions, as well as its antioxidant and neuroprotective capabilities. Further research is necessary to comprehensively understand the compound's therapeutic potential and mechanism of action.

Uses

Used in Pharmaceutical Development:
(R)-Dolaphenine is used as a potential candidate for the development of new pharmaceuticals due to its anti-inflammatory and antinociceptive properties.
Used in Chronic Pain Treatment:
(R)-Dolaphenine is used as a potential treatment for chronic pain and related conditions, given its demonstrated effectiveness in managing inflammation and pain.
Used in Antioxidant and Neuroprotective Applications:
(R)-Dolaphenine is used as an antioxidant and neuroprotective agent, with ongoing research to determine its full potential in these areas.

Upstream product

• 492-41-1 (1R,2S)-norephedrine 
• 179077-79-3 ((R)-2-Phenyl-1-thiazol-2-yl-ethyl)-[(1R,4R)-1,7,7-trimethyl-bicyclo[2.2.1]hept-(2E)-ylidene]-amine 
• 179238-80-3 (1S,2S,5S)-2,6,6-Trimethyl-3-[(E)-(R)-2-phenyl-1-thiazol-2-yl-ethylimino]-bicyclo[3.1.1]heptan-2-ol 

Downstream Products

• 77119-85-8 N-(tert-butoxycarbonyl)-D-phenylalaninal 
• 144775-04-2 Boc-(R)-dolaphenine 

Relevant articles and documents

Stereoselective method for synthesizing dolaphenine

The present invention relates to a method for the stereospecific synthesis of an enantiomer of a chiral amine, wherein the chiral amine has the formula R 1 CH(NH 2)R 2. R 1 and R 2 are each independently selected from the group consisting of alkyl, aryl and heterocyclic and radicals. This method is particularly useful for stereospecifically synthesizing S-dolaphenine. The method involves contacting a chiral enantiomer of norephedrine with borane, within an aprotic solvent to form a complex for stereospecifically reducing oximes. The complex is then contacted with an oxime, thereby stereospecifically reducing said oxime to form an enantiomer of a chiral amine.