66648-45-1

Basic information

• Product Name: N-p-CouMaroyloctopaMine
• Synonyms: N-p-CouMaroyloctopaMine;trans-N-(p-Coumaroyl)octopamine;OctopaMine, N-p-couMaroyl-;N-p-coumaroyl
• CAS NO: 66648-45-1
• Molecular Formula: C₁₇H₁₇NO₄
• Molecular Weight: 299.32
• Mol File: 66648-45-1.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 638.9±55.0 °C(Predicted)
• Appearance: /
• Density: 1.329±0.06 g/cm3(Predicted)
• PKA: 9.76±0.26(Predicted)
• CAS DataBase Reference: N-p-CouMaroyloctopaMine(CAS DataBase Reference)
• NIST Chemistry Reference: N-p-CouMaroyloctopaMine(66648-45-1)
• EPA Substance Registry System: N-p-CouMaroyloctopaMine(66648-45-1)

Safety Data

• Hazardous Substances Data: 66648-45-1(Hazardous Substances Data)

Usage

General Description

N-p-Coumaroyloctopamine, a type of phytochemical, is a compound that can be obtained from some types of plants, including Zanthoxylum piperitum and Prunus mume. It's a cinnamoylamine derivative and part of the class of compounds known as cinnamic acids and derivatives. These are organic aromatic compounds containing a benzene and a carboxyl group forming 3-phenylprop-2-enoic acid or a derivative thereof. There is limited information on its potential health benefits and toxicology, making it a subject of ongoing research among scientists in the field of biochemistry.

Upstream product

• 123-08-0 4-hydroxy-benzaldehyde 
• 104-14-3 octopamine 
• 7400-08-0 p-Coumaric Acid 
• 88492-43-7 4-hydroxycinnamic acid N-hydroxysuccinimide ester 

Downstream Products

• 66648-49-5 triacetyl N-trans-p-coumaroyl octopamine 

Relevant articles and documents

Synthesis and structure-activity relationships and effects of phenylpropanoid amides of octopamine and dopamine on tyrosinase inhibition and antioxidation

Phenylpropanoid amides of octopamine (OA) 1a-1e and dopamine (DA) 2a-2e were synthesised and the structure-activity relationships (SARs) for antioxidant and tyrosinase inhibition activities were analysed. Among synthesised compounds, 2c, which contains two catechol moieties, exhibited the most DPPH radical-scavenging activity (EC50 = 16.2 ± 2.4 μM), and 1d exhibited significant tyrosinase inhibitory activity (IC50 = 5.3 ± 1.8 μM). Interestingly, with the same acid moiety, OA derivatives showed more inhibitory effect on tyrosinase than did compounds derived from DA, whereas DA derivatives were found to have higher antioxidant activity than compounds derived from OA. The relationship between their structures and their potencies, demonstrated in the current study, will be useful for the design of optimal agents.