101762-87-2

Basic information

• Product Name: (9Z)-N-benzyl-9-octadecenamide
• Synonyms: (9Z)-N-benzyl-9-octadecenamide
• CAS NO: 101762-87-2
• Molecular Weight: 371.607
• Mol File: 101762-87-2.mol
• Article Data: 11

Chemical Properties

• Melting Point: 58-59 °C
• Boiling Point: 534.2±39.0 °C(Predicted)
• Density: 0.923±0.06 g/cm3(Predicted)
• CAS DataBase Reference: (9Z)-N-benzyl-9-octadecenamide(CAS DataBase Reference)
• NIST Chemistry Reference: (9Z)-N-benzyl-9-octadecenamide(101762-87-2)
• EPA Substance Registry System: (9Z)-N-benzyl-9-octadecenamide(101762-87-2)

Safety Data

• Hazardous Substances Data: 101762-87-2(Hazardous Substances Data)

Usage

Description

(9Z)-N-benzyl-9-octadecenamide, a member of the amide class, is a chemical compound distinguished by an 18-carbon hydrocarbon chain and a nitrogen atom to which a benzyl group is attached. (9Z)-N-benzyl-9-octadecenamide is recognized for its surfactant, emulsifying, and stabilizing properties, as well as its potential bioactivity, including antibacterial, antifungal, and anti-inflammatory effects. It is also being explored for pharmaceutical and medical applications, highlighting its significance across different sectors.

Uses

Used in Personal Care Products:
(9Z)-N-benzyl-9-octadecenamide is used as a surfactant, emulsifier, and stabilizer for its ability to improve the texture, consistency, and performance of personal care products, such as cosmetics and skincare items.
Used in Industrial Applications:
In the industrial sector, (9Z)-N-benzyl-9-octadecenamide is utilized as a surfactant and emulsifier to enhance the properties of various products, contributing to their effectiveness and stability.
Used in Pharmaceutical Applications:
(9Z)-N-benzyl-9-octadecenamide is being investigated for its potential use as a pharmaceutical compound due to its bioactive properties, which include antibacterial, antifungal, and anti-inflammatory activities.
Used in Medical Applications:
(9Z)-N-benzyl-9-octadecenamide is also being studied for possible medical applications, capitalizing on its potential to contribute to the treatment or management of various health conditions.

Upstream product

• 301-02-0 cis-9-octadecenoamide 
• 100-46-9 benzylamine 
• 112-77-6 (Z)-9-octadecenoyl chloride 
• 112-80-1 cis-Octadecenoic acid 

Relevant articles and documents

Direct amidation of carboxylic acids with amines under microwave irradiation using silica gel as a solid support

A highly improved and green methodology for the direct amidation of carboxylic acids with amines using silica gel as a solid support and catalyst is described. The scope of this method is exemplified by the use of several aliphatic, aromatic, unsaturated and fatty acids. The reaction is also applied to different primary and secondary amines. Typically, the amines should be aliphatic, but aromatic amines can be used as well, though with lower yields. Several experiments to illustrate the selectivity of this methodology were also carried out with several more functionalized acids and amines. This approach is a substantial improvement over other previously described methods in amide synthesis.

Synthesis and biological screening of a library of macamides as TNF-α inhibitors

Thirty-five macamide analogues were synthesised by modifying the initial molecular structure. The resulting structures were confirmed using NMR and MS. Cytotoxicity and the anti-inflammatory activity of these synthetic macamides were evaluated in the THP-1 cell line. Preliminary biological evaluation indicated that most of these synthetic macamides did not present cytotoxicity (MTT assay) in the tested cell line with respect to the control (actinomycin D). Regarding the anti-inflammatory activity, several analogues had a greater potential for inhibition of TNF-α than natural macamides. Synthetic macamide 4a was the most active (IC50 = 0.009 ± 0.001 μM) compared to the C87 (control). Through looking at the link between the chemical structure and the activity, our study proves that changes made to natural macamides at the level of the alkyl chain, the benzyl position, the amide bond, and the addition of two methyl groups to the aromatic ring (meta position) lead us to obtaining new macamides with greater anti-inflammatory activity. This journal is

Maca amide synthesis method and use thereof

The invention relates to a synthetic method of MACAmide. The method includes following steps: with a fatty acid and benzylamine or m-methoxybenzylamine as reaction raw materials, mixing the raw materials in a dichloromethane solution in which HOAt, EDC.HCl and DIPEA are dissolved; performing a reaction with stirring; washing a reaction product with water; and drying a substance being undissolved in water to obtain the MACAmide. The method is simple in processes and the raw materials are easy to obtain. Operation conditions of the method are easy to control. The reaction product can reach a purity of 95% without purification. The invention provides basis for industrialized synthesis of the MACAmide. In addition, the MACAmide has effects of enhancing male reproductive ability and treating male sexual dysfunction. The invention provides market prospects to application of the MACAmide.