18449-82-6

Basic information

• Product Name: N-TETRADECYL-BETA-D-MALTOSIDE
• Synonyms: N-TETRADECYL-BETA-D-MALTOSIDE;Tetradecylb-D-maltopyranoside;Tetradecyl-β-D-maltoside;Tetradecyl β-D-Maltopyranoside;Tetradecyl 4-O-a-D-glucopyranosyl-b-D-glucopyranoside;n-Tetradecyl β-D-maltopyranoside;n-Tetradecyl-β-D-maltoside
• CAS NO: 18449-82-6
• Molecular Formula: C26H50O11
• Molecular Weight: 538.67
• EINECS: 1533716-785-6
• Mol File: 18449-82-6.mol
• Article Data: 4

Chemical Properties

• Appearance: /
• Storage Temp.: −20°C
• Solubility: H2O: soluble10mg/mL, clear, colorless
• BRN: 5458950
• CAS DataBase Reference: N-TETRADECYL-BETA-D-MALTOSIDE(CAS DataBase Reference)
• NIST Chemistry Reference: N-TETRADECYL-BETA-D-MALTOSIDE(18449-82-6)
• EPA Substance Registry System: N-TETRADECYL-BETA-D-MALTOSIDE(18449-82-6)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 18449-82-6(Hazardous Substances Data)

Usage

Description

N-TETRADECYL-BETA-D-MALTOSIDE, also known as Tetradecyl-β-D-maltoside, is an alkylglycoside surfactant with the chemical formula C40H76O11. It is a non-ionic surfactant that can form micelles in aqueous solutions, which makes it suitable for use as a drug delivery excipient.

Uses

Used in Pharmaceutical Industry:
N-TETRADECYL-BETA-D-MALTOSIDE is used as a drug delivery excipient for enhancing mucosal drug absorption of therapeutic macromolecules. Its ability to form micelles in aqueous solutions allows for the encapsulation and delivery of hydrophobic drugs, improving their solubility and bioavailability.
Used in Drug Delivery Systems:
N-TEDECYL-BETA-D-MALTOSIDE is used as a carrier in drug delivery systems to improve the delivery, bioavailability, and therapeutic outcomes of various drugs. Its surfactant properties enable the formation of stable micelles, which can encapsulate and protect drugs from degradation, allowing for controlled release and targeted delivery to specific tissues or cells.

Upstream product

• 18449-81-5 1-tetradecyl-2,3,6-tri-O-acetyl-4-O-(2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl)-β-D-glucopyranoside 
• 22352-19-8 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl-(1->4)-2,3,6-tri-O-acetyl-β-D-glucopyranosyl acetate 
• 112-72-1 1-Tetradecanol 

Relevant articles and documents

Highly β-Selective Glycosylation Reactions for the Synthesis of ω-Functionalized Alkyl β-Maltoside as a Co-crystallizing Detergent

Abstract: Methods have been reported for the preparation of ω-functionalized alkyl maltoside and glycoside detergents via a simple and inexpensive synthetic route. The key step was stannic chloride-mediated glycosylation of long-chain alcohols or thiols with maltose octaacetate at 0 or –10°C, respectively, within a very short time (isolated yield 17–44%), which provided more than 98% β-selectivity.

Solution Properties of Alkyl β-D-Maltosides

Alkyl β-D-maltosides are an important class of sugar-based nonionic surfactants and have been widely studied. Nevertheless, it is still necessary to investigate further their amphiphilic structure-surface property relationships. In this article, we reported a series of properties of synthetic alkyl β-D-maltosides (6a–6i, n = 6–18) including their hydrophilic–lipophilic balance (HLB) number, water solubility, hygroscopicity, moisture-retention capacity, foaming ability, surface tension, thermotropic phase behavior, and skin irritation. Their HLB number and water solubility decreased with increasing alkyl chain length. Hexyl β-D-maltoside exhibited the strongest hygroscopicity and moisture-retention capacity. Decyl β-D-maltoside and dodecyl β-D-maltoside possessed excellent foaming power and foaming stability. Furthermore, the critical micelle concentration (CMC) of alkyl β-D-maltoside (6a–6g, n = 6–14) and their surface tension at CMC decreased with increasing alkyl chain length. At last, alkyl β-D-maltosides (6a–6g) should be considered as safe surfactants by the skin irritation assessment.