25301-02-4

Basic information

• Product Name: TYLOXAPOL
• Synonyms: ETHOXYLATED P-TERT-OCTYLPHENOL FORMALDEHYDE POLYMER;4-(1,1,3,3-TETRAMETHYLBUTYL)PHENOL POLYMER WITH FORMALDEHYDE AND OXIRANE;TYLOXAPOL;TRITON(R) WR-1339;4-(1,1,3,3-tetramethylbutyl)-phenopolymerwithformaldehydeandoxirane;alevaire;formaldehyde,polymerwithoxiraneand4-(1,1,3,3-tetramethylbutyl)phenol;macrocyclon
• CAS NO: 25301-02-4
• Molecular Formula: C8H11NO
• Molecular Weight: 137.17904
• Product Categories: Benzene derivatives;Polymers
• Mol File: 25301-02-4.mol
• Article Data: 0

Chemical Properties

• Boiling Point: 282.3°C at 760 mmHg
• Flash Point: 113 °C
• Appearance: Clear to hazy yellow to amber/Viscous Liquid
• Density: 1.1
• Vapor Pressure: 0.00198mmHg at 25°C
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• Solubility: Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)
• Merck: 13,9901
• CAS DataBase Reference: TYLOXAPOL(CAS DataBase Reference)
• NIST Chemistry Reference: TYLOXAPOL(25301-02-4)
• EPA Substance Registry System: TYLOXAPOL(25301-02-4)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 2
• RTECS: SM9750000
• Hazardous Substances Data: 25301-02-4(Hazardous Substances Data)

Usage

Chemical Properties

clear to hazy yellow to amber viscous liquid

Originator

Solacen

Uses

Different sources of media describe the Uses of 25301-02-4 differently. You can refer to the following data:
1. anthelmintic, hepatotoxic
2. Tyloxapol, is a nonionic liquid polymer of the alkyl aryl polyether alcohol type. It is used as a surfactant to aid liquefaction and removal of mucopurulent (containing mucus and pus) bronchopulmonary secretions. Tyloxapol also blocks plasma lipolytic activity.

Manufacturing Process

Srep 1: Into a 3-necked flask equipped with thermometer, mechanical agitator, and reflux condenser was charged the following: 412 g of α,α,γ,γ- tetramethylbutylphenol, 162 g of a 37% aqueous solution of formaldehyde, and 27.6 g of water. The mixture was agitated and heated to a temperature of 90°C. At this point, 246 g of oxalic acid and 0.92 g of Twitchell's reagent dissolved in 10 g of water were added. While being agitated, the reaction mixture was refluxed for 6 hours. 200 g of water and 384 g of toluene were added, and refluxing was continued for an hour. Agitation was stopped and the contents of the flask were removed to a separatory funnel. The aqueous and resinous layers were separated and the solvent was removed from the resinous layer by vacuum distillation. After the removal of the solvent, heating at a reduced pressure of 1.5 to 2.5 mm and at a temperature of 245° to 250°C was continued for 4 1/2 hours. The condensate then had a viscosity of 4.0 poises when measured as a 60% solution in toluene and, on cooling, solidified to a brittle mass. Step 2: A mixture of 118 parts of the product of Step 1, having hydroxyl number of 260, 2 parts of solid NaH, and 100 parts of toluene was heated to 125° to 150°C in an autoclave. Ethylene oxide was added slowly over a period of 2 1/2 hours until 261 parts of ethylene oxide were absorbed. This corresponds to 11 mols of ethylene oxide per mol of phenol in the product of Step 1. The toluene was then removed by steam distillation and the water by vacuum distillation at 10°C. The product was obtained as a viscous paste having a corrected hydroxyl number of 97. It was readily soluble in water and had marked detergent properties.

Brand name

Superinone (Sterling Winthrop).

Therapeutic Function

Bronchodilator

General Description

Tyloxapol is a biocompatible surfactant

InChI:InChI=1/C14H22O.C2H4O.CH2O/c1-13(2,3)10-14(4,5)11-6-8-12(15)9-7-11;1-2-3-1;1-2/h6-9,15H,10H2,1-5H3;1-2H2;1H2