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13741-18-9

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  • 4,5-dimethyl-2-[(1R,3R,4S)-4,7,7-trimethyl-3-bicyclo[2.2.1]heptanyl]phenol

    Cas No: 13741-18-9

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13741-18-9 Usage

Description

Xibornol, also known as 3,4-xylenol with an additional isobornyl substituent at position 6, is a lipophilic antibacterial drug. It is characterized by its crystalline solid or viscous, yellowish liquid appearance. Xibornol is primarily used in spray dosage forms for the local treatment of infection and inflammation of the throat.

Uses

Used in Pharmaceutical Industry:
Xibornol is used as an antibacterial agent for the treatment of throat infections and inflammation. Its lipophilic nature allows for effective local treatment when administered in spray dosage forms.
Used in Rubber Industry:
Xibornol is also used as a rubber antioxidant, contributing to the stability and durability of rubber products by preventing oxidative degradation.

Originator

Nanbacine,Fournier,France,1976

Manufacturing Process

100 g of 3,4-xylenol and 150 g of camphene are melted in a two-necked flask equipped with a reflux condenser and a thermometer. 10 g of stannic chloride are added in small quantities; the temperature is kept between 70°C and 80°C for 4 hours. The mass is then allowed to cool and 300 ml of benzene and 300 ml of water are added. The aqueous layer is decanted off, and the supernatant organic layer is washed, first with 1,200 ml of 10% potassium hydroxide and then with water until neutral. The benzene is driven off and the mass is distilled. The fraction which passes between 203°C and 223°C/200 mm Hg is collected and recrystallized in petroleum ether.100 mg of the recrystallized product is dissolved in 10 ml of hexane. This solution is then slowly passed through a chromatographic alumina column, 20 cm in length and 16 mm in diameter, containing 20 g of alumina (Prolabo).The column is then eluted with benzene and 2 ml fractions of the eluent are collected as soon as the product appears in the eluent. The presence of the product is detected by means of the color change in the collected eluent after adding 1 drop of 2% ferric chloride and 2 drops of 5% potassium ferricyanide solution.18 ml of a first fraction are collected, the next 2 ml of eluent are discarded and then a second fraction of 20 ml is collected. Removal of the solvent from the first fraction by distillation leaves a product having a melting point of between 94°C and 96°C and removal of the solvent from the second fraction leaves a product having a melting point between 86°C and 88°C.The product remaining from the first fraction is 6-isobornyl-3,4-xylenol while that from the second fraction is its isomer 6-exo-isocamphenyl-3,4-xylenol.

Therapeutic Function

Antibacterial

Check Digit Verification of cas no

The CAS Registry Mumber 13741-18-9 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,3,7,4 and 1 respectively; the second part has 2 digits, 1 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 13741-18:
(7*1)+(6*3)+(5*7)+(4*4)+(3*1)+(2*1)+(1*8)=89
89 % 10 = 9
So 13741-18-9 is a valid CAS Registry Number.
InChI:InChI=1/C18H26O/c1-11-8-14(16(19)9-12(11)2)15-10-13-6-7-18(15,5)17(13,3)4/h8-9,13,15,19H,6-7,10H2,1-5H3

13741-18-9SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 16, 2017

Revision Date: Aug 16, 2017

1.Identification

1.1 GHS Product identifier

Product name 4,5-dimethyl-2-[(1R,3R,4S)-4,7,7-trimethyl-3-bicyclo[2.2.1]heptanyl]phenol

1.2 Other means of identification

Product number -
Other names 6-Isobornyl-3,4-xylenol

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:13741-18-9 SDS

13741-18-9Upstream product

13741-18-9Downstream Products

13741-18-9Related news

Liquid spray formulations of xibornol (cas 13741-18-9) by using self-microemulsifying drug delivery systems09/08/2019

Xibornol is a lipophilic drug mainly used in Italy and Spain in spray dosage forms for the local treatment of infection and inflammation of the throat. Its poor water solubility makes difficult the development of aqueous formulations of the drug, thus giving rise to a limited number of stable an...detailed

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