 Home > Encyclopedia > Guacetisal

Guacetisal

Guacetisal structure

CAS No:
55482-89-8
Formula:
C16H14O5
Chemical Name:
Guacetisal
Synonyms:
Benzoic acid,2-(acetyloxy)-,2-methoxyphenyl ester;Acetylsalicylic acid guaiacol ester;Broncaspin;Guacetisal;Guacetisalum;2-Methoxyphenyl O-acetylsalicylate;Guaiaspir;2-Methoxyphenyl 2-acetoxybenzoate
Categories:
Active Pharmaceutical Ingredients > Antipyretic Analgesics

Description

Guacetisal is obtained from the esterification of acetylsalicylic acid with guaiacol which can be used to treat chronic bronchitis extracted from patent CN 106866420 A.

Guacetisal is a carbonyl compound.

Guacetisal Basic Attributes

Molecular Weight：

286.283

Exact Mass：

286.28

EC Number：

259-663-1

UNII：

T6EKB9V2O2

DSSTox ID：

DTXSID40204060

ATC Code：

N - Nervous system

HScode：

2918229000

Characteristics

PSA：

61.8

XLogP3：

2.9

Density：

1.2±0.1 g/cm3

Melting Point：

71-73 °C @ Solvent: Ethanol

Boiling Point：

463.8°C at 760 mmHg

Flash Point：

207.2±24.6 °C

Refractive Index：

1.561

Drug Information

MeSH：

Agents that increase mucous excretion. Mucolytic agents, that is drugs that liquefy mucous secretions, are also included here. (See all compounds classified as Expectorants.)|Anti-inflammatory agents that are non-steroidal in nature. In addition to anti-inflammatory actions, they have analgesic, antipyretic, and platelet-inhibitory actions.They act by blocking the synthesis of prostaglandins by inhibiting cyclooxygenase, which converts arachidonic acid to cyclic endoperoxides, precursors of prostaglandins. Inhibition of prostaglandin synthesis accounts for their analgesic, antipyretic, and platelet-inhibitory actions; other mechanisms may contribute to their anti-inflammatory effects. (See all compounds classified as Anti-Inflammatory Agents, Non-Steroidal.)|Agents that suppress cough. They act centrally on the medullary cough center. EXPECTORANTS, also used in the treatment of cough, act locally. (See all compounds classified as Antitussive Agents.)

MeSH Entry Terms：

2-(acetyloxy)benzoic acid, 2-methoxyphenyl ester

Guacetisal Use and Manufacturing

Methods of Manufacturing

The salicylic acid and guaiacol are mixed, and a small amount of phosphorus oxychloride is slowly added dropwise under stirring at 95-105°C to complete the reaction. Pour into the water while it is hot, wash several times, and divide the water layer. Add 20% sodium carbonate, adjust to Ph=7.5-8, then wash with warm water until Ph value is about 7, and cool to normal temperature. Place, filter the solid, recrystallize with ethanol to obtain salicylic acid guaiacol ester, melting point 68-70 ℃, yield 49.8%. Guaiacol salicylate is mixed with acetic anhydride and a catalytic amount of concentrated sulfuric acid and reacted at 60°C. Drop into ice brine with stirring, and place. The crystals are collected by filtration, washed with water to neutrality, and recrystallized with ethanol to obtain quaceti willow, with a melting point of 72-74.5°C and a yield of 88%.

Uses

Used as an anti-inflammatory analgesic

Computed Properties

Molecular Weight:286.28
XLogP3:2.9
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:6
Exact Mass:286.08412354
Monoisotopic Mass:286.08412354
Topological Polar Surface Area:61.8
Heavy Atom Count:21
Complexity:368
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

Recommended Suppliers of Guacetisal

Hangzhou KieRay Chem Co. Contact Supplier

CN
4 YRS

Business licensed Certified factory

Manufactory Supplier of fine chemicals,pharmaceutical materials

guacetisal

CAS No.: 55482-89-8

Grade: industrial Grade

Content: 98%

Inquiry