99-43-4

Basic information

• Product Name: Oxybuprocaine
• Synonyms: Fluress;4-amino-3-butoxy-2-(diethylamino)ethylester-Benzoicacid;benoxinate;2-Diethylaminoethyl 4-amino-3-butoxybenzoate;4-Amino-3-butoxybenzoic acid diethylaminoethyl ester;Oxybuprocaine;4-Amino-3-butoxybenzoic acid 2-(diethylamino)ethyl;4-Amino-3-butoxybenzoic acid 2-(diethylamino)ethyl ester
• CAS NO: 99-43-4
• Molecular Formula: C₁₇H₂₈N₂O₃
• Molecular Weight: 308.42
• Mol File: 99-43-4.mol
• Article Data: 1

Chemical Properties

• Boiling Point: bp2 215-218°
• Flash Point: 224.1 oC
• Appearance: /
• Density: 1.052g/cm³
• Vapor Pressure: 3.51E-08mmHg at 25°C
• Refractive Index: 1.524
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• PKA: 9.16±0.25(Predicted)
• CAS DataBase Reference: Oxybuprocaine(CAS DataBase Reference)
• NIST Chemistry Reference: Oxybuprocaine(99-43-4)
• EPA Substance Registry System: Oxybuprocaine(99-43-4)

Safety Data

• Hazardous Substances Data: 99-43-4(Hazardous Substances Data)

Usage

Definition

ChEBI: A benzoate ester in which 4-amino-3-butoxybenzoic acid and 2-(diethylamino)ethanol have combined to form the ester bond; an ester-based local anaesthetic (ester "caine") used especially in ophthalmology and otolaryngology.

InChI:InChI=1/C17H28N2O3/c1-4-7-11-21-16-13-14(8-9-15(16)18)17(20)22-12-10-19(5-2)6-3/h8-9,13H,4-7,10-12,18H2,1-3H3

Upstream product

• 713-52-0 methyl 3-hydroxy-4-nitrobenzoate 
• 1309686-09-6 methyl 3-butoxy-4-nitrobenzoate 
• 72101-53-2 3-butoxy-4-nitrobenzoic acid 
• 100-37-8 2-(Diethylamino)ethanol 

Downstream Products

• 5987-82-6 oxybuprocaine hydrochloride 
• 23442-23-1 4-Amino-3-butoxy-benzoyl chloride 
• 23442-22-0 3-butoxy-4-aminobenzoic acid 

Relevant articles and documents

Synthetic method of oxybuprocaine hydrochloride

The synthetic method comprises the following steps: (1) carrying out etherification reaction on a compound as shown in a formula II and 1-bromobutane to prepare a compound as shown in a formula III; (2) carrying out transesterification on the compound as shown in the formula III and 2-(diethylamino) ethanol under the action of a catalyst, and salifying to prepare a compound as shown in a formula IV; (3) carrying out reduction reaction on the compound as shown in the formula IV and a reducing agent to obtain oxybuprocaine free alkali as shown in a formula V; and (4) carrying out salt forming reaction and devitrification on the oxybuprocaine free alkali as shown in the formula V to obtain the oxybuprocaine hydrochloride as shown in the formula I. The invention further discloses a preparation method of the oxybuprocaine hydrochloride. According to the synthetic method of the oxybuprocaine hydrochloride, the synthetic route step length is proper, the three-step reaction and one-step salification are realized, the high-temperature and high-pressure reaction is avoided, the requirement on equipment is not high, and the synthetic method is suitable for industrial production.