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Oxybuprocaine

Oxybuprocaine structure

CAS No:
99-43-4
Formula:
C17H28N2O3
Chemical Name:
Oxybuprocaine
Synonyms:
Benzoic acid,4-amino-3-butoxy-,2-(diethylamino)ethyl ester;4-Amino-3-butoxybenzoic acid 2-diethylaminoethyl ester;Benoxinate;3-Butoxy-4-aminobenzoic acid 2-diethylaminoethyl ester;2-Diethylaminoethyl 4-amino-3-butoxybenzoate;Dorsacain;Oxybucaine;Oxybuprocaine;Conjucain;Novesinol;Prescaina
Categories:
Active Pharmaceutical Ingredients > Anesthetic Agents

Description

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.

Solid

Oxybuprocaine is 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. It has a role as a local anaesthetic, a topical anaesthetic and a drug allergen. It is a benzoate ester, a tertiary amino compound, a substituted aniline and an amino acid ester. It derives from a 2-diethylaminoethanol.|Oxybuprocaine (also known as Benoxinate) is a local anesthetic, which is used especially in ophthalmology and otolaryngology. Oxybuprocaine binds to sodium channels and reversibly stabilizes the neuronal membrane which decreases its permeability to sodium ions.

Oxybuprocaine Basic Attributes

Molecular Weight：

308.42

Exact Mass：

308.42

UNII：

AXQ0JYM303

DSSTox ID：

DTXSID7048530

ATC Code：

S01HA02|D - Dermatologicals|S - Sensory organs

HScode：

2922509090

Characteristics

PSA：

64.8

XLogP3：

3.1

Appearance：

Solid

Density：

1.052g/cm3

Melting Point：

216.5 °C

Boiling Point：

216.5 °C

Flash Point：

224.1ºC

Refractive Index：

1.524

Water Solubility：

Very soluble (hydrochloride salt)

Drug Information

Drug Indication：

Used to temporarily numb the front surface of the eye so that the eye pressure can be measured or a foreign body removed.

Pharmacology：

Oxybuprocaine is a local anaesthetic. It may be less irritating than tetracaine, and the onset and duration of action are similar to tetracaine.

MeSH：

Drugs that block nerve conduction when applied locally to nerve tissue in appropriate concentrations. They act on any part of the nervous system and on every type of nerve fiber. In contact with a nerve trunk, these anesthetics can cause both sensory and motor paralysis in the innervated area. Their action is completely reversible. (From Gilman AG, et. al., Goodman and Gilman's The Pharmacological Basis of Therapeutics, 8th ed) Nearly all local anesthetics act by reducing the tendency of voltage-dependent sodium channels to activate. (See all compounds classified as Anesthetics, Local.)

Mechanism of Action：

Oxybuprocaine binds to sodium channel and reversibly stabilizes the neuronal membrane which decreases its permeability to sodium ions. Depolarization of the neuronal membrane is inhibited thereby blocking the initiation and conduction of nerve impulses.

MeSH Entry Terms：

benoxinate

Oxybuprocaine Use and Manufacturing

Uses

Anesthetic (topical).

Use Classification：

Pharmaceuticals

Computed Properties

Molecular Weight:308.4
XLogP3:3.1
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:11
Exact Mass:308.20999276
Monoisotopic Mass:308.20999276
Topological Polar Surface Area:64.8
Heavy Atom Count:22
Complexity:308
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes