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Details

Stereochemistry ACHIRAL
Molecular Formula C16H26N2O3
Molecular Weight 294.3892
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of PROPOXYCAINE

SMILES

CCCOC1=CC(N)=CC=C1C(=O)OCCN(CC)CC

InChI

InChIKey=CAJIGINSTLKQMM-UHFFFAOYSA-N
InChI=1S/C16H26N2O3/c1-4-10-20-15-12-13(17)7-8-14(15)16(19)21-11-9-18(5-2)6-3/h7-8,12H,4-6,9-11,17H2,1-3H3

HIDE SMILES / InChI
Propoxycaine hydrochloride is a local anesthetic of the ester type that has a rapid onset of action and a longer duration of action than procaine hydrochloride. Propoxycaine Hydrochloride is the hydrochloride salt form of propoxycaine, a para-aminobenzoic acid ester. Propoxycaine binds to and inhibits voltage-gated sodium channels, thereby inhibiting the ionic flux required for the initiation and conduction of impulses. This results in a loss of sensation.

Approval Year

Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Palliative
Unknown

Approved Use

Propoxycaine
Overview

Overview

CYP3A4CYP2C9CYP2D6hERG



OverviewOther

Other InhibitorOther SubstrateOther Inducer


Drug as perpetrator​

Drug as perpetrator​

TargetModalityActivityMetaboliteClinical evidence
no [Activation >10 uM]
no [Activation >10 uM]
no [Activation >10 uM]
yes [Activation 1.99526 uM]
yes [Activation 12.58925 uM]
PubMed

PubMed

TitleDatePubMed
Light sensitivity and pain sensation during cataract surgery. A comparative study of two modes of anaesthesia.
2010-12
Effect of topical anesthesia and age on pain scores during retinopathy of prematurity screening.
2010-11
Dilute proparacaine for the management of acute corneal injuries in the emergency department.
2010-09
The reuse of ophthalmic minims: an unacceptable cross-infection risk?
2010-08
Pain management during eye examinations for retinopathy of prematurity in preterm infants: a systematic review.
2010-03
Ocular blood-flow hemodynamics before and after application of a laser in situ keratomileusis ring.
2010-02
The systemic toxicity of equipotent proxymetacaine, oxybuprocaine, and bupivacaine during continuous intravenous infusion in rats.
2010-01-01
The reuse of opthalmic Minims: an unacceptable cross-infection risk?
2010-01
Ring keratitis associated with topical abuse of a dilute anesthetic after refractive surgery.
2009-12
Proparacaine complexation with beta-cyclodextrin and p-sulfonic acid calix[6]arene, as evaluated by varied (1)H-NMR approaches.
2009-09
Topical proparacaine and episcleral venous pressure in the rabbit.
2009-06
Intrathecal oxybuprocaine and proxymetacaine produced potent and long-lasting spinal anesthesia in rats.
2009-05-01
Prolonged corneal anaesthesia by proxymetacaine hydrochloride detected by a thermal cooling stimulus.
2009-04
Comparative study of analgesic effectiveness using three different anesthetic techniques for intravitreal injection of bevacizumab.
2009-02-12
Liquid nitrogen cryotherapy of superior limbic keratoconjunctivitis.
2009-02
An atypical presentation of acanthamoeba keratitis in a patient with keratoconus treated briefly with topical anesthetic.
2009-01
Antibacterial activity of preservative-free topical anesthetic drops in current use in ophthalmology departments.
2009-01
Evaluation of duration of corneal anesthesia induced with ophthalmic 0.5% proparacaine hydrochloride by use of a Cochet-Bonnet aesthesiometer in clinically normal horses.
2008-12
Adjustable suture strabismus surgery in infants and children.
2008-12
Intraoperative adjustable suture strabismus surgery under topical and subconjunctival anesthesia.
2008-10-04
A lacrimal sac abscess incision and drainage technique.
2008-09
Topology of a ternary complex (proparacaine-beta-cyclodextrin-liposome) by STD NMR.
2008-09
Neuroprotective effect of intravitreal triamcinolone acetonide against photoreceptor apoptosis in a rabbit model of subretinal hemorrhage.
2008-09
Cataract surgery complication rates.
2008-08
Protein kinase C-delta mediates neuronal apoptosis in the retinas of diabetic rats via the Akt signaling pathway.
2008-08
The effect of propoxycaine.HCl on the physical properties of neuronal membranes.
2008-07
Anterior sub-Tenon's anesthesia for the treatment of retinopathy of prematurity.
2008-06-06
Patient comfort and surgeon satisfaction during cataract surgery using topical anesthesia with or without dexmedetomidine sedation.
2008-05-10
[Self-medication with local anaesthetics by glaucoma patients using teletonometry].
2007-12
Phacoemulsification complication rates.
2007-11
Topical anaesthesia alone versus topical anaesthesia with intracameral lidocaine for phacoemulsification.
2007-07-18
Phacoemulsification in vitrectomized eyes under topical anesthesia.
2007-05-31
Does prior instillation of a topical anaesthetic alter the pupillary mydriasis produced by tropicamide (0.5%)?
2007-05
Analgesic efficacy of single-dose parecoxib for corneal suturing in children.
2007-05
Assisted local anaesthesia for endoscopic dacryocystorhinostomy.
2007-04
Posterior vitrectomy under topical anesthesia.
2007-04
An assessment of the discomfort associated with the use of rose bengal 1% eyedrops on the normal human eye: a comparison with saline 0.9% and a topical ocular anaesthetic.
2007-03
Assessment of bacterial contamination of three multidose ophthalmic solutions.
2007-02-28
Effect of proparacaine on central corneal thickness values: an evaluation using noncontact specular microscopy and pentacam.
2007-01
Topical anesthesia in transconjunctival sutureless 25-gauge vitrectomy for macular-based disorders.
2007
Duration of corneal anesthesia following topical administration of 0.5% proparacaine hydrochloride solution in clinically normal cats.
2006-10
Prospective randomized double-masked trial to evaluate perioperative pain profile in different stages of simultaneous bilateral LASIK.
2006-09
Pupil dilation using a pledget sponge: a randomized controlled trial.
2006-08
Non-antiepileptic drugs for trigeminal neuralgia.
2006-07-19
Anaesthetic abuse keratopathy as a manifestation of ocular Munchausen's syndrome.
2006-02-03
Contamination of single-use Minims eye drops by multiple use in clinics.
2006-02
Comparison of corneal thickness after the instillation of topical anesthetics: proparacaine versus oxybuprocaine.
2006-01
Subtenon lidocaine vs topical proparacaine in adult strabismus surgery.
2006
Patient pain during stretching of small pupils in phacoemulsification performed using topical anesthesia.
2005-09
Flap suturing with proparacaine for recurrent epithelial ingrowth following laser in situ keratomileusis surgery.
2005-05
Patents

Patents

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Parenteral
In Vitro Use Guide
Unknown
Name Type Language
PROPOXYCAINE
INN   WHO-DD  
INN  
Official Name English
Propoxycaine [WHO-DD]
Preferred Name English
propoxycaine [INN]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C245
Created by admin on Wed Apr 02 08:29:05 GMT 2025 , Edited by admin on Wed Apr 02 08:29:05 GMT 2025
Code System Code Type Description
FDA UNII
EPD1EH7F53
Created by admin on Wed Apr 02 08:29:05 GMT 2025 , Edited by admin on Wed Apr 02 08:29:05 GMT 2025
PRIMARY
ChEMBL
CHEMBL1195
Created by admin on Wed Apr 02 08:29:05 GMT 2025 , Edited by admin on Wed Apr 02 08:29:05 GMT 2025
PRIMARY
CAS
86-43-1
Created by admin on Wed Apr 02 08:29:05 GMT 2025 , Edited by admin on Wed Apr 02 08:29:05 GMT 2025
PRIMARY
MESH
D011430
Created by admin on Wed Apr 02 08:29:05 GMT 2025 , Edited by admin on Wed Apr 02 08:29:05 GMT 2025
PRIMARY
WIKIPEDIA
PROPOXYCAINE
Created by admin on Wed Apr 02 08:29:05 GMT 2025 , Edited by admin on Wed Apr 02 08:29:05 GMT 2025
PRIMARY
DRUG CENTRAL
3496
Created by admin on Wed Apr 02 08:29:05 GMT 2025 , Edited by admin on Wed Apr 02 08:29:05 GMT 2025
PRIMARY
ECHA (EC/EINECS)
201-670-9
Created by admin on Wed Apr 02 08:29:05 GMT 2025 , Edited by admin on Wed Apr 02 08:29:05 GMT 2025
PRIMARY
PUBCHEM
6843
Created by admin on Wed Apr 02 08:29:05 GMT 2025 , Edited by admin on Wed Apr 02 08:29:05 GMT 2025
PRIMARY
SMS_ID
100000081362
Created by admin on Wed Apr 02 08:29:05 GMT 2025 , Edited by admin on Wed Apr 02 08:29:05 GMT 2025
PRIMARY
EPA CompTox
DTXSID6047866
Created by admin on Wed Apr 02 08:29:05 GMT 2025 , Edited by admin on Wed Apr 02 08:29:05 GMT 2025
PRIMARY
INN
319
Created by admin on Wed Apr 02 08:29:05 GMT 2025 , Edited by admin on Wed Apr 02 08:29:05 GMT 2025
PRIMARY
DRUG BANK
DB09342
Created by admin on Wed Apr 02 08:29:05 GMT 2025 , Edited by admin on Wed Apr 02 08:29:05 GMT 2025
PRIMARY
NCI_THESAURUS
C66492
Created by admin on Wed Apr 02 08:29:05 GMT 2025 , Edited by admin on Wed Apr 02 08:29:05 GMT 2025
PRIMARY
EVMPD
SUB10118MIG
Created by admin on Wed Apr 02 08:29:05 GMT 2025 , Edited by admin on Wed Apr 02 08:29:05 GMT 2025
PRIMARY