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Details

Stereochemistry ACHIRAL
Molecular Formula C16H26N2O3
Molecular Weight 294.3899
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of PROPOXYCAINE

SMILES

CCCOc1cc(ccc1C(=O)OCCN(CC)CC)N

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

Molecular Formula C16H26N2O3
Molecular Weight 294.3899
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

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
Duration of effect and effect of multiple doses of topical ophthalmic 0.5% proparacaine hydrochloride in clinically normal dogs.
2005 Jan
[A subjective evaluation of epibulbar and etrobulbar anesthesia in cataract phacoemulsification].
2005 Jan-Feb
Efficacy of sucrose to reduce pain in premature infants during eye examinations for retinopathy of prematurity.
2005 Jun
Randomised controlled trial of sub-Tenon's block versus topical anaesthesia for cataract surgery: a comparison of patient satisfaction.
2005 Mar
Flap suturing with proparacaine for recurrent epithelial ingrowth following laser in situ keratomileusis surgery.
2005 May
Efficacy of topical anesthetics to reduce pain in premature infants during eye examinations for retinopathy of prematurity.
2005 May
Patient pain during stretching of small pupils in phacoemulsification performed using topical anesthesia.
2005 Sep
Pupil dilation using a pledget sponge: a randomized controlled trial.
2006 Aug
Contamination of single-use Minims eye drops by multiple use in clinics.
2006 Feb
Comparison of corneal thickness after the instillation of topical anesthetics: proparacaine versus oxybuprocaine.
2006 Jan
Anaesthetic abuse keratopathy as a manifestation of ocular Munchausen's syndrome.
2006 Jan-Feb
Non-antiepileptic drugs for trigeminal neuralgia.
2006 Jul 19
Duration of corneal anesthesia following topical administration of 0.5% proparacaine hydrochloride solution in clinically normal cats.
2006 Oct
Prospective randomized double-masked trial to evaluate perioperative pain profile in different stages of simultaneous bilateral LASIK.
2006 Sep
Topical anesthesia in transconjunctival sutureless 25-gauge vitrectomy for macular-based disorders.
2007
Assisted local anaesthesia for endoscopic dacryocystorhinostomy.
2007 Apr
Posterior vitrectomy under topical anesthesia.
2007 Apr
[Self-medication with local anaesthetics by glaucoma patients using teletonometry].
2007 Dec
Effect of proparacaine on central corneal thickness values: an evaluation using noncontact specular microscopy and pentacam.
2007 Jan
Topical anaesthesia alone versus topical anaesthesia with intracameral lidocaine for phacoemulsification.
2007 Jul 18
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 Mar
Assessment of bacterial contamination of three multidose ophthalmic solutions.
2007 Mar-Apr
Does prior instillation of a topical anaesthetic alter the pupillary mydriasis produced by tropicamide (0.5%)?
2007 May
Analgesic efficacy of single-dose parecoxib for corneal suturing in children.
2007 May
Phacoemulsification in vitrectomized eyes under topical anesthesia.
2007 May-Jun
Phacoemulsification complication rates.
2007 Nov
Cataract surgery complication rates.
2008 Aug
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 Dec
Adjustable suture strabismus surgery in infants and children.
2008 Dec
The effect of propoxycaine.HCl on the physical properties of neuronal membranes.
2008 Jul
A lacrimal sac abscess incision and drainage technique.
2008 Sep
Topology of a ternary complex (proparacaine-beta-cyclodextrin-liposome) by STD NMR.
2008 Sep
Intraoperative adjustable suture strabismus surgery under topical and subconjunctival anesthesia.
2008 Sep-Oct
Prolonged corneal anaesthesia by proxymetacaine hydrochloride detected by a thermal cooling stimulus.
2009 Apr
Ring keratitis associated with topical abuse of a dilute anesthetic after refractive surgery.
2009 Dec
Liquid nitrogen cryotherapy of superior limbic keratoconjunctivitis.
2009 Feb
An atypical presentation of acanthamoeba keratitis in a patient with keratoconus treated briefly with topical anesthetic.
2009 Jan
Antibacterial activity of preservative-free topical anesthetic drops in current use in ophthalmology departments.
2009 Jan
Comparative study of analgesic effectiveness using three different anesthetic techniques for intravitreal injection of bevacizumab.
2009 Jan-Feb
Topical proparacaine and episcleral venous pressure in the rabbit.
2009 Jun
Intrathecal oxybuprocaine and proxymetacaine produced potent and long-lasting spinal anesthesia in rats.
2009 May 1
Proparacaine complexation with beta-cyclodextrin and p-sulfonic acid calix[6]arene, as evaluated by varied (1)H-NMR approaches.
2009 Sep
The reuse of ophthalmic minims: an unacceptable cross-infection risk?
2010 Aug
Light sensitivity and pain sensation during cataract surgery. A comparative study of two modes of anaesthesia.
2010 Dec
Ocular blood-flow hemodynamics before and after application of a laser in situ keratomileusis ring.
2010 Feb
The reuse of opthalmic Minims: an unacceptable cross-infection risk?
2010 Jan
The systemic toxicity of equipotent proxymetacaine, oxybuprocaine, and bupivacaine during continuous intravenous infusion in rats.
2010 Jan 1
Pain management during eye examinations for retinopathy of prematurity in preterm infants: a systematic review.
2010 Mar
Effect of topical anesthesia and age on pain scores during retinopathy of prematurity screening.
2010 Nov
Dilute proparacaine for the management of acute corneal injuries in the emergency department.
2010 Sep
Patents

Patents

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Parenteral
In Vitro Use Guide
Unknown
Substance Class Chemical
Created
by admin
on Sat Jun 26 15:13:22 UTC 2021
Edited
by admin
on Sat Jun 26 15:13:22 UTC 2021
Record UNII
EPD1EH7F53
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
PROPOXYCAINE
INN   WHO-DD  
INN  
Official Name English
PROPOXYCAINE [WHO-DD]
Common Name English
PROPOXYCAINE [INN]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C245
Created by admin on Sat Jun 26 15:13:22 UTC 2021 , Edited by admin on Sat Jun 26 15:13:22 UTC 2021
Code System Code Type Description
FDA UNII
EPD1EH7F53
Created by admin on Sat Jun 26 15:13:22 UTC 2021 , Edited by admin on Sat Jun 26 15:13:22 UTC 2021
PRIMARY
ChEMBL
CHEMBL1195
Created by admin on Sat Jun 26 15:13:22 UTC 2021 , Edited by admin on Sat Jun 26 15:13:22 UTC 2021
PRIMARY
CAS
86-43-1
Created by admin on Sat Jun 26 15:13:22 UTC 2021 , Edited by admin on Sat Jun 26 15:13:22 UTC 2021
PRIMARY
MESH
D011430
Created by admin on Sat Jun 26 15:13:22 UTC 2021 , Edited by admin on Sat Jun 26 15:13:22 UTC 2021
PRIMARY
WIKIPEDIA
PROPOXYCAINE
Created by admin on Sat Jun 26 15:13:22 UTC 2021 , Edited by admin on Sat Jun 26 15:13:22 UTC 2021
PRIMARY
DRUG CENTRAL
3496
Created by admin on Sat Jun 26 15:13:22 UTC 2021 , Edited by admin on Sat Jun 26 15:13:22 UTC 2021
PRIMARY
ECHA (EC/EINECS)
201-670-9
Created by admin on Sat Jun 26 15:13:22 UTC 2021 , Edited by admin on Sat Jun 26 15:13:22 UTC 2021
PRIMARY
PUBCHEM
6843
Created by admin on Sat Jun 26 15:13:22 UTC 2021 , Edited by admin on Sat Jun 26 15:13:22 UTC 2021
PRIMARY
EPA CompTox
86-43-1
Created by admin on Sat Jun 26 15:13:22 UTC 2021 , Edited by admin on Sat Jun 26 15:13:22 UTC 2021
PRIMARY
INN
319
Created by admin on Sat Jun 26 15:13:22 UTC 2021 , Edited by admin on Sat Jun 26 15:13:22 UTC 2021
PRIMARY
DRUG BANK
DB09342
Created by admin on Sat Jun 26 15:13:22 UTC 2021 , Edited by admin on Sat Jun 26 15:13:22 UTC 2021
PRIMARY
NCI_THESAURUS
C66492
Created by admin on Sat Jun 26 15:13:22 UTC 2021 , Edited by admin on Sat Jun 26 15:13:22 UTC 2021
PRIMARY
EVMPD
SUB10118MIG
Created by admin on Sat Jun 26 15:13:22 UTC 2021 , Edited by admin on Sat Jun 26 15:13:22 UTC 2021
PRIMARY
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SALT/SOLVATE -> PARENT
Related Record Type Details
ACTIVE MOIETY