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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=C(C=CC(N)=C1)C(=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

Molecular Formula C16H26N2O3
Molecular Weight 294.3892
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
A comparative study of proxymetacaine-fluorescein and lignocaine-fluorescein use during applanation tonometry.
2001 Apr
Does instilling proxymetacaine before cyclopentolate significantly reduce stinging? The implications of paediatric cycloplegia.
2001 Feb
Local anaesthesia for vitreoretinal surgery: an audit of patient and surgical experience.
2001 Oct-Dec
The efficacy of 0.5% proparacaine stored at room temperature.
2001 Sep
Allergic contact dermatitis to proparacaine with subsequent cross-sensitization to tetracaine from ophthalmic preparations.
2001 Sep
In vivo transscleral iontophoresis of amikacin to rabbit eyes.
2002 Dec
Survival of equine herpesvirus-4, feline herpesvirus-1, and feline calicivirus in multidose ophthalmic solutions.
2002 Dec
Surgeon experience and patient comfort during clear corneal phacoemulsification under topical local anesthesia.
2002 Nov
The local anesthetic proparacaine modifies sodium transport in toad skin and perturbs the structures of model and cell membranes.
2002 Sep-Oct
Epithelial activity of hexokinase and glucose-6-phosphate dehydrogenase in cultured bovine lenses recovering from pharmaceutical-induced optical damage.
2003 Nov 3
Systemic manifestations in response to mydriasis and physical examination during screening for retinopathy of prematurity.
2004 Apr
Effect of midazolam on anxiety level and pain perception in cataract surgery with topical anesthesia.
2004 Feb
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
Pupil dilation using a pledget sponge: a randomized controlled trial.
2006 Aug
Subtenon lidocaine vs topical proparacaine in adult strabismus surgery.
2006 Fall
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
Effect of proparacaine on central corneal thickness values: an evaluation using noncontact specular microscopy and pentacam.
2007 Jan
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
Cataract surgery complication rates.
2008 Aug
Protein kinase C-delta mediates neuronal apoptosis in the retinas of diabetic rats via the Akt signaling pathway.
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
Anterior sub-Tenon's anesthesia for the treatment of retinopathy of prematurity.
2008 May-Jun
Patient comfort and surgeon satisfaction during cataract surgery using topical anesthesia with or without dexmedetomidine sedation.
2008 May-Jun
Topology of a ternary complex (proparacaine-beta-cyclodextrin-liposome) by STD NMR.
2008 Sep
Neuroprotective effect of intravitreal triamcinolone acetonide against photoreceptor apoptosis in a rabbit model of subretinal hemorrhage.
2008 Sep
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
Intrathecal oxybuprocaine and proxymetacaine produced potent and long-lasting spinal anesthesia in rats.
2009 May 1
The reuse of ophthalmic minims: an unacceptable cross-infection risk?
2010 Aug
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 Dec 16 16:52:37 GMT 2023
Edited
by admin
on Sat Dec 16 16:52:37 GMT 2023
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 Dec 16 16:52:38 GMT 2023 , Edited by admin on Sat Dec 16 16:52:38 GMT 2023
Code System Code Type Description
FDA UNII
EPD1EH7F53
Created by admin on Sat Dec 16 16:52:38 GMT 2023 , Edited by admin on Sat Dec 16 16:52:38 GMT 2023
PRIMARY
ChEMBL
CHEMBL1195
Created by admin on Sat Dec 16 16:52:38 GMT 2023 , Edited by admin on Sat Dec 16 16:52:38 GMT 2023
PRIMARY
CAS
86-43-1
Created by admin on Sat Dec 16 16:52:38 GMT 2023 , Edited by admin on Sat Dec 16 16:52:38 GMT 2023
PRIMARY
MESH
D011430
Created by admin on Sat Dec 16 16:52:38 GMT 2023 , Edited by admin on Sat Dec 16 16:52:38 GMT 2023
PRIMARY
WIKIPEDIA
PROPOXYCAINE
Created by admin on Sat Dec 16 16:52:38 GMT 2023 , Edited by admin on Sat Dec 16 16:52:38 GMT 2023
PRIMARY
DRUG CENTRAL
3496
Created by admin on Sat Dec 16 16:52:38 GMT 2023 , Edited by admin on Sat Dec 16 16:52:38 GMT 2023
PRIMARY
ECHA (EC/EINECS)
201-670-9
Created by admin on Sat Dec 16 16:52:38 GMT 2023 , Edited by admin on Sat Dec 16 16:52:38 GMT 2023
PRIMARY
PUBCHEM
6843
Created by admin on Sat Dec 16 16:52:38 GMT 2023 , Edited by admin on Sat Dec 16 16:52:38 GMT 2023
PRIMARY
SMS_ID
100000081362
Created by admin on Sat Dec 16 16:52:38 GMT 2023 , Edited by admin on Sat Dec 16 16:52:38 GMT 2023
PRIMARY
EPA CompTox
DTXSID6047866
Created by admin on Sat Dec 16 16:52:38 GMT 2023 , Edited by admin on Sat Dec 16 16:52:38 GMT 2023
PRIMARY
INN
319
Created by admin on Sat Dec 16 16:52:38 GMT 2023 , Edited by admin on Sat Dec 16 16:52:38 GMT 2023
PRIMARY
DRUG BANK
DB09342
Created by admin on Sat Dec 16 16:52:38 GMT 2023 , Edited by admin on Sat Dec 16 16:52:38 GMT 2023
PRIMARY
NCI_THESAURUS
C66492
Created by admin on Sat Dec 16 16:52:38 GMT 2023 , Edited by admin on Sat Dec 16 16:52:38 GMT 2023
PRIMARY
EVMPD
SUB10118MIG
Created by admin on Sat Dec 16 16:52:38 GMT 2023 , Edited by admin on Sat Dec 16 16:52:38 GMT 2023
PRIMARY
Related Record Type Details
SALT/SOLVATE -> PARENT
Related Record Type Details
ACTIVE MOIETY