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Details

Stereochemistry ACHIRAL
Molecular Formula C16H26N2O3.ClH
Molecular Weight 330.85
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of PROPOXYCAINE HYDROCHLORIDE

SMILES

Cl.CCCOC1=C(C=CC(N)=C1)C(=O)OCCN(CC)CC

InChI

InChIKey=GITPCGSPKUQZTE-UHFFFAOYSA-N
InChI=1S/C16H26N2O3.ClH/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;1H

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

Molecular Formula ClH
Molecular Weight 36.461
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
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
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
[A subjective evaluation of epibulbar and etrobulbar anesthesia in cataract phacoemulsification].
2005 Jan-Feb
Efficacy of topical anesthetics to reduce pain in premature infants during eye examinations for retinopathy of prematurity.
2005 May
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
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
Posterior vitrectomy under topical anesthesia.
2007 Apr
[Self-medication with local anaesthetics by glaucoma patients using teletonometry].
2007 Dec
Topical anaesthesia alone versus topical anaesthesia with intracameral lidocaine for phacoemulsification.
2007 Jul 18
Assessment of bacterial contamination of three multidose ophthalmic solutions.
2007 Mar-Apr
Analgesic efficacy of single-dose parecoxib for corneal suturing in children.
2007 May
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
A lacrimal sac abscess incision and drainage technique.
2008 Sep
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
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
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
Topical proparacaine and episcleral venous pressure in the rabbit.
2009 Jun
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
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 Fri Dec 15 16:03:48 UTC 2023
Edited
by admin
on Fri Dec 15 16:03:48 UTC 2023
Record UNII
K490D39G46
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
PROPOXYCAINE HYDROCHLORIDE
MART.   MI   ORANGE BOOK   USP   USP-RS   WHO-DD  
Common Name English
PROPOXYCAINE HYDROCHLORIDE [ORANGE BOOK]
Common Name English
PROPOXYCAINE HCL
Common Name English
2-(Diethylamino)ethyl 4-amino-2-propoxybenzoate monohydrochloride
Systematic Name English
PROPOXYCAINE HYDROCHLORIDE [MI]
Common Name English
PROPOXYCAINE HYDROCHLORIDE [MART.]
Common Name English
Propoxycaine hydrochloride [WHO-DD]
Common Name English
PROPOXYCAINE HYDROCHLORIDE [USP IMPURITY]
Common Name English
NSC-760044
Code English
Classification Tree Code System Code
NCI_THESAURUS C245
Created by admin on Fri Dec 15 16:03:48 UTC 2023 , Edited by admin on Fri Dec 15 16:03:48 UTC 2023
Code System Code Type Description
ChEMBL
CHEMBL1195
Created by admin on Fri Dec 15 16:03:48 UTC 2023 , Edited by admin on Fri Dec 15 16:03:48 UTC 2023
PRIMARY
DRUG BANK
DBSALT001348
Created by admin on Fri Dec 15 16:03:48 UTC 2023 , Edited by admin on Fri Dec 15 16:03:48 UTC 2023
PRIMARY
NCI_THESAURUS
C66493
Created by admin on Fri Dec 15 16:03:48 UTC 2023 , Edited by admin on Fri Dec 15 16:03:48 UTC 2023
PRIMARY
CAS
550-83-4
Created by admin on Fri Dec 15 16:03:48 UTC 2023 , Edited by admin on Fri Dec 15 16:03:48 UTC 2023
PRIMARY
SMS_ID
100000085111
Created by admin on Fri Dec 15 16:03:48 UTC 2023 , Edited by admin on Fri Dec 15 16:03:48 UTC 2023
PRIMARY
EVMPD
SUB04089MIG
Created by admin on Fri Dec 15 16:03:48 UTC 2023 , Edited by admin on Fri Dec 15 16:03:48 UTC 2023
PRIMARY
NSC
760044
Created by admin on Fri Dec 15 16:03:48 UTC 2023 , Edited by admin on Fri Dec 15 16:03:48 UTC 2023
PRIMARY
PUBCHEM
11078
Created by admin on Fri Dec 15 16:03:48 UTC 2023 , Edited by admin on Fri Dec 15 16:03:48 UTC 2023
PRIMARY
EPA CompTox
DTXSID6045325
Created by admin on Fri Dec 15 16:03:48 UTC 2023 , Edited by admin on Fri Dec 15 16:03:48 UTC 2023
PRIMARY
MERCK INDEX
m9220
Created by admin on Fri Dec 15 16:03:48 UTC 2023 , Edited by admin on Fri Dec 15 16:03:48 UTC 2023
PRIMARY Merck Index
ECHA (EC/EINECS)
208-988-7
Created by admin on Fri Dec 15 16:03:48 UTC 2023 , Edited by admin on Fri Dec 15 16:03:48 UTC 2023
PRIMARY
FDA UNII
K490D39G46
Created by admin on Fri Dec 15 16:03:48 UTC 2023 , Edited by admin on Fri Dec 15 16:03:48 UTC 2023
PRIMARY
Related Record Type Details
PARENT -> SALT/SOLVATE
Related Record Type Details
ACTIVE MOIETY