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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
Flap suturing with proparacaine for recurrent epithelial ingrowth following laser in situ keratomileusis surgery.
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
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
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
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
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
An atypical presentation of acanthamoeba keratitis in a patient with keratoconus treated briefly with topical anesthetic.
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
Proparacaine complexation with beta-cyclodextrin and p-sulfonic acid calix[6]arene, as evaluated by varied (1)H-NMR approaches.
2009 Sep
Light sensitivity and pain sensation during cataract surgery. A comparative study of two modes of anaesthesia.
2010 Dec
The reuse of opthalmic Minims: an unacceptable cross-infection risk?
2010 Jan
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 Thu Jul 06 22:19:08 UTC 2023
Edited
by admin
on Thu Jul 06 22:19:08 UTC 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 Thu Jul 06 22:19:08 UTC 2023 , Edited by admin on Thu Jul 06 22:19:08 UTC 2023
Code System Code Type Description
FDA UNII
EPD1EH7F53
Created by admin on Thu Jul 06 22:19:08 UTC 2023 , Edited by admin on Thu Jul 06 22:19:08 UTC 2023
PRIMARY
ChEMBL
CHEMBL1195
Created by admin on Thu Jul 06 22:19:08 UTC 2023 , Edited by admin on Thu Jul 06 22:19:08 UTC 2023
PRIMARY
CAS
86-43-1
Created by admin on Thu Jul 06 22:19:08 UTC 2023 , Edited by admin on Thu Jul 06 22:19:08 UTC 2023
PRIMARY
MESH
D011430
Created by admin on Thu Jul 06 22:19:08 UTC 2023 , Edited by admin on Thu Jul 06 22:19:08 UTC 2023
PRIMARY
WIKIPEDIA
PROPOXYCAINE
Created by admin on Thu Jul 06 22:19:08 UTC 2023 , Edited by admin on Thu Jul 06 22:19:08 UTC 2023
PRIMARY
DRUG CENTRAL
3496
Created by admin on Thu Jul 06 22:19:08 UTC 2023 , Edited by admin on Thu Jul 06 22:19:08 UTC 2023
PRIMARY
ECHA (EC/EINECS)
201-670-9
Created by admin on Thu Jul 06 22:19:08 UTC 2023 , Edited by admin on Thu Jul 06 22:19:08 UTC 2023
PRIMARY
PUBCHEM
6843
Created by admin on Thu Jul 06 22:19:08 UTC 2023 , Edited by admin on Thu Jul 06 22:19:08 UTC 2023
PRIMARY
SMS_ID
100000081362
Created by admin on Thu Jul 06 22:19:08 UTC 2023 , Edited by admin on Thu Jul 06 22:19:08 UTC 2023
PRIMARY
EPA CompTox
DTXSID6047866
Created by admin on Thu Jul 06 22:19:08 UTC 2023 , Edited by admin on Thu Jul 06 22:19:08 UTC 2023
PRIMARY
INN
319
Created by admin on Thu Jul 06 22:19:08 UTC 2023 , Edited by admin on Thu Jul 06 22:19:08 UTC 2023
PRIMARY
DRUG BANK
DB09342
Created by admin on Thu Jul 06 22:19:08 UTC 2023 , Edited by admin on Thu Jul 06 22:19:08 UTC 2023
PRIMARY
NCI_THESAURUS
C66492
Created by admin on Thu Jul 06 22:19:08 UTC 2023 , Edited by admin on Thu Jul 06 22:19:08 UTC 2023
PRIMARY
EVMPD
SUB10118MIG
Created by admin on Thu Jul 06 22:19:08 UTC 2023 , Edited by admin on Thu Jul 06 22:19:08 UTC 2023
PRIMARY
Related Record Type Details
SALT/SOLVATE -> PARENT
Related Record Type Details
ACTIVE MOIETY