PROPOXYCAINE HYDROCHLORIDE

US Previously Marketed

First approved in 1952

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 Search

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

Description
Sources: http://pubchem.ncbi.nlm.nih.gov/compound/11078

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.

Originator

Approval Year

Conditions

Condition	Modality	Targets	Highest Phase	Product
Pain 614 Sources: http://jada.ada.org/article/S0002-8177(55)11004-2/abstract	Palliative		Approved 8429	Unknown Approved Use Propoxycaine

Overview

CYP3A4	CYP2C9	CYP2D6	hERG
inhibitor 1587	inhibitor 1767	inhibitor 1852

OverviewOther

Other Inhibitor	Other Substrate	Other Inducer
CYP1A2 1524 CYP2C19 1478

Drug as perpetrator

Target	Modality	Activity
CYP2C19 1553	inhibitor 3277 Sources: https://www.ebi.ac.uk/chembl/g/#browse/activities/full_state/eyJsaXN0Ijp7InNldHRpbmdzX3BhdGgiOiJFU19JTkRFWEVTX05PX01BSU5fU0VBUkNILkFDVElWSVRZIiwiY3VzdG9tX3F1ZXJ5IjoidGFyZ2V0X2NoZW1ibF9pZDpDSEVNQkwzNjIyIiwidXNlX2N1c3RvbV9xdWVyeSI6dHJ1ZSwic2VhcmNoX3Rlcm0iOiIiLCJ0ZXh0X2ZpbHRlciI6IkNIRU1CTDExOTUifX0%3D	no [Activation >10 uM]
CYP2C9 1819	inhibitor 3277 Sources: https://www.ebi.ac.uk/chembl/g/#browse/activities/full_state/eyJsaXN0Ijp7InNldHRpbmdzX3BhdGgiOiJFU19JTkRFWEVTX05PX01BSU5fU0VBUkNILkFDVElWSVRZIiwiY3VzdG9tX3F1ZXJ5IjoidGFyZ2V0X2NoZW1ibF9pZDpDSEVNQkwzMzk3IiwidXNlX2N1c3RvbV9xdWVyeSI6dHJ1ZSwic2VhcmNoX3Rlcm0iOiIiLCJ0ZXh0X2ZpbHRlciI6IkNIRU1CTDExOTUifX0%3D	no [Activation >10 uM]
CYP3A4 1925	inhibitor 3277 Sources: https://www.ebi.ac.uk/chembl/g/#browse/activities/full_state/eyJsaXN0Ijp7InNldHRpbmdzX3BhdGgiOiJFU19JTkRFWEVTX05PX01BSU5fU0VBUkNILkFDVElWSVRZIiwiY3VzdG9tX3F1ZXJ5IjoidGFyZ2V0X2NoZW1ibF9pZDpDSEVNQkwzNDAiLCJ1c2VfY3VzdG9tX3F1ZXJ5Ijp0cnVlLCJzZWFyY2hfdGVybSI6IiIsInRleHRfZmlsdGVyIjoiQ0hFTUJMMTE5NSJ9fQ%3D%3D	no [Activation >10 uM]
CYP2D6 1891	inhibitor 3277 Sources: https://www.ebi.ac.uk/chembl/g/#browse/activities/full_state/eyJsaXN0Ijp7InNldHRpbmdzX3BhdGgiOiJFU19JTkRFWEVTX05PX01BSU5fU0VBUkNILkFDVElWSVRZIiwiY3VzdG9tX3F1ZXJ5IjoidGFyZ2V0X2NoZW1ibF9pZDpDSEVNQkwyODkiLCJ1c2VfY3VzdG9tX3F1ZXJ5Ijp0cnVlLCJzZWFyY2hfdGVybSI6IiIsInRleHRfZmlsdGVyIjoiQ0hFTUJMMTE5NSJ9fQ%3D%3D	yes [Activation 1.99526 uM]
CYP1A2 1692	inhibitor 3277 Sources: https://www.ebi.ac.uk/chembl/g/#browse/activities/full_state/eyJsaXN0Ijp7InNldHRpbmdzX3BhdGgiOiJFU19JTkRFWEVTX05PX01BSU5fU0VBUkNILkFDVElWSVRZIiwiY3VzdG9tX3F1ZXJ5IjoidGFyZ2V0X2NoZW1ibF9pZDpDSEVNQkwzMzU2IiwidXNlX2N1c3RvbV9xdWVyeSI6dHJ1ZSwic2VhcmNoX3Rlcm0iOiIiLCJ0ZXh0X2ZpbHRlciI6IkNIRU1CTDExOTUifX0%3D	yes [Activation 12.58925 uM]

Sourcing

Vendor/Aggregator	ID	URL
AK Scientific, Inc. (AKSCI)	Y4376	http://www.aksci.com/item_detail.php?cat=Y4376
Ambinter	Amb22734490	http://www.ambinter.com/reference/22734490
BLD Pharm	BD149274	http://www.bldpharm.com/products/86-43-1.html
BioSynth	J-506353	https://www.biosynth.com/en/products/all-products/products/J-506353.html
ChemMol	99169233	http://www.chemmol.com/chemmol/99169233.html
Matrix Scientific	188763	https://www.matrixscientific.com/188763.html
OChem	30695	http://www.ocheminc.com/index.php?act=psearch&pid=550P834
Renno Tech	RP06763	http://www.rennotech.com/product_show.asp?id=13182
Sigma-Aldrich	CDS021586_ALDRICH	https://www.sigmaaldrich.com/catalog/product/aldrich/cds021586?utm_source=pubchem&utm_campaign=pubchem_2017&utm_medium=referral
Smolecule	S588041	https://www.smolecule.com/products/s588041
THE BioTek	bt-374334	https://www.thebiotek.com/product/others/bt-374334
abcr GmbH	AB444846	http://www.abcr.com/shop/en/AB444846
eNovation Chemicals	D205911	https://www.enovationchem.com/ProductDetails.asp?ProductID=D205911

PubMed

Title	Date	PubMed
A comparative study of proxymetacaine-fluorescein and lignocaine-fluorescein use during applanation tonometry.	2001 Apr	11264141
The efficacy of 0.5% proparacaine stored at room temperature.	2001 Sep	11722785
In vivo transscleral iontophoresis of amikacin to rabbit eyes.	2002 Dec	12537681
Effect of midazolam on anxiety level and pain perception in cataract surgery with topical anesthesia.	2004 Feb	15030838
Randomised controlled trial of sub-Tenon's block versus topical anaesthesia for cataract surgery: a comparison of patient satisfaction.	2005 Mar	15722306
Contamination of single-use Minims eye drops by multiple use in clinics.	2006 Feb	16289460
Non-antiepileptic drugs for trigeminal neuralgia.	2006 Jul 19	16856027
Duration of corneal anesthesia following topical administration of 0.5% proparacaine hydrochloride solution in clinically normal cats.	2006 Oct	17014333
Prospective randomized double-masked trial to evaluate perioperative pain profile in different stages of simultaneous bilateral LASIK.	2006 Sep	17102667
Posterior vitrectomy under topical anesthesia.	2007 Apr	17392852
Topical anaesthesia alone versus topical anaesthesia with intracameral lidocaine for phacoemulsification.	2007 Jul 18	17636793
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	17324205
Assessment of bacterial contamination of three multidose ophthalmic solutions.	2007 Mar-Apr	17324162
Does prior instillation of a topical anaesthetic alter the pupillary mydriasis produced by tropicamide (0.5%)?	2007 May	17470245
Cataract surgery complication rates.	2008 Aug	18675698
Protein kinase C-delta mediates neuronal apoptosis in the retinas of diabetic rats via the Akt signaling pathway.	2008 Aug	18443201
Adjustable suture strabismus surgery in infants and children.	2008 Dec	18848481
Anterior sub-Tenon's anesthesia for the treatment of retinopathy of prematurity.	2008 May-Jun	18524202
A lacrimal sac abscess incision and drainage technique.	2008 Sep	18779495
Prolonged corneal anaesthesia by proxymetacaine hydrochloride detected by a thermal cooling stimulus.	2009 Apr	19181566
Dilute proparacaine for the management of acute corneal injuries in the emergency department.	2010 Sep	20880433

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 GMT 2023` Edited by `admin` on `Fri Dec 15 16:03:48 GMT 2023`
Record UNII	K490D39G46
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

PROPOXYCAINE HYDROCHLORIDE

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