HEXYLCAINE

US Previously Marketed

Details

Stereochemistry	RACEMIC
Molecular Formula	C16H23NO2
Molecular Weight	261.3593
Optical Activity	( + / - )
Defined Stereocenters	0 / 1
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CC(CNC1CCCCC1)OC(=O)C2=CC=CC=C2

InChI

InChIKey=DKLKMKYDWHYZTD-UHFFFAOYSA-N

InChI=1S/C16H23NO2/c1-13(12-17-15-10-6-3-7-11-15)19-16(18)14-8-4-2-5-9-14/h2,4-5,8-9,13,15,17H,3,6-7,10-12H2,1H3

HIDE SMILES / InChI

Molecular Formula	C16H23NO2
Molecular Weight	261.3593
Charge	0
Count

Stereochemistry	RACEMIC
Additional Stereochemistry	No
Defined Stereocenters	0 / 1
E/Z Centers	0
Optical Activity	( + / - )

Description
Sources: http://www.druginfosys.com/drug.aspx?drugcode=1931&type=1

Hexylcaine hydrochloride, a benzoic acid ester, is a local anaesthetic that has been used for surface anaesthesia of mucous membranes. Local anesthetics produce a transient block of nerve conduction by interfering with sodium channels. This effect of the anesthetic interferes with the development of an action potential across the nerve.

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Sodium channel alpha subunit 72 Target ID: CHEMBL2331043 Sources: https://www.drugbank.ca/drugs/DB00473#targets \| http://www.druginfosys.com/drug.aspx?drugcode=1931&type=1 \| https://www.ebi.ac.uk/chembldb/index.php/compound/inspect/CHEMBL1197	Blocker 555

Conditions

Condition	Modality	Targets	Highest Phase	Product
Pain 619 Sources: http://www.druginfosys.com/drug.aspx?drugcode=1931&type=1	Primary		Approved 8583	CYCLAINE Approved Use Hexylcaine hydrochloride, a benzoic acid ester, is a local anaesthetic that has been used for surface anaesthesia of mucous membranes. Local anesthetics produce a transient block of nerve conduction by interfering with sodium channels. This effect of the anesthetic interferes with the development of an action potential across the nerve.

C_max

Value	Dose	Co-administered	Analyte	Population
205 μg/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/693515/	5 mL single, intrathecal dose: 5 mL route of administration: Intrathecal experiment type: SINGLE co-administered:		HEXYLCAINE plasma	Homo sapiens population: HEALTHY age: ADULT sex: UNKNOWN food status: UNKNOWN

T_1/2

Value	Dose	Co-administered	Analyte	Population
13 min EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/693515/	5 mL single, intrathecal dose: 5 mL route of administration: Intrathecal experiment type: SINGLE co-administered:		HEXYLCAINE plasma	Homo sapiens population: HEALTHY age: ADULT sex: UNKNOWN food status: UNKNOWN

Sourcing

Vendor/Aggregator	ID	URL
001 Chemical	DY558828	https://www.001chemical.com/chem/532-77-4
ABI Chem	AC1L1VWQ
ABI Chem	AC1Q5Y9O
Alfa Chemistry	532-77-4	https://www.alfa-chemistry.com/cas_532-77-4.htm
Aurora Fine Chemicals LLC	A06.998.989	http://online.aurorafinechemicals.com/info?ID=A06.998.989
BOC Sciences	532-76-3
BOC Sciences	532-77-4
Compound Cloud	102426
Compound Cloud	10770
eMolecules	36553104
Molcore	MC558828	https://www.molcore.com/product/532-77-4
MuseChem	R044368
NovoSeek	10770
THE BioTek	bt-370904	https://www.thebiotek.com/product/others/bt-370904
Toronto Research Chemicals	H295690
ZINC	ZINC000000000365	http://zinc15.docking.org/substances/ZINC000000000365
ZINC	ZINC000002034892	http://zinc15.docking.org/substances/ZINC000002034892

PubMed

Title	Date	PubMed
A comparison in rat and mouse heart of the ability of several local anesthetics to inhibit monoamine oxidase.	1983	6138200
[Experience in the use of Osmocaine (hexylcaine) as a new local anesthetic in otorhinolaryngology].	1961-11	13922122
Topical anesthesia with hexylcaine (cyclaine) for major endoscopic procedures; evaluation and comparison in 1,732 administrations.	1956-04-28	13306579
The clinical use of cyclaine (hexylcaine) as an anesthetic agent in urological surgery: a report of observations of 1000 patients.	1954-08	13184589
NEW AND nonofficial remedies: hexylcaine hydrochloride.	1954-07-03	13162829

Patents

Sample Use Guides

In Vivo Use Guide

Unknown

Route of Administration: Topical

In Vitro Use Guide

Unknown

Substance Class	Chemical Created by `admin` on `Mon Mar 31 18:20:33 GMT 2025` Edited by `admin` on `Mon Mar 31 18:20:33 GMT 2025`
Record UNII	511IU0826Z
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

HEXYLCAINE

Official Name

English

OSMOCAINE

Preferred Name

English

hexylcaine [INN]

Common Name

English

1-(CYCLOHEXYLAMINO)-2-PROPANOL BENZOATE (ESTER)

Common Name

English

Hexylcaine [WHO-DD]

Common Name

English

2-PROPANOL, 1-(CYCLOHEXYLAMINO)-, BENZOATE (ESTER)

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C245