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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 of HEXYLCAINE

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
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

Curator's Comment: refrence retrieved from http://www.drugfuture.com/chemdata/hexylcaine-hydrochloride.html

Approval Year

TargetsConditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
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.
Cmax

Cmax

ValueDoseCo-administeredAnalytePopulation
205 μg/mL
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
T1/2

T1/2

ValueDoseCo-administeredAnalytePopulation
13 min
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
PubMed

PubMed

TitleDatePubMed
The clinical use of cyclaine (hexylcaine) as an anesthetic agent in urological surgery: a report of observations of 1000 patients.
1954 Aug
NEW AND nonofficial remedies: hexylcaine hydrochloride.
1954 Jul 3
Topical anesthesia with hexylcaine (cyclaine) for major endoscopic procedures; evaluation and comparison in 1,732 administrations.
1956 Apr 28
[Experience in the use of Osmocaine (hexylcaine) as a new local anesthetic in otorhinolaryngology].
1961 Nov
A comparison in rat and mouse heart of the ability of several local anesthetics to inhibit monoamine oxidase.
1983
Patents

Patents

Sample Use Guides

Unknown
Route of Administration: Topical
In Vitro Use Guide
Unknown
Name Type Language
HEXYLCAINE
INN   WHO-DD  
INN  
Official 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
OSMOCAINE
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C245
Created by admin on Fri Dec 15 16:09:51 UTC 2023 , Edited by admin on Fri Dec 15 16:09:51 UTC 2023
Code System Code Type Description
DRUG BANK
DB00473
Created by admin on Fri Dec 15 16:09:51 UTC 2023 , Edited by admin on Fri Dec 15 16:09:51 UTC 2023
PRIMARY
WIKIPEDIA
HEXYLCAINE
Created by admin on Fri Dec 15 16:09:51 UTC 2023 , Edited by admin on Fri Dec 15 16:09:51 UTC 2023
PRIMARY
INN
274
Created by admin on Fri Dec 15 16:09:51 UTC 2023 , Edited by admin on Fri Dec 15 16:09:51 UTC 2023
PRIMARY
SMS_ID
100000083962
Created by admin on Fri Dec 15 16:09:51 UTC 2023 , Edited by admin on Fri Dec 15 16:09:51 UTC 2023
PRIMARY
RXCUI
26879
Created by admin on Fri Dec 15 16:09:51 UTC 2023 , Edited by admin on Fri Dec 15 16:09:51 UTC 2023
PRIMARY RxNorm
MESH
C004954
Created by admin on Fri Dec 15 16:09:51 UTC 2023 , Edited by admin on Fri Dec 15 16:09:51 UTC 2023
PRIMARY
EPA CompTox
DTXSID1047863
Created by admin on Fri Dec 15 16:09:51 UTC 2023 , Edited by admin on Fri Dec 15 16:09:51 UTC 2023
PRIMARY
IUPHAR
7196
Created by admin on Fri Dec 15 16:09:51 UTC 2023 , Edited by admin on Fri Dec 15 16:09:51 UTC 2023
PRIMARY
CAS
532-77-4
Created by admin on Fri Dec 15 16:09:51 UTC 2023 , Edited by admin on Fri Dec 15 16:09:51 UTC 2023
PRIMARY
DRUG CENTRAL
1373
Created by admin on Fri Dec 15 16:09:51 UTC 2023 , Edited by admin on Fri Dec 15 16:09:51 UTC 2023
PRIMARY
ChEMBL
CHEMBL1197
Created by admin on Fri Dec 15 16:09:51 UTC 2023 , Edited by admin on Fri Dec 15 16:09:51 UTC 2023
PRIMARY
EVMPD
SUB08043MIG
Created by admin on Fri Dec 15 16:09:51 UTC 2023 , Edited by admin on Fri Dec 15 16:09:51 UTC 2023
PRIMARY
FDA UNII
511IU0826Z
Created by admin on Fri Dec 15 16:09:51 UTC 2023 , Edited by admin on Fri Dec 15 16:09:51 UTC 2023
PRIMARY
PUBCHEM
10770
Created by admin on Fri Dec 15 16:09:51 UTC 2023 , Edited by admin on Fri Dec 15 16:09:51 UTC 2023
PRIMARY
NCI_THESAURUS
C65852
Created by admin on Fri Dec 15 16:09:51 UTC 2023 , Edited by admin on Fri Dec 15 16:09:51 UTC 2023
PRIMARY