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Details

Stereochemistry ACHIRAL
Molecular Formula C17H28N2O2.ClH
Molecular Weight 328.877
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of 2-DIETHYLAMINOETHYL 4-BUTYLAMINOBENZOATE HYDROCHLORIDE

SMILES

Cl.CCCCNC1=CC=C(C=C1)C(=O)OCCN(CC)CC

InChI

InChIKey=XTIUAXFQEAMQRU-UHFFFAOYSA-N
InChI=1S/C17H28N2O2.ClH/c1-4-7-12-18-16-10-8-15(9-11-16)17(20)21-14-13-19(5-2)6-3;/h8-11,18H,4-7,12-14H2,1-3H3;1H

HIDE SMILES / InChI

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

Molecular Formula C17H28N2O2
Molecular Weight 292.4164
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description
Curator's Comment: https://www.ncbi.nlm.nih.gov/pubmed/14304485; https://www.ncbi.nlm.nih.gov/pubmed/8872242; https://www.ncbi.nlm.nih.gov/pubmed/?term=13747914; https://www.jstage.jst.go.jp/article/bpb/39/3/39_b15-00380/_html

2-Diethylaminoethyl 4-Butylaminobenzoate (farmocaine, T-caine) is an ester-type local anesthetic drug. Like all ester-type local anesthetic drugs farmocaine is very unstable in the body, and in humans they are rapidly hydrolyzed in the plasma. No direct correlation between the saponification and biological activity of farmocaine and similar local anesthetic esters was found. T-Caine has been used as a spray anesthetization of the throat and as a component of Neoarsen black, Neo-percamin S, topical Neozalocain(R) pasta (benzocaine and farmocaine, Neo Dental Chemical Products, Osaka, Japan) and as a calvital powder in dentistry.

CNS Activity

Curator's Comment: Agents affecting nervous system and sensory organs, agents affecting peripheral nervous system

Approval Year

Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Palliative
Neo-Percamin S

Approved Use

T-cain was approved in May 1950 for spinal use. the use of T-cain for topical and/or infiltrative use has been expanding in otorhynolaryngology and ophthalmology.
PubMed

PubMed

TitleDatePubMed
History of T-cain: a local anesthetic developed and manufactured in Japan.
2015-10
Calcium hydroxide pastes: classification and clinical indications.
1999-08
Determination of ester-type local anesthetic drugs (procaine, tetracaine, and T-caine) in human serum by wide-bore capillary gas chromatography with nitrogen-phosphorus detection.
1996-09
Fluid behavior of root canal paste (Part 2). Fluid behavior of Calvital.
1985-06
[Clinical results on pulp devitalization of the deciduous teeth with Neoarsen Black].
1967-06
[Postoperative pain control after thoracic surgery with depolipone].
1955-01
Patents

Sample Use Guides

Neo-Percamin S (0.24% of dibucaine and 0.12% of p-butylaminobenzoyl diethylaminoethanol HCl) dose was about 2 ml.
Route of Administration: Other
In Vitro Use Guide
Unknown
Substance Class Chemical
Created
by admin
on Mon Mar 31 17:58:56 GMT 2025
Edited
by admin
on Mon Mar 31 17:58:56 GMT 2025
Record UNII
5TL4JR7MPF
Record Status Validated (UNII)
Record Version
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Name Type Language
2-DIETHYLAMINOETHYL 4-BUTYLAMINOBENZOATE HYDROCHLORIDE
Systematic Name English
DIETHYLAMINOETHYL P-BUTYLAMINOBENZOATE HYDROCHLORIDE
JAN  
Preferred Name English
P-BUTYLAMINOBENZOYLDIETHYLAMINOETHYL HCL
Common Name English
DIETHYLAMINOETHYL P-BUTYLAMINOBENZOATE HYDROCHLORIDE [JAN]
Common Name English
TEECAINE
Brand Name English
4-(BUTYLAMINO)-2(DIETHYLAMINO)ETHYL ESTER BENZOIC ACID MONOCHLORIDE
Common Name English
2-(DIETHYLAMINO)ETHYL P-(BUTYLAMINO)BENZOATE HYDROCHLORIDE
Common Name English
4-Diethylaminoethyl 4-butylaminobenzoate hydrochloride [WHO-DD]
Common Name English
P-BUTYLAMINOBENZOYLDIETHYLAMINOETHYL HYDROCHLORIDE
Common Name English
T CAIN
Brand Name English
T-CAIN
Brand Name English
FARMODENT
Brand Name English
DEPOLIPON
Brand Name English
CALVITAL LIQUID
Brand Name English
Code System Code Type Description
PUBCHEM
27891
Created by admin on Mon Mar 31 17:58:56 GMT 2025 , Edited by admin on Mon Mar 31 17:58:56 GMT 2025
PRIMARY
FDA UNII
5TL4JR7MPF
Created by admin on Mon Mar 31 17:58:56 GMT 2025 , Edited by admin on Mon Mar 31 17:58:56 GMT 2025
PRIMARY
ChEMBL
CHEMBL612029
Created by admin on Mon Mar 31 17:58:56 GMT 2025 , Edited by admin on Mon Mar 31 17:58:56 GMT 2025
PRIMARY
SMS_ID
300000056009
Created by admin on Mon Mar 31 17:58:56 GMT 2025 , Edited by admin on Mon Mar 31 17:58:56 GMT 2025
PRIMARY
CAS
16488-48-5
Created by admin on Mon Mar 31 17:58:56 GMT 2025 , Edited by admin on Mon Mar 31 17:58:56 GMT 2025
PRIMARY
EPA CompTox
DTXSID4048777
Created by admin on Mon Mar 31 17:58:56 GMT 2025 , Edited by admin on Mon Mar 31 17:58:56 GMT 2025
PRIMARY
Related Record Type Details
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