U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ACHIRAL
Molecular Formula C17H28N2O2
Molecular Weight 292.4164
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

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

SMILES

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

InChI

InChIKey=JQMCLLAJJLVYOC-UHFFFAOYSA-N
InChI=1S/C17H28N2O2/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

HIDE SMILES / InChI

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 20:55:05 GMT 2025
Edited
by admin
on Mon Mar 31 20:55:05 GMT 2025
Record UNII
NGB06K86SA
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
2-DIETHYLAMINOETHYL 4-BUTYLAMINOBENZOATE
Systematic Name English
4-(BUTYLAMINO)-BENZOIC ACID, 2-(DIETHYLAMINO)ETHYL ESTER
Preferred Name English
FARMOCAINE
Common Name English
BENZOIC ACID, 4-(BUTYLAMINO)-, 2-(DIETHYLAMINO)ETHYL ESTER
Common Name English
T-CAINE
Common Name English
Code System Code Type Description
CAS
3772-42-7
Created by admin on Mon Mar 31 20:55:05 GMT 2025 , Edited by admin on Mon Mar 31 20:55:05 GMT 2025
PRIMARY
FDA UNII
NGB06K86SA
Created by admin on Mon Mar 31 20:55:05 GMT 2025 , Edited by admin on Mon Mar 31 20:55:05 GMT 2025
PRIMARY
PUBCHEM
4651
Created by admin on Mon Mar 31 20:55:05 GMT 2025 , Edited by admin on Mon Mar 31 20:55:05 GMT 2025
PRIMARY
EPA CompTox
DTXSID90191153
Created by admin on Mon Mar 31 20:55:05 GMT 2025 , Edited by admin on Mon Mar 31 20:55:05 GMT 2025
PRIMARY
Related Record Type Details
SALT/SOLVATE -> PARENT