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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

Description
Curator's Comment: description was created based on several sources, including: https://www.ncbi.nlm.nih.gov/pubmed/10551118

p-Butylaminobenzoyldiethylaminoethyl hydrochloride (T-cain) was the most frequently used local anesthetic for spinal anesthesia in Japan in the 1940s–1960s. The market for spinally administered T-cain is almost ended. T-cain is still used for topical/infiltrative anesthesia in some specialties. T-cain may also be used as an alternative in patients who are allergic to lidocaine or bupivacaine. The side effects reported for spinal use of Neo Percamin S (T-cain with dibucaine) were hypotension, bradycardia, respiratory arrest, and allergy.

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
[Postoperative pain control after thoracic surgery with depolipone].
1955 Jan
[Clinical results on pulp devitalization of the deciduous teeth with Neoarsen Black].
1967 Jun
Fluid behavior of root canal paste (Part 2). Fluid behavior of Calvital.
1985 Jun
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 Sep
Calcium hydroxide pastes: classification and clinical indications.
1999 Aug
History of T-cain: a local anesthetic developed and manufactured in Japan.
2015 Oct
Patents

Sample Use Guides

Unknown
Route of Administration: Topical
In Vitro Use Guide
Unknown
Name Type Language
2-DIETHYLAMINOETHYL 4-BUTYLAMINOBENZOATE HYDROCHLORIDE
Systematic 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
DIETHYLAMINOETHYL P-BUTYLAMINOBENZOATE HYDROCHLORIDE
JAN  
Common 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 Fri Dec 15 15:29:31 GMT 2023 , Edited by admin on Fri Dec 15 15:29:31 GMT 2023
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FDA UNII
5TL4JR7MPF
Created by admin on Fri Dec 15 15:29:31 GMT 2023 , Edited by admin on Fri Dec 15 15:29:31 GMT 2023
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ChEMBL
CHEMBL612029
Created by admin on Fri Dec 15 15:29:31 GMT 2023 , Edited by admin on Fri Dec 15 15:29:31 GMT 2023
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CAS
16488-48-5
Created by admin on Fri Dec 15 15:29:31 GMT 2023 , Edited by admin on Fri Dec 15 15:29:31 GMT 2023
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EPA CompTox
DTXSID4048777
Created by admin on Fri Dec 15 15:29:31 GMT 2023 , Edited by admin on Fri Dec 15 15:29:31 GMT 2023
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