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Details

Stereochemistry RACEMIC
Molecular Formula C10H13NO4
Molecular Weight 211.2145
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of LISADIMATE

SMILES

NC1=CC=C(C=C1)C(=O)OCC(O)CO

InChI

InChIKey=WHQOKFZWSDOTQP-UHFFFAOYSA-N
InChI=1S/C10H13NO4/c11-8-3-1-7(2-4-8)10(14)15-6-9(13)5-12/h1-4,9,12-13H,5-6,11H2

HIDE SMILES / InChI
Lisadimate (glyceryl PABA), a substituted aminobenzoate, is a sunscreen with actions similar to those of aminobenzoic acid. It is effective against UVB light. Glyceryl PABA (Escalol 106), present in many popular sunscreens, is a common sensitizer which invariably cross-reacts with benzocaine; it is present in over 400 over-the-counter products. Glyceryl PABA does not appear to cross-react with the sunscreening agents amyl (Escalol 506) and octyl (Escalol 507) dimethyl PABA. Glyceryl PABA, may, on occasion, cross-react with para-aminobenzoic acid (PABA), paraphenylenediamine, aniline, and sulfa drugs. Ironically, the sunscreening agent glyceryl PABA may, itself, act as a photosensitizing agent.

Approval Year

Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Preventing
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
The presence of benzocaine in sunscreens containing glyceryl PABA (Escalol 106).
1977 Sep
Contact allergy/photo allergy to glyceryl PABA and benzocaine.
1978 Dec
Photocontact allergy to benzocaine.
1981 Feb
Patents

Patents

Sample Use Guides

Sunscreen products containing lisadimate should be applied 1 to 2 hours before sun exposure.
Route of Administration: Topical
In Vitro Use Guide
Unknown
Name Type Language
LISADIMATE
INN   MART.   USAN  
INN   USAN  
Official Name English
(±)-GLYCEROL 1-(P-AMINOBENZOATE)
Common Name English
GLYCERYL P-AMINOBENZOATE [MI]
Common Name English
LISADIMATE [USAN]
Common Name English
1,2,3-PROPANETRIOL, 1-(4-AMINOBENZOATE), (±)-
Common Name English
GLYCERYL PABA [INCI]
Common Name English
GLYCERYL PABA
INCI  
INCI  
Official Name English
LISADIMATE [MART.]
Common Name English
GLYCERYL P-AMINOBENZOATE
MI  
Common Name English
lisadimate [INN]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C851
Created by admin on Sat Dec 16 17:24:37 UTC 2023 , Edited by admin on Sat Dec 16 17:24:37 UTC 2023
EPA PESTICIDE CODE 9102
Created by admin on Sat Dec 16 17:24:37 UTC 2023 , Edited by admin on Sat Dec 16 17:24:37 UTC 2023
Code System Code Type Description
USAN
BB-100
Created by admin on Sat Dec 16 17:24:37 UTC 2023 , Edited by admin on Sat Dec 16 17:24:37 UTC 2023
PRIMARY
PUBCHEM
8692
Created by admin on Sat Dec 16 17:24:37 UTC 2023 , Edited by admin on Sat Dec 16 17:24:37 UTC 2023
PRIMARY
INN
6627
Created by admin on Sat Dec 16 17:24:37 UTC 2023 , Edited by admin on Sat Dec 16 17:24:37 UTC 2023
PRIMARY
ChEMBL
CHEMBL2106668
Created by admin on Sat Dec 16 17:24:37 UTC 2023 , Edited by admin on Sat Dec 16 17:24:37 UTC 2023
PRIMARY
SMS_ID
100000082524
Created by admin on Sat Dec 16 17:24:37 UTC 2023 , Edited by admin on Sat Dec 16 17:24:37 UTC 2023
PRIMARY
ECHA (EC/EINECS)
205-244-3
Created by admin on Sat Dec 16 17:24:37 UTC 2023 , Edited by admin on Sat Dec 16 17:24:37 UTC 2023
PRIMARY
MERCK INDEX
m5793
Created by admin on Sat Dec 16 17:24:37 UTC 2023 , Edited by admin on Sat Dec 16 17:24:37 UTC 2023
PRIMARY Merck Index
EPA CompTox
DTXSID8042002
Created by admin on Sat Dec 16 17:24:37 UTC 2023 , Edited by admin on Sat Dec 16 17:24:37 UTC 2023
PRIMARY
EVMPD
SUB08532MIG
Created by admin on Sat Dec 16 17:24:37 UTC 2023 , Edited by admin on Sat Dec 16 17:24:37 UTC 2023
PRIMARY
FDA UNII
A886B5N5IM
Created by admin on Sat Dec 16 17:24:37 UTC 2023 , Edited by admin on Sat Dec 16 17:24:37 UTC 2023
PRIMARY
NCI_THESAURUS
C76109
Created by admin on Sat Dec 16 17:24:37 UTC 2023 , Edited by admin on Sat Dec 16 17:24:37 UTC 2023
PRIMARY
CAS
136-44-7
Created by admin on Sat Dec 16 17:24:37 UTC 2023 , Edited by admin on Sat Dec 16 17:24:37 UTC 2023
PRIMARY