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Details

Stereochemistry ACHIRAL
Molecular Formula C13H11N3O
Molecular Weight 225.2459
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of DROMETRIZOLE

SMILES

CC1=CC(N2N=C3C=CC=CC3=N2)=C(O)C=C1

InChI

InChIKey=MCPKSFINULVDNX-UHFFFAOYSA-N
InChI=1S/C13H11N3O/c1-9-6-7-13(17)12(8-9)16-14-10-4-2-3-5-11(10)15-16/h2-8,17H,1H3

HIDE SMILES / InChI

Molecular Formula C13H11N3O
Molecular Weight 225.2459
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description
Curator's Comment: The description was created based on several sources, including https://clinicaltrials.gov/ct2/show/NCT01695356 | https://www.ncbi.nlm.nih.gov/pubmed/23075132

Drometrizole is a benzotriazole derivative used as an ultraviolet (UV) light absorber and stabilizer in cosmetics. Drometrizole is used widely as a UV absorber and stabilizer in plastics, polyesters, celluloses, acrylates, dyes, rubber, synthetic and natural fibers, waxes, detergent solutions, and orthodontic adhesives. It is similarly used in agricultural products and insecticides. Drometrizole is approved as an indirect food additive for use as an antioxidant and/or stabilizer in polymers. Short-term studies using rats reported liver weight increases, increases in the activities of enzymes aminopyrine N-demethylase, and UDP glucuronosyl- transferase, but no significant effects were noted in the activities of acid hydrolases or in hepatocyte organelles. Drometrizole and products containing Drometrizole were nontoxic in acute oral, inhalation, and dermal studies using animals. Although there are case reports in which Drometrizole was considered the sensitizing agent, clinical tests of cosmetic products containing 0.03% to 1.0% Drometrizole produced no irritation, sensitization, photosensitization, or phototoxicity in a total of 436 subjects.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Preventing
Unknown

Approved Use

Unknown
Primary
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
Mode-selective O-H stretching relaxation in a hydrogen bond studied by ultrafast vibrational spectroscopy.
2006 Aug 21
[Synthesis and spectra of novel metal complexes of multi-nitrogen heterocyclic ligand].
2008 Nov
Zinc complex based on 2-(5-methyl-2-hydroxyphenyl)benzotriazole: synthesis and electroluminescence characteristics.
2008 Oct
Bis[2-(2H-benzotriazol-2-yl)-4-methylphenolato]palladium(II).
2009 May 7
Patents

Sample Use Guides

In a 2-year feeding study using rats, a NOEL of 47 to 58 mg/kg/day was reported.
Route of Administration: Oral
he inhibition of EBV-EA activation was assayed using the EBV genome carrying lymphoblastoid Raji cells of human origin, which were cultivated in RPMI 1640 medium. The cells were incubated at 370 C for 48 h in 1 mL of the medium containing butyric acid (4 mM, as co-inducer), TPA (20 ng/mL, 32 pM) and a known amount of test compound (Drometrizole) in DMSO. Smears were made from cell suspension. The EBV-EA-expressing cells were stained with high titre EBV-EA-positive serum from nasopharyngeal carcinoma patients and detected by an indirect immunofluorescence technique. In each assay, 500 cells were counted, and the experiments were carried out in triplicate. The average EA induction was compared to that of a positive control experiment with butyric acid (4 mM) and TPA (32 pM).
Substance Class Chemical
Created
by admin
on Fri Dec 15 15:44:09 GMT 2023
Edited
by admin
on Fri Dec 15 15:44:09 GMT 2023
Record UNII
5X93W9OFZL
Record Status Validated (UNII)
Record Version
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Name Type Language
DROMETRIZOLE
INCI   INN   MART.   MI   USAN   USP-RS  
INCI   INN   USAN  
Official Name English
Drometrizole [WHO-DD]
Common Name English
DROMETRIZOLE [USP-RS]
Common Name English
2-(2-HYDROXY-5-METHYLPHENYL)BENZOTRIAZOLE
Systematic Name English
NSC-91885
Code English
2-(2H-BENZOTRIAZOL-2-YL)-4-METHYLPHENOL
Systematic Name English
DROMETRIZOLE [MI]
Common Name English
drometrizole [INN]
Common Name English
DROMETRIZOLE [MART.]
Common Name English
DROMETRIZOLE [USAN]
Common Name English
2-(2'-HYDROXY-5'-METHYLPHENYL)BENZOTRIAZOLE
Common Name English
DROMETRIZOLE [INCI]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C851
Created by admin on Fri Dec 15 15:44:09 GMT 2023 , Edited by admin on Fri Dec 15 15:44:09 GMT 2023
Code System Code Type Description
RXCUI
1426903
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PRIMARY RxNorm
NCI_THESAURUS
C77133
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PRIMARY
MESH
C401764
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PRIMARY
DAILYMED
5X93W9OFZL
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PRIMARY
ChEMBL
CHEMBL1564747
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PRIMARY
ECHA (EC/EINECS)
219-470-5
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PRIMARY
EPA CompTox
DTXSID1027479
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PRIMARY
MERCK INDEX
m4766
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PRIMARY Merck Index
CAS
2440-22-4
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PRIMARY
INN
4717
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PRIMARY
SMS_ID
100000081024
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PRIMARY
NSC
91885
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PRIMARY
EVMPD
SUB06406MIG
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PRIMARY
RS_ITEM_NUM
1228009
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PRIMARY
DRUG CENTRAL
3166
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PRIMARY
PUBCHEM
17113
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PRIMARY
FDA UNII
5X93W9OFZL
Created by admin on Fri Dec 15 15:44:09 GMT 2023 , Edited by admin on Fri Dec 15 15:44:09 GMT 2023
PRIMARY
Related Record Type Details
ACTIVE MOIETY