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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
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description

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.

Originator

Approval Year

Targets

Primary TargetPharmacologyConditionPotency

Conditions

ConditionModalityTargetsHighest PhaseProduct
Preventing
Unknown
Primary
Unknown

Sample Use Guides

In Vivo Use Guide
In a 2-year feeding study using rats, a NOEL of 47 to 58 mg/kg/day was reported.
Route of Administration: Oral
In Vitro Use Guide
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
Record UNII
5X93W9OFZL
Record Status Validated (UNII)
Record Version