Drometrizole

HCID 17113
NotesReactions
Substructure searchFind similar structures

Basic information

CAS
2440-22-4
Standard SMILES
Cc1ccc(O)c(-n2nc3ccccc3n2)c1
InChIKey
MCPKSFINULVDNX-UHFFFAOYSA-N
Molecular formula
C13H11N3O
Average molar mass
225.25 g/mol
Monoisotopic mass
225.09021198

Names & identifiers

Preferred name
Drometrizole
IUPAC
2-(benzotriazol-2-yl)-4-methylphenol
English name
Drometrizole
Molecular formula
C13H11N3O
Molecular weight
225.25

Names & synonyms

Drometrizole2440-22-42-(2-HYDROXY-5-METHYLPHENYL)BENZOTRIAZOLE2-(2H-Benzotriazol-2-yl)-4-methylphenolDrometrizol2-(2'-Hydroxy-5'-methylphenyl)benzotriazoleDrometrizolumPhenol, 2-(2H-benzotriazol-2-yl)-4-methyl-DTXSID10274795X93W9OFZLNSC-91885DTXCID207479
Show more names
UV-PUV-712-(2H-1,2,3-Benzotriazol-2-yl)-4-methylphenolBenazol IIRIASORB UV-P
219-470-5RefChem:590441607-063-9Benazol P2-(2H-Benzotriazol-2-yl)-p-cresolTinuvin P2-(2H-benzo[d][1,2,3]triazol-2-yl)-4-methylphenol2-(2-Benzotriazolyl)-p-cresol

Database identifiers

CAS
2440-22-4
PubChem CID
17113
DTXSID
DTXSID1027479
ChEMBL
CHEMBL1564747
ChEBI
CHEBI:134926
UNII
5X93W9OFZL
EC Number
219-470-5、607-063-9
Nikkaji
J7.899I

Properties

Computed structural properties

XLogP
4.3
Topological polar surface area
50.9 Ų
Hydrogen bond donors
1
Hydrogen bond acceptors
3
Rotatable bonds
1
Heavy atoms
17

Experimental & physicochemical properties

Physical DescriptionDry Powder; Other Solid; Large Crystals
Collision Cross Section155.4 Ų [M-H]- [CCS Type: DT; Buffer gas: N2; Ionization: ESI-; Dataset: TOXCAST; Source Identifier: DTXSID1027479]

Physicochemical properties

Melting point
125.5 · 125.5-129.5 °C(lit.)
Boiling point
10 · bp10 225°
Density
1.38 · 1.38
vapor pressure
0 Pa · 0Pa at 20℃
refractive index
1.56 · 1.5600 (estimate)
Flash point
54 °C · 54°C

Safety & regulation

GHS classification

GHS Classification · 6 items

This chemical does not meet GHS hazard criteria for 0.8% (7 of 885) of reports.

Warning

H317 (97.1%): May cause an allergic skin reaction [Warning Sensitization, Skin]；H410 (47%): Very toxic to aquatic life with long lasting effects [Warning Hazardous to the aquatic environment, long-term hazard]；H413 (46%): May cause long lasting harmful effects to aquatic life [Hazardous to the aquatic environment, long-term hazard]

P261, P272, P273, P280, P302+P352, P321, P333+P317, P362+P364, P391, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 885 reports by companies from 19 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.；Reported as not meeting GHS hazard criteria per 7 of 885 reports by companies.；There are 18 notifications provided by 878 of 885 reports by companies with hazard statement code(s).；Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.

Hazard information

Regulatory Information · 4 items

Chemical: Phenol, 2-(2H-benzotriazol-2-yl)-4-methyl-

Phenol, 2-(2H-benzotriazol-2-yl)-4-methyl- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Phenol, 2-(2H-benzotriazol-2-yl)-4-methyl- are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)

Status: Active Update: 31-03-2023 https://echa.europa.eu/registration-dossier/-/registered-dossier/13300

Drometrizole: Does not have an individual approval but may be used under an appropriate group standard

Other Safety InformationIMAP assessments - Phenolic benzotriazoles: Environment tier II assessment
Hazard Classes and Categories · 2 items

Skin Sens. 1 (97.1%)；Aquatic Chronic 1 (47%)；Aquatic Chronic 4 (46%)

Skin sensitization - Category 1B；Specific target organ toxicity - Single exposure - Category 1 (respiratory organs)；Specific target organ toxicity - Repeated exposure - Category 2 (kidney)；Hazardous to the aquatic environment (Long-term) - Category 1

Toxicology

Toxicity SummarySafe in the present practices of use and concentration. Ingredient, concentration, and use information are available in documents discoverable at https://cir-reports.cir-safety.org

Regulatory information

Regulatory Information · 4 items

Chemical: Phenol, 2-(2H-benzotriazol-2-yl)-4-methyl-

Phenol, 2-(2H-benzotriazol-2-yl)-4-methyl- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Phenol, 2-(2H-benzotriazol-2-yl)-4-methyl- are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)

Status: Active Update: 31-03-2023 https://echa.europa.eu/registration-dossier/-/registered-dossier/13300

Drometrizole: Does not have an individual approval but may be used under an appropriate group standard

Safety data

PPE
Eyeshields, Gloves, type N95 (US)
wgk
1
tsca
TSCA listed
rtecs
GO6860000
hs_code
29339900
Toxicity
LD50 oral in mouse: 6500mg/kg

Chemistry & industry

Uses & manufacturing

Uses · 2 items

CIR ingredient: Drometrizole

Plastics -> Typical concentration range in plastic materials -> 0.0015 - 0.5%

U.S. Production2023: 100,000 - <250,000 lb；2022: 700,000 - <850,000 lb；2021: 700,000 - <850,000 lb；2020: 550,000 - <700,000 lb
Consumer UsesOther；UV stabilizer；Antioxidant
Industry UsesUV stabilizer；Antioxidant
Household ProductsInformation on 1 consumer products that contain Drometrizole in the following categories is provided:；• Home Maintenance
Use Classification · 5 items

Fragrance Ingredients

Plastics -> Light stabilisers

Plastics -> Other functions -> Other stabiliser

Cosmetics -> Uv absorber

Plastics -> Polymer Type -> Polyolefin-I; Polyolefin-II; PVC (soft); ABS; PVC (rigid); PMMA; (E)PS

Applications · 3 items

UsesAn ultraviolet light absorber for stabilizing plastics and other organic materials against discoloration and deterioration.

Uses2(2-Hydroxy-5-methylphenyl)benzotriazol is an UV adsorber for use in plastics, cosmetics, dental materials, acrylic materials, dyes, etc.

UsesDrometrizole is an intermediate reactant in the synthesis of UV light absorbers for polyester fibers.

Preparation methods · 1 item

PreparationFirst, p-toluenesulfonyl chloride was reacted with pyridine in the presence of sodium carbide to give N-p-toluenesulfonylpyridinone (1). Then, N-p-toluenesulfonylpyridinone (1) was condensed with p-hydroxybenzoic acid in the presence of zinc chloride to give the UV-P intermediate 2-(2-(p-toluenesulfonyl)-4-methoxyphenyl)-5-(2-hydroxyphenyl)-1,3,4-thiadiazole (2). Finally, the intermediate 2-(2-(p-toluenesulfonyl)-4-methoxyphenyl)-5-(2-hydroxyphenyl)-1,3,4-thiadiazole (2) was hydrolyzed in the presence of sodium hydroxide to give the final product 2-(2-(p-toluenesulfonyl)-4-hydroxyphenyl)-5-(2-hydroxyphenyl)-1,3,4-thiadiazole (UV-P).

Upstream & downstream products

Suppliers100 total

国药集团化学试剂有限公司86-21-63210123 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
郑州阿尔法化工有限公司+86-18530059196 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
上海创欣化学有限公司021-54253545

Additional notes

DefinitionDrometrizole is a member of triazoles.

Related reactions

52 records
New reaction record

Compound notes

Loading…