5-Benzoyl-4-hydroxy-2-methoxybenzenesulfonic acid
Product Information
Molecular Formula
C14H12O6S
Molecular Weight
308.31
Description
Sulisobenzoneis a UV filter which protects the skin from damage by UVB and short-wave UVA ultraviolet light.
Synonyms
5-benzoyl-4-hydroxy-2-methoxybenzenesulfonic acid
IUPAC Name
5-benzoyl-4-hydroxy-2-methoxybenzenesulfonic acid
SMILES
COC1=C(C=C(C(=C1)O)C(=O)C2=CC=CC=C2)S(=O)(=O)O
InChI
InChI=1S/C14H12O6S/c1-20-12-8-11(15)10(7-13(12)21(17,18)19)14(16)9-5-3-2-4-6-9/h2-8,15H,1H3,(H,17,18,19)
InChI Key
CXVGEDCSTKKODG-UHFFFAOYSA-N
Melting Point
183-186 °C
Purity
> 98 %
Density
1.449 g/cm3
Solubility
Soluble in DMSO
Appearance
White to off-white solid
Application
Used in the preparation of sunscreen agents.
Storage
Store at 2-8 °C
Stability
Stable under recommended storage conditions
LogP
2.95930
Vapor Pressure
1.3X10-11 mm Hg at 25 °C (est)
Henry's Law Constant
7X10-15 atm-cu m/mole at 25 °C (est)
Decomposition
When heated to decomposition it emits toxic vapors of /sulfur oxides
Dissociation Constants
pKa1 = -2.4 (sulfonic acid); pKa2 = 7.6 (hydroxyl)
Safety Information
Hazards
H319:
Causes serious eye irritation.
H361:
Suspected of damaging fertility or the unborn child.
Causes serious eye irritation.
H361:
Suspected of damaging fertility or the unborn child.
Precautionary Statement
P261, P264, P271, P272, P280, P302+P352, P304+P340, P305+P351+P338, P310, P312, P321, P332+P313, P333+P313, P337+P313, P362, P363, P403+P233, P405, and P501
Signal Word
Danger
Computed Properties
XLogP3
2.2
Hydrogen Bond Donor Count
2
Hydrogen Bond Acceptor Count
6
Rotatable Bond Count
4
Exact Mass
308.03545927 g/mol
Monoisotopic Mass
308.03545927 g/mol
Topological Polar Surface Area
109Ų
Heavy Atom Count
21
Formal Charge
0
Complexity
462
Isotope Atom Count
0
Defined Atom Stereocenter Count
0
Undefined Atom Stereocenter Count
0
Defined Bond Stereocenter Count
0
Undefined Bond Stereocenter Count
0
Covalently-Bonded Unit Count
1
Compound Is Canonicalized
Yes
Patents
| Publication Number | Title | Priority Date |
|---|---|---|
| CN-114134232-A | Application of HDS in predicting prognosis of gastric cancer patient, guiding postoperative adjuvant chemotherapy and predicting curative effect of immunotherapy | 2022-01-29 |
| CN-113980625-A | Preparation method of single-component room-temperature-curing high-temperature-resistant adhesive | 2021-12-08 |
| CN-113956765-A | Anti-radiation and anti-corrosion coating and preparation method thereof | 2021-12-06 |
| CN-113896660-A | Micro-channel continuous sulfonation synthesis method of ultraviolet absorbent BP-4 | 2021-11-30 |
| DE-202021106362-U1 | Cosmetic preparation for intensive care and treatment of facial skin | 2021-11-22 |
| DE-202021106363-U1 | Cosmetic preparation for the care and treatment of facial skin | 2021-11-22 |
| JP-2022036981-A | Cosmetic blend | 2021-11-19 |
| CN-113860760-A | Impregnating compound for anti-aging glass fiber and preparation and application thereof | 2021-11-11 |
| DE-202021106186-U1 | Cosmetic preparation for care and treatment of periocular skin | 2021-11-11 |
| KR-102358300-B1 | Cosmetic composition for uv screening with aerosol type | 2021-10-28 |
Literatures
| PMID | Publication Date | Title | Journal |
|---|---|---|---|
| 26016852 | 2015-08-01 | Phototoxic Risk Assessments on Benzophenone Derivatives: Photobiochemical Assessments and Dermal Cassette-Dosing Pharmacokinetic Study | The Journal of pharmacology and experimental therapeutics |
| 24407064 | 2014-01-01 | Benzophenones | Dermatitis : contact, atopic, occupational, drug |
| 23815618 | 2013-07-02 | Biotransformation of the UV-filter sulisobenzone: challenges for the identification of transformation products | Environmental science & technology |
| 22189380 | 2012-03-01 | Emerging pollutants in sewage, surface and drinking water in Galicia (NW Spain) | Chemosphere |
| 21807473 | 2011-12-05 | Photodegradation of (-)-epigallocatechin-3-gallate in topical cream formulations and its photostabilization | Journal of pharmaceutical and biomedical analysis |
| 21272034 | 2011-03-01 | Allergic contact dermatitis caused by benzophenone-4 in a printer | Contact dermatitis |
| 20937294 | 2011-01-15 | The UV-absorber benzophenone-4 alters transcripts of genes involved in hormonal pathways in zebrafish (Danio rerio) eleuthero-embryos and adult males | Toxicology and applied pharmacology |
| 20363401 | 2010-04-07 | Development of a fully automated sequential injection solid-phase extraction procedure coupled to liquid chromatography to determine free 2-hydroxy-4-methoxybenzophenone and 2-hydroxy-4-methoxybenzophenone-5-sulphonic acid in human urine | Analytica chimica acta |
| 19854348 | 2009-11-10 | Solid-phase extraction followed by liquid chromatography-tandem mass spectrometry for the determination of hydroxylated benzophenone UV absorbers in environmental water samples | Analytica chimica acta |
| 19645264 | 2009-07-01 | Development of colorimetric ozone detection papers with high ultraviolet resistance using ultraviolet absorbers | Journal of the Air & Waste Management Association (1995) |
