5-Benzoyl-4-hydroxy-2-methoxybenzenesulfonic acid

Inquiry

Molecular Formula:

C14H12O6S

Molecular Weight:

308.31

CAS Number:

4065-45-6

Catalog Number:

4065-45-6

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

Canonical 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

Boiling Point

0 °C

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.

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

Hydrogen Bond Acceptor Count

Rotatable Bond Count

Exact Mass

308.03545927 g/mol

Monoisotopic Mass

308.03545927 g/mol

Topological Polar Surface Area

109Å²

Heavy Atom Count

Formal Charge

Complexity

462

Isotope Atom Count

Defined Atom Stereocenter Count

Undefined Atom Stereocenter Count

Defined Bond Stereocenter Count

Undefined Bond Stereocenter Count

Covalently-Bonded Unit Count

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)

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