1-Chloro-4-propoxythioxanthone

CAS

142770-42-1

Catalog Number

ACM142770421

Category

Main Products

Molecular Weight

304.79

Molecular Formula

C₁₆H₁₃ClO₂S

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Specification

Synonyms

1-CHLORO-4-PROPOXY-9H-THIOXANTHEN-9-ONE;1-CHLORO-4-PROPOXYTHIOXANTHONE;SPEEDCURE CPTX;9H-Thioxanthen-9-one, 1-chloro-4-propoxy-;1-Chloro-4-propoxy-9H-thioxanthen-9-one 97%

IUPAC Name

1-chloro-4-propoxythioxanthen-9-one

Canonical SMILES

CCCOC1=C2C(=C(C=C1)Cl)C(=O)C3=CC=CC=C3S2

InChI Key

VKQJCUYEEABXNK-UHFFFAOYSA-N

Boiling Point

467.4ºC at 760 mmHg

Melting Point

100.0-103.0ºC

Flash Point

99-103ºC(lit.)

Density

1.319g/cm³

Appearance

yellow powder

EC Number

604-308-1

Exact Mass

304.03200

Safety Description

22-24/25

WGK Germany

Preparation of 1-Chloro-4-Propoxythioxanthone Derivatives and Their Antimicrobial Activity

Bessa, Lucinda J., et al. Microbial Drug Resistance, 2015, 21(4), 404-415.

This work tested thioxanthone 9 (1-(piperidin-1-yl)-4-propoxythioxanthone) and 10 (1-((2-(diethylamino)ethyl)amino)-4-propoxythioxanthone) together and discovered that they worked in synergy. They were both induced growth inhibition of S. aureus B1 when both were present at 8 mg/ml. The interaction of thioxanthone 9 with its derivative 10 was greater than that with oxacillin.
Preparation procedure of tioxanthone 9
· We got the hydrochloride of compound 9 following the procedure. In a closed container, 1-chloro-4- propoxythioxanthone (500 mg, 2.0 mmol), piperidin-1-yl (0.32 ml, 4.0 mmol), K2CO3 (453 mg; 4.0 mmol), CuI (16 mg, 0.5% mmol), N,N-dimethylglycine (34 mg, 20% mmol) and methanol (20 ml) were dissolved. It was irradiated at 400W for 50 min with stirring, at 200-205C at the end.
· The reaction solution was centrifuged and basified in an aqueous solution of NaOH 20%. We used extractor: ethyl acetate, extractor (3 20 ml) to perform multiple liquid-liquid extraction. The organic residue was dried (Na2SO4), filtered and vacuum concentrated. A etheric solution was made from the obtained concentrate and cooled at - 4°C.
· Then added a solution of hydrogen chloride 2.0 M in diethyl ether solution (1 ml). A yellow-white precipitate grew and was incubated overnight at - 4°C. The liquid so obtained was sieved, washed with 90 ml of diethyl ether and dried in a desiccators containing phosphorus pentoxide providing 1-(piperidin-1-yl)-4-propoxythioxanthone hydrochloride (12, 228 mg, 35%).

Determination of Two-Photon Absorption Cross Section of 1-Chloro-4-propoxythioxanthone Photosensitizer

Haq, Bibi Safia, et al. Applied optics, 2014, 54(1), 132-140.

The use of efficient two-photon absorption (TPA) chromophores facilitates the fabrication of high-resolution fine 3D patterns at low laser power and short irradiation time, thus optimizing process speed. The chromophore acts as a photosensitizer, absorbing light of a specific wavelength and generating free radicals upon irradiation, thereby initiating a reaction.
The photosensitizers used in this study were 4,4'-bis(diethylamino)benzophenone and thioxanthone (1-chloro-4-propoxythioxanthone). Solutions of these materials were exposed to femtosecond laser beams at 800 and 400 nm to obtain fluorescence under single-photon and two-photon excitation. The fluorescence spectra were compared and the TPA cross section was calculated.
The TPA cross sections of the TPA chromophores were compared and 4,4'-bis(diethylamino)benzophenone was found to be more effective for 3D microfabrication in the liquid resin EBPADMA (ethyl acetate and ethoxylated bisphenol A dimethacrylate). The chromophore of 4,4'-bis(diethylamino)benzophenone was used as both a photosensitizer and a photoinitiator, whereas 1-chloro-4-propoxythioxanthone only acted as a photosensitizer and was unable to initiate the reaction without a coinitiator.

What is the molecular formula of 1-Chloro-4-propoxythioxanthone?

The molecular formula is C16H13ClO2S.

What is the molecular weight of 1-Chloro-4-propoxythioxanthone?

The molecular weight is 304.8 g/mol.

What is the IUPAC name of 1-Chloro-4-propoxythioxanthone?

The IUPAC name is 1-chloro-4-propoxythioxanthen-9-one.

What is the InChI of 1-Chloro-4-propoxythioxanthone?

The InChI is InChI=1S/C16H13ClO2S/c1-2-9-19-12-8-7-11(17)14-15(18)10-5-3-4-6-13(10)20-16(12)14/h3-8H,2,9H2,1H3.

What is the InChIKey of 1-Chloro-4-propoxythioxanthone?

The InChIKey is VKQJCUYEEABXNK-UHFFFAOYSA-N.

What is the canonical SMILES of 1-Chloro-4-propoxythioxanthone?

The canonical SMILES is CCCOC1=C2C(=C(C=C1)Cl)C(=O)C3=CC=CC=C3S2.