| Identification | Back Directory | [Name]
methyl phenothiazin-10-yl ketone | [CAS]
1628-29-1 | [Synonyms]
10-ACETYLPHENOTHIAZINE
10-acetyl-10H-phenothiazine
1-phenothiazin-10-ylethanone
methyl phenothiazin-10-yl ketone
1-(10H-Phenothiazin-10-yl)ethanone
Ethanone,1-(10H-phenothiazin-10-yl)- | [EINECS(EC#)]
216-621-7 | [Molecular Formula]
C14H11NOS | [MDL Number]
MFCD00022264 | [MOL File]
1628-29-1.mol | [Molecular Weight]
241.308 |
| Chemical Properties | Back Directory | [Melting point ]
198 °C(Solv: ethanol (64-17-5)) | [Boiling point ]
470.6±15.0 °C(Predicted) | [density ]
1.284±0.06 g/cm3(Predicted) | [storage temp. ]
Keep in dark place,Sealed in dry,Room Temperature | [form ]
powder to crystal | [pka]
-3.65±0.20(Predicted) | [color ]
White to Light yellow to Light orange | [InChI]
InChI=1S/C14H11NOS/c1-10(16)15-11-6-2-4-8-13(11)17-14-9-5-3-7-12(14)15/h2-9H,1H3 | [InChIKey]
DNVNQWUERFZASD-UHFFFAOYSA-N | [SMILES]
C(=O)(N1C2=CC=CC=C2SC2=C1C=CC=C2)C |
| Hazard Information | Back Directory | [Uses]
10-Acetylphenothiazine has been studied as a possible redox shuttle additive for chemical overcharge and overdischarge protection for lithium-ion batteries. It was used as a reagent in the synthesis of triazolopyridinylphenothiazines which displayed significant antibacterial and antifungal activity. | [Synthesis]
1. 20 g (0.1 mol) of phenothiazine and 200 mL of toluene are added to a 500 mL flask.
2. 14.3 mL (2 equiv.) of acetyl chloride was added slowly and dropwise to the flask.
3. The reaction mixture was stirred at 50 °C for 1 h to ensure complete reaction.
4. Upon completion of the reaction, the mixture was concentrated to dryness.
5. The resulting precipitate was dissolved in a minimal amount of isopentane followed by filtration.
6. After drying, 24 g of a beige solid product, 1-(10H-phenothiazin-10-yl)ethanone, was obtained in quantitative yield. 7. The product had a melting point of 2.0%.
7. The melting point of the product was 210-211 °C. The product was dried. | [References]
[1] Patent: US2005/222045, 2005, A1. Location in patent: Page/Page column 13
[2] Bioorganic and Medicinal Chemistry, 2018, vol. 26, # 14, p. 4113 - 4126
[3] European Journal of Medicinal Chemistry, 2011, vol. 46, # 1, p. 101 - 105
[4] Indian Journal of Heterocyclic Chemistry, 2018, vol. 28, # 2, p. 221 - 226
[5] Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2004, vol. 43, # 1, p. 157 - 161 |
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