| Identification | More | [Name]
10-METHYLPHENOTHIAZINE | [CAS]
1207-72-3 | [Synonyms]
10-METHYLPHENOTHIAZINE
AKOS 93806
N-METHYLPHENOTHIAZINE
10-methyl-10h-phenothiazin
10-Methyl-10H-phenothiazine
9,10-Dibenzoisothiazine, 10-methyl-
Phenothiazide methyl derivative
Phenothiazine, 10-methyl-
2-Methyl Phenothiazine | [EINECS(EC#)]
214-896-8 | [Molecular Formula]
C13H11NS | [MDL Number]
MFCD00041836 | [Molecular Weight]
213.3 | [MOL File]
1207-72-3.mol |
| Chemical Properties | Back Directory | [Appearance]
slightly yellow to pale green crystalline powder | [Melting point ]
99-101 °C (lit.) | [Boiling point ]
341.6±12.0 °C(Predicted) | [density ]
1.1168 (rough estimate) | [refractive index ]
1.5700 (estimate) | [storage temp. ]
Keep in dark place,Sealed in dry,Room Temperature | [form ]
powder to crystal | [pka]
0.56±0.20(Predicted) | [color ]
White to Light yellow | [Water Solubility ]
Insoluble in water. | [λmax]
310nm(CHCl3)(lit.) | [InChI]
InChI=1S/C13H11NS/c1-14-10-6-2-4-8-12(10)15-13-9-5-3-7-11(13)14/h2-9H,1H3 | [InChIKey]
QXBUYALKJGBACG-UHFFFAOYSA-N | [SMILES]
C1=C2C(SC3=C(N2C)C=CC=C3)=CC=C1 | [CAS DataBase Reference]
1207-72-3(CAS DataBase Reference) | [EPA Substance Registry System]
10H-Phenothiazine, 10-methyl- (1207-72-3) |
| Safety Data | Back Directory | [Symbol(GHS) ]
GHS07 | [Signal word ]
Warning | [Hazard statements ]
H315-H319-H335 | [Precautionary statements ]
P261-P264-P271-P280-P302+P352-P305+P351+P338 | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing . | [WGK Germany ]
3
| [TSCA ]
Yes | [HS Code ]
2934.30.5000 |
| Hazard Information | Back Directory | [Chemical Properties]
slightly yellow to pale green crystalline powder | [Uses]
They are used in pharmaceutical manufacturing especially antipsychotic drugs. Also used as a stabilizer against polymerization of acrylates. | [Definition]
ChEBI:10-methylphenothiazine is a member of phenothiazines. | [Synthesis]
General procedure for the synthesis of 10-methylphenothiazine from phenothiazine and iodomethane: NaH (60% purity, 1.0 g, 25.1 mmol) was slowly added to a 50 ml round-bottomed flask containing DMF (10 ml) under ice-water bath conditions. Iodomethane (1.3 g, 11.04 mmol) and phenothiazine (2 g, 10.0 mmol) were then added sequentially. The reaction mixture was transferred to room temperature and stirred for 2 h. The progress of the reaction was monitored by TLC. After completion of the reaction, the reaction was quenched by addition of water and extracted with dichloromethane (50 ml x 3). The organic phases were combined and dried with magnesium sulfate and subsequently concentrated to remove the solvent. Purification by silica gel column chromatography afforded the target product 10-methylphenothiazine (2.1 g, white solid) with a melting point of 96 °C in 97% yield. | [Purification Methods]
Recrystallise it (three times) from EtOH to give the -form (prisms). Recrystallisation from EtOH/*benzene gives the .-form (needles). It has also been purified by vacuum sublimation and is carefulmax 255nm (log 4.60) (pH 6.3) and 255nm in hexane. [Cymerman-Craig & Warburton Aust J Chem 9 294 1956, Beilstein 27 II 33, 27 III/IV 1215.] | [References]
[1] Molecular Crystals and Liquid Crystals, 2010, vol. 520, p. 36 - 43
[2] Patent: CN106045986, 2016, A. Location in patent: Paragraph 0039; 0040; 0041
[3] Patent: CN106045987, 2016, A. Location in patent: Paragraph 0039; 0040; 0041
[4] Journal of Heterocyclic Chemistry, 1980, vol. 17, p. 1053 - 1056
[5] ACS Chemical Neuroscience, 2017, vol. 8, # 4, p. 798 - 806 |
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