10-Methylphenothiazine

Base Information

• Chemical Name: 10-Methylphenothiazine
• CAS No.: 1207-72-3
• Molecular Formula: C13H11NS
• Molecular Weight: 213.303
• Hs Code.: 2934300000
• European Community (EC) Number: 214-896-8
• NSC Number: 120
• DSSTox Substance ID: DTXSID9061623
• Nikkaji Number: J217.058B
• Wikidata: Q27216118
• ChEMBL ID: CHEMBL4740697
• Mol file: 1207-72-3.mol

Synonyms:10-methylphenothiazine;N-methylphenothiazine

Chemical Property of 10-Methylphenothiazine

Chemical Property:

• Appearance/Colour: Slightly yellow to pale green crystalline powder
• Vapor Pressure: 7.95E-05mmHg at 25°C
• Melting Point: 99-101 °C(lit.)
• Refractive Index: 1.665
• Boiling Point: 341.611 °C at 760 mmHg
• PKA: 0.56±0.20(Predicted)
• Flash Point: 160.401 °C
• PSA: 28.54000
• Density: 1.208 g/cm³
• LogP: 3.98410
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Water Solubility.: Insoluble in water.
• XLogP3: 4.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 213.06122053
• Heavy Atom Count: 15
• Complexity: 209

Purity/Quality:

98%,99%, ^*data from raw suppliers

10-Methylphenothiazine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CN1C2=CC=CC=C2SC3=CC=CC=C31
• Uses: They are used in pharmaceutical manufacturing especially antipsychotic drugs. Also used as a stabilizer against polymerization of acrylates.

Technology Process of 10-Methylphenothiazine

There total 25 articles about 10-Methylphenothiazine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.0%

10H-phenothiazine (92-84-2) + methyl iodide (74-88-4) → N-methylphenothiazine (1207-72-3)

Guidance literature:

With sodium hydride; In tetrahydrofuran; at 0 ℃;

DOI:10.1080/15421401003608378

Reference yield: 95.0%

1,3,5-Trioxan (110-88-3) + 10H-phenothiazine (92-84-2) → N-methylphenothiazine (1207-72-3)

Guidance literature:

With triethylsilane; trifluoroacetic acid; In dichloromethane; at 20 ℃; for 24h; chemoselective reaction; Inert atmosphere;

DOI:10.1055/s-0034-1381049

Reference yield: 94.0%

N-methylphenothiazine sulfoxide (2234-09-5) → N-methylphenothiazine (1207-72-3)

Guidance literature:

With hydrogen; In 1,4-dioxane; at 100 ℃; for 1h; under 760.051 Torr; chemoselective reaction;

DOI:10.1002/anie.201403425

upstream raw materials:

10H-phenothiazine

dimethyl sulfate

methyl iodide

2-ethanesulfonylmethyl-5-bromo-thiophene

Downstream raw materials:

N(10)-methylphenothiazine-S,S-dioxide

10-Methyl-phenthiazin-carbonsaeure-(1)

10-methyl-10H-phenothiazine-1-carboxylic acid

(10-methyl-10H-phenothiazin-4-yl)-phenyl-methanone

Refernces

• 1、 Jia, Junhui,Wu, Yuying. "Alkyl length dependent reversible mechanofluorochromism of phenothiazine derivatives functionalized with formyl group". . p. 537 - 543. Retrieved 2017.
• 2、 Reddyrajula, Rajkumar,Dalimba, Udayakumar,Madan Kumar. "Molecular hybridization approach for phenothiazine incorporated 1,2,3-triazole hybrids as promising antimicrobial agents: Design, synthesis, molecular docking and in silico ADME studies". . p. 263 - 282. Retrieved 2019.
• 3、 Dao, Pascal,Ye, Feifei,Liu, Yan,Du, Zhi Yun,Zhang, Kun,Dong, Chang Zhi,Meunier, Bernard,Chen, Huixiong. "Development of Phenothiazine-Based Theranostic Compounds That Act Both as Inhibitors of β-Amyloid Aggregation and as Imaging Probes for Amyloid Plaques in Alzheimer's Disease". . p. 798 - 806. Retrieved 2017.
• 4、 Filip,Gl,Lupan,Perde-Schrepler,L?nnecke,Surducan,Gin,Hey-Hawkins,Silaghi-Dumitrescu. "Tuning the coordination properties of phenothiazine by regioselective introduction of diphenylphosphanyl groups". . p. 615 - 629. Retrieved 2014.
• 5、 Kumar, Ashish,Datta, Lakshmi Priya,Samanta, Sourav,Arora, Harshit,Govindaraju, Thimmaiah. "Benzothiazole-Phenothiazine Conjugate Based Molecular Probe for the Differential Detection of Glycated Albumin". . p. 222 - 230. Retrieved 2021.
• 6、 Underberg. "-". . p. 1128,1129. Retrieved 1978.
• 7、 Larson, S.L.,Elliott, C.Michael,Kelley, D.F.. "Charge Separation in Donor-Chromophore-Acceptor Assemblies: Linkage and Driving Force Dependence of Photoinduced Electron Transfers". . p. 6530 - 6539. Retrieved 1995.
• 8、 McIntyre,Gerischer. "ELECTRON TRANSFER REACTIONS AT n-GaP (100) and (111) IN ACETONITRILE SOLUTIONS FACILITATED BY CATION ADSORPTION.". . p. 963 - 969. Retrieved 1984.
• 9、 Kan,Matsunaga. "-". . p. 2096,2097. Retrieved 1972.
• 10、 Yang, Jie,Gao, Xuming,Xie, Zongliang,Gong, Yanbin,Fang, Manman,Peng, Qian,Chi, Zhenguo,Li, Zhen. "Elucidating the Excited State of Mechanoluminescence in Organic Luminogens with Room-Temperature Phosphorescence". . p. 15299 - 15303. Retrieved 2017.