Production Method 1

92-84-2

1209-66-1

Reaction Conditions

1.1 Reagents: m-Chloroperbenzoic acid Solvents: Dichloromethane ;  12 - 13 h, rt

Reference

Synthesis, kinetics and cellular studies of new phenothiazine analogs as potent human-TLK inhibitors

Johnson, Delna; Hussain, Javeena; Bhoir, Siddhant; Chandrasekaran, Vaishali; Sahrawat, Parul; et al, Organic & Biomolecular Chemistry, 2023, 21(9), 1980-1991

Production Method 2

92-84-2

1209-66-1

Reaction Conditions

1.1 Reagents: Sodium hypochlorite Solvents: Acetic acid ;  rt; overnight, 90 °C

Reference

Aggregated-induced emission phenothiazine probe for selective ratiometric response of hypochlorite over other reactive oxygen species

Wang, Linlin; Hu, Yue; Qu, Yi; Xu, Jingli; Cao, Jian, Dyes and Pigments, 2016, 128, 54-59

Production Method 3

92-84-2

1209-66-1

1207-71-2

Reaction Conditions

1.1 Reagents: Hydrogen peroxide Catalysts: Thermolysin Solvents: tert-Butanol ,  Water

Reference

Metal substitution in thermolysin: catalytic properties of tungstate thermolysin in sulfoxidation with H2O2

Bakker, Martin; Van Rantwijk, Fred; Sheldon, Roger A., Canadian Journal of Chemistry, 2002, 80(6), 622-625

Phenothiazine S,S-Dioxide Raw materials

• Phenothiazine

Phenothiazine S,S-Dioxide Preparation Products

• Phenothiazine S,S-Dioxide (1209-66-1)
• 10H-Phenothiazine 5-Oxide (1207-71-2)

• 1. Recent development on the synthesis, properties and applications of luminescent oxidized phenothiazine derivatives
  Yogajivan Rout,Anupama Ekbote,Rajneesh Misra J. Mater. Chem. C 2021 9 7508
• 2. Phenothiazine dioxide based high triplet energy host materials for blue phosphorescent organic light-emitting diodes
  In Ho Lee,Jun Yeob Lee RSC Adv. 2015 5 97903
• 3. Phenothiazine dioxide-containing derivatives as efficient hosts for blue, green and yellow thermally activated delayed fluorescence OLEDs
  Runda Guo,Yaxiong Wang,Zhi Huang,Qing Zhang,Songpo Xiang,Shaofeng Ye,Wei Liu,Lei Wang J. Mater. Chem. C 2020 8 3705
• 4. Highly efficient non-doped OLEDs using aggregation-induced delayed fluorescence materials based on 10-phenyl-10H-phenothiazine 5,5-dioxide derivatives
  Songpo Xiang,Zhi Huang,Shuaiqiang Sun,Xialei Lv,Lianwei Fan,Shaofeng Ye,Hongting Chen,Runda Guo,Lei Wang J. Mater. Chem. C 2018 6 11436
• 5. The odd–even effect of alkyl chain in organic room temperature phosphorescence luminogens and the corresponding in vivo imaging
  Jie Yang,Heqi Gao,Yunsheng Wang,Yun Yu,Yanbin Gong,Manman Fang,Dan Ding,Wenping Hu,Ben Zhong Tang,Zhen Li Mater. Chem. Front. 2019 3 1391

Phenothiazine S,S-Dioxide: Chemical Properties, Applications, and Recent Research Developments

Phenothiazine S,S-Dioxide, with the CAS number 1209-66-1, is a significant compound in the field of organic chemistry and pharmaceutical research. This heterocyclic compound, derived from phenothiazine, has garnered attention due to its unique chemical structure and versatile applications. The presence of two sulfur dioxide functional groups at the 5- and 10-positions of the phenothiazine core imparts distinct reactivity and makes it a valuable intermediate in synthetic chemistry.

The molecular structure of Phenothiazine S,S-Dioxide (CAS no. 1209-66-1) consists of a phenothiazine ring system substituted with two sulfoxide groups. This configuration contributes to its stability under various chemical conditions while allowing for further functionalization. The compound's solubility in polar organic solvents makes it suitable for a wide range of applications, including catalysis, material science, and pharmaceutical synthesis.

In recent years, Phenothiazine S,S-Dioxide has been explored for its potential in medicinal chemistry. Researchers have been particularly interested in its ability to act as a precursor for more complex molecules with therapeutic properties. The sulfoxide groups provide handles for further chemical modification, enabling the synthesis of derivatives with enhanced biological activity. For instance, studies have shown that derivatives of this compound exhibit promising antimicrobial and anti-inflammatory effects.

The synthesis of Phenothiazine S,S-Dioxide (CAS no. 1209-66-1) typically involves the oxidation of phenothiazine using appropriate sulfoxidation agents. Recent advancements in synthetic methodologies have improved the efficiency and yield of this process, making it more accessible for industrial-scale production. These improvements have also reduced the environmental impact of the synthesis, aligning with global efforts toward sustainable chemistry.

One of the most intriguing aspects of Phenothiazine S,S-Dioxide is its role in material science. The compound's ability to form coordination complexes with transition metals has led to its use as a ligand in catalytic systems. These metal complexes have been employed in various transformations, including cross-coupling reactions and oxidation processes, which are crucial for the synthesis of fine chemicals and pharmaceuticals.

The pharmacological potential of derivatives of Phenothiazine S,S-Dioxide (CAS no. 1209-66-1) has been extensively studied. Researchers have found that modifications to the phenothiazine core can lead to compounds with improved pharmacokinetic properties. For example, certain derivatives have shown efficacy in treating neurological disorders by modulating neurotransmitter activity. This underscores the importance of this compound as a scaffold for drug discovery.

In conclusion, Phenothiazine S,S-Dioxide, identified by CAS number 1209-66-1, is a multifaceted compound with broad applications in chemistry and medicine. Its unique structure and reactivity make it a valuable tool for synthetic chemists and pharmaceutical researchers alike. As research continues to uncover new uses for this compound, its significance in advancing chemical science is likely to grow even further.

• 19770-80-0(1,4-Benzenediamine, N4,N4-dimethyl-2-(phenylsulfonyl)-)
• 52914-18-8(Benzenamine, 2-[(4-methylphenyl)sulfonyl]-N-phenyl-)
• 52914-17-7(Benzenamine, N-phenyl-2-(phenylsulfonyl)-)
• 61174-78-5(10H-Phenothiazine, 3-methyl-, 5,5-dioxide)
• 61174-77-4(10H-Phenothiazine, 2-methyl-, 5,5-dioxide)
• 19770-99-1(1,4-Benzenediamine, N1,N1-dimethyl-2-(phenylsulfonyl)-)
• 23503-68-6(2-(Methylsulfonyl) Phenothiazine)
• 1207-71-2(10H-Phenothiazine 5-Oxide)
• 58010-08-5(10H-Phenothiazine, 3-(2-naphthalenylsulfonyl)-)
• 58010-06-3(10H-Phenothiazine, 3-(phenylsulfonyl)-)