101199-38-6

Basic information

• Product Name: SODIUM PHENOTHIAZINE-10-YL-PROPYLSULFONATE
• Synonyms: 10H-Phenothiazine-10-propanesulfonic acid sodium salt;Sodium 3-(10H-phenothiazin-10-yl)propane-1-sulfonate;10H-Phenothiazine-10-propanesulfonic acid, sodiuM salt (1:1);sodiuM 3-(phenothiazin-10-yl)propane-1-sulfonate;3-(phenothiazin-10-yl)propane-1-sulfonate;PTZ-343;phenothiazine sodium salt;sodiuM 3-(phenothiazin-10-yl)pro
• CAS NO: 101199-38-6
• Molecular Formula: C₁₅H₁₄NO₃S₂*Na
• Molecular Weight: 343.4
• EINECS: 1592732-453-0
• Mol File: 101199-38-6.mol
• Article Data: 5

Chemical Properties

• Appearance: /
• Storage Temp.: Hygroscopic, -20°C Freezer, Under inert atmosphere
• Solubility: DMSO (Slightly), Methanol (Slightly), Water (Slightly, Heated)
• Stability: Hygroscopic
• CAS DataBase Reference: SODIUM PHENOTHIAZINE-10-YL-PROPYLSULFONATE(CAS DataBase Reference)
• NIST Chemistry Reference: SODIUM PHENOTHIAZINE-10-YL-PROPYLSULFONATE(101199-38-6)
• EPA Substance Registry System: SODIUM PHENOTHIAZINE-10-YL-PROPYLSULFONATE(101199-38-6)

Safety Data

• Hazardous Substances Data: 101199-38-6(Hazardous Substances Data)

Usage

Uses

Sodium 3-?(10H-?Phenothiazin-?10-?yl)?propane-?1-?sulfonate can be used in biological and analytical studies of a portable chemiluminescence imaging immunoassay for simultaneous detection of different isoforms of prostate specific antigen in serum.

Upstream product

• 92-84-2 10H-phenothiazine 
• 109-64-8 1,3-dibromo-propane 
• 92357-95-4 10-(3-bromopropyl)phenothiazine 
• 1120-71-4 1,3-propanesultone 

Downstream Products

• 1910-42-5 methyl viologen radical cation chloride 

Relevant articles and documents

Photoionization of Alkylphenothiazines in Vesicles: Effects of the Alkyl Chain Length and the Vesicle Surface Charge

The photoionization of alkylphenothiazine (AP=alkylphenothiazine) in vesicles were observed by electron spin resonance (ESR) and electron spin echo modulation (ESEM) methods.Alkylphenothiazine derivatives including sodium 10-methylphenothiazinesulfonate (C1PSO3Na), sodium 10-dodecylphenothiazinesulfonate (C12PSO3Na), sodium 3-(10'-phenothiazinyl)propane-1-sulfonate (PC3SO3Na), sodium 6-(10'-phenothiazinyl)hexane-1-sulfonate (PC6SO3Na), and sodium 12-(10'-phenothiazinyl)dodecane-1-sulfonate (PC12SO3Na) were synthesized and used to study the effects of the alkyl chain length, the position of the sulfonate group, and the vesicle surface charge on the photoionization.A singlet ESR spectrum due to the alkylphenothiazine cation radicals (AP(+)) was observed from rapidly frozen AP in dioctadecyldimethylammoniumchloride (DODAC) or dihexadecyl phosphate (DHP) vesicles photoirradiated for 10 min with λ>300 nm.In DODAC vesicles with a positive surface charge, the photoionization yield of PC12SO3Na with a sulfonate group at the dodecyl chain end is higher than that of C12PSO3Na with a sulfonate group on the phenothiazine ring.The photoionization yields of AP having the sulfonate group at the alkyl chain end in DODAC vesicles increase with decreasing alkyl chain length.The ESEM data support a correlation between the distance of PCnSO3Na (n= 3, 6, and 12) from the vesicle surface and the photoionization yield.The highest photoionization yield was obtained from PC3SO3Na, which has the shortest alkyl chain in this study and has the sulfonate group at the end of the propyl chain.The photoionization yield of AP in DHP vesicles with a negative surface charge was not changed by added alkyl chains or the position of the sulfonate group in AP.The results are discussed in terms of the alkyl chain length, the position of the sulfonate group, and the vesicle surface charge.

Preparation of high purity phenothiazine n-alkylsulfonates and their use in chemiluminescent assays for the measurement of peroxidase activity

A process is described for preparing, efficiently and with a high degree of purity N-alkylsulfonates of phenothiazine. The process consists in (a) the preparation of the phenothiazine anion, and (b) the reaction of said anion with cyclic alkyl sulfonates, such as 1,3-propane sultone and 1,4-butane sultone. This process is simpler, more direct, and more efficient than the procedures currently used for the synthesis of N-alkylsulfonates derivatives of phenothiazine. In addition, the products obtained with this process are far more pure than those obtained through current procedures and therefore ideal for bioanalytical applications that require high sensitivity, such as assays based on the measurement of peroxidase activity using chemiluminescence.

Coulombic Effect on Photoinduced Electron-Transfer Reactions between Phenothiazines and Viologens

Photoinduced electron-transfer reactions between excited phenothiazine derivatives (PTH) and viologens (V) were investigated in aqueous acetonitrile at room temperature.Ionic substituents on PTH or V strongly affected the reaction kinetics, and the Coulombic effects on the reactions were interpreted by the work terms wr and wp, where r and p represent reactants and products, respectively.Fluorescence quenching reactions proceeded with the diffusion-controlled rate constants which were dependent on wr and were explained by the Debye-Smoluchowski equation.Charge separation efficiency (F) corresponding to the cage escape yield of geminate ion radical pair strongly depended on (wp - wr), which indicated that (i) the back-electron-transfer rate determined F and (ii) the Coulombic work terms decided the back-electron-transfer rate.Quantitative teatments of the present results demonstrated that Coulombic effects can be used effectively to generate highly efficient photoredox systems.