The Chemistry of Phenothiazine.

Massie, Samuel P.

doi:10.1021/cr60171a003

Cited by 140 publications

(50 citation statements)

References 33 publications

(74 reference statements)

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“…These inhibitors belong to the renowned phenothiazine chemical class, a family of compounds endowed with antipsychotic, antiallergic and anesthetic properties [76,77], resulting in breakthrough drugs such as chlorpromazine [78]. One of these compounds, trifluoperazine {TFP, 10-[3-(4-methylpiperazin-1-yl)propyl]-2-(trifluoromethyl)-10H-phenothiazine; Table 1}, was later shown in a crystallographic and biochemical study to inhibit S100A4 function by stabilizing an inactive pentamer [79].…”

Section: Phenothiazinesmentioning

confidence: 99%

Stabilization of protein–protein interactions by small molecules

Giordanetto¹,

Schäfer

Ottmann

2014

Drug Discovery Today

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Section: Phenothiazinesmentioning

confidence: 99%

Stabilization of protein–protein interactions by small molecules

Giordanetto¹,

Schäfer

Ottmann

2014

Drug Discovery Today

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“…7, 14-Diamino-9, 12-dichloro-6, 8, 13, 15-tetraazabenzo [a] [1,4] benzothiazin-[3, 2, c]phenothiazine 5 was prepared by reacting compound 4 with a second molecule of 2,6-diamino-4-chloropyrimidin-3-thiol 8, using the same reaction conditions. This was possible because of the presence of an active chloride atom and the carbonyl functionality at the 5 th and the 6 th positions of compound 4 respectively [12], [13], [14].…”

Section: Figure 4b the Synthesis Of 714-diamino-9 12-dichloro-6 8mentioning

confidence: 99%

“…Condensation of the amino and the carbonyl groups of 16 followed by the loss of a water molecule gave 7, 14-diamino-9, 12-dichloro-6, 8, 13, 15-tetraazabenzo [a] [1,4] …”

Section: Figure 4b the Synthesis Of 714-diamino-9 12-dichloro-6 8mentioning

confidence: 99%

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Synthesis and Characterization of Non-linear 6, 8 and 9, 12-Dichloroazaphenothiazine Derivatives

Lakem¹,

Cletus²,

Ifeoma³

2016

SJC

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Abstract:The synthesis of non-linear diaza and tetraaza dichlorophenothiazine derivatives is reported in this article. This was achieved through the thiocyanation of 2,6-diamino-4-chloropyrimidine using potassium thiocyanate, bromine and glacial acetic acid at -5°C to give 2,6-diamino-3-thiocynatopyrimidine, which was hydrolyzed using 20% sodium hydroxide to furnish 2, 6-diamino-4-chloropyrimidin-3-thiol. Base catalyzed condensation reaction of 2, 6-diamino-4-chloropyrimidin-3-thiol and 2, 3-dichloro-1, 4-naphthoquinone gave the first derivative, 10-amino-6, 8-dichloro-9, 11-diazabenzo [a] phenthiazin-5-one, a reddish crystalline product. Similarly, another condensation reaction of 2, 6-diamino-4-chloropyrimidin-3-thiol with the first derivative, 10-amino-6, 8-dichloro-9, 11-diazabenzo[a]phenthiazin-5-one using the same reaction conditions, furnished the second derivative known as 7, 14-diamino-9,12-dichloro-6, 8, 13, 15-tetraazabenzo [a] [1,4] benzothiazino-[3,2-c] phenothiazine, a deep reddish crystalline compound. The synthesized compounds were characterized on the basis of UVVisible, IR, 1 HNMR and 13 CNMR spectra data.

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“…Phenothiazine and its derivatives have very wide applications in agricultural, pharmaceutical, paints, photographic, printing, textile and petroleum industries [1][2][3][4][5][6][7]. Interest in their studies has been sustained and thousands of derivatives have been synthesized and reported.…”

Section: Introductionmentioning

confidence: 99%

Palladium Catalyzed Synthesis and Functional Groups Modification of 6-Aryl Derivatives of Non-Linear Azaphenothiazinones

E.L

S.U

et al. 2016

International Journal of Chemistry and Materials Research

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This report presents the synthesis of four derivatives of 6-chloro-11-azabenzo[a] Contribution/ OriginalityThis study contributes in the existing literature that phenothiazine derivatives can be produced from simple commercially available starting materials. Also the use of transition metal catalyst systems is an efficient method that can be used in the synthesis of compounds of industrial importance.

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The Chemistry of Phenothiazine.

Cited by 140 publications

References 33 publications

Stabilization of protein–protein interactions by small molecules

Stabilization of protein–protein interactions by small molecules

Synthesis and Characterization of Non-linear 6, 8 and 9, 12-Dichloroazaphenothiazine Derivatives

Palladium Catalyzed Synthesis and Functional Groups Modification of 6-Aryl Derivatives of Non-Linear Azaphenothiazinones

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