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Chemical Structure| 92-84-2 Chemical Structure| 92-84-2
Chemical Structure| 92-84-2

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Phenothiazine, a dopamine2 (D2) receptor antagonist, could reduce the expression of dopamine in the brain.

Synonyms: Thiodiphenylamine; ENT 38; NSC-2037 NSC2037

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Product Details of Phenothiazine

CAS No. :92-84-2
Formula : C12H9NS
M.W : 199.27
SMILES Code : C12=CC=CC=C1NC3=C(C=CC=C3)S2
Synonyms :
Thiodiphenylamine; ENT 38; NSC-2037 NSC2037
MDL No. :MFCD00005015
InChI Key :WJFKNYWRSNBZNX-UHFFFAOYSA-N
Pubchem ID :7108

Safety of Phenothiazine

GHS Pictogram:
Signal Word:Danger
Hazard Statements:H302-H315+H320-H370-H373-H317-H335-H410
Precautionary Statements:P501-P273-P272-P260-P270-P271-P264-P280-P302+P352-P391-P337+P313-P305+P351+P338-P308+P311-P362+P364-P333+P313-P301+P312+P330-P304+P340+P312-P403+P233-P405
Class:9
UN#:3077
Packing Group:

Application In Synthesis of Phenothiazine

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Upstream synthesis route of [ 92-84-2 ]
  • Downstream synthetic route of [ 92-84-2 ]

[ 92-84-2 ] Synthesis Path-Upstream   1~2

  • 1
  • [ 92-84-2 ]
  • [ 3939-23-9 ]
YieldReaction ConditionsOperation in experiment
45% With N-Bromosuccinimide In tetrahydrofuran at 0℃; for 16 h; Inert atmosphere In a nitrogen-flushed 250 mL round-bottom flask with a magnetic stir bar and septum 10Hphenothiazine (7.97 g, 40.0 mmol) was dissolved in dry THF (60 mL) under nitrogen. The dark solution was deaerated by a constant stream of nitrogen through a syringe for 10 min and cooled to 0 °C (ice bath/water). N-Bromosuccinimide (7.12 g, 40.0 mmol) was slowly added to the reaction mixture under nitrogen, then stirred for 16 h and allowed to come to room tempetature. To this solution was added a saturated aqueous solution of sodium sulfite (150 mL) and the aqueous layer was extracted several times with dichloromethane. The combined organic layers were dried with anhydrous magnesium sulfate and filtered. Thesolvents were removed in vacuo and the residue was adsorbed onto celite®and purified by chromatography on silica gel (n-hexane/ethyl acetate 20:1) to give 4.95 g (45percent) of 3-bromo-10H-phenothiazine as a colorless solid, Rf (n-hexane/acetone 4:1) = 0.33. The 1H NMRspectrum was in agreement with the literature.1H NMR (CDCl3, 300 MHz): 5.89 (s, br, 1 H), 6.52 (m, 1 H), 6.61 (m, 1 H), 6.83-7.15 (m, 5 H).
References: [1] Beilstein Journal of Organic Chemistry, 2016, vol. 12, p. 2055 - 2064.
[2] Journal of Materials Chemistry, 2010, vol. 20, # 39, p. 8653 - 8658.
[3] Journal of Materials Chemistry C, 2014, vol. 2, # 20, p. 3942 - 3950.
  • 2
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  • [ 3939-23-9 ]
  • [ 21667-32-3 ]
References: [1] Organic and Biomolecular Chemistry, 2009, vol. 7, # 10, p. 2036 - 2039.
 

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