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10H-pyrido(3,2-b)(1,4)benzothiazine

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10H-pyrido(3,2-b)(1,4)benzothiazine Basic information

Product Name:
10H-pyrido(3,2-b)(1,4)benzothiazine
Synonyms:
  • PYRIDO[3,2-B][1,4]BENZOTHIAZINE
  • 1-Azaphenothiazine
  • 1H-Pyrido[3,2-b][1,4]benzothiazine
  • 10H-pyrido(3,2-b)(1,4)benzothiazine
  • 10H-benzo[e]pyrido[3,2-b][1
  • NSC 277720
  • 10H-Benzo[b]pyrido[2,3-e][1,4]thiazine
  • 10H-benzo[e]pyrido[3,2-b][1,4]thiazine
CAS:
261-96-1
MF:
C11H8N2S
MW:
200.26
EINECS:
205-973-7
Mol File:
261-96-1.mol
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10H-pyrido(3,2-b)(1,4)benzothiazine Chemical Properties

Melting point:
110.0 to 114.0 °C
Boiling point:
370°C(lit.)
Density 
1.293
storage temp. 
Sealed in dry,Room Temperature
solubility 
Dichloromethane (Slightly), DMSO (Slightly)
pka
4.24±0.20(Predicted)
form 
Solid
color 
Yellow to Dark Yellow
InChI
InChI=1S/C11H8N2S/c1-2-5-9-8(4-1)13-11-10(14-9)6-3-7-12-11/h1-7H,(H,12,13)
InChIKey
UKDZROJJLPDLDO-UHFFFAOYSA-N
SMILES
S1C2=CC=CC=C2NC2=NC=CC=C12
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Safety Information

HS Code 
2934.99.4400
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10H-pyrido(3,2-b)(1,4)benzothiazine Usage And Synthesis

Uses

10H-Pyrido[3,2-b][1,4]benzothiazine has potential anti-cancer ability as seen through studies.

Synthesis

95873-97-5

261-96-1

General procedure for the synthesis of azaphenothiazine from the compound (CAS: 95873-97-5): 15.0 g (119.82 mmol) of intermediate (C) was suspended with 4.36 g (119.82 mmol) of hydrochloric acid in 470 mL of ethanol and the reaction was carried out at reflux for 12 h at 70 °C under nitrogen protection. After completion of the reaction, extraction was carried out with dichloromethane and distilled water and the organic layer was filtered through silica gel. After concentrating the organic solvent, it was purified by silica gel column chromatography (eluent: ethyl acetate/petroleum ether = 7:3, v/v) to give 20.64 g of intermediate (D) in 86% yield.

References

[1] Patent: KR2015/12906, 2015, A. Location in patent: Paragraph 0197; 0204-0205
[2] Journal of the American Chemical Society, 1958, vol. 80, p. 1651,1653

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