Phenothiazine

Phenothiazine, abbreviated PTZ, is an organic compound that has the formula S(C6H4)2NH and is related to the thiazine-class of heterocyclic compounds. Derivatives of phenothiazine are highly bioactive and have widespread use and rich history.

Phenothiazine
Names
Preferred IUPAC name
10H-Phenothiazine
Other names
Thiodiphenylamine
Dibenzothiazine
Dibenzoparathiazine
10H-dibenzo-[b,e]-1,4-thiazine
PTZ
Identifiers
3D model (JSmol)
143237
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.001.997
EC Number
  • 202-196-5
KEGG
RTECS number
  • SN5075000
UNII
  • InChI=1S/C12H9NS/c1-3-7-11-9(5-1)13-10-6-2-4-8-12(10)14-11/h1-8,13H Y
    Key: WJFKNYWRSNBZNX-UHFFFAOYSA-N Y
  • InChI=1/C12H9NS/c1-3-7-11-9(5-1)13-10-6-2-4-8-12(10)14-11/h1-8,13H
    Key: WJFKNYWRSNBZNX-UHFFFAOYAI
  • c1ccc2c(c1)Nc3ccccc3S2
Properties
C12H9NS
Molar mass 199.27 g/mol
Appearance greenish-yellow rhombic leaflets or diamond-shaped plates
Melting point 185 °C (365 °F; 458 K)
Boiling point 371 °C (700 °F; 644 K)
0.00051 g/L (20 °C)
Solubility in other solvents benzene, ether, petroleum ether, chloroform, hot acetic acid, ethanol (slightly), mineral oil (slightly)
Acidity (pKa) approx 23 in DMSO
−114.8·10−6 cm3/mol
Hazards
GHS labelling:
Warning
H302, H317, H373, H412
P260, P261, P264, P270, P272, P273, P280, P301+P312, P302+P352, P314, P321, P330, P333+P313, P363, P501
NIOSH (US health exposure limits):
PEL (Permissible)
 none
REL (Recommended)
 TWA 5 mg/m3 [skin]
IDLH (Immediate danger)
 N.D.
Pharmacology
QP52AX03 (WHO)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is YN ?)
Infobox references

The derivatives chlorpromazine and promethazine revolutionized the fields of psychiatry and allergy treatment, respectively. An earlier derivative, methylene blue, was one of the first antimalarial drugs, and derivatives of phenothiazine are currently under investigation as possible anti-infective drugs. Phenothiazine is a prototypical pharmaceutical lead structure in medicinal chemistry.

This article is issued from Wikipedia. The text is licensed under Creative Commons - Attribution - Sharealike. Additional terms may apply for the media files.