373559
2-Chlorophenothiazine
95%
Synonym(s):
2-Chlorothiodiphenylamine
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About This Item
Empirical Formula (Hill Notation):
C12H8ClNS
CAS Number:
Molecular Weight:
233.72
Beilstein/REAXYS Number:
176587
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
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assay
95%
mp
195-200 °C (lit.)
SMILES string
Clc1ccc2Sc3ccccc3Nc2c1
InChI
1S/C12H8ClNS/c13-8-5-6-12-10(7-8)14-9-3-1-2-4-11(9)15-12/h1-7,14H
Inchi Key
KFZGLJSYQXZIGP-UHFFFAOYSA-N
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General description
2-Chlorophenothiazine is an important heterocyclic intermediate in pharmaceutical industry. It is used in various drug formulations (chlorpromazine). N-alkylation of 2-chlorophenothiazine by employing phase transfer catalysis methods has been reported.[1]
2-Chlorophenothiazine is an methylene blue (MB) derivative.[2] Transient resonance Raman and absorption spectra of the lowest excited triplet states T1 and the cation radicals of 2-chlorophenothiazine have been investigated.[3] Molecular semiconductors based on the 1:1 charge-transfer complexes of 2-chlorophenothiazine with 2,3-dichloro-5,6-dicyano-p-benzoquinone (DDQ) have been investigated by X-ray powder diffraction.[4]
Application
2-Chlorophenothiazine may be used as starting reagent for the synthesis of N-(10H-phenothiazin-1-yl) benzene sulphonamide.[5]
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Warning
hcodes
Hazard Classifications
Skin Sens. 1
Storage Class
11 - Combustible Solids
wgk_germany
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
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Bao Long Gao et al.
Analytical biochemistry, 454, 7-13 (2014-03-19)
In this study, a novel generic hapten of phenothiazine drugs was synthesized by derivatization of 2-chlorophenothiazine with sodium bromoacetate. Then the hapten was coupled to bovine serum albumin for production of the monoclonal antibody. Results showed that the obtained monoclonal
Nickel Catalyzed Synthesis of N-aryl and N-heteroaryl Substituted Benzene Sulphonamides and their Biological Activity Evaluation.
Ugwu David I, et al.
Medicinal Chemistry, 4, 357-360 (2014)
Synthesis of new 2-chlorophenothiazinothiadiazol-2-oxoazetidines: antimicrobial and antiinflammatory agents.
Srivastava SK, et al.
Indian J. Chem. B, 39(6), 464-467 (2000)
Structures and dynamics of the lowest excited triplet states and cation radicals of phenothiazine and 2-chlorophenothiazine: transient resonance Raman and absorption study.
Sarata G, et al.
Journal of Molecular Structure, 413, 49-59 (1997)
X-Ray Diffraction Studies on Molecular Semiconductors Based on Charge-Transfer Complexes of Substituted Phenothiazines with 2, 3-Dichloro-5, 6-dicyano-p-benzoquinone.
Singh RA, et al.
Crystal Research and Technology, 26(2), 201-205 (1991)
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