2-Chlorophenothiazine

Names

[ CAS No. ]:
92-39-7

[ Name ]:
2-Chlorophenothiazine

[Synonym ]:
EINECS 202-152-5
10H-Phenothiazine, 2-chloro-
2-Chloro-10H-phenothiazine
MFCD00005016

Chemical & Physical Properties

[ Density]:
1.3±0.1 g/cm3

[ Boiling Point ]:
395.7±31.0 °C at 760 mmHg

[ Melting Point ]:
195-200 °C(lit.)

[ Molecular Formula ]:
C₁₂H₈ClNS

[ Molecular Weight ]:
233.717

[ Flash Point ]:
193.1±24.8 °C

[ Exact Mass ]:
233.006592

[ PSA ]:
37.33000

[ LogP ]:
5.18

[ Vapour Pressure ]:
0.0±0.9 mmHg at 25°C

[ Index of Refraction ]:
1.680

MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: SN7580000

CHEMICAL NAME :: Phenothiazine, 2-chloro-

CAS REGISTRY NUMBER :: 92-39-7

LAST UPDATED :: 199701

DATA ITEMS CITED :: 4

MOLECULAR FORMULA :: C12-H8-Cl-N-S

MOLECULAR WEIGHT :: 233.72

WISWESSER LINE NOTATION :: T C666 BM ISJ EG

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 18 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

MUTATION DATA

TYPE OF TEST :: Mutation test systems - not otherwise specified

TEST SYSTEM :: Bacteria - Escherichia coli

DOSE/DURATION :: 160 mg/L

REFERENCE :: BCPCA6 Biochemical Pharmacology. (Pergamon Press Inc., Maxwell House, Fairview Park, Elmsford, NY 10523) V.1- 1958- Volume(issue)/page/year: 26,1205,1977

Safety Information

[ Symbol ]:

GHS07

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H315-H319-H335

[ Precautionary Statements ]:
P261-P305 + P351 + P338

[ Personal Protective Equipment ]:
dust mask type N95 (US);Eyeshields;Gloves

[ Hazard Codes ]:
Xi:Irritant;

[ Risk Phrases ]:
R36/37/38

[ Safety Phrases ]:
S26-S36-S37/39

[ RIDADR ]:
UN 2811 6.1/PG 3

[ WGK Germany ]:
3

[ RTECS ]:
SN7580000

[ Hazard Class ]:
6.1

[ HS Code ]:
2934300000

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

1-Bromo-2-iodobenzene
2-Amino-4-chlorothiophenol
Cyclohexanone
2-Bromochlorobenzene
1,2-Dibromobenzene
1-Chloro-2-iodobenzene
2-(2-bromo-phenylsulfanyl)-5-chloro-aniline
3-Chlorodiphenylamine
acetic acid-[2-(5-chloro-2-nitro-phenylsulfanyl)-anilide]
2-chloro-10-ethenylphenothiazine

DownStream

10-[2-methyl-3-(methylamino)propyl]phenothiazine-2-carbonitrile
2-Cyano-phenothiazine
Cyamemazine
Chlorpromazine
2-chloro-10-methyl-10H-phenothiazine
10-Allyl-2-chloro-10H-phenothiazine
2-chloro-10H-phenothiazine 5-oxide
Phenothiazine
didemethylchlorpromazine
Phenothiazin-3-ol, 8-chloro-

Customs

[ HS Code ]: 2934300000

[ Summary ]:
2934300000. other compounds containing in the structure a phenothiazine ring-system (whether or not hydrogenated), not further fused. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

Articles

Reversing the Warburg effect as a treatment for glioblastoma.

J. Biol. Chem. 288(13) , 9153-64, (2013)

Glioblastoma multiforme (GBM), like most cancers, possesses a unique bioenergetic state of aerobic glycolysis known as the Warburg effect. Here, we documented that methylene blue (MB) reverses the War...

Broad specific enzyme-linked immunosorbent assay for determination of residual phenothiazine drugs in swine tissues.

Anal. Biochem. 454 , 7-13, (2014)

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 fo...

N-benzoylated phenoxazines and phenothiazines: synthesis, antiproliferative activity, and inhibition of tubulin polymerization.

J. Med. Chem. 54 , 4247-63, (2011)

A total of 53 N-benzoylated phenoxazines and phenothiazines, including their S-oxidized analogues, were synthesized and evaluated for antiproliferative activity, interaction with tubulin, and cell cyc...