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88580

Sigma-Aldrich

Phenothiazine

purum, ≥98.0% (GC)

Synonym(s):

PTZ, 10H-Phenothiazine

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About This Item

Empirical Formula (Hill Notation):
C12H9NS
CAS Number:
92-84-2
Molecular Weight:
199.27
Beilstein:
143237
EC Number:
202-196-5
MDL number:
MFCD00005015
UNSPSC Code:
12352103
PubChem Substance ID:
329769663
NACRES:
NA.23

grade

purum

Quality Level

200

Assay

≥98.0% (GC)

form

pellets

bp

371 °C (lit.)

mp

182-187 °C (lit.)
183-187 °C

SMILES string

N1c2ccccc2Sc3ccccc13

InChI

1S/C12H9NS/c1-3-7-11-9(5-1)13-10-6-2-4-8-12(10)14-11/h1-8,13H

InChI key

WJFKNYWRSNBZNX-UHFFFAOYSA-N

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General description

The structure of phenothiazine is rigid, being tricyclic. It is known to alter dopamine (3,4-dihydroxyphenethylamine). Its use as an electron donor is based on its unique hole transporting ability, electron releasing nitrogen and sulfur heteroatoms and its non-planar structure leading to lower molecular aggregation.

Application

Phenothiazine finds uses in metal free organic dye sensitizers, dyes and antioxidants.

Signal Word

Warning

Hazard Statements

H302,H317,H373,H410

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - Skin Sens. 1 - STOT RE 2 Oral

Target Organs

Blood

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
WXBF3774V
WXBF1392V
WXBD6633V
WXBD5229V
WXBD5061V

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Photodegradation of trimeprazine triggered by self-photogenerated singlet molecular oxygen
Waseem A, et al
Journal of Saudi Chemical Society (2012)
Acridine and phenothiazine derivatives as pharmacotherapeutics for prion disease
Carsten K, et al
Proceedings of the National Academy of Sciences of the USA, 98(17), 9834-9841 (2001)
A S Horn et al.
Proceedings of the National Academy of Sciences of the United States of America, 68(10), 2325-2328 (1971-10-01)
Phenothiazines and butyrophenones are known to alter dopamine (3,4-dihydroxyphenethylamine) metabolism in the brain in a fashion suggesting that they may block dopamine receptors. We observed, using Dreiding molecular models, that dopamine in its solid-state conformation is superimposable upon a portion
Asif M, et al
Arabian Journal of Chemistry null
P Halaburda et al.
Talanta, 96, 202-209 (2012-07-24)
A rapid, sensitive and fully automated chemiluminometric method is described for determination of five phenothiazine derivatives, namely, trifluoperazine, fluphenazine, perphenazine, thioridazine and chlorpromazine. The method is based on the chemiluminescence (CL) induced by the oxidation of drugs with Ce(IV) in
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