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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
technique(s):
GC/GC: suitable
bp:
371 °C (lit.)
Pricing and availability is not currently available.

grade

purum

Quality Level

200

Assay

≥98.0% (GC)

form

pellets

technique(s)

GC/GC: suitable

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.[1] It is known to alter dopamine (3,4-dihydroxyphenethylamine).[2] 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.[3]

Application

Phenothiazine finds uses in metal free organic dye sensitizers, dyes[3] and antioxidants.[4]

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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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
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)
Asif M, et al
Arabian Journal of Chemistry null
Photodegradation of trimeprazine triggered by self-photogenerated singlet molecular oxygen
Waseem A, et al
Journal of Saudi Chemical Society (2012)
Lavinia Baciu-Atudosie et al.
Bioorganic & medicinal chemistry letters, 22(22), 6896-6902 (2012-10-06)
A new family of protein farnesyltransferase inhibitors, based on a phenothiazine scaffold, was designed and synthesized. The biological evaluation of these products showed that compounds 28 and 30 were the most active, with protein farnesyltransferase inhibition potencies in the low
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