10H-phenothiazine

• ChemBase ID: 78197
• Molecular Formular: C12H9NS
• Molecular Mass: 199.27156
• Monoisotopic Mass: 199.04557029
• SMILES: S1c2ccccc2Nc2c1cccc2
• Canonical SMILES: c1ccc2c(c1)Sc1c(N2)cccc1
• InChI: InChI=1S/C12H9NS/c1-3-7-11-9(5-1)13-10-6-2-4-8-12(10)14-11/h1-8,13H
• InChIKey: WJFKNYWRSNBZNX-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 10H-phenothiazine
• IUPAC Traditional name: phenothiazine
• Synonyms: dibenzothiazine; dibenzoparathiazine; 10H-dibenzo-[b,e]-1,4-thiazine; PTZ; 10H-Phenothiazine; Contaverm; Danikoropa; Dibenzo-1,4-thiazine; Feeno; Fenoverm; NSC 2037; Nemazene; Nexarbol; Orimon; Padophene; Penthazine; Phenegic; Phenoverm; Phenovis; Phenoxur; Phenthiazine; Phenzeen; Reconox; 10H-Dibenzo[b,e][1,4]thiazine; 10H-Phenothiazine; Phenothiazine; Thiodiphenylamine; PHENOTHIAZINE; dibenzo-1,4-thiazine; 吩噻嗪

Database IDs

• CAS Number: 92-84-2
• EC Number: 202-196-5
• MDL Number: MFCD00005015
• Beilstein Number: 143237
• Merck Index: 147252
• PubChem SID: 162043008; 24870334; 24899283; 24898205
• PubChem CID: 7108
• CHEBI ID: 37931
• CHEMBL: 828
• Chemspider ID: 21106365
• KEGG ID: D02601
• Unique Ingredient Identifier: GS9EX7QNU6
• Wikipedia Title: Phenothiazine

CALCULATED PROPERTIES

• Log P: 3.6286752
• Molar Refractivity: 61.1703 cm^3
• Polarizability: 23.403841 Å^3
• Polar Surface Area: 12.03 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true
• Acid pKa: 17.914139
• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): 3.628675
• LogD (pH = 7.4): 3.6286752

PROPERTIES

Physical Property

• Solubility: 0.00051 g/L (20 °C) in water; benzene, ether, petroleum ether, chloroform, hot acetic acid, ethanol (slightly), mineral oil (slightly)
• Apperance: yellow rhombic leaflets ordiamond-shaped plates
• Melting Point: 182-186°C; 182-187 °C(lit.); 182-187°C; 183-187 °C; 185 °C; 185°C
• Boiling Point: 235°C/21mm; 371 °C; 371 °C(lit.); 371°C
• pKa: approx 23 in DMSO

Safety Information

• Storage Condition: Room Temperature (15-30°C)
• Storage Warning: Irritant/Light Sensitive; Light Sensitive
• RTECS: SN5075000
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 1
• Risk Statements: 36-43-52/53; 43
• Safety Statements: 24-26-37-61; 36/37
• TSCA Listed: 是
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H317; H319-H317-H402-H412
• GHS Precautionary statements: P261-P280-P305+P351+P338-P302+P352-P321-P501A; P280
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Faceshields, Gloves

Pharmacology Properties

• Target: Others

Product Information

• Purity: ≥98%; ≥98.0% (GC); 98%; 98+%
• Grade: analytical standard; purum; SAJ first grade; VETRANAL™, analytical standard
• Salt Data: Free Base
• Packaging: ampule of 1000 mg
• Empirical Formula (Hill Notation): C12H9NS

DETAILS

MP Biomedicals - 02151818

Yellowish-green crystals
Reagent for palladium

MP Biomedicals - 05225472

MP Biomedicals Rare Chemical collection

Sigma Aldrich - P14831

Packaging
1 kg in glass bottle
25, 500 g in glass bottle
Application
Employed in the preparation of carbazoles and piperazines,1 and charge-transfer semiconducting complexes.2

Sigma Aldrich - 46624

Legal Information
VETRANAL is a trademark of Sigma-Aldrich Co. LLC

Toronto Research Chemicals - P318040

A key component of antipsychotic and antihistaminic drugs.

REFERENCES

• Mikrochim. Acta, 437 (1975).
• Bansode, T., et al.: Eur. J. Med. Chem., 44, 5094 (2009)
• Baell, J., et al.: J. Med. Chem., 53, 2719 (2009)
• Howard, P., et al.: Environ. Sci. Technol., 44, 2277 (2009)
• Koren, J., et al.: J. Biol. Chem., 285, 2498 (2009)
• Amobi, N., et al.: Eur. J. Pharm
• Lithiation in THF gives orange crystals of (phenothiazin-10-yl)lithium.3THF. Carboxylation and the orientation of a second lithiation have been studied: Angew. Chem. Int. Ed., 34, 921 (1995).