Fenotiazin

fenotiazin
	10H-fenotiazin
Drugi nazivi	tiodifenilamin, dibenzotiazin, dibenzoparatiazin, 10H-dibenzo-[b,e]-1,4-tiazin, PTZ
Identifikacija
CAS registarski broj	92-84-2
ChemSpider	21106365
UNII	GS9EX7QNU6
KEGG	D02601
ChEBI	37931
ChEMBL	CHEMBL828
Jmol-3D slike	Slika 1
SMILES
	c1ccc2c(c1)Nc3ccccc3S2
InChI
	InChI=1S/C12H9NS/c1-3-7-11-9(5-1)13-10-6-2-4-8-12(10)14-11/h1-8,13H ; Kod: WJFKNYWRSNBZNX-UHFFFAOYSA-N InChI=1/C12H9NS/c1-3-7-11-9(5-1)13-10-6-2-4-8-12(10)14-11/h1-8,13H; Kod: WJFKNYWRSNBZNX-UHFFFAOYAI
Svojstva
Molekulska formula	C12H9NS
Molarna masa	199,27 g/mol
Agregatno stanje	žuti rombični listići
Tačka topljenja	185 °C, 458 K, 365 °F
Tačka ključanja	371 °C, 644 K, 700 °F
Rastvorljivost u vodi	0,00051 g/L (20 °C)
Rastvorljivost u drugi rastvarači	benzen, etar, benzin, hloroform, vruća sirćetna kiselina, etanol (neznatno), mineralno ulje (neznatno)
pKa	oko 23 u DMSO
	(šta je ovo?) (verifikuj) ; Ukoliko nije drugačije napomenuto, podaci se odnose na standardno stanje (25 °C, 100 kPa) materijala
	Infobox references

Fenotiazin je organsko jedinjenje koje se javlja u različitim antipsihotičkim i antihistaminskim lijekovima. Kemijska mu je formula S(C₆H₄)₂NH. Ovo žuto triciklično jedinjenje je rastvorno u sirćetnoj kiselini, benzenu, i etru. Ono je srodno sa tiazinskom klasom heterocikličnih jedinjenja. Derivati ovog spoja nalaze široku primenu u lijekovima.

Sinteza

Ovo jedinjenje je originalno pripremio Berntsen 1883. putem reakcije difenilamina sa sumporom, dok noviji sintetički pristupi koriste ciklizaciju 2-supstituisanih difenilsulfida. Farmaceutski značajni derivati fenotiazina se obično ne pripremaju počevši od fenotiazina.^[5]^[6]

Reference

↑ Hettne KM, Williams AJ, van Mulligen EM, Kleinjans J, Tkachenko V, Kors JA. (2010). „Automatic vs. manual curation of a multi-source chemical dictionary: the impact on text mining”. J Cheminform 2 (1): 3. DOI:10.1186/1758-2946-2-3. PMID 20331846. edit
↑ Joanne Wixon, Douglas Kell (2000). „Website Review: The Kyoto Encyclopedia of Genes and Genomes — KEGG”. Yeast 17 (1): 48–55. DOI:10.1002/(SICI)1097-0061(200004)17:1<48::AID-YEA2>3.0.CO;2-H.
↑ Gaulton A, Bellis LJ, Bento AP, Chambers J, Davies M, Hersey A, Light Y, McGlinchey S, Michalovich D, Al-Lazikani B, Overington JP. (2012). „ChEMBL: a large-scale bioactivity database for drug discovery”. Nucleic Acids Res 40 (Database issue): D1100-7. DOI:10.1093/nar/gkr777. PMID 21948594. edit
↑ Sigma-Aldrich catalog
↑ Gérard Taurand, "Phenothiazine and Derivatives" in Ullmann's Encyclopedia of Industrial Chemistry, Wiley-VCH, Weinheim, 2005.}{DOI|10.1002/14356007.a19_387}}
↑ T. Kahl, K.-W. Schröder, F. R. Lawrence, W. J. Marshall, Hartmut Höke, Rudolf Jäckh, "Aniline" in Ullmann's Encyclopedia of Industrial Chemistry, 2005, Wiley-VCH: Weinheim.

Literatura

MSDS Arhivirano 2009-01-14 na Wayback Machine-u
Hendricks, Christensen, J.B., and Kristiansen, Jette E. Sonderborg, Denmark. "Antibakterielle Eigenschaften der Phenothiazine: Eine Behandlungsoption für die Zukunft?" Chemotherapie Journal. 13.5. (2004): 203–205. Wissenschaftliche Verlagsgesesellschaft mbH. 21 August 2005. (PDF).
PubChem Substance Summary: Phenothiazine National Center for Biotechnology Information.

Spoljašnje veze

Portal Hemija

[1] Hettne KM, Williams AJ, van Mulligen EM, Kleinjans J, Tkachenko V, Kors JA. (2010). „Automatic vs. manual curation of a multi-source chemical dictionary: the impact on text mining”. J Cheminform 2 (1): 3. DOI:10.1186/1758-2946-2-3. PMID 20331846. edit

[2] Joanne Wixon, Douglas Kell (2000). „Website Review: The Kyoto Encyclopedia of Genes and Genomes — KEGG”. Yeast 17 (1): 48–55. DOI:10.1002/(SICI)1097-0061(200004)17:1<48::AID-YEA2>3.0.CO;2-H.

[3] Gaulton A, Bellis LJ, Bento AP, Chambers J, Davies M, Hersey A, Light Y, McGlinchey S, Michalovich D, Al-Lazikani B, Overington JP. (2012). „ChEMBL: a large-scale bioactivity database for drug discovery”. Nucleic Acids Res 40 (Database issue): D1100-7. DOI:10.1093/nar/gkr777. PMID 21948594. edit

[4] Sigma-Aldrich catalog

[5] Gérard Taurand, "Phenothiazine and Derivatives" in Ullmann's Encyclopedia of Industrial Chemistry, Wiley-VCH, Weinheim, 2005.}{DOI|10.1002/14356007.a19_387}}

[6] T. Kahl, K.-W. Schröder, F. R. Lawrence, W. J. Marshall, Hartmut Höke, Rudolf Jäckh, "Aniline" in Ullmann's Encyclopedia of Industrial Chemistry, 2005, Wiley-VCH: Weinheim.

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