phthalylsulfathiazole

Phthalylsulfathiazole
Systematic (IUPAC) name
	2-[({4-[(1,3-thiazol-2-ylamino)sulfonyl]phenyl}amino)carbonyl]benzoic acid
Clinical data
AHFS/Drugs.com	International Drug Names
Identifiers
ATC code	A07AB02
PubChem	CID: 4806
ChemSpider	4641
UNII	6875L5852V
KEGG	D02440
ChEMBL	CHEMBL1524273
Chemical data
Formula	C17H13N3O5S2
Molecular mass	403.43222 g/mol
	InChI InChI=1S/C17H13N3O5S2/c21-15(13-3-1-2-4-14(13)16(22)23)19-11-5-7-12(8-6-11)27(24,25)20-17-18-9-10-26-17/h1-10H,(H,18,20)(H,19,21)(H,22,23) ; Key:PBMSWVPMRUJMPE-UHFFFAOYSA-N ;
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出典(authority):フリー百科事典『ウィキペディア（Wikipedia）』「2015/06/15 08:30:17」(JST)

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Phthalylsulfathiazole belongs to the group of drugs called sulfonamides. The drug is a broad spectrum antimicrobial that can treat different types of infections including intestinal. The mechanism of action depends is based on competitive antagonism with para-aminobenzoic acid and inhibition of dihydropteroate synthetase activity, that in turn leads to impaired synthesis of dihydrofolic acid and as a result its active metabolite that is necessary for the synthesis of purine and pyrimidine.

The drug is indicated in treatment of dysentery, colitis, gastroenteritis and intestinal surgery. Adverse effects may include allergic reactions, vitamin B insufficiency, agranulocytosis and aplastic anemia.

Synthesis

Phthalylsulfathiazole synthesis: U.S. Patent 2,324,013 U.S. Patent 2,324,015

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UpToDate Contents

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1. 熱帯性スプルー tropical sprue

English Journal

Synthesis, characterization and antimicrobial properties of a Co(II)-phthalylsulfathiazolate complex.

Monti L1, Pontoriero A, Mosconi N, Giulidori C, Hure E, Williams PA, Rodríguez MV, Feresin G, Campagnoli D, Rizzotto M.
Biometals : an international journal on the role of metal ions in biology, biochemistry, and medicine.Biometals.2010 Dec;23(6):1015-28. doi: 10.1007/s10534-010-9347-8. Epub 2010 Jun 5.
The reaction between phthalylsulfathiazole (H(2)PST), in alkaline aqueous solution, and cobalt(II) nitrate led to a pink solid, [Co(PST)(H(2)O)(4)] (1), which was characterized by elemental and thermogravimetric analysis; FT-IR, Raman and diffuse reflectance spectra. Spectroscopic data reveal that t
PMID 20526731

Metabolic fate of orally administered phyllodulcin in rats.

Yasuda T1, Kayaba S, Takahashi K, Nakazawa T, Ohsawa K.
Journal of natural products.J Nat Prod.2004 Sep;67(9):1604-7.
Naturally occurring phyllodulcin (1) was orally administered to rats to investigate its metabolic fate. Urinary metabolites were analyzed by three-dimensional HPLC. Phyllodulcin-3'-O-sulfate (2), phyllodulcin-3'-O-beta-glucuronide (3), 2-[2-(3,4-dihydroxyphenyl)ethyl]-6-hydroxybenzoic acid (4), and
PMID 15387672

[The effect of ftalazol on the body allowance in rats of B-group vitamins].

Kovalenko TA1, Kharitonchik LA, Rogozhina OG, Vrzhesinskaia OA, Kodentsova VM, Stroev EA, Seleznev NG.
Eksperimental'naia i klinicheskaia farmakologiia.Eksp Klin Farmakol.1999 Jan-Feb;62(1):48-9.
A certain decrease in the content of riboflavin in blood plasma and liver and its excretion in the urine were encountered 24-h after administration of phthalazol, according to the schedule of acute dysentery treatment, in rats with initial moderate deficiency in vitamins B1 and B2. The provision wit
PMID 10198767