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Phthalylsulfathiazole

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Products Intro: Product Name:N-(4-thiazol-2-ylsulfamoyl-phenyl)-phthalamic acid
CAS:85-73-4
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Phthalylsulfathiazole manufacturers

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  • 2023-06-15
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Phthalylsulfathiazole Basic information
Product Name:Phthalylsulfathiazole
Synonyms:4'-(2-THIAZOLYLSULFAMYL)PHTHALANILIC ACID;2-[[[4-[(2-THIAZOLYLAMINO)SULFONYL]PHENYLAMINO]CARBONYL]BENZOIC ACID;2-(N4-PHTHALYSULFANILAMIDO)THIAZOLE;2-(N-PHTHALYLAMINOBENZENESULFONAMIDO)THIAZOLE;N4-PHTHALYLSULFATHIAZOLE;PST;PHTHALYLSULFATHIAZOLE;PHTHALYLSULFATHIOZOLE
CAS:85-73-4
MF:C17H13N3O5S2
MW:403.43
EINECS:201-627-4
Product Categories:pharmaceutical
Mol File:85-73-4.mol
Phthalylsulfathiazole Structure
Phthalylsulfathiazole Chemical Properties
Melting point 198-204°C
Boiling point 371.31℃[at 101 325 Pa]
density 1.4235 (rough estimate)
vapor pressure 0Pa at 25℃
refractive index 1.6390 (estimate)
storage temp. Keep in dark place,Sealed in dry,Room Temperature
solubility Practically insoluble in water, freely soluble in dimethylformamide, slightly soluble in acetone and in ethanol (96 per cent).
pka3.40±0.36(Predicted)
color White to Light Yellow
Water Solubility 400mg/L at 28℃
Merck 14,7377
BRN 359901
LogP-2 at 28℃
CAS DataBase Reference85-73-4(CAS DataBase Reference)
NIST Chemistry ReferencePhthalylsulfathiazole(85-73-4)
EPA Substance Registry SystemBenzoic acid, 2-[[[4-[(2-thiazolylamino)sulfonyl]phenyl]amino]carbonyl]- (85-73-4)
Safety Information
Safety Statements 24/25
RIDADR 3249
RTECS TH8575000
HazardClass 6.1(b)
PackingGroup III
HS Code 29350090
ToxicityLD50 i.p. in mice: 920 mg/kg (Mattis)
MSDS Information
Phthalylsulfathiazole Usage And Synthesis
Chemical PropertiesWhite or yellowish-white, crystalline powder.
OriginatorSulfathalidine, MSD, US,1946
UsesPhthalylsulfathiazole is a sulfonamide antibacterial drug with similar and stronger effects than Sulfaguanidine and Succinylsulfathiazole. It is rarely absorbed orally and slowly decomposes in the intestine to release Sulfathiazole and exert intestinal antibacterial effects, and is used in the treatment of dysentery, colitis, and gastroenteritis.
DefinitionChEBI: Phthalylsulfathiazole is a sulfonamide incorporating 2-carboxybenzamido and 1,3-thiazol-2-yl moieties that is a broad-spectrum antibiotic indicated in the treatment of dysentery, colitis, gastroenteritis and intestinal surgery. It is a sulfonamide, a member of 1,3-thiazoles, a dicarboxylic acid monoamide and a sulfonamide antibiotic. It derives from a phthalic acid.
PreparationIt may be prepared by the interaction of sulfathiazole and phthalic anhydride in equimolar proportions.
It exerts its bacteriostatic effect in the gastro-intestinal tract. It has been found to be twice as active as sulfaguanidine in the treatment of bowel irregularities. It is often effective in watery diarrhoeas and ulcerative colitis. It is also used in the pre-operative treatment of patients undergoing surgery of the intestinal tract. It may also be recommended in the treatment of acute bascillary dysentry of the Sonne, Flexner and Shiga species.
Manufacturing Process5 g of phthalic anhydride was added to a boiling suspension of 10 g of sulfathiazole in 100 cc of alcohol. The mixture was then refluxed for 5 minutes after the addition was complete at which time all of the solids were in solution. The solution was then cooled and diluted with an equal volume of water, The white solid precipitate which formed was filtered and recrystallized from dilute alcohol, yielding 2-N4-phthalylsulfanilamidothiazole,which decomposes above 260°C, according to US Patent 2,324,015.
Brand nameCanidis-anti-diarr;Carbidiar;Carbotalin;Colicitina;Coliclase;Crematalil;Diacolin;Direver;Disenterol;Ef-micin;Enterocalme;Entero-hermes;Entero-red;Enterosteril;Entero-toxan;Esteraplidin mag;Eugeniteed;Fitazil;Ftalil-tiazol;Ilentazol;Inrestibla strepto;Iodentero-neomicina;Logical;Massotalil;Neo-sulfazon;Novosulfina;Phtazol;Septiftalil;Syptan;Talisulfazol;Tamil;.
Therapeutic FunctionAntibacterial (intestinal)
World Health Organization (WHO)Phthalylsulfathiazole, a sulfonamide anti-infective agent, was introduced in 1946 for the treatment of bacterial infections. The importance of sulfonamides has subsequently decreased as a result of increasing bacterial resistance and their replacement by antibiotics which are generally more active and less toxic. Although phthalylsulfathiazole, which is poorly absorbed from the gastrointestinal tract, is no longer recommended in some countries, it continues to be used in others for the treatment of local intestinal infections, including bacterial dysentery, and for pre-operative bowel preparation.
Flammability and ExplosibilityNon flammable
Mode of actionPhthalylsulfathiazole is of low inherent toxicity. Besides, it also enjoys an additional plus point for being only slightly absorbed by the intestinal mucosa ; and, therefore, may be safely administered in comparatively large doses in the management and treatment of bacillary infections of the intestine. The drug is not absorbed orally and is mostly employed for ulcerative colitis.
Phthalylsulfathiazole Preparation Products And Raw materials
Raw materialsSulfathiazole-->Phthalic anhydride
Tag:Phthalylsulfathiazole(85-73-4) Related Product Information
Dibenzoylmethane 2-Aminothiazole PYRAZOPHOS Sulfathiazole sodium ALTRENOGEST Sulfanilamide PHENYL VALERATE Sulfathiazole Glycine 4-Aminobenzoic acid Thiazole Benzoyl peroxide Phenylhydrazine PHTHALYLSULFACETAMIDE Phthalhydrazide Phthalazine Phthalic anhydride Phthaloyl amlodipine