PHTHALYLSULFATHIAZOLE

US Previously Marketed

First approved in 1946

Details

Stereochemistry	ACHIRAL
Molecular Formula	C17H13N3O5S2
Molecular Weight	403.432
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

OC(=O)C1=CC=CC=C1C(=O)NC2=CC=C(C=C2)S(=O)(=O)NC3=NC=CS3

InChI

InChIKey=PBMSWVPMRUJMPE-UHFFFAOYSA-N

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)

HIDE SMILES / InChI

Molecular Formula	C17H13N3O5S2
Molecular Weight	403.432
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Description
Sources: http://rxnigeria.com/en/items?task=view&id=3663 | https://www.ncbi.nlm.nih.gov/pubmed/23567760 | http://www.sani.com.ar/producto.php?id_producto=2501 | http://www.bago.com.bo/representaciones.asp?Seleccion=43

Phthalylsulfathiazole is a sulfonamide antibiotic. Phthalylsulfathiazole is an effective remedy in the treatment of dysentery, diarrhea and other intestinal fluxes. It inhibits dihydropteroate synthetase activity of bacteria. In veterinary, it is used for the treatment of diarrhea and enteritis of the calves, dysentery in sheep, gastroenteritis in foals and adult equines, enteritis caused by food poisoning. Phthalylsulfathiazole is only slightly absorbed from the gut, about 5 percent of the quantity ingested being eliminated in the urine. Consequently, it produces little or no systemic effects with virtually no risk of crystalluria, haematuria or oliguria. In hyper-susceptible people, it may cause gastrointestinal side effects, like nausea, vomiting, etc.

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Dihydropteroate synthase 3 Target ID: P59655 Gene ID: 934662.0 Gene Symbol: sulA Target Organism: Streptococcus pneumoniae (strain ATCC BAA-255 / R6) Sources: https://www.ncbi.nlm.nih.gov/pubmed/23567760	Inhibitor 8504

Conditions

Condition	Modality	Highest Phase	Product
Diarrhea 36 Sources: http://www.bago.com.bo/representaciones.asp?Seleccion=43 https://www.ncbi.nlm.nih.gov/pubmed/14897354	Curative	Approved 8583	Estreptocarbocaftiazol Approved Use Phthalylsulfathiazole is indicated for the treatment of diarrhea and enteritis of the calves. Dysentery in sheep. Gastroenteritis in foals and adult equines. Enteritis caused by food poisoning.
Gastroenteritis 10 Sources: http://www.sani.com.ar/producto.php?id_producto=2501	Curative	Approved 8583	Estreptocarbocaftiazol Approved Use Phthalylsulfathiazole works as an antimicrobial agent to treat dysentery, gastroenteritis and colitis.
Dysentery 7 Sources: http://www.sani.com.ar/producto.php?id_producto=2501	Curative	Approved 8583	Estreptocarbocaftiazol Approved Use Phthalylsulfathiazole is employed for the treatment of the acute phase of bacillary dysentery.

Sourcing

Vendor/Aggregator	ID	URL
ChEBI	CHEBI:9336	https://www.ebi.ac.uk/chebi/searchId.do?chebiId=CHEBI:9336
ChemicalBook	CB2405964	https://www.chemicalbook.com/ChemicalProductProperty_EN_CB2405964
eMolecules	488658	https://www.emolecules.com/cgi-bin/more?vid=488658
MolPort	MolPort-001-783-534	https://www.molport.com/shop/molecule-link/MolPort-001-783-534
ZINC	ZINC000001530877	http://zinc15.docking.org/substances/ZINC000001530877

PubMed

Title	Date	PubMed
A proof-of-concept receptor-based assay for sulfonamides.	2013-07-15	23567760
Specificity in structure-based drug design: identification of a novel, selective inhibitor of Pneumocystis carinii dihydrofolate reductase.	1997-09	9294866
Efficacy of 101 antimicrobials and other agents on the development of Cryptosporidium parvum in vitro.	1996-12	9039272
[Treatment of diarrheas in children with phthalylsulfathiazole].	1951-11	14897354
Treatment of urinary tract infections with sulfathalidine (phthalylsulfathiazole).	1948-07	18869728
The relation of phenol retention to uremia and the effect of phthalylsulfathiazole and streptomycin on phenol production.	1948-07	18869572
Effect of oral streptomycin and phthalylsulfathiazole on blood phenol concentrations and survival in experimental uremia.	1948-03	18933721
The treatment of E. coli urinary infections with sulfathalidine (phthalylsulfathiazole).	1948-01	18898751
Phthalylsulphathiazole in the treatment of cholera.	1947-11	18914633
Observations on the activity in vitro of succinylsulfathiazole and phthalylsulfathiazole.	1946-07	20992878
The use of phthalylsulfathiazole (sulfathalidine) in colonic surgery.	1946-03-28	21019368
Phthalylsulfathiazole (sulfathialidine); clinical, chemical and bacteriologic evaluations in infectious diseases of the colon.	1945-12-15	21004767

Patents

Sample Use Guides

In Vivo Use Guide

1-2 tablets (500-1000 mg), every 4 hours.

Route of Administration: Oral

In Vitro Use Guide

Phthalylsulfathiazole is the best bactericide against E. typhosa, being effective at 1.5 percent, and it is bacteriostatic at 0.5 percent. Against S. paratyphi phthalylsulfathiazole is bactericidal at 2 percent.

Substance Class	Chemical Created by `admin` on `Mon Mar 31 17:52:16 GMT 2025` Edited by `admin` on `Mon Mar 31 17:52:16 GMT 2025`
Record UNII	6875L5852V
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

PHTHALYLSULFATHIAZOLE

Official Name

English

NSC-66454

Preferred Name

English

SULFATHALIDINE

Common Name

English

PHTHALYLSULFATHIAZOLE [MART.]

Common Name

English

BENZOIC ACID, 2-(((4-((2-THIAZOLYLAMINO)SULFONYL)PHENYL)AMINO)CARBONYL)-

Common Name

English

Phthalylsulfathiazole [WHO-DD]

Common Name

English

4'-(2-THIAZOLYLSULFAMOYL)PHTHALANILIC ACID

Systematic Name

English

PHTHALYLSULFATHIAZOLE [EP MONOGRAPH]

Common Name

English

phthalylsulfathiazole [INN]

Common Name

English

PHTHALYLSULFATHIAZOLE [MI]

Common Name

English

PHTHALYLSULPHATHIAZOLE

Common Name

English

NSC-683525

Code

English

Classification Tree Code System Code

WHO-VATC

QA07AB92