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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 of PHTHALYLSULFATHIAZOLE

SMILES

OC(=O)C1=C(C=CC=C1)C(=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

Description

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

1946
64
Targets

Targets

Primary TargetPharmacologyConditionPotency
Dihydropteroate synthase
3
Target ID: P59655
Gene ID: 934662.0
Gene Symbol: sulA
Target Organism: Streptococcus pneumoniae (strain ATCC BAA-255 / R6)
Inhibitor
8297
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Curative
Approved
8429
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.
Curative
Approved
8429
Estreptocarbocaftiazol

Approved Use

Phthalylsulfathiazole works as an antimicrobial agent to treat dysentery, gastroenteritis and colitis.
Curative
Approved
8429
Estreptocarbocaftiazol

Approved Use

Phthalylsulfathiazole is employed for the treatment of the acute phase of bacillary dysentery.
Sourcing

Sourcing

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

PubMed

TitleDatePubMed
Phthalylsulfathiazole (sulfathialidine); clinical, chemical and bacteriologic evaluations in infectious diseases of the colon.
1945 Dec 15
The use of phthalylsulfathiazole (sulfathalidine) in colonic surgery.
1946 Mar 28
Phthalylsulphathiazole in the treatment of cholera.
1947 Nov
Treatment of urinary tract infections with sulfathalidine (phthalylsulfathiazole).
1948 Jul
Patents

Patents

DE 1008296
1
US 2324013
1
US 2324015
1

Sample Use Guides

In Vivo Use Guide
1-2 tablets (500-1000 mg), every 4 hours.
Route of Administration: Oral
In Vitro Use Guide
Sources: DOI: 10.1056/NEJM194404272301703
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.
Name Type Language
PHTHALYLSULFATHIAZOLE
EP   INN   MART.   MI   WHO-DD  
INN  
Official 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
NSC-66454
Code English
Classification Tree Code System Code
WHO-VATC QA07AB92
Created by admin on Fri Dec 15 15:16:12 UTC 2023 , Edited by admin on Fri Dec 15 15:16:12 UTC 2023
WHO-VATC QA07AB02
Created by admin on Fri Dec 15 15:16:12 UTC 2023 , Edited by admin on Fri Dec 15 15:16:12 UTC 2023
WHO-ATC A07AB02
Created by admin on Fri Dec 15 15:16:12 UTC 2023 , Edited by admin on Fri Dec 15 15:16:12 UTC 2023
NCI_THESAURUS C29739
Created by admin on Fri Dec 15 15:16:12 UTC 2023 , Edited by admin on Fri Dec 15 15:16:12 UTC 2023
Code System Code Type Description
EPA CompTox
DTXSID8023470
Created by admin on Fri Dec 15 15:16:12 UTC 2023 , Edited by admin on Fri Dec 15 15:16:12 UTC 2023
PRIMARY
ECHA (EC/EINECS)
201-627-4
Created by admin on Fri Dec 15 15:16:12 UTC 2023 , Edited by admin on Fri Dec 15 15:16:12 UTC 2023
PRIMARY
WIKIPEDIA
PHTHALYLSULFATHIAZOLE
Created by admin on Fri Dec 15 15:16:12 UTC 2023 , Edited by admin on Fri Dec 15 15:16:12 UTC 2023
PRIMARY
NCI_THESAURUS
C80790
Created by admin on Fri Dec 15 15:16:12 UTC 2023 , Edited by admin on Fri Dec 15 15:16:12 UTC 2023
PRIMARY
FDA UNII
6875L5852V
Created by admin on Fri Dec 15 15:16:12 UTC 2023 , Edited by admin on Fri Dec 15 15:16:12 UTC 2023
PRIMARY
INN
4175
Created by admin on Fri Dec 15 15:16:12 UTC 2023 , Edited by admin on Fri Dec 15 15:16:12 UTC 2023
PRIMARY
DRUG CENTRAL
2158
Created by admin on Fri Dec 15 15:16:12 UTC 2023 , Edited by admin on Fri Dec 15 15:16:12 UTC 2023
PRIMARY
SMS_ID
100000088400
Created by admin on Fri Dec 15 15:16:12 UTC 2023 , Edited by admin on Fri Dec 15 15:16:12 UTC 2023
PRIMARY
NSC
66454
Created by admin on Fri Dec 15 15:16:12 UTC 2023 , Edited by admin on Fri Dec 15 15:16:12 UTC 2023
PRIMARY
MERCK INDEX
m8759
Created by admin on Fri Dec 15 15:16:12 UTC 2023 , Edited by admin on Fri Dec 15 15:16:12 UTC 2023
PRIMARY Merck Index
MESH
C100300
Created by admin on Fri Dec 15 15:16:12 UTC 2023 , Edited by admin on Fri Dec 15 15:16:12 UTC 2023
PRIMARY
CAS
85-73-4
Created by admin on Fri Dec 15 15:16:12 UTC 2023 , Edited by admin on Fri Dec 15 15:16:12 UTC 2023
PRIMARY
CHEBI
9336
Created by admin on Fri Dec 15 15:16:12 UTC 2023 , Edited by admin on Fri Dec 15 15:16:12 UTC 2023
PRIMARY
PUBCHEM
4806
Created by admin on Fri Dec 15 15:16:12 UTC 2023 , Edited by admin on Fri Dec 15 15:16:12 UTC 2023
PRIMARY
NSC
683525
Created by admin on Fri Dec 15 15:16:12 UTC 2023 , Edited by admin on Fri Dec 15 15:16:12 UTC 2023
PRIMARY
ChEMBL
CHEMBL1524273
Created by admin on Fri Dec 15 15:16:12 UTC 2023 , Edited by admin on Fri Dec 15 15:16:12 UTC 2023
PRIMARY
DRUG BANK
DB13248
Created by admin on Fri Dec 15 15:16:12 UTC 2023 , Edited by admin on Fri Dec 15 15:16:12 UTC 2023
PRIMARY
RXCUI
33632
Created by admin on Fri Dec 15 15:16:12 UTC 2023 , Edited by admin on Fri Dec 15 15:16:12 UTC 2023
PRIMARY RxNorm
EVMPD
SUB09799MIG
Created by admin on Fri Dec 15 15:16:12 UTC 2023 , Edited by admin on Fri Dec 15 15:16:12 UTC 2023
PRIMARY
NIH
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