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Details

Stereochemistry ACHIRAL
Molecular Formula C7H8ClNO2S
Molecular Weight 205.662
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of TOSYLCHLORAMIDE

SMILES

CC1=CC=C(C=C1)S(=O)(=O)NCl

InChI

InChIKey=NXTVQNIVUKXOIL-UHFFFAOYSA-N
InChI=1S/C7H8ClNO2S/c1-6-2-4-7(5-3-6)12(10,11)9-8/h2-5,9H,1H3

HIDE SMILES / InChI

Molecular Formula C7H8ClNO2S
Molecular Weight 205.662
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Tosylchloramide or N-chloro tosylamide, sodium salt, sold as chloramine-T, is an investigational animal drug used in the aquaculture industry and also is a very effective odor control compound. It has other applications that include: algaecide, bactericide, germicide, parasite control, and for drinking water disinfection. It is also highly effective against bacteria, viruses, and spores. In the aquaculture and aquafarming industries, Chloramine -T (Tosylchloramide Sodium Salt) is used to treat external bacterial infections in salmonid fish such as koi, salmon, trout, and whitefish. In the personal care industry, it is used in hydrotherapy treatments to revitalize, maintain, and restore health. Hydrotherapeutic applications include whirlpools, saunas, steam baths, foot baths, and sitz baths. Chloramine-T is also used for disinfection in saunas, solariums, gyms, sport centres, kitchens, sanitary facilities, and air conditioning units. As an anti-microbial agent,Chloramine-T (Tosylchloramide Sodium Salt) it has had widespread use in a broad range of practices, including medical, dental, verterinary food processing and agricultural. It also has been used in direct contact with tissues because it has a low degree of cytotoxicity. Within the United States of America, the use of Chloramine-T is more restricted. Disifin (Tosylchloramide) destroys DNA and thereby prevents microbes from. DISIFIN® Tablets are effective against a whole series of microorganisms, including grampositive and gram-negative bacteria, enveloped and non-en reproducing.

Approval Year

TargetsConditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Tosylchloramide sodium

Approved Use

The proposed indication for horses is skin desinfection, especially treatment of phlegmone (cellulitis).
Overview

Overview

CYP3A4CYP2C9CYP2D6hERG

OverviewOther

Other InhibitorOther SubstrateOther Inducer
Tox targets

Tox targets

Sourcing

Sourcing

Vendor/AggregatorIDURL
PubMed

PubMed

TitleDatePubMed
Disifin (sodium tosylchloramide) and Toll-like receptors (TLRs): evolving importance in health and diseases.
2007 Dec
Induction of cytochrome P450-dependent mixed function oxidase activities and peroxisome proliferation by chloramine-T in male rat liver.
2017 Aug
Patents

Sample Use Guides

Rats were treated orally with chloramine-T at doses of 1.25, 2.50, 5 and 10 mg/kg body weight (bw)/day for 6 days. The activities of CYP2E1, CYP1A1/2 CYP2B1/2, CYP3A4 and CYP4A1/2 enzymes significantly increased after treatment with 2.50, 5 and 10 mg/kg bw/day, in a dose-dependent manner as compared to control. This effect was not observed after chloramine-T treatment at dose of 1.25 mg/kg bw/day.
Route of Administration: Oral
In Vitro Use Guide
Curator's Comment: In vitro study of various concentrations and exposure times to preparations containing human fibroblasts or 1.5 x 10 colony forming units per milliliter (CFU/mL) of 3 gram-positive bacteria-Staphylococcus aureus, methicillin-resistant S aureus, and vancomycin-resistant Enterococcus faecalis-and 2 gram-negative bacteria-Escherichia coli and Pseudomonas aeruginosa-with and without fetal bovine serum present.
Gram-positive growth is reduced by 95% to 100% after tosylchloramide treatment, regardless of dose, with or without serum. E coli (gram-negative; with/without serum) is reduced 94% to 100% at antiseptic concentrations of 300 and 400 ppm. At 200 ppm, E coli growth is fully inhibited without serum present and by 50% with serum. At 100 and 200 ppm, cell viability remains greater than 90% under all experimental conditions. A 300-ppm, 3-minute exposure to tosylchloramide results in cell viability of up to 70%, with longer exposures producing lower viabilities. In vitro, chloramine-T at 200 ppm for 5 to 20 minutes was effective against 3 virulent gram-positive bacteria without fibroblast damage. At 300 ppm and 3 and 5 minutes, 30% of fibroblasts were damaged and 95% to 100 % of E coli were inhibited, respectively.
Substance Class Chemical
Created
by admin
on Sat Dec 16 03:28:43 UTC 2023
Edited
by admin
on Sat Dec 16 03:28:43 UTC 2023
Record UNII
UF17KA8AC5
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
TOSYLCHLORAMIDE
WHO-DD  
Systematic Name English
N-CHLORO-4-METHYL-BENZENESULFONAMIDE
Systematic Name English
N-CHLORO-P-TOLUENESULFONAMIDE
Common Name English
Tosylchloramide [WHO-DD]
Common Name English
Classification Tree Code System Code
WHO-VATC QP53AB04
Created by admin on Sat Dec 16 03:28:43 UTC 2023 , Edited by admin on Sat Dec 16 03:28:43 UTC 2023
Code System Code Type Description
EPA CompTox
DTXSID9047627
Created by admin on Sat Dec 16 03:28:43 UTC 2023 , Edited by admin on Sat Dec 16 03:28:43 UTC 2023
PRIMARY
FDA UNII
UF17KA8AC5
Created by admin on Sat Dec 16 03:28:43 UTC 2023 , Edited by admin on Sat Dec 16 03:28:43 UTC 2023
PRIMARY
PUBCHEM
31388
Created by admin on Sat Dec 16 03:28:43 UTC 2023 , Edited by admin on Sat Dec 16 03:28:43 UTC 2023
PRIMARY
CHEBI
53782
Created by admin on Sat Dec 16 03:28:43 UTC 2023 , Edited by admin on Sat Dec 16 03:28:43 UTC 2023
PRIMARY
DRUG BANK
DB14708
Created by admin on Sat Dec 16 03:28:43 UTC 2023 , Edited by admin on Sat Dec 16 03:28:43 UTC 2023
PRIMARY
CAS
144-86-5
Created by admin on Sat Dec 16 03:28:43 UTC 2023 , Edited by admin on Sat Dec 16 03:28:43 UTC 2023
PRIMARY
Related Record Type Details
SALT/SOLVATE -> PARENT
Related Record Type Details
ACTIVE MOIETY