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Details

Stereochemistry ACHIRAL
Molecular Formula C23H23N2S2
Molecular Weight 391.5751
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 3
Charge 1

SHOW SMILES / InChI
Structure of DITHIAZANINE

SMILES

CCN1c2ccccc2SC1=CC=CC=Cc3[n+](CC)c4ccccc4s3

InChI

InChIKey=FYXWDSGGZAMYFZ-UHFFFAOYSA-N
InChI=1S/C23H23N2S2/c1-3-24-18-12-8-10-14-20(18)26-22(24)16-6-5-7-17-23-25(4-2)19-13-9-11-15-21(19)27-23/h5-17H,3-4H2,1-2H3/q+1

HIDE SMILES / InChI
Dithiazanine, 3-ethyl-2-[5-(3-ethyl-2-benzothiazolinylidene)-l, 3- pentadienyl] benzothiazolium iodide, is an old effective broad-spectrum human anthelmintic. In proper dosage, this polyvermicide is therapeutic for trichuriasis, strongyloidiasis, ascariasis, and enterobiasis. The drug also has significant anthelmintic activity against human hookworm, Necator americanus. It fulfills a need for an effective therapeutic for trichuriasis and strongyloidiasis. Dithiazanine is useful for the treatment of patients with either single or multiple intestinal helminth infections. It is effective for mass therapy for trichuriasis. Nowdays Dithiazanine is used only as a veterinary anthelmintic for dogs. It has being proved to be a highly toxic chemical, with a lethal dose for humans of about 4–16 mg/kg by oral ingestion.

Approval Year

TargetsConditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Curative
Dithiazanine iodide

Approved Use

Use for treating dogs for large roundworms, hookworms, whipworms, and strongyloides
Curative
Delvex

Approved Use

Helminth (worm) infections
Doses

Doses

DosePopulationAdverse events​
300 mg 3 times / day multiple, oral
Highest studied dose
Dose: 300 mg, 3 times / day
Route: oral
Route: multiple
Dose: 300 mg, 3 times / day
Sources:
unhealthy
n = 73
Health Status: unhealthy
Condition: Helminthiasis
Sex: M+F
Population Size: 73
Sources:
Disc. AE: Nausea...
AEs leading to
discontinuation/dose reduction:
Nausea (1.37%)
Sources:
200 mg 3 times / day multiple, oral
Studied dose
Dose: 200 mg, 3 times / day
Route: oral
Route: multiple
Dose: 200 mg, 3 times / day
Sources:
unhealthy
n = 35
Health Status: unhealthy
Condition: Helminthiasis
Population Size: 35
Sources:
Disc. AE: Vomiting...
AEs leading to
discontinuation/dose reduction:
Vomiting (severe, 11.43%)
Sources:
AEs

AEs

AESignificanceDosePopulation
Nausea 1.37%
Disc. AE
300 mg 3 times / day multiple, oral
Highest studied dose
Dose: 300 mg, 3 times / day
Route: oral
Route: multiple
Dose: 300 mg, 3 times / day
Sources:
unhealthy
n = 73
Health Status: unhealthy
Condition: Helminthiasis
Sex: M+F
Population Size: 73
Sources:
Vomiting severe, 11.43%
Disc. AE
200 mg 3 times / day multiple, oral
Studied dose
Dose: 200 mg, 3 times / day
Route: oral
Route: multiple
Dose: 200 mg, 3 times / day
Sources:
unhealthy
n = 35
Health Status: unhealthy
Condition: Helminthiasis
Population Size: 35
Sources:
PubMed

PubMed

TitleDatePubMed
Dithiazanine, an effective broad-spectrum anthelmintic; results of therapy of trichuriasis, strongyloidiasis, enterobiasis, ascariasis, and hookworm infection.
1957 Dec 21
[In Vitro Activities Of Various Drugs Against Adult Worms Of Clonorchis Sinensis]
1980 Dec
The effect of non-immune stresses on the development of Strongyloides ratti.
2005 Sep
Highly penetrative, drug-loaded nanocarriers improve treatment of glioblastoma.
2013 Jul 16
Patents

Patents

Sample Use Guides

Trichuriasis in 164 patients was treated with doses of 200 mg. thrice daily; this dosage, continued for five days, cured 97% of the patients. Ascariasis was treated in 42 persons with up to 600 mg. daily in divided doses. There was a 97% reduction in the egg-count of these patients, and 28 of them showed complete elimination of the infection. Strongyloidiasis was eliminated in 16 out of a group of 18 patients treated for 5 to 21 days. Enterobiasis was treated in 35 boys under conditions showing that 100 mg. of dithiazanine thrice daily for five days sufficed for cure in all cases.
Route of Administration: Oral
Moderate in vitro activity against adult worms of Clororchis sinensis was observed in the concentrations of 1.0 and 0.1 ug/ml of gentian dithiazanine.
Name Type Language
DITHIAZANINE
WHO-DD  
Common Name English
DITHIAZANINE [WHO-DD]
Common Name English
DITHIAZANINE ION
Common Name English
3-ETHYL-2-(5-(3-ETHYL-2-BENZOTHIAZOLINYLIDENE)-1,3-PENTADIENYL)BENZOTHIAZOLIUM
Systematic Name English
DITHIAZANINE CATION
Common Name English
Classification Tree Code System Code
CFR 21 CFR 520.763B
Created by admin on Sat Jun 26 13:02:46 UTC 2021 , Edited by admin on Sat Jun 26 13:02:46 UTC 2021
NCI_THESAURUS C250
Created by admin on Sat Jun 26 13:02:46 UTC 2021 , Edited by admin on Sat Jun 26 13:02:46 UTC 2021
CFR 21 CFR 520.763A
Created by admin on Sat Jun 26 13:02:46 UTC 2021 , Edited by admin on Sat Jun 26 13:02:46 UTC 2021
CFR 21 CFR 520.763
Created by admin on Sat Jun 26 13:02:46 UTC 2021 , Edited by admin on Sat Jun 26 13:02:46 UTC 2021
Code System Code Type Description
EVMPD
SUB13638MIG
Created by admin on Sat Jun 26 13:02:46 UTC 2021 , Edited by admin on Sat Jun 26 13:02:46 UTC 2021
PRIMARY
DRUG CENTRAL
930
Created by admin on Sat Jun 26 13:02:46 UTC 2021 , Edited by admin on Sat Jun 26 13:02:46 UTC 2021
PRIMARY
FDA UNII
5L7E7IY5EH
Created by admin on Sat Jun 26 13:02:46 UTC 2021 , Edited by admin on Sat Jun 26 13:02:46 UTC 2021
PRIMARY
MESH
D004225
Created by admin on Sat Jun 26 13:02:46 UTC 2021 , Edited by admin on Sat Jun 26 13:02:46 UTC 2021
PRIMARY
CAS
7187-55-5
Created by admin on Sat Jun 26 13:02:46 UTC 2021 , Edited by admin on Sat Jun 26 13:02:46 UTC 2021
PRIMARY
ChEMBL
CHEMBL1185568
Created by admin on Sat Jun 26 13:02:46 UTC 2021 , Edited by admin on Sat Jun 26 13:02:46 UTC 2021
PRIMARY
PUBCHEM
10579
Created by admin on Sat Jun 26 13:02:46 UTC 2021 , Edited by admin on Sat Jun 26 13:02:46 UTC 2021
PRIMARY
EPA CompTox
7187-55-5
Created by admin on Sat Jun 26 13:02:46 UTC 2021 , Edited by admin on Sat Jun 26 13:02:46 UTC 2021
PRIMARY
NCI_THESAURUS
C72743
Created by admin on Sat Jun 26 13:02:46 UTC 2021 , Edited by admin on Sat Jun 26 13:02:46 UTC 2021
PRIMARY
DRUG BANK
DB11516
Created by admin on Sat Jun 26 13:02:46 UTC 2021 , Edited by admin on Sat Jun 26 13:02:46 UTC 2021
PRIMARY