U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ACHIRAL
Molecular Formula C23H23N2S2.I
Molecular Weight 518.477
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 3
Charge 0

SHOW SMILES / InChI
Structure of DITHIAZANINE IODIDE

SMILES

[I-].CCN1C(SC2=C1C=CC=C2)=CC=CC=CC3=[N+](CC)C4=C(S3)C=CC=C4

InChI

InChIKey=MNQDKWZEUULFPX-UHFFFAOYSA-M
InChI=1S/C23H23N2S2.HI/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;1H/q+1;/p-1

HIDE SMILES / InChI

Molecular Formula HI
Molecular Weight 127.9124
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Molecular Formula C23H23N2S2
Molecular Weight 391.572
Charge 1
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 3
Optical Activity NONE

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
[In Vitro Activities Of Various Drugs Against Adult Worms Of Clonorchis Sinensis].
1980 Dec
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.
Substance Class Chemical
Created
by admin
on Sat Dec 16 16:54:55 UTC 2023
Edited
by admin
on Sat Dec 16 16:54:55 UTC 2023
Record UNII
8OEC3RA07X
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
DITHIAZANINE IODIDE
GREEN BOOK   HSDB   INN   MART.   MI   WHO-DD  
INN  
Official Name English
DITHIAZANINE IODIDE [GREEN BOOK]
Common Name English
NSC-221154
Code English
DITHIAZANINE IODIDE [HSDB]
Common Name English
DITHIAZANINE IODIDE [MI]
Common Name English
3-ETHYL-2-(5-(3-ETHYL-2-BENZOTHIAZOLINYLIDENE)-1,3-PENTADIENYL)BENZOTHIAZOLIUM IODIDE
Systematic Name English
Dithiazanine iodide [WHO-DD]
Common Name English
dithiazanine iodide [INN]
Common Name English
ABMINTHIC
Common Name English
DITHIAZANINE IODIDE [MART.]
Common Name English
Classification Tree Code System Code
CFR 21 CFR 520.763C
Created by admin on Sat Dec 16 16:54:55 UTC 2023 , Edited by admin on Sat Dec 16 16:54:55 UTC 2023
NCI_THESAURUS C250
Created by admin on Sat Dec 16 16:54:55 UTC 2023 , Edited by admin on Sat Dec 16 16:54:55 UTC 2023
Code System Code Type Description
HSDB
6390
Created by admin on Sat Dec 16 16:54:55 UTC 2023 , Edited by admin on Sat Dec 16 16:54:55 UTC 2023
PRIMARY
NCI_THESAURUS
C75216
Created by admin on Sat Dec 16 16:54:55 UTC 2023 , Edited by admin on Sat Dec 16 16:54:55 UTC 2023
PRIMARY
PUBCHEM
10578
Created by admin on Sat Dec 16 16:54:55 UTC 2023 , Edited by admin on Sat Dec 16 16:54:55 UTC 2023
PRIMARY
CHEBI
228275
Created by admin on Sat Dec 16 16:54:55 UTC 2023 , Edited by admin on Sat Dec 16 16:54:55 UTC 2023
PRIMARY
EVMPD
SUB06331MIG
Created by admin on Sat Dec 16 16:54:55 UTC 2023 , Edited by admin on Sat Dec 16 16:54:55 UTC 2023
PRIMARY
SMS_ID
100000081838
Created by admin on Sat Dec 16 16:54:55 UTC 2023 , Edited by admin on Sat Dec 16 16:54:55 UTC 2023
PRIMARY
ECHA (EC/EINECS)
208-186-7
Created by admin on Sat Dec 16 16:54:55 UTC 2023 , Edited by admin on Sat Dec 16 16:54:55 UTC 2023
PRIMARY
FDA UNII
8OEC3RA07X
Created by admin on Sat Dec 16 16:54:55 UTC 2023 , Edited by admin on Sat Dec 16 16:54:55 UTC 2023
PRIMARY
INN
768
Created by admin on Sat Dec 16 16:54:55 UTC 2023 , Edited by admin on Sat Dec 16 16:54:55 UTC 2023
PRIMARY
CAS
514-73-8
Created by admin on Sat Dec 16 16:54:55 UTC 2023 , Edited by admin on Sat Dec 16 16:54:55 UTC 2023
PRIMARY
ChEMBL
CHEMBL1185568
Created by admin on Sat Dec 16 16:54:55 UTC 2023 , Edited by admin on Sat Dec 16 16:54:55 UTC 2023
PRIMARY
NSC
221154
Created by admin on Sat Dec 16 16:54:55 UTC 2023 , Edited by admin on Sat Dec 16 16:54:55 UTC 2023
PRIMARY
WIKIPEDIA
Dithiazanine iodide
Created by admin on Sat Dec 16 16:54:55 UTC 2023 , Edited by admin on Sat Dec 16 16:54:55 UTC 2023
PRIMARY
MERCK INDEX
m4682
Created by admin on Sat Dec 16 16:54:55 UTC 2023 , Edited by admin on Sat Dec 16 16:54:55 UTC 2023
PRIMARY Merck Index
DRUG BANK
DBSALT001680
Created by admin on Sat Dec 16 16:54:55 UTC 2023 , Edited by admin on Sat Dec 16 16:54:55 UTC 2023
PRIMARY
EPA CompTox
DTXSID8022955
Created by admin on Sat Dec 16 16:54:55 UTC 2023 , Edited by admin on Sat Dec 16 16:54:55 UTC 2023
PRIMARY
Related Record Type Details
PARENT -> SALT/SOLVATE
Related Record Type Details
ACTIVE MOIETY