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Clorsulon

Names

[ CAS No. ]:
60200-06-8

[ Name ]:
Clorsulon

[Synonym ]:
Clorsulon [Spanish]
UNII-EG1ZDO6LRD
EINECS 262-100-2
Clorsulonum [Latin]
4-amino-6-trichlorovinyl-1,3-benzenedisulfonamide
4-Amino-6-(trichlorovinyl)benzene-1,3-disulfonamide
Ivomec-F
4-amino-6-(trichloroethenyl)benzene-1,3-disulfonamide
MFCD00072006
Clorsulone [French]
Clorsulon
1,3-Benzenedisulfonamide, 4-amino-6-(1,2,2-trichloroethenyl)-
Curatrem
4-amino-6-trichloroethenyl-1,3-benzenedisulfonamide
4-Amino-6-(trichlorethenyl)-1,3-benzoldisulfonamid
MK-401
4-Amino-6-(trichlorovinyl)-1,3-benzenedisulfonamide

Biological Activity

[Description]:

Clorsulon is used in the treatment of Fasciola hepatica infections in calves and sheep.Target: AntiparasiticClorsulon is a competitive inhibitor of both 3-phosphoglycorate and ATP and had a Ki of 0.29 mM, inhibits glucose utilization and acetate and propionate formation by mature Fasciola hepatica in vitro. [1] Clorsulon (a single dose of 15 mg/kg) is effective in removing over 90% of immature Fasciola hepatica from sheep (6 weeks after infection) and calves (8 weeks after infection). A 2.5 mg/kg dose removed over 90% of mature (16 weeks old) liver fluke from sheep [1]. Clorsulon causes severe disruption to the tegument and gut of Fasciola hepatica after in vivo incubation [2].

[Related Catalog]:

Signaling Pathways >> Anti-infection >> Parasite
Research Areas >> Infection

[References]

[1]. Mrozik, H., et al., 4-amino-6-(trichloroethenyl)-1,3-benzenedisulfonamide, a new, potent fasciolicide. J Med Chem, 1977. 20(9): p. 1225-7.

[2]. Meaney, M., et al., Transmission electron microscope study of the ultrastructural changes induced in the tegument and gut of Fasciola hepatica following in vivo drug treatment with clorsulon. Parasitol Res, 2004. 92(3): p. 232-41.


[Related Small Molecules]

Hydroxychloroquine sulfate | Metronidazole | Emetine dihydrochloride hydrate | Ivermectin | Artemisinin | Levamisole (hydrochloride) | Fluralaner | RRx-001 | Avermectin | Quinidine | Bithionol | Flubendazole | Mebendazole | SQ109 | Artemether

Chemical & Physical Properties

[ Density]:
1.8±0.1 g/cm3

[ Boiling Point ]:
651.7±65.0 °C at 760 mmHg

[ Melting Point ]:
194-203°C

[ Molecular Formula ]:
C8H8Cl3N3O4S2

[ Molecular Weight ]:
380.656

[ Flash Point ]:
348.0±34.3 °C

[ Exact Mass ]:
378.902191

[ PSA ]:
163.10000

[ LogP ]:
1.04

[ Vapour Pressure ]:
0.0±2.0 mmHg at 25°C

[ Index of Refraction ]:
1.665

[ Storage condition ]:
0-6°C

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
CZ9090000
CHEMICAL NAME :
1,3-Benzenedisulfonamide, 4-amino-6-(trichloroethenyl)-
CAS REGISTRY NUMBER :
60200-06-8
LAST UPDATED :
199612
DATA ITEMS CITED :
3
MOLECULAR FORMULA :
C8-H8-Cl3-N3-O4-S2
MOLECULAR WEIGHT :
380.66

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD - Lethal dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
>10 gm/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
BVJOA9 British Veterinary Journal. (Bailliere Tindall, 33 The Avenue, Eastbourne BN21 3UN, UK) V.105- 1949- Volume(issue)/page/year: 133,211,1977
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
>10 gm/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
BVJOA9 British Veterinary Journal. (Bailliere Tindall, 33 The Avenue, Eastbourne BN21 3UN, UK) V.105- 1949- Volume(issue)/page/year: 133,211,1977
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
761 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
BVJOA9 British Veterinary Journal. (Bailliere Tindall, 33 The Avenue, Eastbourne BN21 3UN, UK) V.105- 1949- Volume(issue)/page/year: 133,211,1977

Safety Information

[ Personal Protective Equipment ]:
Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter

[ RIDADR ]:
NONH for all modes of transport

[ RTECS ]:
CZ9090000

[ HS Code ]:
2935009090

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2935009090

[ Summary ]:
2935009090 other sulphonamides VAT:17.0% Tax rebate rate:9.0% Supervision conditions:none MFN tariff:6.5% General tariff:35.0%

Articles

Efficacy of an anthelmintic combination in sheep infected with Fasciola hepatica resistant to albendazole and clorsulon.

Exp. Parasitol. 136 , 59-62, (2014)

In the current study, we identified five sheep flocks with fasciolosis in the province of León (northwestern Spain) in order to determine the anthelmintic resistance status to three commonly used anth...

Intraspecific mitochondrial DNA variation of Fasciola hepatica eggs from sheep with different level of anthelmintic resistance.

Parasitol. Res. 113(7) , 2733-41, (2014)

In the current study, Fasciola hepatica strains of sheep with different degrees of resistance to anthelmintics were analyzed by sequencing the cytochrome C oxidase (COX1) and the NADH dehydrogenase (N...

Efficacy of an injectable combination anthelmintic (nitroxynil+clorsulon+ivermectin) against early immature Fasciola hepatica compared to triclabendazole combination flukicides given orally or topically to cattle.

Vet. Parasitol. 162(3-4) , 278-84, (2009)

The objective was to compare the efficacy against artificially induced 2- and 4-week old early immature triclabendazole-susceptible liver flukes (Fasciola hepatica) of an injectable combination of nit...


More Articles

Related Compounds

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