NAV

Clorsulon

This drug entry is a stub and has not been fully annotated. It is scheduled to be annotated soon.

Identification

Generic Name
Clorsulon
DrugBank Accession Number
DB11389
Background

Not Available

Type
Small Molecule
Groups
Vet approved
Structure
3D
Similar Structures
Weight
Average: 380.64
Monoisotopic: 378.9021812
Chemical Formula
C8H8Cl3N3O4S2
Synonyms
  • Clorsulon
External IDs
  • MK-401
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Pharmacology

Indication

Not Available

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Contraindications & Blackbox Warnings
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Pharmacodynamics

Not Available

Mechanism of action
Not Available
Absorption

Not Available

Volume of distribution

Not Available

Protein binding

Not Available

Metabolism
Not Available
Route of elimination

Not Available

Half-life

Not Available

Clearance

Not Available

Adverse Effects
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Toxicity

Not Available

Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
This information should not be interpreted without the help of a healthcare provider. If you believe you are experiencing an interaction, contact a healthcare provider immediately. The absence of an interaction does not necessarily mean no interactions exist.
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AcarboseThe therapeutic efficacy of Acarbose can be increased when used in combination with Clorsulon.
AcetohexamideThe therapeutic efficacy of Acetohexamide can be increased when used in combination with Clorsulon.
AlbiglutideThe therapeutic efficacy of Albiglutide can be increased when used in combination with Clorsulon.
AlogliptinThe therapeutic efficacy of Alogliptin can be increased when used in combination with Clorsulon.
BenzylpenicillinClorsulon may decrease the excretion rate of Benzylpenicillin which could result in a higher serum level.
Food Interactions
Not Available

Products

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International/Other Brands
Curatrem

Categories

Drug Categories
Chemical TaxonomyProvided by Classyfire
Description
This compound belongs to the class of organic compounds known as aminobenzenesulfonamides. These are organic compounds containing a benzenesulfonamide moiety with an amine group attached to the benzene ring.
Kingdom
Organic compounds
Super Class
Benzenoids
Class
Benzene and substituted derivatives
Sub Class
Benzenesulfonamides
Direct Parent
Aminobenzenesulfonamides
Alternative Parents
Benzenesulfonyl compounds / Aniline and substituted anilines / Organosulfonamides / Aminosulfonyl compounds / Vinyl chlorides / Chloroalkenes / Primary amines / Organopnictogen compounds / Organochlorides / Organic oxides
show 1 more
Substituents
Amine / Aminobenzenesulfonamide / Aminosulfonyl compound / Aniline or substituted anilines / Aromatic homomonocyclic compound / Benzenesulfonyl group / Chloroalkene / Haloalkene / Hydrocarbon derivative / Organic nitrogen compound
show 14 more
Molecular Framework
Aromatic homomonocyclic compounds
External Descriptors
Not Available
Affected organisms
Not Available

Chemical Identifiers

UNII
EG1ZDO6LRD
CAS number
60200-06-8
InChI Key
QOVTVIYTBRHADL-UHFFFAOYSA-N
InChI
InChI=1S/C8H8Cl3N3O4S2/c9-7(8(10)11)3-1-4(12)6(20(14,17)18)2-5(3)19(13,15)16/h1-2H,12H2,(H2,13,15,16)(H2,14,17,18)
IUPAC Name
4-amino-6-(1,2,2-trichloroethenyl)benzene-1,3-disulfonamide
SMILES
NC1=C(C=C(C(=C1)C(Cl)=C(Cl)Cl)S(N)(=O)=O)S(N)(=O)=O

References

General References
  1. Foreyt WJ, Gorham JR: Ineffectiveness of clorsulon against Nanophyetus salmincola in coyotes. J Am Vet Med Assoc. 1986 Nov 1;189(9):1101-2. [Article]
  2. Conboy GA, Stromberg BE, Schlotthauer JC: Efficacy of clorsulon against Fascioloides magna infection in sheep. J Am Vet Med Assoc. 1988 Apr 1;192(7):910-2. [Article]
  3. Sundlof SF, Bliss EL, Greiner EC, Tran TQ, Wertenberger MA: Efficacy of clorsulon for the treatment of experimentally induced infections of Fasciola hepatica in goats. Am J Vet Res. 1991 Jan;52(1):111-4. [Article]
  4. Foreyt WJ: Evaluation of clorsulon against immature Fascioloides magna in cattle and sheep. Am J Vet Res. 1988 Jul;49(7):1004-6. [Article]
  5. Rehbein S, Visser M: Efficacy of an injectable ivermectin/clorsulon combination against Fasciola hepatica in sheep. Vet Rec. 1999 Oct 16;145(16):468. [Article]
  6. Sundlof SF, Whitlock TW: Clorsulon pharmacokinetics in sheep and goats following oral and intravenous administration. J Vet Pharmacol Ther. 1992 Sep;15(3):282-91. [Article]
  7. Fetterer RH, Rew RS, Gasbarre LC, Ostlind DA: Prophylactic efficacy of clorsulon against Fasciola hepatica in calves and sheep. Vet Parasitol. 1985 Jun;18(1):21-7. [Article]
  8. Richter D, Richter J, Gruner B, Kranz K, Franz J, Kern P: In vitro efficacy of triclabendazole and clorsulon against the larval stage of Echinococcus multilocularis. Parasitol Res. 2013 Apr;112(4):1655-60. doi: 10.1007/s00436-013-3321-7. Epub 2013 Feb 28. [Article]
  9. Kilgore RL, Williams ML, Benz GW, Gross SJ: Comparative efficacy of clorsulon and albendazole against Fasciola hepatica in cattle. Am J Vet Res. 1985 Jul;46(7):1553-5. [Article]
  10. Coles GC, Stafford KA: Activity of oxyclozanide, nitroxynil, clorsulon and albendazole against adult triclabendazole-resistant Fasciola hepatica. Vet Rec. 2001 Jun 9;148(23):723-4. [Article]
KEGG Drug
D03565
ChemSpider
39399
RxNav
28303
ChEBI
94811
ChEMBL
CHEMBL1474129
ZINC
ZINC000002001200
PDBe Ligand
7TI
PDB Entries
7plf / 7pri

Clinical Trials

Clinical Trials
PhaseStatusPurposeConditionsCount

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage Forms
Not Available
Prices
Not Available
Patents
Not Available

Properties

State
Not Available
Experimental Properties
Not Available
Predicted Properties
PropertyValueSource
Water Solubility0.086 mg/mLALOGPS
logP1.24ALOGPS
logP0.0015Chemaxon
logS-3.6ALOGPS
pKa (Strongest Acidic)9.61Chemaxon
pKa (Strongest Basic)-0.86Chemaxon
Physiological Charge0Chemaxon
Hydrogen Acceptor Count5Chemaxon
Hydrogen Donor Count3Chemaxon
Polar Surface Area146.34 Å2Chemaxon
Rotatable Bond Count3Chemaxon
Refractivity89.88 m3·mol-1Chemaxon
Polarizability31.03 Å3Chemaxon
Number of Rings1Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
Not Available

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-004i-0009000000-5f03b0ff27ed15a4825e
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-004i-0009000000-37098d38f617c03f6bdf
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-004i-1009000000-56ffb91b32571d4571b1
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-01t9-0009000000-c617c1b5cf85a854bb72
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-0f95-3961000000-dcb742c7263676cfb492
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-004i-9000000000-0ee623c98895e5d7015a
Predicted 1H NMR Spectrum1D NMRNot Applicable
Predicted 13C NMR Spectrum1D NMRNot Applicable
Chromatographic Properties
Collision Cross Sections (CCS)
AdductCCS Value (Å2)Source typeSource
[M-H]-174.6024
predicted
DeepCCS 1.0 (2019)
[M+H]+176.9604
predicted
DeepCCS 1.0 (2019)
[M+Na]+183.67111
predicted
DeepCCS 1.0 (2019)

Drug created at February 25, 2016 18:20 / Updated at February 21, 2021 18:53