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Clioxanide
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Name

Clioxanide

 EINECS N/A
CAS No. 14437-41-3 Density 2.066g/cm3
PSA 55.40000 LogP 4.79980
Solubility N/A Melting Point 215-216°
Formula C15H10 Cl I2 N O3 Boiling Point 496.8°Cat760mmHg
Molecular Weight 541.511 Flash Point 254.3°C
Transport Information N/A Appearance N/A
Safety Moderately toxic by ingestion and intraperitoneal routes. Used in treatment against parasitic worms. When heated to decomposition it emits very toxic fumes of Cl−, I−, and NOx. Risk Codes N/A
Molecular Structure Molecular Structure of 14437-41-3 (clioxanide) Hazard Symbols N/A
Synonyms

Salicylanilide,4'-chloro-3,5-diiodo-, acetate (ester) (8CI);2-Acetoxy-4'-chloro-3,5-diiodobenzanilide; 4'-Chloro-3,5-diiodosalicylanilideacetate; C.I. 633; Clioxanide; NSC 233846; SYD 230; Tremerad

Article Data 3

Clioxanide Chemical Properties


IUPAC: [2-[(4-chlorophenyl)carbamoyl]-4,6-diiodophenyl] acetate
Molecular Formula: C15H10ClI2NO3
Molecular Weight: 541.506740 g/mol 
Canonical SMILES: CC(=O)OC1=C(C=C(C=C1C(=O)NC2=CC=C(C=C2)Cl)I)I
InChI: InChI=1S/C15H10ClI2NO3/c1-8(20)22-14-12(6-10(17)7-13(14)18)15(21)19-11-4-2-9(16)3-5-11/h2-7H,1H3,(H,19,21)
EINECS: 238-414-0 
XLogP3-AA: 4.4
H-Bond Donor: 1
H-Bond Acceptor: 3
Rotatable Bond Count: 4
Tautomer Count: 2
Exact Mass: 540.843857
MonoIsotopic Mass: 540.843857
Topological Polar Surface Area: 55.4
Heavy Atom Count: 22 
Complexity: 416
Classification Code: Anthelmintic,Drug / Therapeutic Agent 
Index of Refraction: 1.714
Molar Refractivity: 102.87 cm3
Molar Volume: 262 cm3
Polarizability: 40.78×10-24cm3
Surface Tension: 62 dyne/cm
Density: 2.066 g/cm3
Flash Point: 254.3 °C
Enthalpy of Vaporization: 76.46 kJ/mol
Boiling Point: 496.8 °C at 760 mmHg 
Melting Point: 215.5 °C 
log P (octanol-water): 5.280
Atmospheric OH Rate Constant: 3.93E-12 cm3/mol
Vapour Pressure of Clioxanide (CAS NO.14437-41-3): 5.24E-10 mmHg at 25 °C 

Clioxanide Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
domestic animals - goat/sheep LD50 unreported 414mg/kg (414mg/kg) BEHAVIORAL: ATAXIA
LUNGS, THORAX, OR RESPIRATION: ACUTE PULMONARY EDEMA		 Australian Veterinary Journal. Vol. 46, Pg. 297, 1970.
mouse LD50 intraperitoneal 720mg/kg (720mg/kg) BEHAVIORAL: ATAXIA
LUNGS, THORAX, OR RESPIRATION: ACUTE PULMONARY EDEMA		 Australian Veterinary Journal. Vol. 46, Pg. 297, 1970.
mouse LD50 oral > 5gm/kg (5000mg/kg)   Australian Veterinary Journal. Vol. 46, Pg. 297, 1970.
rat LD50 oral > 5gm/kg (5000mg/kg)   Australian Veterinary Journal. Vol. 46, Pg. 297, 1970.

Clioxanide Consensus Reports

Reported in EPA TSCA Inventory.

Clioxanide Safety Profile

Moderately toxic by ingestion and intraperitoneal routes. Used in treatment against parasitic worms. When heated to decomposition Clioxanide (CAS NO.14437-41-3) emits very toxic fumes of Cl−, I−, and NOx.

Clioxanide Specification

 Clioxanide (CAS NO.14437-41-3) can be called 4'-Chloro-3,5-diiodosalicylanilide acetate ; Benzamide, 2-(acetyloxy)-N-(4-chlorophenyl)-3,5-diiodo- ; Salicylanilide, 4'-chloro-3,5-diiodo-, acetate ester ; 2-(4-Chlorphenylcarbamoyl)-4,6-diodphenyl acetat ; 2-Acetoxy-3,5-diiodo-4'-chlorobenzanilide  ; 2-Acetoxy-4'-chloro-3,5-di-iodobenzanilide and so on.

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