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CAS No.: | 22662-39-1 |
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Name: | Rafoxanide |
Article Data: | 9 |
Molecular Structure: | |
Formula: | C19H11Cl2I2NO3 |
Molecular Weight: | 626.016 |
Synonyms: | Salicylanilide,3'-chloro-4'-(p-chlorophenoxy)-3,5-diiodo- (8CI);3,5-Diiodo-3'-chloro-4'-(p-chlorophenoxy)salicylanilide;3,5-Diodo-3'-chloro-4'-(p-chlorophenoxy)salicylanilide;3'-Chloro-4'-(4-chlorophenoxy)-3,5-diiodosalicylanilide;3'-Chloro-4'-(p-chlorophenoxy)-3,5-diiodosalicylanilide;Disalan;NSC 355278;Ranide;Benzamide,N-[3-chloro-4-(4-chlorophenoxy)phenyl]-2-hydroxy-3,5-diiodo-; |
EINECS: | 245-148-9 |
Density: | 2.05 g/cm3 |
Melting Point: | 169ºC |
Boiling Point: | 526.6 °C at 760 mmHg |
Flash Point: | 272.3 °C |
Appearance: | COA |
PSA: | 58.56000 |
LogP: | 7.02580 |
rafoxanide
Conditions | Yield |
---|---|
at 20 - 40℃; for 1h; | 92.1% |
3,4-dichloronitrobenzene
rafoxanide
Conditions | Yield |
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Multi-step reaction with 3 steps 1.1: potassium hydroxide / N,N-dimethyl-formamide / 0.33 h / 35 °C 1.2: 5 h / Reflux 2.1: hydrogen; palladium 10% on activated carbon / ethyl acetate / 2 h / 55 °C / 150.01 Torr / Inert atmosphere 3.1: 1 h / 20 - 40 °C View Scheme |
rafoxanide
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: hydrogen; palladium 10% on activated carbon / ethyl acetate / 2 h / 55 °C / 150.01 Torr / Inert atmosphere 2: 1 h / 20 - 40 °C View Scheme |
3-chloro-4-(4-chlorophenoxy)-benzenamine
3,5-diiodosalicylic acid
rafoxanide
Conditions | Yield |
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With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 14h; |
rafoxanide
Conditions | Yield |
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Stage #1: rafoxanide With tris(pentafluorophenyl)borate; methylphenylsilane In toluene at 27 - 50℃; for 25h; Inert atmosphere; Sealed tube; Stage #2: With tetrabutyl ammonium fluoride In toluene at 0 - 27℃; for 1h; Inert atmosphere; Sealed tube; chemoselective reaction; | 93% |
rafoxanide
Conditions | Yield |
---|---|
With 1,1'-carbonyldiimidazole In dimethyl sulfoxide at 20 - 22℃; for 0.5h; Cooling with ice; | 58% |
rafoxanide
Conditions | Yield |
---|---|
Stage #1: rafoxanide With triethylamine In acetonitrile at 20℃; for 0.166667h; Stage #2: With 1-(fluorosulfuryl)-2,3-dimethyl-1H-imidazol-3-ium trifluoromethanesulfonate In acetonitrile for 1h; Inert atmosphere; | 56% |
Stage #1: rafoxanide With triethylamine In acetonitrile at 20℃; for 0.166667h; Stage #2: With 1-(fluorosulfuryl)-2,3-dimethyl-1H-imidazol-3-ium trifluoromethanesulfonate In acetonitrile for 1h; | 55% |
Molecular Structure of Rafoxanide (CAS NO.22662-39-1):
IUPAC Name: N-[3-Chloro-4-(4-chlorophenoxy)phenyl]-2-hydroxy-3,5-diiodobenzamide
Canonical SMILES: C1=CC(=CC=C1OC2=C(C=C(C=C2)NC(=O)C3=CC(=CC(=C3O)I)I)Cl)Cl
InChI: InChI=1S/C19H11Cl2I2NO3/c20-10-1-4-13(5-2-10)27-17-6-3-12(9-15(17)21)24-19(26)14-7-11(22)8-16(23)18(14)25/h1-9,25H,(H,24,26)
InChIKey: NEMNPWINWMHUMR-UHFFFAOYSA-N
Molecular Weight: 626.01048 [g/mol]
Molecular Formula: C19H11Cl2I2NO3
XLogP3-AA: 7
H-Bond Donor: 2
H-Bond Acceptor: 3
EINECS: 245-148-9
Product Categories: Rafoxanide
Appearance: slight yellowish brown injectable solution &white oral solution
Solubility in water: in oily solutes
Melting Point: 169 °C
storage temp.: 0-6 °C
Index of Refraction: 1.752
Molar Refractivity: 124.75 cm3
Molar Volume: 305.3 cm3
Surface Tension: 67.7 dyne/cm
Density: 2.05 g/cm3
Flash Point: 272.3 °C
Enthalpy of Vaporization: 83.11 kJ/mol
Boiling Point: 526.6 °C at 760 mmHg
Vapour Pressure: 1.05E-11 mmHg at 25 °C
Classification Code: Agricultural Chemical; Anthelmintic; Anthelmintics; Anti-Infective Agents; Antinematodal agents; Antiparasitic Agents; Antiplatyhelmintic agents; Insect attractant, repellent and chemosterilant
Rafoxanide (CAS NO.22662-39-1) is a salicylanilide used as an antiparasitic agent.
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
cattle | LDLo | unreported | 80mg/kg (80mg/kg) | BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) | Revue d'Elevage et de Medicine Veterinaire des Pays Tropicaux. Vol. 29, Pg. 31, 1976. |
Safety Information of Rafoxanide (CAS NO.22662-39-1):
RTECS: VN7870000
Rafoxanide (CAS NO.22662-39-1), its Synonyms are 3'-Chlor-4'-(4-chlorphenoxy)-3,5-diiodsalicylanilid ; 3'-Chloro-4'-(p-chlorophenoxy)-3,5-diiodosalicylanilide ; Benzamide, N-(3-chloro-4-(4-chlorophenoxy)phenyl)-2-hydroxy-3,5-diiodo- ; Bovanide ; Disalan ; Duofas ; Rafoxanidum .