Niclosamide supplier | CasNO.50-65-7

Name
Niclosamide
EINECS 200-056-8
CAS No. 50-65-7
Article Data24
CAS DataBase
Density 1.616 g/cm³
Solubility 13.32mg/L(25 oC)
Melting Point 225-230oC
Formula C₁₃H₈Cl₂N₂O₄
Boiling Point 413.905 °C at 760 mmHg
Molecular Weight 327.124
Flash Point 204.122 °C
Transport Information UN 3077 9/PG 3
Appearance white to yellowish odourless crystalline powder
Safety 29
Risk Codes 50
Molecular Structure
Hazard Symbols
Synonyms Fenasal;Vermitid;2,5-Dichlor-4-nitro-salizylsaeureanilid [German];Chemagro 2353;N-(2-Chloro-4-nitrophenyl)-5-chlorosalicylamide;Nitrophenyl chlorsalicylamide;Benzamide, 5-chloro-N-(2-chloro-4-nitrophenyl)-2-hydroxy-;HL 2447;Salicylanilide, 2,5-dichloro-4-nitro-, compd. with 2-aminoethanol (1:1);2, 5-Dichlor-4-nitro-salizylsaeureanilid;Mansonil;Benzamide, 5-chloro-N- (2-chloro-4-nitrophenyl)-2-hydroxy-;Lintex;Benzamide, 5-chloro-N-(2-chloro-4-nitrophenyl)-2-hydroxy-, compd with 2-aminoethanol (1:1);Vermitin;5-Chloro-N-(2-chloro-4-nitrophenyl)-2-hydroxybenzamide;Prestwick_354;Phenasal;2,5-Dichloro-4-nitrosalicylanilide;5,2-Dichloro-4-nitrosalicylanilide, ethanolamine salt;Bayer 2353;Phenasal ethanolamine salt;5-Chloro-N-(2-chloro-4-nitrophenyl)-2-hydroxybenzamide compd with 2-aminoethanol;Niclosamide [BSI:ISO];2, 5-Dichloro-4-nitrosalicylanilide;Sulqui;Niclosamide-(2-hydroxyethyl)ammonium;WR 46234;Radeverm;SR 73;B 2353;2,5-Dichloro-4-nitrosalicyloylanilide ethanolamine salt;Benzamide,5-chloro-N-(2-chloro-4- nitrophenyl)-2-hydroxy-;Niclocide (TN);1420-04-8;Helmiantin;
PSA 95.15000
LogP 4.45570

Synthetic route

: 321-14-2
5-chloro-2-hydroxybenzoic acid

: 121-87-9
2-Chloro-4-nitroaniline

: 50-65-7
Niclosamide

Conditions

Conditions	Yield
With phosphorus trichloride In chlorobenzene at 135℃; for 3h; Concentration; Solvent;	68.7%
With thionyl chloride In 5,5-dimethyl-1,3-cyclohexadiene at 78℃; for 6.1h; Temperature; Reflux;
With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃;
With phosphorus trichloride In 5,5-dimethyl-1,3-cyclohexadiene for 4h; Reflux;

: 6626-92-2
5-chloro-N-(2-chlorophenyl)-2-hydroxybenzamide

: 50-65-7
Niclosamide

Conditions

Conditions	Yield
With 3-(ethoxycarbonyl)-1-(5-methyl-5-(nitrosooxy)hexyl)pyridin-1-ium bis(trifluoromethanesulfonyl)imide at 20℃; for 5h; Ionic liquid;	48%

: niclosamide-2-O-glucuronide

: 50-65-7
Niclosamide

Conditions

Conditions	Yield
With β-glucuronidase for 0.333333h;

: 15216-81-6
5-chloro-2-hydroxybenzoyl chloride

: 121-87-9
2-Chloro-4-nitroaniline

: 50-65-7
Niclosamide

Conditions

Conditions	Yield
With dmap; N-ethyl-N,N-diisopropylamine In tetrahydrofuran; dichloromethane
In dichloromethane at 25℃; Inert atmosphere;

: 321-14-2
5-chloro-2-hydroxybenzoic acid

: 50-65-7
Niclosamide

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: thionyl chloride; N,N-dimethyl-formamide / dichloromethane / 12 h / 25 °C 2: dichloromethane / 25 °C / Inert atmosphere View Scheme

: 50-65-7
Niclosamide

: 79-44-7
N,N-Dimethylcarbamoyl chloride

: 1187819-29-9
4-chloro-2-((2-chloro-4-nitrophenyl)carbamoyl)phenyl dimethylcarbamate

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran Reflux;	100%
With pyridine; dmap Reflux;

: 50-65-7
Niclosamide

: N-(4-amino-2-chloro-phenyl)-5-chloro-2-hydroxy-benzamide

Conditions

Conditions	Yield
With ammonium chloride; zinc In methanol at 0 - 20℃; for 16h;	100%
With ammonium chloride; zinc In methanol; water at 0 - 20℃; for 16h; Inert atmosphere;	100%
With palladium 10% on activated carbon; hydrogen In methanol; ethyl acetate at 20℃; under 3000.3 Torr; for 3h;	99.9%

: 50-65-7
Niclosamide

: 762-04-9
phosphonic acid diethyl ester

: 4-chloro-2-((2-chloro-4-nitrophenyl)carbamoyl)phenyl diethyl phosphate

Conditions

Conditions	Yield
With dmap; N-ethyl-N,N-diisopropylamine In tetrachloromethane; N,N-dimethyl-formamide at 0℃; for 2h;	96.2%

: 110-91-8
morpholine

: 50-00-0
formaldehyd

: 50-65-7
Niclosamide

: 860032-69-5
5-chloro-N-(2-chloro-4-nitrophenyl)-2-hydroxy-3-(morpholinomethyl)benzamide

Conditions

Conditions	Yield
In ethanol; water for 2h; Mannich reaction; Heating;	95%
In ethanol; water Mannich reaction; Reflux;	95%

...Expand

: 50-65-7
Niclosamide

: 74-88-4
methyl iodide

: 32060-31-4
5-chloro-N-(2-chloro-4-nitrophenyl)-2-methoxybenzamide

Conditions

Conditions	Yield
With potassium carbonate In acetone for 15h; Reflux; Sealed tube; Inert atmosphere;	94%

: 50-65-7
Niclosamide

: 139115-91-6
2-(2-tert-butyloxycarbonylaminoethoxy)ethanol

: (2-{2-[4-chloro-2-(2-chloro-4-nitro-phenylcarbamoyl)-phenoxy]-ethoxy}-ethyl)carbamic acid tert-butyl ester

Conditions

Conditions	Yield
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at 20℃; for 2h;	93%
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at 20℃; for 2h; Mitsunobu Displacement; Inert atmosphere;

: 50-00-0
formaldehyd

: 50-65-7
Niclosamide

: 124-40-3
dimethyl amine

: 5-chloro-N-(2-chloro-4-nitrophenyl)-2-hydroxy-3-(dimethylaminomethyl)benzamide

Conditions

Conditions	Yield
In ethanol; water for 2h; Mannich reaction; Heating;	92%

...Expand

: 50-65-7
Niclosamide

: 77279-24-4
tert-butyl 4-(2-hydroxyethyl)piperazine-1-carboxylate

: 1420290-97-6
4-{2-[4-chloro-2-(2-chloro-4-nitro-phenylcarbamoyl)-phenoxy]-ethyl}-piperazine-1-carboxylic acid tert-butyl ester

Conditions

Conditions	Yield
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at 20℃; for 2h;	91%
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at 20℃; for 2h; Mitsunobu Displacement; Inert atmosphere;

: 50-00-0
formaldehyd

: 50-65-7
Niclosamide

: 109-89-7
diethylamine

: 5-chloro-N-(2-chloro-4-nitrophenyl)-2-hydroxy-3-(diethylaminomethyl)benzamide

Conditions

Conditions	Yield
In ethanol; water for 2h; Mannich reaction; Heating;	90%

...Expand

: 50-65-7
Niclosamide

: 108-24-7
acetic anhydride

: 4-chloro-2-((2-chloro-4-nitrophenyl)carbamoyl)phenyl acetate

Conditions

Conditions	Yield
With dmap In N,N-dimethyl-formamide at 0℃;	88.2%
With phosphoric acid at 70℃; for 1h;	83%
With dmap In dichloromethane at 20℃; for 18h;

: 110-89-4
piperidine

: 50-00-0
formaldehyd

: 50-65-7
Niclosamide

: 164589-62-2
5-chloro-N-(2-chloro-4-nitrophenyl)-2-hydroxy-3-(piperidinomethyl)benzamide

Conditions

Conditions	Yield
In ethanol; water for 2h; Mannich reaction; Heating;	87%
In ethanol; water Mannich reaction; Reflux;	87%

...Expand

: 371-62-0
2-fluoroethanol

: 50-65-7
Niclosamide

: 1420290-80-7
5-chloro-N-(2-chloro-4-nitro-phenyl)-2-(2-fluoro-ethoxy)benzamide

Conditions

Conditions	Yield
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at 20℃; for 16h; Mitsunobu Displacement; Inert atmosphere;	86%

: 590-97-6
acetoxymethyl bromide

: 50-65-7
Niclosamide

: acetic acid 4-chloro-2-(2-chloro-4-nitrophenylcarbamoyl)phenoxymethyl ester

Conditions

Conditions	Yield
With potassium carbonate In acetonitrile at 20℃;	86%

: 124-22-1
n-Dodecylamine

: 50-65-7
Niclosamide

: 1619232-16-4
dodecan-1-aminium 4-chloro-2-[(2-chloro-4-nitrophenyl)carbamoyl]phenoxide

Conditions

Conditions	Yield
In ethanol at 20℃; for 336h;	84%

: 55750-53-3
2,5-Dihydro-2,5-dioxo-1H-pyrrole-1-hexanoic acid

: 50-65-7
Niclosamide

: (4-chloro-2-((2-chloro-4-nitrophenyl)carbamoyl)phenyl-6-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)hexanoate)

Conditions

Conditions	Yield
With triethylamine; dicyclohexyl-carbodiimide In N,N-dimethyl-formamide at 20℃; for 0.25h; Inert atmosphere;	82%

: 15159-40-7
4-morpholinocarbonyl chloride

: 50-65-7
Niclosamide

: 1243092-32-1
4-chloro-2-((2-chloro-4-nitrophenyl)carbamoyl)phenyl morpholine-4-carboxylate

Conditions

Conditions	Yield
With pyridine at 60℃;	81%
With pyridine; dmap for 3h; Reflux;

: 143-27-1
hexadecylamine

: 50-65-7
Niclosamide

: 1619232-17-5
hexadecan-1-aminium 4-chloro-2-[(2-chloro-4-nitrophenyl)carbamoyl]phenoxide

Conditions

Conditions	Yield
In ethanol at 20℃; for 336h;	81%

: 50-65-7
Niclosamide

: 23238-76-8
5-chloro-N-(2-chloro-4-nitrophenyl)-2-hydroxybenzenecarbothioamide

Conditions

Conditions	Yield
With Lawessons reagent In acetonitrile for 24h; Reflux;	80%

: 50-65-7
Niclosamide

: 77544-68-4
8-tosyloxy-3,6-dioxaoctanol

: 1046321-41-8
O-(2-[2-(2-hydroxyethoxy)ethoxy]ethyl)niclosamide

Conditions

Conditions	Yield
With tetrabutylammomium bromide; potassium carbonate In 1,4-dioxane at 79.99℃; for 12h;	79%
With tetrabutylammomium bromide; potassium carbonate In 1,4-dioxane at 85℃; for 6h; Reflux;	78%

: 1189-71-5
isocyanate de chlorosulfonyle

: 50-65-7
Niclosamide

: 4-chloro-2-((2-chloro-4-nitrophenyl)carbamoyl)phenyl sulfamate

Conditions

Conditions	Yield
Stage #1: isocyanate de chlorosulfonyle With formic acid at 0℃; Stage #2: Niclosamide With pyridine In dichloromethane at 50℃; for 6h;	76%

: 50-65-7
Niclosamide

: 112-67-4
n-hexadecanoyl chloride

: 4-chloro-2-(2-chloro-4-nitroanilinocarbonyl)phenyl hexadecanoate

Conditions

Conditions	Yield
With pyridine In chloroform at 0℃; for 3h;	75%

: 50-65-7
Niclosamide

: 540-51-2
2-bromoethanol

: 1046321-35-0
2-(2-bromoethoxy)-5-chloro-N-(2-chloro-4-nitrophenyl)benzamide

Conditions

Conditions	Yield
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at 20℃; for 16h; Mitsunobu Displacement; Inert atmosphere;	75%

: 140-31-8
aminoethylpiperazine

: 50-65-7
Niclosamide

: 4-(2-ammonioethyl)piperazin-1-ium bis-{4-chloro-2-[(2-chloro-4-nitrophenyl)carbamoyl]phenoxide}

Conditions

Conditions	Yield
In ethanol at 20℃; for 337.92h;	74%

: 26690-80-2
2-(N-tert-butoxycarbonylamino)ethanol

: 50-65-7
Niclosamide

: {2-[4-chloro-2-(2-chloro-4-nitro-phenylcarbamoyl)-phenoxy]-ethyl}-carbamic acid tert-butyl ester

Conditions

Conditions	Yield
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at 20℃;	71%
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran	45%
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at 20℃; for 2h; Mitsunobu Displacement; Inert atmosphere;

: 50-65-7
Niclosamide

: 77544-60-6
p-toluenesulfonic acid 2-[2-[2-(2-hydroxyethoxy)ethoxy]ethoxy]ethyl ester

: 2-{2-[2-(2-hydroxyethoxy)ethoxy]ethoxy}ethoxyl niclosamide

Conditions

Conditions	Yield
With tetrabutylammomium bromide; potassium carbonate In 1,4-dioxane at 79.99℃; for 12h;	70%

: 50-00-0
formaldehyd

: 50-65-7
Niclosamide

: 58556-46-0
glycine acetate

: 3'-(N-glycinomethyl)-2,5'-dichloro-4-nitrosalicylanilide

Conditions

Conditions	Yield
In ethanol; water 1.) reflux, 5 h, 2.) r.t., overnight;	65%

...Expand

: 50-65-7
Niclosamide

: 6-chloro-3-(2-chloro-4-nitrophenyl)benzo[e][1,2,3]oxathiazin-4(3H)-one 2,2-dioxide

Conditions

Conditions	Yield
Stage #1: Niclosamide With N-ethyl-N,N-diisopropylamine In acetonitrile Stage #2: With potassium fluoride; N,N`-sulfuryldiimidazole; trifluoroacetic acid In water at 20℃; for 18h;	64%

: 50-65-7
Niclosamide

: C13H6(2)H2Cl2N2O4

Conditions

Conditions	Yield
With rhodium(III) chloride; water-d2 In N,N-dimethyl-formamide at 108℃;	60%

Niclosamide Chemical Properties

IUPAC Name: 5-chloro-N-(2-chloro-4-nitrophenyl)-2-hydroxybenzamide
Empirical Formula: C₁₃H₈Cl₂N₂O₄
Molecular Weight: 327.1196g/mol
EINECS: 200-056-8
Structure of Niclosamide (CAS NO.50-65-7):

Index of Refraction: 1.709
Molar Refractivity: 79.04 cm³
Molar Volume: 202.4 cm³
Polarizability: 31.33×10^-24cm³
Surface Tension: 71.6 dyne/cm
Density: 1.615 g/cm³
Flash Point: 210.5 °C
Enthalpy of Vaporization: 70.52 kJ/mol
Boiling Point: 424.5 °C at 760 mmHg
Vapour Pressure: 8.35E-08 mmHg at 25°C
Product Categories: Veterinaries;API's
Canonical SMILES: C1=CC(=C(C=C1[N+](=O)[O-])Cl)NC(=O)C2=C(C=CC(=C2)Cl)O
InChI: InChI=1S/C13H8Cl2N2O4/c14-7-1-4-12(18)9(5-7)13(19)16-11-3-2-8(17(20)21)6-10(11)15/h1-6,18H,(H,16,19)
InChIKey: RJMUSRYZPJIFPJ-UHFFFAOYSA-N

Niclosamide Uses

Niclosamide (CAS NO.50-65-7) is used as a piscicide.It is stressed that while anthelmintics are a drug family used to treat worm infections, Niclosamide is used specifically to treat tapeworms and is not effective against worms such as pinworms or roundworms.

Niclosamide Toxicity Data With Reference

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
cat	LD	oral	> 1gm/kg (1000mg/kg)		French Medicament Patent Document. Vol. #2628M,
mouse	LD50	intravenous	7500ug/kg (7.5mg/kg)	BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD	Arzneimittel-Forschung. Drug Research. Vol. 10, Pg. 884, 1960.
mouse	LD50	oral	1gm/kg (1000mg/kg)		"Wirksubstanzen der Pflanzenschutz und Schadlingsbekampfungsmittel," Perkow, W., Berlin, Verlag Paul Parey, 1971-1976Vol. -, Pg. -, 1971/1976.
rabbit	LD	oral	> 5gm/kg (5000mg/kg)		French Medicament Patent Document. Vol. #2628M,
rat	LD50	intraperitoneal	250mg/kg (250mg/kg)	BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD LUNGS, THORAX, OR RESPIRATION: DYSPNEA	Zeitschrift fuer Tropenmedizin und Parasitologie. Vol. 13, Pg. 1, 1962.
rat	LD50	oral	2500mg/kg (2500mg/kg)		"Agrochemicals Handbook," with updates, Hartley, D., and H. Kidd, eds., Nottingham, Royal Soc of Chemistry, 1983-86Vol. A297, Pg. 1983,

Niclosamide Safety Profile

RIDADR: UN 3077 9/PG 3
WGK Germany: 2
RTECS: VN8400000

Niclosamide Specification

Niclosamide , its cas register number is 50-65-7. It also can be called 2',5-Dichlor-4'-nitro-salizylsaeureanilid ; 2',5-Dichloro-4'-nitrosalicylanilide ; 2-Chloro-4-nitrophenylamide-6-chlorosalicylic acid ; 2-Hydroxy-5-chloro-N-(2-chloro-4-nitrophenyl)benzamide ; 5-Chloro-2'-chloro-4'-nitrosalicylanilide ; 5-Chloro-N-(2-chloro-4-nitrophenyl)-2-hydroxybenzamide ; 5-Chlorosalicyloyl-(o-chloro-p-nitranilide) ; Atenase ; Bayluscid ; Cestocid ; Devermine ; Dichlosale ; Fedal-Telmin ; Fenasal ; Helmiantin ; Lintex ; Mansonil ; Mato ; N-(2'-Chlor-4'-nitrophenyl)-5-chlorsalicylamid ; Nasemo ; Niclosamida ; Niclosamide ; Niclosamidum ; Nitrophenyl chlorsalicylamide ; Sagimid ; Salicylanilide, 2',5-dichloro-4'-nitro- ; Sulqui ; Vermitid ; Vermitin ;Yomesan ; Zestocarp .

Product Name

Niclosamide

Synthetic route

Niclosamide Chemical Properties

Niclosamide Uses

Niclosamide Toxicity Data With Reference

Niclosamide Safety Profile

Niclosamide Specification

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