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Name	Nitazoxanide	EINECS	259-931-8
CAS No.	55981-09-4	Density	1.532 g/cm³
PSA	142.35000	LogP	2.82510
Solubility	N/A	Melting Point	202 °C
Formula	C₁₂H₉N₃O₅S	Boiling Point	N/A
Molecular Weight	307.287	Flash Point	N/A
Transport Information	N/A	Appearance	Crystalline Solid
Safety	26-36	Risk Codes	22-36/37/38
Molecular Structure		Hazard Symbols	Xn
Synonyms	Alinia;BRN 1225475;Cryptaz;DRG 0242;N-(5-Nitro-2-thiazolyl)salicylamide acetate(ester);NSC 697855;NTX;Nitacure;Nitacure 500;Nitarid;Nitazox 500;	Article Data	5

Nitazoxanide Synthetic route

: C13H10N2O5S

: 55981-09-4
nitazoxanide

Conditions

Conditions	Yield
With nitronium tetrafluoborate; silver carbonate In N,N-dimethyl acetamide at 90℃; for 12h; Inert atmosphere; Schlenk technique; regioselective reaction;	71%

: 121-66-4
2-amino-5-nitro-1,3-thiazole

: 5538-51-2
O-acetylsalicyloyl chloride

: 55981-09-4
nitazoxanide

: 55981-09-4
nitazoxanide

: tizoxanide

Conditions

Conditions	Yield
With hydrogenchloride at 50℃; for 24h;	98%
With hydrogenchloride; sulfuric acid; water at 50℃;	92%
With hydrogenchloride In water at 50℃; for 24h;
With hydrogenchloride; water at 100℃; for 24h;
With water; lithium hydroxide In tetrahydrofuran

: 55981-09-4
nitazoxanide

: 108-24-7
acetic anhydride

: 1221683-29-9
C14H13N3O4S

Conditions

Conditions	Yield
Stage #1: nitazoxanide; acetic anhydride With hydrogen for 0.5h; Stage #2: With hydrogenchloride; water In acetone for 2h;	86%

: 55981-09-4
nitazoxanide

: 14516-54-2
bromopentacarbonylmanganese(I)

: fac-[MnBr(CO)3(nitazoxanide)2]

Conditions

Conditions	Yield
In acetone for 0.25h; Inert atmosphere; Darkness; Reflux;	68%

: 55981-09-4
nitazoxanide

: C10H6N3O4S(1-)

Conditions

Conditions	Yield
With water; sodium hydroxide In ethanol at 20℃;

: 55981-09-4
nitazoxanide

: 130234-70-7
RM4857

Conditions

Conditions	Yield
With hydrogenchloride; water In ethanol for 2h; Kinetics; Reflux;

: 55981-09-4
nitazoxanide

: 950832-38-9
(2-hydroxybenzoyl)-N-(5-acetamidothiazol-2-yl)amine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: hydrogen / 0.5 h 1.2: 2 h 2.1: ammonia; water / acetone / 20 °C View Scheme

: 55981-09-4
nitazoxanide

Reaxys ID: 23229670: Reaxys ID: 23229670

: 55981-09-4
nitazoxanide

: 7585-39-9
β‐cyclodextrin

: 1491140-58-9
C42H70O35*C12H9N3O5S

Conditions

Conditions	Yield
In aq. phosphate buffer pH=7.4;

Nitazoxanide Chemical Properties

The Molecular Structure of Nitazoxanide (CAS NO.55981-09-4):

Empirical Formula: C₁₂H₉N₃O₅S
Molecular Weight: 307.282
EINECS: 259-931-8
Nominal Mass: 307 Da
Average Mass: 307.282 Da
Monoisotopic Mass: 307.02629 Da
Index of Refraction: 1.673
Molar Refractivity: 75.19 cm³
Molar Volume: 200.4 cm³
Surface Tension: 70.6 dyne/cm
Density: 1.532 g/cm³
Appearance: Crystalline Solid
IUPAC Name: [2-[(5-nitro-1,3-thiazol-2-yl)carbamoyl]phenyl] acetate
Product Categories: Intermediates & Fine Chemicals;Pharmaceuticals
InChI
InChI=1/C12H9N3O5S/c1-7(16)20-9-5-3-2-4-8(9)11(17)14-12-13-6-10(21-12)15(18)19/h2-6H,1H3,(H,13,14,17)
Smiles
c1(c(cccc1)OC(C)=O)C(Nc1sc([N+]([O-])=O)cn1)=O
Synonyms: BRN 1225475 ; PH 5776 ; UNII-SOA12P041N
Nitazoxanide(also known by the brand names Alinia and Annita),it's melting point is about 202°C,it is a light yellow crystalline powder ,poorly soluble in ETHANOL and practically insoluble in water.

Nitazoxanide Uses

Nitazoxanide (CAS NO.55981-09-4) is a first-line choice for the treatment of illness caused by Cryptosporidium parvum or Giardia lamblia infection in immunocompetent adults and children, and is an option to be considered in the treatment of illness caused by other protozoa and/or helminths. It is used for the treatment of infectious diarrhea caused by Cryptosporidium parvum [7] and Giardia lamblia in patients 1 year of age and older.

Nitazoxanide Toxicity Data With Reference

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
cat	LD	oral	> 10gm/kg (10000mg/kg)	BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) BEHAVIORAL: ATAXIA	JAT, Journal of Applied Toxicology. Vol. 5, Pg. 49, 1985.
dog	LD	oral	> 10gm/kg (10000mg/kg)	AUTONOMIC NERVOUS SYSTEM: "SMOOTH MUSCLE RELAXANT (MECHANISM UNDEFINED, SPASMOLYTIC)"	JAT, Journal of Applied Toxicology. Vol. 5, Pg. 49, 1985.
mouse	LD50	oral	1350mg/kg (1350mg/kg)	BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) BEHAVIORAL: MUSCLE WEAKNESS	JAT, Journal of Applied Toxicology. Vol. 5, Pg. 49, 1985.
rat	LD50	oral	> 10gm/kg (10000mg/kg)	BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) BEHAVIORAL: MUSCLE WEAKNESS	JAT, Journal of Applied Toxicology. Vol. 5, Pg. 49, 1985.

Nitazoxanide Safety Profile

Adverse effects of Nitazoxanide (CAS NO.55981-09-4):
Side effects are mostly gastrointestinal, include abdominal pain, headache, vomiting, nausea and diarrhea.

Nitazoxanide Specification

Nitazoxanide (CAS NO.55981-09-4) can also be called as Nitazoxanide [USAN:INN] ; (2-((5-Nitro-2-thiazolyl)carbamoyl)phenyl)acetat ; 2-(Acetolyloxy)-N-(5-nitro-2-thiazolyl) benzamide ; Alinia ; Benzamide, 2-(acetyloxy)-N-(5-nitro-2-thiazolyl)- ; N-(5-Nitro-2-thiazolyl)salicylamide acetate (ester) ; N-(5-Nitrothiazol-2-yl)salicylamide acetate ester ; Nitazoxanida ; Nitazoxanida [INN-Spanish] ; Nitazoxanidum ; Nitazoxanidum [INN-Latin] ; Salicylamide, N-(5-nitro-2-thiazolyl)-, acetate (ester) ; o-(N-(5-Nitrothiazol-2-yl)carbamoyl)phenyl acetate .

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