Skip Navigation
ChemIDplus A TOXNET DATABASE LiteBrowseAdvanced

Substance Name: Nitazoxanide [USAN:INN:BAN]
RN: 55981-09-4
UNII: SOA12P041N
InChIKey: YQNQNVDNTFHQSW-UHFFFAOYSA-N

Note

  • A 5-nitrothiazolyl derivative used for a broad range of intestinal parasitic infections including CRYPTOSPORIDIUM and GIARDIA; it is a redox-active nitrothiazolyl-salicylamide prodrug.

Molecular Formula

  • C12-H9-N3-O5-S

Molecular Weight

  • 307.2851
 

Classification Codes

  • Anti-Infective Agents
  • Antiparasitic
  • Antiparasitic Agents
  • Drug / Therapeutic Agent
  • Treatment of Cryptosporidium Parvum and Giardia Lamblia

Names and Synonyms

Name of Substance

  • Nitazoxanide
  • Nitazoxanide [USAN:INN:BAN]

Synonyms

  • (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)-
  • BRN 1225475
  • EINECS 259-931-8
  • N-(5-Nitro-2-thiazolyl)salicylamide acetate (ester)
  • N-(5-Nitrothiazol-2-yl)salicylamide acetate ester
  • Nitazoxanida
  • Nitazoxanida [INN-Spanish]
  • Nitazoxanide
  • Nitazoxanidum
  • Nitazoxanidum [INN-Latin]
  • NSC 697855
  • PH 5776
  • UNII-SOA12P041N

Systematic Names

  • o-(N-(5-Nitrothiazol-2-yl)carbamoyl)phenyl acetate
  • Salicylamide, N-(5-nitro-2-thiazolyl)-, acetate (ester)

Registry Numbers

CAS Registry Number

  • 55981-09-4

FDA UNII

  • SOA12P041N

System Generated Number

  • 0055981094

Structure Descriptors

InChI

1S/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)

InChIKey

YQNQNVDNTFHQSW-UHFFFAOYSA-N

Smiles

CC(=O)Oc1ccccc1C(=O)Nc2ncc(s2)[N+](=O)[O-]

Toxicity

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: MUSCLE WEAKNESS

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
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.