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Substance Name: Ampiroxicam [INN:BAN:JAN]
RN: 99464-64-9
UNII: 0PV32JZB1J
InChIKey: LSNWBKACGXCGAJ-UHFFFAOYSA-N

Note

  • Prodrug of piroxicam.

Classification Codes

  • Drug / Therapeutic Agent
  • Reproductive Effect

Molecular Formula

  • C20-H21-N3-O7-S

Molecular Weight

  • 447.4659
 
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Names and Synonyms

Name of Substance

  • Ampiroxicam
  • Ampiroxicam [INN:BAN:JAN]

Synonyms

  • Ampiroxicam
  • Ampiroxicamum
  • Ampiroxicamum [Latin]
  • BRN 5184713
  • CP 65703
  • CP-65703
  • UNII-0PV32JZB1J

Systematic Names

  • (+-)-4-(1-Hydroxyethoxy)-2-methyl-N-2-pyridyl-2H-1,2-benzothiazine-3-carboxamide ethyl carbonate (ester), 1,1-dioxide
  • Carbonic acid, ethyl 1-((2-methyl-3-((2-pyridinylamino)carbonyl)-2H-1,2-benzothiazin-4-yl)oxy)ethyl ester, S,S-dioxide

Registry Numbers

CAS Registry Number

  • 99464-64-9

FDA UNII

  • 0PV32JZB1J

System Generated Number

  • 0099464649

Structure Descriptors

InChI

1S/C20H21N3O7S/c1-4-28-20(25)30-13(2)29-18-14-9-5-6-10-15(14)31(26,27)23(3)17(18)19(24)22-16-11-7-8-12-21-16/h5-13H,4H2,1-3H3,(H,21,22,24)

InChIKey

LSNWBKACGXCGAJ-UHFFFAOYSA-N

Smiles

CCOC(=O)OC(C)OC1=C(N(S(=O)(=O)c2c1cccc2)C)C(=O)Nc3ccccn3

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
monkey LD50 oral > 500mg/kg (500mg/kg)   Gekkan Yakuji. Pharmaceuticals Monthly. Vol. 36, Pg. 432, 1994.
mouse LD50 intraperitoneal 1358mg/kg (1358mg/kg)   Drugs in Japan Vol. -, Pg. 119, 1995.
mouse LD50 oral 2291mg/kg (2291mg/kg)   Drugs in Japan Vol. -, Pg. 119, 1995.
mouse LD50 subcutaneous 4259mg/kg (4259mg/kg)   Drugs in Japan Vol. -, Pg. 119, 1995.
rat LD50 intraperitoneal 282mg/kg (282mg/kg)   Drugs in Japan Vol. -, Pg. 119, 1995.
rat LD50 oral 747mg/kg (747mg/kg) GASTROINTESTINAL: ULCERATION OR BLEEDING FROM STOMACH

GASTROINTESTINAL: ULCERATION OR BLEEDING FROM SMALL INTESTINE

KIDNEY, URETER, AND BLADDER: INCONTINENCE
Oyo Yakuri. Pharmacometrics. Vol. 43, Pg. 1, 1992.
rat LD50 subcutaneous 2598mg/kg (2598mg/kg)   Drugs in Japan Vol. -, Pg. 119, 1995.