ampiroxicam

Modify Date: 2025-08-25 22:30:36

ampiroxicam Structure
ampiroxicam structure
Common Name ampiroxicam
CAS Number 99464-64-9 Molecular Weight 447.462
Density 1.4±0.1 g/cm3 Boiling Point N/A
Molecular Formula C20H21N3O7S Melting Point 159-161?C
MSDS Chinese USA Flash Point N/A
Symbol GHS07
GHS07
Signal Word Warning

 Use of ampiroxicam


Ampiroxicam(CP65703) is a nonselective cyclooxygenase inhibitor uesd as anti-inflammatory drug.Target: COXAmpiroxicam is a non-steroidal anti-inflammatory drug. It is a prodrug of piroxicam. Ampiroxicam inhibits the stretching response in mice induced by phenylbenzoquinone (PBQ) with maximum protective effect (MPE) of 2 mg/kg. Ampiroxicam inhibits swelling in a dose-responsive manner in the rat foot edema (RFE) assay with ED50 of 28 mg/kg at single oral dose and 7.8 mg/kg at 5 daily oral dose. Ampiroxicam blocks primary and secondary lesion development in rat adjuvant arthritis with ED50 of 2.2 mg/kg and 0.5 mg/kg, respectively. Ampiroxicam (3.2 mg/kg) leads to a plasma concentration of 12 μg/mL at a Tmax of 2 hours for piroxicam derived from ampiroxicam in rats [1]. Ultraviolet-A (UVA)-irradiated 1% Ampiroxicam sensitized in guinea pigs shows positive reaction in the patch testing to UVA-irradiated 1% Ampiroxicam and 1% thiosalicylate (TOS). Concentration of Ampiroxicam is easily reduced by the increase in UVA irradiation doses, as compared with that of piroxicam [2].

 Names

Name ampiroxicam
Synonym More Synonyms

 ampiroxicam Biological Activity

Description Ampiroxicam(CP65703) is a nonselective cyclooxygenase inhibitor uesd as anti-inflammatory drug.Target: COXAmpiroxicam is a non-steroidal anti-inflammatory drug. It is a prodrug of piroxicam. Ampiroxicam inhibits the stretching response in mice induced by phenylbenzoquinone (PBQ) with maximum protective effect (MPE) of 2 mg/kg. Ampiroxicam inhibits swelling in a dose-responsive manner in the rat foot edema (RFE) assay with ED50 of 28 mg/kg at single oral dose and 7.8 mg/kg at 5 daily oral dose. Ampiroxicam blocks primary and secondary lesion development in rat adjuvant arthritis with ED50 of 2.2 mg/kg and 0.5 mg/kg, respectively. Ampiroxicam (3.2 mg/kg) leads to a plasma concentration of 12 μg/mL at a Tmax of 2 hours for piroxicam derived from ampiroxicam in rats [1]. Ultraviolet-A (UVA)-irradiated 1% Ampiroxicam sensitized in guinea pigs shows positive reaction in the patch testing to UVA-irradiated 1% Ampiroxicam and 1% thiosalicylate (TOS). Concentration of Ampiroxicam is easily reduced by the increase in UVA irradiation doses, as compared with that of piroxicam [2].
Related Catalog
Target

COX

References

[1]. Aoki T, et al. Premedication with cyclooxygenase-2 inhibitor meloxicam reduced postoperative pain in patients after oral surgery. Int J Oral Maxillofac Surg. 2006 Jul;35(7):613-7.

[2]. Sasaki, T., et al., Antigenic characterization in ampiroxicam-induced photosensitivity using an in vivo model of contact hypersensitivity. J Dermatol Sci, 1999. 21(3): p. 170-5.

 Chemical & Physical Properties

Density 1.4±0.1 g/cm3
Melting Point 159-161?C
Molecular Formula C20H21N3O7S
Molecular Weight 447.462
Exact Mass 447.110016
PSA 132.51000
LogP 3.12
Index of Refraction 1.630
Storage condition -20°C Freezer

 Safety Information

Symbol GHS07
GHS07
Signal Word Warning
Hazard Statements H302
Precautionary Statements P301 + P312 + P330
RIDADR NONH for all modes of transport
RTECS FG1602400
HS Code 2942000000

 Synthetic Route

~%

ampiroxicam Structure

ampiroxicam

CAS#:99464-64-9

Literature: US4551452 A1, ;

 Precursor & DownStream

Precursor  2

DownStream  0

 Customs

HS Code 2942000000

 Synonyms

(±)-4-(1-Hydroxyethoxy)-2-methyl-N-2-pyridyl-2H-1,2-benzothiazine-3-carboxamide ethyl carbonate (ester) 1,1-dioxide
Ethyl 1-{[2-methyl-1,1-dioxido-3-(pyridin-2-ylcarbamoyl)-2H-1,2-benzothiazin-4-yl]oxy}ethyl carbonate
ampiroxicam
4-{1-[(Ethoxycarbonyl)oxy]ethoxy}-2-methyl-N-(2-pyridyl)-2H-1,2-benzothiazine-3-carboxamide S,S-dioxide
Ethyl 1-{[2-methyl-1,1-dioxido-3-(2-pyridinylcarbamoyl)-2H-1,2-benzothiazin-4-yl]oxy}ethyl carbonate
4-[1-(Ethoxycarbonyloxy)ethoxy]-2-methyl-N-(pyridin-2-yl)-2H-1,2-benzothiazine-3-carboxamide 1,1-Dioxide
Ampiroxicamum [Latin]
MFCD00866079
4-[1-(Ethoxycarbonyloxy)ethoxy]-2-methyl-N-(2-pyridyl)-2H-1,2-benzothiazine-3-carboxamide 1,1-Dioxide
Flucam
Carbonic acid, ethyl 1-[[2-methyl-1,1-dioxido-3-[(2-pyridinylamino)carbonyl]-2H-1,2-benzothiazin-4-yl]oxy]ethyl ester
ethyl 1-[[2-methyl-1,1-dioxo-3-(pyridin-2-ylcarbamoyl)-1λ<sup>6</sup>,2-benzothiazin-4-yl]oxy]ethyl carbonate
Ampiroxicamum
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