Piroxicam

Entry

D00127                      Drug

Name

Piroxicam (JP18/USP/INN);
Feldene (TN)

Product

PIROXICAM (Greenstone LLC), FELDENE (Pfizer Laboratories Div Pfizer)

Generic

PIROXICAM (A-S Medication Solutions), PIROXICAM (AvKARE), PIROXICAM (Bryant Ranch Prepack), PIROXICAM (Bryant Ranch Prepack), PIROXICAM (Bryant Ranch Prepack), PIROXICAM (Bryant Ranch Prepack), PIROXICAM (Bryant Ranch Prepack), PIROXICAM (Cadila Healthcare Limited), PIROXICAM (DIRECT RX), PIROXICAM (DIRECT RX), PIROXICAM (Hikma Pharmaceuticals USA), PIROXICAM (Micro Labs Limited), PIROXICAM (Nostrum Laboratories), PIROXICAM (PD-Rx Pharmaceuticals), PIROXICAM (Proficient Rx LP), PIROXICAM (Proficient Rx LP), PIROXICAM (Proficient Rx LP), PIROXICAM (Quality Care Products), PIROXICAM (Strides Pharma Science Limited), PIROXICAM (Teva Pharmaceuticals USA), PIROXICAM (Unichem Pharmaceuticals (USA)), PIROXICAM (Vensun Pharmaceuticals)

Formula

C15H13N3O4S

Exact mass

331.0627

Mol weight

331.3464

Structure

Simcomp

Class

Anti-inflammatory
DG01504  Nonsteroidal anti-inflammatory drug (NSAID)
  DG01910  Anti-inflammatory drug, oxicams
Metabolizing enzyme substrate
DG01642  CYP2C9 substrate

Remark

Same as:

C01608

Therapeutic category:

1149 2649

ATC code:

M01AC01 M02AA07 S01BC06

Chemical structure group:

DG00752

Product (DG00752):

D00127<JP/US>

Efficacy

Analgesic, Anti-inflammatory, Antirheumatic, COX inhibitor

Disease

Rheumatoid arthritis [DS:H00630]

Comment

Oxicams

Target

PTGS1 (COX1) [HSA:5742] [KO:K00509]
PTGS2 (COX2) [HSA:5743] [KO:K11987]

Pathway

hsa00590

Arachidonic acid metabolism

Metabolism

Enzyme: CYP2C9 [HSA:1559]

Interaction

Structure map

map07219

Cyclooxygenase inhibitors

Brite

Anatomical Therapeutic Chemical (ATC) classification [BR:br08303]
M MUSCULO-SKELETAL SYSTEM
  M01 ANTIINFLAMMATORY AND ANTIRHEUMATIC PRODUCTS
   M01A ANTIINFLAMMATORY AND ANTIRHEUMATIC PRODUCTS, NON-STEROIDS
    M01AC Oxicams
     M01AC01 Piroxicam
      D00127  Piroxicam (JP18/USP/INN) <JP/US>
  M02 TOPICAL PRODUCTS FOR JOINT AND MUSCULAR PAIN
   M02A TOPICAL PRODUCTS FOR JOINT AND MUSCULAR PAIN
    M02AA Antiinflammatory preparations, non-steroids for topical use
     M02AA07 Piroxicam
      D00127  Piroxicam (JP18/USP/INN) <JP/US>
S SENSORY ORGANS
  S01 OPHTHALMOLOGICALS
   S01B ANTIINFLAMMATORY AGENTS
    S01BC Antiinflammatory agents, non-steroids
     S01BC06 Piroxicam
      D00127  Piroxicam (JP18/USP/INN) <JP/US>
USP drug classification [BR:br08302]
Analgesics
  Nonsteroidal Anti-inflammatory Drugs
   Piroxicam
    D00127  Piroxicam (JP18/USP/INN)
Therapeutic category of drugs in Japan [BR:br08301]
1  Agents affecting nervous system and sensory organs
  11  Agents affecting central nervous system
   114  Antipyretics and analgesics, anti-inflammatory agents
    1149  Others
     D00127  Piroxicam (JP18/USP/INN)
2  Agents affecting individual organs
  26  Epidermides
   264  Analgesics, anti-itchings, astringents, anti-inflammatory agents
    2649  Others
     D00127  Piroxicam (JP18/USP/INN)
Classification of Japanese OTC drugs [BR:br08313]
Agents for integumentary system
  57 Analgesic, antipruritic, astringent, and anti-inflammatory remedies (incl. gel patches)
   D00127  Piroxicam (JP18/USP/INN)
Risk category of Japanese OTC drugs [BR:br08312]
Second-class OTC drugs
  Inorganic and organic chemicals
   Piroxicam
    D00127  Piroxicam (JP18/USP/INN)
Drug groups [BR:br08330]
Anti-inflammatory
  DG01504  Nonsteroidal anti-inflammatory drug (NSAID)
   DG01910  Anti-inflammatory drug, oxicams
    DG00752  Piroxicam
     D00127  Piroxicam
Metabolizing enzyme substrate
  DG01642  CYP2C9 substrate
   DG00752  Piroxicam
    D00127  Piroxicam
Drug classes [BR:br08332]
Anti-inflammatory
  DG01504  Nonsteroidal anti-inflammatory drug (NSAID)
   D00127  Piroxicam
Target-based classification of drugs [BR:br08310]
Enzymes
  Oxidoreductases (EC1)
   Prostaglandin synthase
    PTGS1 (COX1)
     D00127  Piroxicam (JP18/USP/INN) <JP/US>
    PTGS2 (COX2)
     D00127  Piroxicam (JP18/USP/INN) <JP/US>
Drugs listed in the Japanese Pharmacopoeia [BR:br08311]
Chemicals
  D00127  Piroxicam
Drug metabolizing enzymes and transporters [br08309.html]
Drug metabolizing enzymes
  D00127
Pharmacogenomic biomarkers [br08341.html]
Polymorphisms and mutations affecting drug response
  D00127
Prodrugs [br08324.html]
D00127
Rx-to-OTC switch list in Japan [br08314.html]
D00127
Drug groups [BR:br08330]
Anti-inflammatory
  DG01504  Nonsteroidal anti-inflammatory drug (NSAID)
   DG01910  Anti-inflammatory drug, oxicams
    DG00752  Piroxicam
Metabolizing enzyme substrate
  DG01642  CYP2C9 substrate
   DG00752  Piroxicam

Other DBs

CAS:	36322-90-4

PubChem:

7847195

ChEBI:

8249

LigandBox:

D00127

NIKKAJI:

J3.498C

KCF data

ATOM        23
            1   C8y C    21.6417  -19.0786
            2   C8y C    21.6417  -20.4557
            3   C8y C    22.8309  -18.3776
            4   C8x C    20.4462  -18.3965
            5   S2x S    22.8434  -21.1442
            6   C8x C    20.4462  -21.1504
            7   C8y C    24.0327  -19.0724
            8   O1a O    22.8247  -17.0194
            9   C8x C    19.2695  -19.0786
            10  N4y N    23.9752  -20.4619
            11  O3c O    21.2912  -22.1144
            12  O3c O    24.2329  -22.0643
            13  C8x C    19.2695  -20.4557
            14  C5a C    25.2092  -18.3840
            15  C1a C    25.2218  -21.1378
            16  O5a O    25.2031  -17.0257
            17  N1b N    26.3932  -19.0594
            18  C8y C    27.5703  -18.3716
            19  N5x N    28.7479  -19.0436
            20  C8x C    29.9249  -18.3558
            21  C8x C    29.9178  -16.9927
            22  C8x C    28.7338  -16.3171
            23  C8x C    27.5569  -17.0049
BOND        25
            1     3   8 1
            2     4   9 2
            3     5  10 1
            4     5  11 2
            5     5  12 2
            6     6  13 2
            7     7  14 1
            8    10  15 1
            9    14  16 2
            10    7  10 1
            11    9  13 1
            12   14  17 1
            13    1   2 2
            14   17  18 1
            15    1   3 1
            16    1   4 1
            17    2   5 1
            18    2   6 1
            19    3   7 2
            20   18  19 2
            21   19  20 1
            22   20  21 2
            23   21  22 1
            24   22  23 2
            25   23  18 1