Piroxicam
![Piroxicam Structure](CAS/GIF/36322-90-4.gif)
- CAS No.
- 36322-90-4
- Chemical Name:
- Piroxicam
- Synonyms
- Feldene;Pipoxicam;Prioxicam;4-HYDROXY-2-METHYL-3-(PYRID-2-YL-CARBAMOYL)-2H-1,2-BENZOTHIAZINE 1,1-DIOXIDE;Baxo;Erazon;Pirkam;Riacen;Zunden;chf1251
- CBNumber:
- CB1375282
- Molecular Formula:
- C15H13N3O4S
- Molecular Weight:
- 331.35
- MOL File:
- 36322-90-4.mol
- MSDS File:
- SDS
- Modify Date:
- 2024/7/2 8:55:00
Melting point | 198-200°C |
---|---|
Density | 1.3664 (rough estimate) |
refractive index | 1.6320 (estimate) |
storage temp. | 2-8°C |
solubility | Practically insoluble in water, soluble in methylene chloride, slightly soluble in anhydrous ethanol. It shows polymorphism (5.9). |
form | Solid |
pka | 6.3 (2:1 dioxane-water) |
color | White to Light yellow |
Water Solubility | Soluble in water, ethanol, chloroform, ethyl acetate. |
λmax | 358nm(H2O)(lit.) |
Merck | 14,7506 |
BCS Class | 2 |
InChIKey | QYSPLQLAKJAUJT-UHFFFAOYSA-N |
CAS DataBase Reference | 36322-90-4(CAS DataBase Reference) |
NIST Chemistry Reference | Piroxicam(36322-90-4) |
EPA Substance Registry System | 2H-1,2-Benzothiazine-3-carboxamide, 4-hydroxy-2-methyl-N-2-pyridinyl-, 1,1-dioxide (36322-90-4) |
SAFETY
Risk and Safety Statements
Symbol(GHS) | ![]() ![]() GHS06,GHS08 |
|||||||||
---|---|---|---|---|---|---|---|---|---|---|
Signal word | Danger | |||||||||
Hazard statements | H301-H373 | |||||||||
Precautionary statements | P260-P264-P270-P301+P310-P314-P405 | |||||||||
Hazard Codes | Xn,F,T | |||||||||
Risk Statements | 22-25 | |||||||||
Safety Statements | 26-36 | |||||||||
RIDADR | UN 2811 | |||||||||
WGK Germany | 3 | |||||||||
RTECS | DL0705000 | |||||||||
HazardClass | 6.1(b) | |||||||||
PackingGroup | III | |||||||||
HS Code | 29349990 | |||||||||
Toxicity | LD50 orally in mice: 360 mg/kg (Wiseman) | |||||||||
NFPA 704 |
|
Piroxicam price More Price(8)
Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
---|---|---|---|---|---|---|---|
Sigma-Aldrich(India) | P5654 | Piroxicam ≥98% (TLC) | 36322-90-4 | 1G | ₹6051.18 | 2022-06-14 | Buy |
Sigma-Aldrich(India) | PHR1588 | Piroxicam Pharmaceutical Secondary Standard; Certified Reference Material | 36322-90-4 | 200MG | ₹13704.45 | 2022-06-14 | Buy |
Sigma-Aldrich(India) | P5654 | Piroxicam ≥98% (TLC) | 36322-90-4 | 5G | ₹21097.93 | 2022-06-14 | Buy |
Sigma-Aldrich(India) | P5654 | Piroxicam ≥98% (TLC) | 36322-90-4 | 10G | ₹27289.83 | 2022-06-14 | Buy |
Sigma-Aldrich(India) | P0847 | Piroxicam meets USP testing specifications | 36322-90-4 | 1G | ₹6062 | 2022-06-14 | Buy |
Piroxicam Chemical Properties,Uses,Production
Description
Piroxieam is a non-steroidal anti-inflammatory drug, of the oxieam class. A contact and photocontact sensitizer, which induced contact dermatitis in a physieal therapist. Piroxieam generally cross reacts with thiosalicylic acid and also with thiomersal. Cross sensitivity is not observed to tenoxicam.
Chemical Properties
Off-White to Pale Yellow Solid
Uses
Piroxicam is used in inflammatory and degenerative diseases of the musculoskeletal system that are accompanied by painful symptoms. It is used for rheumatic heart disease, nonspecific infectious polyarthritis, gouty arthritis, rheumatoid arthritis, osteoarthritis, ankylosing spondylitis, arthrosis, back pain, neuralgia, myalgia, and other diseases associated with inflammation.
Indications
Piroxicam (Feldene) is indicated for the treatment of rheumatoid arthritis and osteoarthritis. Piroxicam is a nonspecific COX inhibitor that has a much higher affinity for COX-1 than COX-2. This may account for the large proportion (over 30%) of patients receiving long-term therapy who have reported side effects.Adverse GI reactions have been the most frequently reported side effect, but edema, dizziness, headache, rash, and changes in hematological parameters have also occurred in 1 to 6% of patients. Piroxicam can cause serious GI bleeding, ulceration, and perforation, particularly in the elderly, if the recommended dosage is exceeded or if aspirin is being taken concurrently.
Definition
ChEBI: A monocarboxylic acid amide resulting from the formal condensation of the carboxy group of 4-hydroxy-2-methyl-2H-1,2-benzothiazine-3-carboxylic acid 1,1-dioxide with the exocyclic nitrogen of 2-aminopyridine.
brand name
Feldene (Mack/Pfizer, Germany), Brexidol (Pharmacia & Upjohn, Germany), Brexin (Pharmacia & Upjohn, Austria), Doblexan (Organon, Spain), Durapirox (Durachemie, Germany), Piro-Phlogont (Azupharma, Germany), Ruvamed (Coup, Greece).
General Description
Piroxicam (Feldene) is the most widely used oxicam becauseof its once-daily dosing schedule. It is well absorbedafter oral administration and has a plasma half-life of 50hours, thus requiring a dose of only 20 to 30 mg oncedaily. It undergoes extensive hepatic metabolism, catalyzedby CYP2C9 to give 5-hydroxypiroxicam as its majormetabolite. Several piroxicam prodrugshave been synthesized via derivatization of the enol alcoholgroup (amipiroxicam, droxicam, and pivoxicam) to reducepiroxicam-induced GI irritation.
Biological Activity
Anti-inflammatory; highly selective inhibitor of COX-1 (ratio of IC 50 values for COX-2/COX-1 ~ 600).
Clinical Use
NSAID and analgesic. Piroxicam, the first of a new class of NSAIDs known as “oxicams,” was introduced in 1979 for the treatment of rheumatoid arthritis, osteoarthritis, ankylosing spondylitis, gout, and acute musculoskeletal disorders. This compound was the result of a long and intensive effort to develop a potent NSAID having a novel structure and a plasma half-life sufficiently long to maintain continuous therapeutic blood levels on a once-a-day dosing regimen. Piroxicam is a potent competitive inhibitor of cyclooxygenase and lowers blood levels of prostaglandins in humans. Its ability to inhibit the infiltration of polymorphonuclear leukocytes into inflamed joints has been demonstrated in animals. Its potency and long plasma half-life of 40 h in humans allow for once-a-day dosing at 20 mg. A high incidence of gastric irritation results from this agent.
Piroxicam Preparation Products And Raw materials
Raw materials
1of3
chevron_rightPreparation Products
Supplier | Tel | Country | ProdList | Advantage | Inquiry |
---|---|---|---|---|---|
SNECOFRi Pvt Ltd | +91-9032850129 +91-9032850129 | Telangana, India | 404 | 58 | Inquiry |
Reenold Enterprises | +91-8208173540 +91-8208173540 | Maharashtra, India | 28 | 58 | Inquiry |
KARPSCHEM LABORATORIES | +91-7249203006 +91-7249203006 | Maharashtra, India | 786 | 58 | Inquiry |
Apex Healthcare Limited | +9199825711244 | Gujarat, India | 22 | 58 | Inquiry |
Global Pharma | +91-9819994077 +91-9819994077 | Maharashtra, India | 34 | 58 | Inquiry |
Chemino Pharma Ltd | +91-8689897373 +91-8689897373 | Maharashtra, India | 31 | 58 | Inquiry |
Unichem Laboratories Ltd | +91-2266888333 +91-2266888333 | Maharashtra, India | 62 | 58 | Inquiry |
HRV Global Life Sciences | +91-9820219686 +91-9820219686 | Telangana, India | 379 | 58 | Inquiry |
Arch Pharmalabs Ltd | +91-2242871210 +91-2242871210 | Maharashtra, India | 51 | 58 | Inquiry |
Ramdev Chemicals Pvt Ltd | +91-9320010324 +91-9320010323 | Maharashtra, India | 16 | 58 | Inquiry |
Supplier | Advantage |
---|---|
SNECOFRi Pvt Ltd | 58 |
Reenold Enterprises | 58 |
KARPSCHEM LABORATORIES | 58 |
Apex Healthcare Limited | 58 |
Global Pharma | 58 |
Chemino Pharma Ltd | 58 |
Unichem Laboratories Ltd | 58 |
HRV Global Life Sciences | 58 |
Arch Pharmalabs Ltd | 58 |
Ramdev Chemicals Pvt Ltd | 58 |
Related articles
- Piroxicam: Pharmacokinetics, Mechanism of Action and Toxicology Studies
- Piroxicam, a nonsteroidal anti-inflammatory drug with linear pharmacokinetics and a half-life of 30 to 60 hours, inhibits pros....
- Jan 26,2024
- Piroxicam: Pharmacological Properties, Therapeutic Efficacy and Synthesis
- Piroxicam is an N-heterocyclic carboxamide of 1,2-benzothiazine-1,1-dioxide with analgesic and anti-inflammatory activity.
- Mar 10,2023