Meloxicam

  • CAT Number: I004659
  • CAS Number: 71125-38-7
  • Molecular Formula: C14H13N3O4S2
  • Molecular Weight: 351.4
  • Purity: ≥95%
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Meloxicam (CAT: I004659) is a nonsteroidal anti-inflammatory drug (NSAID) that belongs to the class of oxicams. It is commonly used for the treatment of pain, inflammation, and stiffness associated with conditions such as osteoarthritis and rheumatoid arthritis. Meloxicam works by inhibiting the production of prostaglandins, which are substances involved in pain and inflammation pathways. It exerts its effects by selectively inhibiting the enzyme cyclooxygenase-2 (COX-2) while sparing cyclooxygenase-1 (COX-1). This selectivity helps to minimize the gastrointestinal side effects commonly associated with traditional NSAIDs.

Catalog Number I004659
CAS Number 71125-38-7
Molecular Formula

C14H13N3O4S2

Purity 95%
Target COX
Solubility DMSO 30 mg/mL; Water <1 mg/mL
Storage 3 years -20C powder
Overview of Clinical Research

Originator: Elan Drug Delivery Inc<br />
Developer: Baudax Bio<br />
Class: 2 ring heterocyclic compounds; Amides; Analgesics; Anti-inflammatories; Antipyretics; Antirheumatics; Non-opioid analgesics; Nonsteroidal anti-inflammatories; Small molecules; Thiazines; Thiazoles<br />
Mechanism of Action: Cyclo-oxygenase 2 inhibitors<br />
Orphan Drug Status: No<br />
New Molecular Entity: No

IUPAC Name 4-hydroxy-2-methyl-N-(5-methyl-1,3-thiazol-2-yl)-1,1-dioxo-1λ6,2-benzothiazine-3-carboxamide
InChI InChI=1S/C14H13N3O4S2/c1-8-7-15-14(22-8)16-13(19)11-12(18)9-5-3-4-6-10(9)23(20,21)17(11)2/h3-7,18H,1-2H3,(H,15,16,19)
InChIKey ZRVUJXDFFKFLMG-UHFFFAOYSA-N
SMILES CC1=CN=C(S1)NC(=O)C2=C(C3=CC=CC=C3S(=O)(=O)N2C)O
Reference

[1]. Profiles Drug Subst Excip Relat Methodol. 2020;45:159-197. doi: 10.1016/bs.podrm.2019.10.006. Epub 2019 Dec 12.<br />
Meloxicam.<br />
Khalil NY(1), Aldosari KF(1).<br />
Author information: (1)Department of Pharmaceutical Chemistry, College of Pharmacy, King Saud University, Riyadh, Saudi Arabia.<br />
Meloxicam, an oxicam derivative: 4-Hydroxy-2-methyl-N-(5-methyl-2-thiazolyl)-2H-1,2- benzothiazine-3-carboxamide 1,1-dioxide, is a nonsteroidal anti-inflammatory drug (NSAID). It is a selective inhibitor of cyclooxygenase-2 (COX-2). It is used in the management of rheumatoid arthritis, acute exacerbations of osteoarthritis, ankylosing spondylitis and juvenile idiopathic arthritis. It is given in a single oral dose of 7.5mg, increased if necessary to a maximum of 15mg daily (7.5mg in the elderly). It may also be given by rectal suppository in doses similar to those used orally. The reported side effects of meloxicam are similar to those of nonsteroidal anti-inflammatory drugs (NSAIDs), such as abdominal pain, anemia, and edema. There is also an increased risk of serious gastrointestinal (GI) adverse events, including ulceration and bleeding. This profile is prepared to discuss and explain physical characteristics, Proprietary and nonproprietary names of meloxicam. It also includes methods of preparation, thermal and spectral behavior, methods of analysis, pharmacokinetics, metabolism, excretion and pharmacology.<br />
DOI: 10.1016/bs.podrm.2019.10.006 PMID: 32164967<br />
<br />
[2]. Vet Rec. 2020 Jan 25;186(3):94. doi: 10.1136/vr.m50.<br />
Efficacy of meloxicam compared with carprofen for treating canine osteoarthritis.<br />
White C(1), Morrow L(2).<br />
Author information: (1)Carlson College of Veterinary Medicine, Oregon State University, Corvallis, Oregon, USA. (2)Centre for Evidence-based Veterinary Medicine, University of Nottingham, Sutton Bonington, UK.<br />
DOI: 10.1136/vr.m50 PMID: 31974182<br />
<br />
[3]. Med Lett Drugs Ther. 2019 Sep 23;61(1581):151-152.<br />
Qmiiz ODT–an orally disintegrating meloxicam tablet.<br />
[No authors listed]<br />
PMID: 31599868<br />
<br />
[4]. J Dairy Sci. 2018 Nov;101(11):10151-10167. doi: 10.3168/jds.2018-14657. Epub 2018 Aug 29.<br />
Meloxicam administration either prior to or after parturition: Effects on behavior, health, and production in dairy cows.<br />
Swartz TH(1), Schramm HH(2), Bewley JM(3), Wood CM(4), Leslie KE(5), Petersson-Wolfe CS(6).<br />
Author information: (1)Department of Dairy Science, Virginia Tech, Blacksburg 24061. (2)VA-MD College of Veterinary Medicine, Blacksburg, VA 24061. (3)CowFocused Housing, Bardstown, KY 40004. (4)Department of Animal and Poultry Sciences, Virginia Tech, Blacksburg 24061. (5)Department of Population Medicine, University of Guelph, Guelph, ON, Canada, N1G 2W1. (6)Department of Dairy Science, Virginia Tech, Blacksburg 24061. Electronic address: [email protected].<br />
Parturition is often a stressful period, when the incidence of disease is high after calving, which has been associated with an uncontrolled inflammatory response. Therefore, the objective of this study was to test the effect of the administration of a nonsteroidal anti-inflammatory drug (meloxicam) on the behavior, health, and production of peripartum cows. Meloxicam was dosed at 1 mg/kg of body weight, and an empty gel capsule served as a placebo. Both were administered orally with a balling gun. Dairy cows and heifers were randomly assigned to 1 of 3 treatment groups: (1) meloxicam administration before calving, with a placebo administered after calving (MEL-PRE, n = 60), (2) placebo administered before calving, and meloxicam administered after calving (MEL-POST, n = 69), and (3) a placebo administered before calving and after calving (CTL, n = 65). To identify imminent calving events, a vaginal thermometer was inserted approximately 2 wk before the expected calving date and a drop in temperature was used to identify cows close to calving. Calving events were monitored via video cameras, and the amount of time that elapsed between the appearance of the amniotic sac at the vulva until delivery of the calf was used to determine calving difficulty score. Eutocic calving events were defined as cows that calved in &le;70 min, and dystocia was defined as cows that took longer than 70 min to calve. Milk yield and components were measured for the first 15 wk of lactation and accelerometers were used to record activity and lying behaviors. The effects of treatment, breed, parity, calving difficulty, and, when applicable, a repeated measure, along with interaction terms, were analyzed in mixed models. Regardless of the time of administration, dystocic cattle that received meloxicam were less active than dystocic CTL. Dystocic animals displayed more lying bouts on the day of calving and then displayed fewer lying bouts and were less active during the days following calving. No effect of treatment was noted on any health outcomes. Eutocic MEL-PRE animals produced 6.8 kg/d more milk than eutocic CTL. Regardless of calving difficulty, MEL-PRE animals produced more milk fat, protein, and lactose (kg/d) than CTL. In conclusion, meloxicam administration before calving appears promising in increasing milk yield in eutocic cows.<br />
DOI: 10.3168/jds.2018-14657 PMID: 30172394<br />
<br />
[5]. Vet Surg. 2019 May;48(4):578-583. doi: 10.1111/vsu.13156. Epub 2019 Jan 13.<br />
Meloxicam vs robenacoxib for postoperative pain management in dogs undergoing combined laparoscopic ovariectomy and laparoscopic-assisted gastropexy.<br />
Bendinelli C(1), Properzi R(1), Boschi P(1), Bresciani C(2), Rocca E(1), Sabbioni A(2), Leonardi F(2).<br />
Author information: (1)Private Practice, Rapallo, Italy. (2)Department of Veterinary Science, University of Parma, Parma, Italy.<br />
OBJECTIVE: To compare meloxicam and robenacoxib for short-term postoperative pain management after combined laparoscopic ovariectomy and laparoscopic-assisted gastropexy. STUDY DESIGN: Double-blind, prospective, randomised clinical trial. ANIMALS: Twenty-six client-owned female dogs. METHODS: Dogs undergoing combined laparoscopic ovariectomy and laparoscopic-assisted gastropexy were randomly divided into 2 groups. Before induction of anesthesia, 13 dogs received meloxicam (0.2&thinsp;mg/kg subcutaneously), and 13 dogs received robenacoxib (2&thinsp;mg/kg subcutaneously). Pain was scored with the Glasgow Composite Pain Scale (short form) before surgery and at 1, 6, 12, 18, and 24&thinsp;hours after extubation. Rescue analgesia (tramadol, 3&thinsp;mg/kg) was provided to dogs with a Glasgow pain score (GPS) &ge;5. Glasgow pain scores were analyzed by ANOVA with treatment, age, and surgical time as fixed factors. RESULTS: Glasgow pain scores were higher at 24&thinsp;hours postsurgery in dogs treated with robenacoxib (2.18&thinsp;&plusmn;&thinsp;0.29) compared with those treated with meloxicam (0.68&thinsp;&plusmn;&thinsp;0.41, P&thinsp;=&thinsp;.04). Two dogs treated with meloxicam and 7 dogs treated with robenacoxib required rescue analgesia. Regardless of the treatment, the overall GPS was lower at 18 and 24&thinsp;hours postsurgery when the surgical time was &gt;40&thinsp;minutes compared with surgical times &le;40&thinsp;minutes, but surgical site inflammation was likely a confounding factor in this finding. Glasgow pain score was not affected by patient age. CONCLUSION: Meloxicam was more effective than robenacoxib at controlling pain in the population of dogs reported here. CLINICAL SIGNIFICANCE: Preoperative administration of meloxicam effectively controls pain for 24 hours after combined laparoscopic ovariectomy and laparoscopic-assisted gastropexy, but rescue analgesia may be required.<br />
DOI: 10.1111/vsu.13156 PMID: 30637777

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