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Home> Encyclopedia >Pharmaceutical>Pharmaceutical Intermediates>Cosmetic Raw Materials
Meloxicam structure
Meloxicam structure

Meloxicam

Iupac Name:4-hydroxy-2-methyl-N-(5-methyl-1,3-thiazol-2-yl)-1,1-dioxo-1λ6,2-benzothiazine-3-carboxamide
CAS No.: 71125-38-7
Molecular Weight:351.40072
Modify Date.: 2023-02-09 14:23
Introduction:
Meloxicam, with the chemical formula C14H13N3O4S2 and CAS registry number 71125-38-7, is a nonsteroidal anti-inflammatory drug (NSAID) that is commonly used to reduce pain, inflammation, and stiffness caused by conditions such as arthritis. It belongs to the class of drugs known as selective COX-2 inhibitors, which work by blocking the production of certain chemicals in the body that cause inflammation. Meloxicam is available in tablet form and is typically taken once daily. Common side effects may include stomach upset, dizziness, and headache. It is important to note that meloxicam should be used with caution in individuals with a history of heart disease or gastrointestinal bleeding. As with any medication, it is recommended to consult with a healthcare professional before starting meloxicam to ensure its appropriate use and to discuss any potential risks or concerns.
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1. Names and Identifiers
1.1 Name
Meloxicam
1.2 Synonyms

(3Z)-3-[hydroxy-[(5-methyl-2-thiazolyl)amino]methylidene]-2-methyl-1,1-dioxo-1λ6,2-benzothiazin-4-one 2H-1,2-Benzothiazine-3-carboxamide, 4-hydroxy-2-methyl-N-(5-methyl-2-thiazolyl)-, 1,1-dioxide 2H-1,2-Benzothiazine-3-carboximidic acid, 4-hydroxy-2-methyl-N-(5-methyl-2-thiazolyl)-, 1,1-dioxide 3-{Hydroxy[(5-methyl-1,3-thiazol-2-yl)amino]methylene}-2-methyl-2,3-dihydro-4H-1,2-benzothiazin-4-one 1,1-dioxide 3-{hydroxy[(5-methyl-1,3-thiazol-2-yl)amino]methylidene}-2-methyl-3,4-dihydro-2H-1λ6,2-benzothiazine-1,1,4-trione 4H-1,2-Benzothiazin-4-one, 2,3-dihydro-3-[hydroxy[(5-methyl-2-thiazolyl)amino]methylene]-2-methyl-, 1,1-dioxide 4-hydroxy-2-méthyl-N-(5-méthyl-1,3-thiazol-2-yl)-2H-1,2-benzothiazine-3-carboxamide-1,1-dioxyde 4-Hydroxy-2-methyl-N-(5-methyl-1,3-thiazol-2-yl)-2H-1,2-benzothiazin-3-crboxamide 1,1-dioxide 4-Hydroxy-2-methyl-N-(5-methyl-1,3-thiazol-2-yl)-2H-1,2-benzothiazine-3-carboxamide 1,1-dioxide 4-Hydroxy-2-methyl-N-(5-methyl-1,3-thiazol-2-yl)-2H-1,2-benzothiazine-3-carboximidic acid 1,1-dioxide 4-hydroxy-2-methyl-N-(5-methyl-2-thiazolyl)-1,1-dioxide-2H-1,2-benzothiazine-3-carboxamide 4-Hydroxy-2-Methyl-N-(5-Methylthiazol-2-yl)-2H-benzo[e][1,2]thiazine-3-carboxaMide 1,1-dioxide Meloxciam Meloxicam (400 mg) MeloxicaM (Mobic) meloxicam (tautomer) MeloxicaM API MeloxicaM, BP MeloxicamUsp27 Metacam MFCD11046047 MFCD28656761 MOBEC MOBIC Mobicox Movalis Movatec Parocin structure was taken from Chemical Abstracts Index Guide, number

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1.3 CAS No.
71125-38-7
1.4 CID
54677470
1.5 EINECS(EC#)
615-253-8
1.6 Molecular Formula
C14H13N3O4S2 (isomer)
1.7 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)
1.8 InChIkey
ZRVUJXDFFKFLMG-UHFFFAOYSA-N
1.9 Canonical Smiles
CC1=CN=C(S1)NC(=O)C2=C(C3=CC=CC=C3S(=O)(=O)N2C)O
1.10 Isomers Smiles
CC1=CN=C(S1)NC(=O)C2=C(C3=CC=CC=C3S(=O)(=O)N2C)O
2. Properties
2.1 Density
1.613
2.1 Melting point
255 oC
2.1 Boiling point
581.3±60.0
2.1 Refractive index
1.72
2.1 Flash Point
305.4±32.9 °C
2.1 Precise Quality
351.03500
2.1 PSA
136.22000
2.1 logP
3.04260
2.1 Solubility
DMSO: soluble
2.2 Appearance
Light Yellow Solid
2.3 Storage
Keep Cold.
2.4 Chemical Properties
Light Yellow Solid
2.5 Color/Form
yellow
2.6 pKa
4.08 in water; 4.24 ± 0.01 in water/ethanol (1:1); 4.63 ± 0.03 in water/ethanol (1:4)
2.7 Water Solubility
DMSO: soluble
2.8 Stability
Stable. Incompatible with strong oxidizing agents.
2.9 StorageTemp
0-6°C
3. Use and Manufacturing
3.1 Definition
ChEBI: A benzothiazine that is piroxicam in which the pyridin-2-yl group is replaced by a 5-methyl-1,3-thiazol-2-yl group. A non-steroidal anti-inflammatory drug and selective inhibitor of COX-2, it is used particularly for the management of rheumatoid arthritis.
3.2 General Description
Meloxicam (Mobic) is a selective COX-2 inhibitor amongoxicams indicated for use in RA and OA. It also has a relativelylong half-life of 15 to 20 hours and has a much lowerrate of serious GI side effects and a lower than average riskof nephropathy when compared with other conventionalNSAIDs.196 The recommended dose is 7.5 mg once dailywith a maximum of 15 mg/d. Meloxicam is metabolized inhumans mainly by CYP2C9 (with a minor contribution viaCYP3A4) to 5'-hydroxymethylmeloxicam and 5 carboxymeloxicam.In large-scale comparative trials, meloxicam was foundto be at least as effective as most conventional NSAIDs inthe treatment of rheumatic disease or postoperative pain, buthas demonstrated a more favorable GI tolerability profile.
3.3 Usage
Preferential cyclooxygenase (COX-2) inhibitor. Sudoxicam and Meloxicam are nonsteroidal anti-inflammatory drugs (NSAIDs) from the enol-carboxamide class.
4. Safety and Handling
4.1 Symbol
GHS06
4.1 Hazard Codes
Xn
4.1 Signal Word
Danger
4.1 Risk Statements
R22
4.1 Safety Statements
26
4.1 Packing Group
III
4.1 Hazard Class
6.1
4.1 Hazard Declaration
H301
4.1 RIDADR
UN 2811 6.1/PG 3
4.1 Caution Statement
P301 + P310
4.1 WGK Germany
3
4.1 RTECS
DL0702000
4.1 Safety
Hazard Codes:Xn
Risk Statements:22-36/37/38
22:Harmful if swallowed
36/37/38:Irritating to eyes, respiratory system and skin
Safety Statements:26
26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
RIDADR:UN 2811 6.1/PG 3
WGK Germany:3
4.2 Specification

Light Yellow Solid
usageEng:Preferential cyclooxygenase (COX-2) inhibitor. Sudoxicam and Meloxicam are nonsteroidal anti-inflammatory drugs (NSAIDs) from the enol-carboxamide class.
Safety Statements:26
26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
4.3 Toxicity
LD50 orally in mice: 470 mg/kg (Trummlitz, 1980)
5. MSDS

2.Hazard identification

2.1 Classification of the substance or mixture

Acute toxicity - Oral, Category 3

Reproductive toxicity, Category 1A

Hazardous to the aquatic environment, long-term (Chronic) - Category Chronic 3

2.2 GHS label elements, including precautionary statements

Pictogram(s)
Signal word

Danger

Hazard statement(s)

H301 Toxic if swallowed

H360 May damage fertility or the unborn child

H412 Harmful to aquatic life with long lasting effects

Precautionary statement(s)
Prevention

P264 Wash ... thoroughly after handling.

P270 Do not eat, drink or smoke when using this product.

P201 Obtain special instructions before use.

P202 Do not handle until all safety precautions have been read and understood.

P280 Wear protective gloves/protective clothing/eye protection/face protection.

P273 Avoid release to the environment.

Response

P301+P310 IF SWALLOWED: Immediately call a POISON CENTER/doctor/\u2026

P321 Specific treatment (see ... on this label).

P330 Rinse mouth.

P308+P313 IF exposed or concerned: Get medical advice/ attention.

Storage

P405 Store locked up.

Disposal

P501 Dispose of contents/container to ...

2.3 Other hazards which do not result in classification

none

8. Other Information
8.0 Usage
Meloxicam is developed for the treatment of rheumatoid arthritis and osteoarthritis. It is currently for the treatment of osteoarthritis and rheumatoid arthritis.
9. Computational chemical data
  • Molecular Weight: 351.40072g/mol
  • Molecular Formula: C14H13N3O4S2
  • Compound Is Canonicalized: True
  • XLogP3-AA: null
  • Exact Mass: 351.03474825
  • Monoisotopic Mass: 351.03474825
  • Complexity: 628
  • Rotatable Bond Count: 2
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 7
  • Topological Polar Surface Area: 136
  • Heavy Atom Count: 23
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count: 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Isotope Atom Count: 0
  • Covalently-Bonded Unit Count: 1
  • CACTVS Substructure Key Fingerprint: AAADccBzOABgAAAAAAAAAAAAAAAAAWAAAAAwQAAAAAAAAACBwAAAHgQQSAAADAzB2gQ/kZLIEgqsAjV3dHDC8LlxKDlJ2ByoSMiIZiLAGTCUcAAswQNImSeAwCAOAAAAAAAEAAAAAAAAAAgAAAAAAAAAAA==
10. Question & Answer
  • Introduction Meloxicam is an oxicam derivative and a member of the enolic group of NSAIDs. While it shows some COX-2 selectivity, it is not classified as a selective COX-2 inhibitor by the US FDA. Ava..
  • Meloxicam is a medication that provides antipyretic, analgesic, and anti-inflammatory effects. It is generally safe and effective for treating various diseases. However, it is important to be aware of..
  • Celecoxib and Meloxicam are both relatively new anti-inflammatory and analgesic drugs used primarily for the treatment of joint pain. They belong to the class of nonsteroidal anti-inflammatory drugs (..
  • Medically, Meloxicam is considered an anti-inflammatory drug that has excellent therapeutic effects on symptoms of rheumatoid arthritis and osteoarthritis. It is important to strictly follow the instr..
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12. Realated Product Infomation