CAS No.71125-38-7,Meloxicam Suppliers

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Basic Information

Molecular Structure:
CAS No.:	71125-38-7
Name:	Meloxicam
Article Data:	10

Formula:	C₁₄H₁₃N₃O₄S₂
Molecular Weight:	351.407
Synonyms:	Mobic;Meloxicam [USAN:BAN:INN];Meloxicam (JAN/USAN);(8E)-8-[hydroxy-[(5-methyl-1,3-thiazol-2-yl)amino]methylidene]-9-methyl-10,10-dioxo-10$l^{6}-thia-9-azabicyclo[4.4.0]deca-1,3,5-trien-7-one;4-Hydroxy-2-methyl-N-(5-methyl-2-thiazolyl)-2H-1,2-benzothiazine-3-carboxamide 1,1-dioxide;133687-22-6;Mobec;Mobic (TN);2H-1,2-Benzothiazine-3-carboxamide, 4-hydroxy-2-methyl-N-(5-methylthiazolyl)-, 1,1-dioxide;UH-AC 62XX;Meloxicam BP2000;Meloxican;
EINECS:	615-253-8
Density:	1.614 g/cm³
Melting Point:	255 °C
Solubility:	DMSO: soluble
Appearance:	light yellow solid
Hazard Symbols:	Xn
Risk Codes:	22-36/37/38
Safety:	26
PSA:	136.22000
LogP:	3.04260

Synthetic route

: 892395-40-3
meloxicam potassium salt monohydrate

: 71125-38-7
meloxicam

Conditions

Conditions	Yield
Stage #1: meloxicam potassium salt monohydrate With potassium hydroxide; pyrographite In ethanol; water at 40 - 45℃; for 0.666667h; Stage #2: With acetic acid In ethanol; water at 10 - 30℃; for 2.5h; pH=3 - 5; Product distribution / selectivity;	98.5%
Stage #1: meloxicam potassium salt monohydrate With potassium hydroxide; pyrographite In ethanol; water at 40 - 45℃; for 0.666667h; Stage #2: With hydrogenchloride In ethanol; water at 10 - 30℃; for 2.5h; pH=3 - 5; Product distribution / selectivity;	97.1%
Stage #1: meloxicam potassium salt monohydrate With potassium hydroxide In ethanol; water at 50 - 55℃; Large scale reaction; Stage #2: With hydrogenchloride In ethanol; water at 65 - 70℃; Reflux; Large scale reaction;	91%

: 7305-71-7
5-methyl-2-thiazol-2-amine

: 24683-26-9
ethyl 4-hydroxy-2-methyl-2H-1,2-benzothiazine-3-carboxylate 1,1-dioxide

: 71125-38-7
meloxicam

Conditions

Conditions	Yield
In o-xylene for 24h; Product distribution / selectivity; Heating / reflux;	95%
In xylene at 139 - 140℃; for 32 - 37h; Product distribution / selectivity; Heating / reflux; Molecular sieve;	92.48%

: 7305-71-7
5-methyl-2-thiazol-2-amine

: 35511-15-0
methyl 2-methyl-4-hydroxy-2H-1,2-benzothiazine-3-carboxylate 1,1-dioxide

: 71125-38-7
meloxicam

Conditions

Conditions	Yield
In o-xylene at 25 - 145℃; for 33.5 - 38h; Industry scale;	88.8%
In xylene for 48h; Heating;

: 244241-52-9
N-methylglucamine salt of meloxicam

: 71125-38-7
meloxicam

Conditions

Conditions	Yield
Stage #1: N-methylglucamine salt of meloxicam In water at 70℃; for 0.5h; CN1 carbon; Stage #2: With water; acetic acid at 70℃; for 0.25h; pH=4.6; Product distribution / selectivity;	87%

: 7305-71-7
5-methyl-2-thiazol-2-amine

: 24683-26-9
ethyl 4-hydroxy-2-methyl-2H-1,2-benzothiazine-3-carboxylate 1,1-dioxide

: 95-50-1
1,2-dichloro-benzene

: 71125-38-7
meloxicam

Conditions

Conditions	Yield
With 1,2-dichloro-ethane	76%

...Expand

: 7305-71-7
5-methyl-2-thiazol-2-amine

: 24683-25-8
4-hydroxy-2-methyl-2H-benzo[e][1,2]thiazine-3-carboxamide 1,1-dioxide

: 71125-38-7
meloxicam

Conditions

Conditions	Yield
With toluene-4-sulfonic acid; 1,2-dichloro-ethane	48%

: 6639-62-9
methyl 3-oxo-2,3-dihydrobenzo[d][1,2]thiazol-2-acetate 1,1-dioxide

: 71125-38-7
meloxicam

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 25percent MeONa/MeOH / toluene / 4 h / 80 °C 2: 1M aq.NaOH / ethanol / 24 h / Ambient temperature 3: xylene / 48 h / Heating View Scheme

: 35511-14-9
methyl 4-hydroxy-2H-1,2-benzothiazine-3-carboxylate 1,1-dioxide

: 71125-38-7
meloxicam

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 1M aq.NaOH / ethanol / 24 h / Ambient temperature 2: xylene / 48 h / Heating View Scheme

: 81-07-2
saccharin

: 71125-38-7
meloxicam

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: 1.) NaH / 1.) DMF, 50 deg C, 30 min, 2.) DMF, 4 h 2: 25percent MeONa/MeOH / toluene / 4 h / 80 °C 3: 1M aq.NaOH / ethanol / 24 h / Ambient temperature 4: xylene / 48 h / Heating View Scheme

: 7305-71-7
5-methyl-2-thiazol-2-amine

: 24683-26-9
ethyl 4-hydroxy-2-methyl-2H-1,2-benzothiazine-3-carboxylate 1,1-dioxide

A: 4-hydroxy-2-methyl-N-ethyl-N-(5-methyl-2-thiazolyl)-2H-1,2-benzothiazine-3-carboxamide 1,1-dioxide

B: 71125-38-7
meloxicam

Conditions

Conditions	Yield
In xylene at 139 - 140℃; for 32 - 37h;

...Expand

Raw Materials

95-50-1

81-07-2

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History

In Europe, where the product has been available since the early 1990s, it is also prescribed and licensed for other anti-inflammatory benefits including relief from both acute and chronic pain in dogs and cats. For many years, both injectable and oral (liquid and tablet) formulations of meloxicam have been licensed for use in dogs, and injectable ones for use in cats. In June 2007, a new oral version of Metacam was licensed in Europe for the long-term relief of pain in cats. As of June 2008, Meloxicam is registered for long term use in cats in Australia, New Zealand, and throughout Europe. 'Metacam oral suspension 1.5 is not approved or recommended (according to the manufacture insert) for use in cats in the U.S.

Specification

The IUPAC name of Meloxicam is (3E)-3-[hydroxy-[(5-methyl-1,3-thiazol-2-yl)amino]methylidene]-2-methyl-1,1-dioxo-1λ6,2-benzothiazin-4-one. With the CAS registry number 71125-38-7, it is also named as 2H-1,2-Benzothiazine-3-carboxamide, 4-hydroxy-2-methyl-N-(5-methylthiazolyl)-, 1,1-dioxide. The product's categories are Active Pharmaceutical Ingredients; API; Health & Beauty; Heterocycles; Intermediates & Fine Chemicals; Pharmaceuticals; Sulfur & Selenium Compounds; API's; Lipid Signaling, and the other registry number is 133687-22-6. Besides, it is light yellow solid, which should be stored in sealed containers in a cool, dry place away from oxidizing agents at 0-6 °C. In addition, its molecular formula is C₁₄H₁₃N₃O₄S₂ and molecular weight is 351.40.

The other characteristics of this product can be summarized as: (1)ACD/LogP: 2.66; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 2; (4)ACD/LogD (pH 7.4): 0; (5)ACD/BCF (pH 5.5): 6; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 64; (8)ACD/KOC (pH 7.4): 1; (9)#H bond acceptors: 7; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 2; (12)Polar Surface Area: 136.22 Å²; (13)Index of Refraction: 1.72; (14)Molar Refractivity: 85.956 cm³; (15)Molar Volume: 217.724 cm³; (16)Polarizability: 34.076×10^-24cm³; (17)Surface Tension: 85.325 dyne/cm; (18)Density: 1.614 g/cm³; (19)Melting Point: 255 °C; (20)Water Solubility: 7.150 mg/L at 25 °C.

Preparation of Meloxicam: this chemical can be prepared by Methyl 4-hydroxy-2-methyl-(2H)-1,2-benzothiazine-3-carboxylate-1,1-dioxide and 2-Amino-5-methylthiazole. The yield is 74 %.

Uses of Meloxicam: this chemical is a nonsteroidal anti-inflammatory drug with analgesic and fever reducer effects. And it inhibits cyclooxygenase that can be used as an anti-inflammatory. Additionally, it can be used for the treatment of rheumatoid arthritis and osteoarthritis.

When you are using this chemical, please be cautious about it as the following: it irritates to eyes, respiratory system and skin. And it is harmful if swallowed. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice.

People can use the following data to convert to the molecule structure.
(1)SMILES: Cc1cnc(s1)NC(=O)C\3=C(/O)c2ccccc2S(=O)(=O)N/3C
(2)InChI: InChI=1/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)
(3)InChIKey: ZRVUJXDFFKFLMG-UHFFFAOYAR

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