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ISOXICAM

Product Name
ISOXICAM
CAS No.
34552-84-6
Chemical Name
ISOXICAM
Synonyms
Pacyl;W 8495;Maxicam;Vectren;ISOXICAM;Isoxicamo;Isoxicamum;)-,1,1-dioxide;pacyl(antiinflammatory);Inhibitor,Cyclooxygenase,COX,inhibit,Isoxicam
CBNumber
CB8101486
Molecular Formula
C14H13N3O5S
Formula Weight
335.34
MOL File
34552-84-6.mol
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ISOXICAM Property

Melting point:
265-271℃
Density 
1.588
storage temp. 
-20°C Freezer
solubility 
Chloroform (Slightly, Heated), DMSO (Slightly), Methanol (Slightly, Heated, Sonicated)
form 
Solid
pka
4.50±1.00(Predicted)
color 
White to Pale Beige
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Safety

WGK Germany 
2
RTECS 
DL0703000
Toxicity
LD50 in rats (mg/kg): >5000 orally (Whitehouse)
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
I1762
Product name
Isoxicam
Purity
analytical standard
Packaging
1g
Price
$102
Updated
2024/03/01
TRC
Product number
I918145
Product name
Isoxicam
Packaging
1g
Price
$185
Updated
2021/12/16
Usbiological
Product number
452790
Product name
Isoxicam
Packaging
1g
Price
$460
Updated
2021/12/16
TRC
Product number
I918145
Product name
Isoxicam
Packaging
10g
Price
$1455
Updated
2021/12/16
ChemScene
Product number
CS-4726
Product name
Isoxicam
Purity
99.11%
Packaging
100mg
Price
$527
Updated
2021/12/16
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ISOXICAM Chemical Properties,Usage,Production

Description

Isoxicam is a non-steroidal antiinflammatory agent useful in the treatment of various forms of rheumatoid arthritis, osteoarthritis and musculoskeletal disorders. It is about one-tenth as potent as its structural relative sudoxicam; its similar long T1/2 (>30 hrs.) allows once-daily dosing.

Originator

Warner-Lambert (USA)

Uses

antiseborrheic

Uses

Isoxicam is used for the same indications as piroxicam. Synonyms for isoxicam are floxicam and maxicam.

Uses

Isoxicam is a potent, orally active, nonsteroidal anti-inflammatory drug.

Definition

ChEBI: A monocarboxylic acid amide that is piroxicam in which the pyrid-2-yl group is replaced by a 5-methyl-1,2-oxazol-3-yl group. A non-steroidal anti-inflammatory drug, it was withdrawn from the market in the 1980s following its association with cases of Steve s-Johnson syndrome.

Manufacturing Process

A mixture of 40.5 g (0.15 mol) of 3-carbethoxy-4-hydroxy-2-methyl-2H-1,2- benzothiazine 1,1-dioxide, 20.6 g (0.21 mol) of 3-amino-5-methylisoxazole, and 2,500 ml of xylene was refluxed for 24 hours in a Soxhlet apparatus, the thimble of which contained 60 g of Linde type 4A molecular sieve. The mixture was cooled to 25°C and the resulting crystalline precipitate was collected and washed with ether to give 44 g of crude product. Recrystallization from 1,600 ml of 1,4-dioxan gave 34.7 g of material, MP 265°C to 271°C dec.

brand name

Maxicam (Parke-Davis);Floxicam;PACYL.

Therapeutic Function

Antiinflammatory

World Health Organization (WHO)

Isoxicam, a nonsteroidal anti-inflammatory agent, was introduced in 1983 for the treatment of rheumatic disorders. By 1985 its use had been associated with serious adverse effects, including four deaths from rare skin reactions. This led to its withdrawal in France followed immediately by the voluntary suspension of marketing worldwide by the major manufacturer.

Clinical Use

Isoxicam is a nonsteroidal anti-inflammatory drug withdrawn from the market as a consequence of reports of fatal skin reaction.

Synthesis

Isoxicam, 1,1-dioxide 4-hydroxy-2-methyl-N-(5-methyl-3-isoxazolyl)-2H-1,2- benzothiazine-3-carboxamide (3.2.80), is synthesized analogous to piroxicam, using amidation of 1,1-dioxide 3-methoxycarbonyl-3,4-dihydro-2-H-1,2-benzothiazine-4-one (3.2.78) in the last stage with 3-amino-5-methylisoxazole, instead of 2-aminopyridine [127¨C130].

ISOXICAM Preparation Products And Raw materials

Raw materials

Preparation Products

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ISOXICAM Suppliers

J & K SCIENTIFIC LTD.
Tel
010-82848833 400-666-7788
Fax
86-10-82849933
Email
jkinfo@jkchemical.com
Country
China
ProdList
96815
Advantage
76
Spectrum Chemical Manufacturing Corp.
Tel
021-021-021-67601398-809-809-809 15221380277
Fax
021-57711696
Email
marketing_china@spectrumchemical.com
Country
China
ProdList
9658
Advantage
60
Guangzhou Isun Pharmaceutical Co., Ltd
Tel
020-39119399 18927568969
Fax
020-39119999
Email
isunpharm@qq.com
Country
China
ProdList
4428
Advantage
55
Shanghai Lollane Biological Technology Co.,Ltd.
Tel
021-52996696,15000506266 15000506266
Fax
+86-21-52996696
Country
China
ProdList
4512
Advantage
55
Shanghai SuperLan Chemcial Technique Centre
Tel
021-2022843681 15618226720
Fax
+86-21-51601218
Email
lucy@atkchemical.com
Country
China
ProdList
9204
Advantage
58
Aikon International Limited
Tel
025-58859352 18068836627
Fax
02557626880
Email
sales01@aikonchem.com
Country
China
ProdList
15084
Advantage
58
Angel Pharmatech, Ltd.
Tel
17317130613
Fax
QQ3358272972
Email
3358272972@qq.com
Country
China
ProdList
3251
Advantage
58
Shenzhen Polymeri Biochemical Technology Co., Ltd.
Tel
+86-400-002-6226 +86-13028896684;
Email
sales@rrkchem.com
Country
China
ProdList
57412
Advantage
58
TargetMol Chemicals Inc.
Tel
+1-781-999-5354 +1-00000000000
Email
marketing@targetmol.com
Country
United States
ProdList
32165
Advantage
58
DC Chemicals
Tel
021-58447131 13564518121
Email
sales@dcchemicals.com
Country
China
ProdList
9409
Advantage
58

34552-84-6, ISOXICAMRelated Search:


  • )-,1,1-dioxide
  • 2h-1,2-benzothiazine-3-carboxamide,4-hydroxy-2-methyl-n-(5-methyl-3-isoxazolyl
  • pacyl(antiinflammatory)
  • ISOXICAM
  • 4-Hydroxy-2-methyl-N-(5-methyl-3-isoxazolyl)-2H-1,2-benzothiazine-3-carboxamide-1,1-dioxide
  • Pacyl
  • Vectren
  • W 8495
  • Isoxicamo
  • Isoxicamum
  • Maxicam
  • 2H-1,2-Benzothiazine-3-carboxamide, 4-hydroxy-2-methyl-N-(5-methyl-3-isoxazolyl)-, 1,1-dioxide
  • 4-hydroxy-2-methyl-N-(5-methyl-1,2-oxazol-3-yl)-1, 1-dioxo-2H-1lambda6,2-benzothiazine-3-carboxa mide
  • Inhibitor,Cyclooxygenase,COX,inhibit,Isoxicam
  • 4-Hydroxy-2-methyl-N-(5-methylisoxazol-3-yl)-2H-benzo[e][1,2]thiazine-3-carboxamide 1,1-dioxide
  • 34552-84-6
  • C14H13N3O5S
  • Analytical Standards
  • Analytical Chromatography Product Catalog
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