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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
Molecular Weight:
335.34
MDL Number:
MFCD00079374
MOL File:
34552-84-6.mol
MSDS File:
SDS
Last updated:2024-07-02 08:55:17

ISOXICAM Properties

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
FDA UNII 8XU734C4NG

SAFETY

Risk and Safety Statements

WGK Germany  2
RTECS  DL0703000
Toxicity LD50 in rats (mg/kg): >5000 orally (Whitehouse)

ISOXICAM price More Price(15)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich I1762 Isoxicam analytical standard 34552-84-6 1g $102 2024-03-01 Buy
TRC I918145 Isoxicam 34552-84-6 1g $185 2021-12-16 Buy
Usbiological 452790 Isoxicam 34552-84-6 1g $460 2021-12-16 Buy
TRC I918145 Isoxicam 34552-84-6 10g $1455 2021-12-16 Buy
ChemScene CS-4726 Isoxicam 99.11% 34552-84-6 100mg $527 2021-12-16 Buy
Product number Packaging Price Buy
I1762 1g $102 Buy
I918145 1g $185 Buy
452790 1g $460 Buy
I918145 10g $1455 Buy
CS-4726 100mg $527 Buy

ISOXICAM Chemical Properties,Uses,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 a potent, orally active, nonsteroidal anti-inflammatory drug.

Uses

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

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 A non-steroidal anti-inflammatory drug, it was withdrawn from the market in the 1980s following its association with cases of Steve s-Johnson syndrome.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].

Synthesis_34552-84-6

ISOXICAM Preparation Products And Raw materials

Raw materials

Preparation Products

Global( 64)Suppliers
Supplier Tel Email Country ProdList Advantage
TargetMol Chemicals Inc.
+1-781-999-5354 +1-00000000000 marketing@targetmol.com United States 32161 58
Nantong HI-FUTURE Biology Co., Ltd.
+undefined18051384581 sales@chemhifuture.com China 3135 58
Aladdin Scientific
+1-+1(833)-552-7181 sales@aladdinsci.com United States 57505 58
J & K SCIENTIFIC LTD. 010-82848833 400-666-7788 jkinfo@jkchemical.com China 96815 76
Spectrum Chemical Manufacturing Corp. 021-021-021-67601398-809-809-809 15221380277 marketing_china@spectrumchemical.com China 9658 60
Guangzhou Isun Pharmaceutical Co., Ltd 020-39119399 18927568969 isunpharm@qq.com China 4674 55
Shanghai Lollane Biological Technology Co.,Ltd. 021-52996696,15000506266 15000506266 China 4566 55
Shanghai SuperLan Chemcial Technique Centre 021-2022843681 15618226720 lucy@atkchemical.com China 9952 58
Aikon International Limited 025-58859352 18068836627 sales01@aikonchem.com China 15084 58
Angel Pharmatech, Ltd. 17317130613 3358272972@qq.com China 3251 58

ISOXICAM Spectrum

)-,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 Alphabetic OCTOPIROX