ChemicalBook > CAS DataBase List > oxametacin

oxametacin

Product Name
oxametacin
CAS No.
27035-30-9
Chemical Name
oxametacin
Synonyms
Flogar;ABC-8/3;oxametacin;Oxametacine;oxamethacin;Indoxamic acid;1-(p-Chlorobenzoyl)-5-methoxy-2-methyl-1H-indole-3-acetohydroxamic acid;1-(4-Chlorobenzoyl)-5-methoxy-2-methyl-1H-indole-3-acetohydroxamic acid;1H-Indole-3-acetamide, 1-(4-chlorobenzoyl)-N-hydroxy-5-methoxy-2-methyl-;2-[1-(4-chlorobenzoyl)-5-methoxy-2-methyl-indol-3-yl]-N-hydroxy-acetamide
CBNumber
CB6939025
Molecular Formula
C19H17ClN2O4
Formula Weight
372.806
MOL File
27035-30-9.mol
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oxametacin Property

Melting point:
181-182° (dec)
Density 
1.2671 (rough estimate)
refractive index 
1.6800 (estimate)
solubility 
DMSO (Slightly), Methanol (Heated, Slightly)
form 
Solid
pka
9.00±0.20(Predicted)
color 
Crystals from dioxane
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Safety

Toxicity
LD50 orally in rats: 96 mg/kg (De Martiis, U.S. patent)
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

TRC
Product number
O840000
Product name
Oxametacin
Packaging
250mg
Price
$150
Updated
2021/12/16
TRC
Product number
O840000
Product name
Oxametacin
Packaging
2.5g
Price
$1190
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
HCH0124767
Product name
2-[1-(4-CHLOROBENZOYL)-5-METHOXY-2-METHYL-1H-INDOL-3-YL]-N-HYDROXYACETAMIDE
Purity
95.00%
Packaging
5MG
Price
$504.23
Updated
2021/12/16
Medical Isotopes, Inc.
Product number
48033
Product name
Oxametacin
Packaging
250mg
Price
$650
Updated
2021/12/16
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oxametacin Chemical Properties,Usage,Production

Description

Oxametacine is prepared by the acylation of hydroxylamine with indomethacin acid chloride. Oxametacine at a dose of 100 mg is reported to be as effective as 50 mg of indomethacin in reducing pain and inflammation with a lower incidence of adverse effects.

Originator

Flogar, A.B.C. , Italy ,1976

Uses

Oxametacin is a non-steroidal anti-inflammatory drug.

Definition

ChEBI: A hydroxamic acid obtained by formal condensation of the carboxy group of indometacin with the amino group of hydroxylamine.

Manufacturing Process

1 g of 1-p-chlorobenzoyl-2-methyl-5-methoxy-3-indoleacetic acid [J. Am. Chem. Soc. 85, 488-489 (1963)] is treated in a nitrogen stream with 10 ml thionyl chloride in which it promptly dissolves. The solution is quickly evaporated in vacuum and the residue (which typically is of a deep browngreen color) is distempered, twice or three times, with a few ml anhydrous benzene which is removed in vacuum each time. The resulting residue is thoroughly distempered with 5 ml anhydrous ether which dissolves most of the color impurities, and separated by filtering, purified by crystallizing from plenty of anhydrous ether, yielding a crystalline mass of needles of strawyellow color, melting point 124°C to 127°C. Yield: 0.700 g. Found: Cl % 18.62 (calculated 18.84).
The product is relatively stable towards water and aqueous alkalies in which it proves to be insoluble even after dwelling therein several hours at room temperature. It reacts, better if at elevated temperature, with lower alcohols with which it forms the corresponding esters, and with ammonia under suitable conditions for forming the amide (melting point 219°C to 221°C).
A solution of 1.330 g sodium hydroxide in 20 ml water is slowly admixed with 2.330 g hydroxylamine hydrochloride while cooling, whereupon 1 g chloride of 1-p-chlorobenzoyl-2-methyl-5-methoxy-3-indoleacetic acid is distempered in this neutral or slightly alkaline solution by vigorously stirring during a few minutes.
The acid chloride reacts with the free hydroxylamine with considerable rapidity apparently without dissolving. The reaction is completed when a sample of the suspension shows to become clear on adding aqueous alkali. The crystalline pale-yellow mass of product is separated by filtering, lavishly washed with water and dried in vacuum. The crude product yield is actually quantitative. The product is purified with excellent yields by repeatedly crystallizing from hot dioxane and washing with ether: melting point 181°C to 182°C (dec.).

Therapeutic Function

Antiinflammatory

Trade name

Flogar (UCB, Belgium; ABC, Portugal).

Safety Profile

Poison by ingestion and intraperitoneal routes. An anti-inflammatory agent. When heated to decomposition it emits toxic fumes of Clí and NOx.

oxametacin Preparation Products And Raw materials

Raw materials

Preparation Products

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oxametacin Suppliers

Energy Chemical
Tel
021-58432009 400-005-6266
Fax
021-58436166
Email
marketing@energy-chemical.com
Country
China
ProdList
44918
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58
TargetMol Chemicals Inc.
Tel
15002134094
Email
marketing@targetmol.cn
Country
China
ProdList
19707
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58
Shanghai Hao Zhun Biological Technology Co., Ltd.
Tel
--
Fax
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Email
info@zzsrm.com
Country
CHINA
ProdList
6650
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58
Lanospharma Laboratories Co.,Ltd
Tel
--
Fax
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Email
sales@lanospharma.com
Country
China
ProdList
6329
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56
Shanghai New Union Textra Import & Export Co., Ltd
Tel
--
Fax
--
Email
zhou@pharmchemical.com
Country
China
ProdList
2748
Advantage
60

27035-30-9, oxametacin Related Search:


  • 2-[1-(4-chlorobenzoyl)-5-methoxy-2-methyl-indol-3-yl]-N-hydroxy-acetamide
  • 1-(4-Chlorobenzoyl)-5-methoxy-2-methyl-1H-indole-3-acetohydroxamic acid
  • 1-(p-Chlorobenzoyl)-5-methoxy-2-methyl-1H-indole-3-acetohydroxamic acid
  • ABC-8/3
  • Flogar
  • Indoxamic acid
  • oxametacin
  • oxamethacin
  • Oxametacine
  • 1H-Indole-3-acetamide, 1-(4-chlorobenzoyl)-N-hydroxy-5-methoxy-2-methyl-
  • 27035-30-9