Acemetacin

Product Name: Acemetacin
CAS No.: 53164-05-9
Chemical Name: Acemetacin
Synonyms: k-708;Solart;Emflex;acemix;tv1322;rantudil;TVX-1322;aximeixin;rheumibis;BAY f4975
CBNumber: CB1492822
Molecular Formula: C21H18ClNO6
Formula Weight: 415.82
MOL File: 53164-05-9.mol

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Acemetacin Property

Melting point:: 151.5°C
Boiling point:: 565.5±50.0 °C(Predicted)
Density: 1.2387 (rough estimate)
refractive index: 1.6000 (estimate)
RTECS: NL3521400
storage temp.: Sealed in dry,Store in freezer, under -20°C
solubility: Practically insoluble in water, soluble in acetone, slightly soluble in anhydrous ethanol.
pka: 2.60±0.10(Predicted)
form: Solid
color: Very fine, pale-yellow crystals from pet eth
Merck: 14,27
CAS DataBase Reference: 53164-05-9(CAS DataBase Reference)

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Safety

Hazard Codes: T+
Risk Statements: 26/27/28
Safety Statements: 22-25-36/37/39-45-24/25
RIDADR: UN 2811
WGK Germany: 3
HazardClass: 6.1(a)
PackingGroup: II
HS Code: 29339900
Toxicity: LD50 in male, female mice, male, female rats (mg/kg): 55.5, 18.42, 24.2, 30.1 orally; 34.1, 51.1, 38.1, 28.3 i.v. (Jacobi, Dell)

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Precautionary statements

P260Do not breathe dust/fume/gas/mist/vapours/spray.

P262Do not get in eyes, on skin, or on clothing.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P280Wear protective gloves/protective clothing/eye protection/face protection.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: Y0000810
Product name: Acemetacin
Purity: European Pharmacopoeia (EP) Reference Standard
Packaging: y0000810
Price: $150
Updated: 2024/03/01

Sigma-Aldrich

Product number: A1674
Product name: Acemetacin
Purity: analytical standard
Packaging: 1g
Price: $42.4
Updated: 2022/05/15

TCI Chemical

Product number: A2452
Product name: Acemetacin
Purity: >98.0%(GC)(T)
Packaging: 5g
Price: $66
Updated: 2024/03/01

TCI Chemical

Product number: A2452
Product name: Acemetacin
Purity: >98.0%(GC)(T)
Packaging: 25g
Price: $197
Updated: 2024/03/01

Alfa Aesar

Product number: J63583
Product name: Acemetacin
Packaging: 2g
Price: $59.65
Updated: 2024/03/01

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Acemetacin Chemical Properties,Usage,Production

Description

Acemetacin is used in the treatment of pain and restricted mobility resulting from chronic articular rheumatism, degenerative articular disease, gout, and inflammation of muscle, joints, and tendons. Acemetacin causes less gastrointestinal blood loss than indomethacin. Its anti-inflammatory activity results from liberation of the parent compound, indomethacin.

Chemical Properties

Light Yellow Solid

Originator

Rantudil ,Bayer ,W. Germany ,1980

Uses

Cyclo-oxygenase inhibitor; analgesic; anti-inflammatory.

Uses

A potent inhibitor of COX-2 found to have anti-tumor activity in the colon

Definition

ChEBI: A carboxylic ester that is the carboxymethyl ester of indometacin. A non-steroidal anti-inflammatory drug, it is used in the treatment of rheumatoid arthritis, osteoarthritis, and low back pain, as well as for postoperative pain and inflammation. Its activ ty is due to both acemetacin and its major metabolite, indometacin.

Manufacturing Process

25.4 g (0.050 mol) of [1-(p-chlorobenzoyl)-5-methoxy-2-methyl-3- indoleacetoxy]-benzyl acetate were dissolved in 400 ml of glacial acetic acid and hydrogenated on 2.0 g of palladium carbon at room temperature. After the absorption of hydrogen had finished (1 hour), the catalyst was filtered off, the filtrate was concentrated by evaporation under vacuum and the compound was caused to crystallize by adding petroleum ether. The compound melted at 149.5-150.5°C (determined on the micro-Kofler bench); the yield was 19.4 g which corresponds to 93% of the theoretical yield.
The starting material for the above step may be prepared as follows: 5 g (0.016 mol) of N1-(p-methoxyphenyl)-p-chlorobenzhydrazide hydrochloride and 4.75 g (0.018 mol) of benzyl levulinoyloxyacetate were heated in 25 ml of glacial acetic acid for 3 hours at 80°C. The solvent was then evaporated off under vacuum. The residue was taken up in chloroform and the solution was washed neutral by shaking with sodium bicarbonate solution and thereafter with water. After drying the chloroform solution, this was subjected to chromatography on aluminium oxide, the eluate was concentrated by evaporation and the viscous oil remaining as residue was crystallized by adding ether. The compound melted at 94-95°C. The yield was 4.1 g which corresponds to 50.7% of the theoretical yield.

Therapeutic Function

Antiinflammatory

Trade name

Acemetacin (Heumann, Stada, Germany), Acemix (Bioprogress, Italy), Altren (Rh?one-Poulenc Rorer, Belgium), Emflex (Merck, UK), Rantudil (Bayer Pharma Deutschland, Germany)

Clinical Use

Acemetacin is a nonsteroidal anti-inflammatory drug acting directly and via its major metabolite indomethacin. Acemetacin is used in chronic joint pain as well as in postoperative pain.

Safety Profile

Poison by ingestion, subcutaneous,intraperitoneal, intravenous, and intramuscular routes. Anexperimental teratogen. Other experimental reproductiveeffects. When heated to decomposition it emits toxic fumesof Cl?? and NOx. An anti-inflammatory agent.

Synthesis

alkylation of indomethacin with benzyl bromoacetate in K2CO3/N,N-dimethylformamide gives the corresponding benzyl glycolate ester, which is hydrogenated over 10 % palladium on charcoal in acetic acid to yield acemetacin.

Acemetacin Preparation Products And Raw materials

Raw materials

2-Methylindole Indometacin Palladium carbon fine chemical catalyzer Acetoxyacetic acid N,N-Dimethylformamide (-)-MENTHOXYACETIC ACID 4-CHLOROBENZHYDRAZIDE Potassium carbonate Anisole Chloroform 1,4-Dimethoxybenzene Benzyl acetate Diisopropyl ether Benzyl 2-bromoacetate Glycolic acid Ethyl chloroacetate

Preparation Products

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Acemetacin Suppliers

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View Lastest Price from Acemetacin manufacturers

WUHAN FORTUNA CHEMICAL CO., LTD

Product: Acemetacin 53164-05-9
Price: US $0.00/Kg/Bag
Min. Order: 1KG
Purity: 98%min
Supply Ability: 500kg
Release date: 2021-09-30

Hebei Chuanghai Biotechnology Co,.LTD

Product: acemetacin 53164-05-9
Price: US $1.90/KG
Min. Order: 1KG
Purity: 99%
Supply Ability: 10 ton
Release date: 2024-08-15

Hebei Weibang Biotechnology Co., Ltd

Product: Acemetacin 53164-05-9
Price: US $10.00/KG
Min. Order: 100KG
Purity: 99%
Supply Ability: 100 mt
Release date: 2021-09-18

53164-05-9, AcemetacinRelated Search:

4-Methoxyphenylacetic acid 4-Chlorophenylacetic acid Ethyl 2-(Chlorosulfonyl)acetate Methoxyacetic acid 2-Chlorophenylacetic acid Indole-3-acetic acid Ascoric Acid Acetic anhydride Phenylacetic acid 2-METHYLINDOLE-3-ACETIC ACID 5-METHOXY-1-METHYL-1H-INDOLE 5-HYDROXYINDOLE-3-ACETIC ACID 5-METHOXY-2-METHYLINDOLE 5-METHOXYTRYPTOPHOL 5-METHOXY-2-METHYL-3-INDOLEACETIC ACID Indometacin Delmetacin 1-ACETYLINDOLE

(1-(p-chlorbenzoyl)-5-methoxy-2-methylindol-3-acetoxy)essigsaeure

AURORA KA-6229

ACEMETACIN

[1-(4-CHLORO-BENZOYL)-5-METHOXY-2-METHYL-1H-INDOL-3-YL]-ACETIC ACID CARBOXYMETHYL ESTER

1-(4-Chlorobenzoyl)-5-methoxy-2-methyl-1H-indole-3-acetic Acid Carboxymethyl Ester

Emflex

Solart

1-(4-chlorobenzoyl)-5-methoxy-2-methyl-1h-indole-3-acetic aci carboxymethyl ((1-(4-chlorobenzoyl)-5-methoxy-2-methylindol-3-yl)acetoxy)acetic acid (1-(p-chlorbenzoyl)-5-methoxy-2-methylindol-3-acetoxy)essigsaeure 1-(4-chlorobenzoyl)-5-methoxy-2-methyl-1h-indole-3-acetic acid carboxymethyl 2-(2-(1-(p-chlorobenzoyl)-5-methoxy-2-methylindol-3-yl)acetoxy)acetic acid acemetacin acemetacinum acemix

1-(4-chlorobenzoyl)-5-methoxy-2-methyl-1h-indole-3-aceticacicarboxymethyl

1-(4-chlorobenzoyl)-5-methoxy-2-methyl-1h-indole-3-aceticacidcarboxymethyl

2-(2-(1-(p-chlorobenzoyl)-5-methoxy-2-methylindol-3-yl)acetoxy)aceticacid

acemetacinum

acemix

aximeixin

k-708

rantudil

rheumibis

tv1322

1-[P-CHLOROBENZOYL]-5-METHOXY-2-METHYLINDOLE-3-ACETIC ACID CARBOXYMETHYL ESTER

Acemix：Emflex：Rheumibis：Solart

BAY f4975

TVX-1322

2-[2-[1-[(4-Chlorophenyl)carbonyl]-5-methoxy-2-methylindol-3-yl]acetyloxy]acetic acid

1-(p-Chlorobenzoyl)-5-methoxy-2-methyl-1H-indole-3-acetic acid carboxymethyl

2-[2-[1-(4-chlorobenzoyl)-5-methoxy-2-methyl-indol-3-yl]acetyl]oxyacetic acid

2-[2-[1-(4-chlorobenzoyl)-5-methoxy-2-methylindol-3-yl]acetyl]oxyacetic acid

2-[2-[1-(4-chlorophenyl)carbonyl-5-methoxy-2-methyl-indol-3-yl]ethanoyloxy]ethanoic acid

((1-(4-chlorobenzoyl)-5-methoxy-2-methylindol-3-yl)acetoxy)aceticacid

AceMetacin (EMflex)

[1-(4-Chlorobenzoyl)-5-methoxy-2-methylindol-3-yl]acetoxyacetic Acid 1-(4-Chlorobenzoyl)-5-methoxy-2-methylindole-3-acetic Acid Carboxymethyl Ester

2-(2-(1-(4-chlorobenzoyl)-5-Methoxy-2-Methyl-1H-indol-3-yl)acetoxy)acetic acid

1H-Indole-3-aceticacid, 1-(4-chlorobenzoyl)-5-Methoxy-2-Methyl-, carboxyMethyl ester

cemetacin

Acemetacin, 98%, COX inhibitor

Acemetacin:O-(1-p-Chlorobenzoyl-5-methoxy-2-methylindol-3-ylacetyl)glycolic acid

Acemetacin CRS

Acemetacin &gt

Acemetacin impurity mixture CRS

[[[1-(4-Chlorobenzoyl)-5-methoxy-2-methyl-1H-indol-3-yl]acetyl]oxy]acetic acid

1-(4-Chlorobenzoyl)-5-methoxy-2-methylindole-3-acetic Acid Carboxymethyl Ester

Acemetacin USP/EP/BP

Acemetacin (K-708

Acemetacin/TVX1322

I.?1-(2,6-dichlorophenyl)-1,3-dihydro-2H-indol-2-one.

53164-05-9

C21H18ClNO6

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