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
- Molecular Weight:
- 415.82
- MDL Number:
- MFCD00151473
- MOL File:
- 53164-05-9.mol
| Product description | Number | Pack Size | Price |
| Acemetacin European Pharmacopoeia (EP) Reference Standard | Y0000810 | 100 mg | $153 |
| Acemetacin European Pharmacopoeia (EP) Reference Standard | Y0000810 | y0000810 | $150 |
| Acemetacin analytical standard | A1674 | 1g | $42.4 |
| Acemetacin >98.0%(GC)(T) | A2452 | 5g | $59 |
| Acemetacin >98.0%(GC)(T) | A2452 | 25g | $177 |
| More product size | |||
| 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 |
| Major Application | pharmaceutical (small molecule) |
| InChI | InChI=1S/C21H18ClNO6/c1-12-16(10-20(26)29-11-19(24)25)17-9-15(28-2)7-8-18(17)23(12)21(27)13-3-5-14(22)6-4-13/h3-9H,10-11H2,1-2H3,(H,24,25) |
| InChIKey | FSQKKOOTNAMONP-UHFFFAOYSA-N |
| SMILES | N1(C(=O)C2=CC=C(Cl)C=C2)C2=C(C=C(OC)C=C2)C(CC(OCC(O)=O)=O)=C1C |
| CAS DataBase Reference | 53164-05-9(CAS DataBase Reference) |
| FDA UNII | 5V141XK28X |
| ATC code | M01AB11 |
| UNSPSC Code | 41116107 |
| NACRES | NA.24 |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS06 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Danger | |||||||||
| Hazard statements | H300+H310+H330 | |||||||||
| Precautionary statements | P260-P262-P264-P280-P302+P352+P310-P304+P340+P310 | |||||||||
| 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 | |||||||||
| Storage Class | 6.1A - Combustible acute toxic Cat. 1 and 2 very toxic hazardous materials |
|||||||||
| Hazard Classifications | Acute Tox. 1 Inhalation Acute Tox. 2 Dermal Acute Tox. 2 Oral |
|||||||||
| 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) | |||||||||
| Limited Quantities | 100ml (liquid) or 0.5 Kg (solid) | |||||||||
| Excepted Quantities | Max Inner Pack (1g or 1ml) and Max Outer Pack (500g or 500ml) | |||||||||
| NFPA 704 |
|
Acemetacin price More Price(29)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich | Y0000810 | Acemetacin European Pharmacopoeia (EP) Reference Standard | 53164-05-9 | 100 mg | $153 | 2025-07-31 | Buy |
| Sigma-Aldrich | Y0000810 | Acemetacin European Pharmacopoeia (EP) Reference Standard | 53164-05-9 | y0000810 | $150 | 2024-03-01 | Buy |
| Sigma-Aldrich | A1674 | Acemetacin analytical standard | 53164-05-9 | 1g | $42.4 | 2022-05-15 | Buy |
| TCI Chemical | A2452 | Acemetacin >98.0%(GC)(T) | 53164-05-9 | 5g | $59 | 2025-07-31 | Buy |
| TCI Chemical | A2452 | Acemetacin >98.0%(GC)(T) | 53164-05-9 | 25g | $177 | 2025-07-31 | Buy |
Acemetacin Chemical Properties,Uses,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.
References
[1] Patent: CN108440374, 2018, A. Location in patent: Paragraph 0023-0028; 0030-0035; 0037-0042; 0044-0049; 0051-0
[2] Journal of Medicinal Chemistry, 2009, vol. 52, # 10, p. 3348 - 3353
[3] Arzneimittel-Forschung/Drug Research, 1980, vol. 30, # 8 A, p. 1314 - 1325
Acemetacin Preparation Products And Raw materials
Raw materials
1of4
Preparation Products
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| Zhejiang Hengkang Pharmaceutical Co.Ltd. | +8615168202657 | commercial@hengkangpharm.cn | China | 42 | 58 |
| Hebei Chuanghai Biotechnology Co., Ltd | +8615350571055 | Sibel@chuanghaibio.com | China | 8753 | 58 |
| Xiamen Wonderful Bio Technology Co., Ltd. | +8613043004613 | Sara@xmwonderfulbio.com | China | 283 | 58 |
| Henan Tianfu Chemical Co.,Ltd. | +86-0371-55170693 +86-19937530512 | info@tianfuchem.com | China | 21599 | 55 |
| career henan chemical co | +86-0371-86658258 +8613203830695 | sales@coreychem.com | China | 29833 | 58 |
| CONIER CHEM AND PHARMA LIMITED | +8618523575427 | sales@conier.com | China | 49977 | 58 |
| Antai Fine Chemical Technology Co.,Limited | 18503026267 | info@antaichem.com | CHINA | 9636 | 58 |
| TargetMol Chemicals Inc. | +1-781-999-5354; +17819995354 | marketing@targetmol.com | United States | 32470 | 58 |
| Hefei TNJ Chemical Industry Co.,Ltd. | +86-0551-65418671 +8618949823763 | sales@tnjchem.com | China | 34563 | 58 |
| Dideu Industries Group Limited | +86-29-89586680 +86-15129568250 | 1026@dideu.com | China | 19881 | 58 |
View Lastest Price from Acemetacin manufacturers
| Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
|---|---|---|---|---|---|---|---|---|
 |
2026-01-23 | Acemetacin
53164-05-9
|
US $0.00 / Kg/Bag | 1KG | 98%min | 500kg | WUHAN FORTUNA CHEMICAL CO., LTD | |
 |
2026-01-20 | Acemetacin
53164-05-9
|
US $29.00 / mg | 99.26% | 10g | TargetMol Chemicals Inc. | ||
 |
2026-01-20 | Acemetacin
53164-05-9
|
US $29.00 / mg | 99.26% | 10g | TargetMol Chemicals Inc. |
-
- Acemetacin
53164-05-9
- US $0.00 / Kg/Bag
- 98%min
- WUHAN FORTUNA CHEMICAL CO., LTD
-
- Acemetacin
53164-05-9
- US $29.00 / mg
- 99.26%
- TargetMol Chemicals Inc.
-
- Acemetacin
53164-05-9
- US $29.00 / mg
- 99.26%
- TargetMol Chemicals Inc.
