Basic information
- CAS
27035-30-9- Standard SMILES
COc1ccc2c(c1)c(CC(=O)NO)c(C)n2C(=O)c1ccc(Cl)cc1- InChIKey
AJRNYCDWNITGHF-UHFFFAOYSA-N- Molecular formula
- C19H17ClN2O4
- Average molar mass
- 372.8 g/mol
- Monoisotopic mass
- 372.0876847
Overview
Oxametacin is a hydroxamic acid obtained by formal condensation of the carboxy group of indometacin with the amino group of hydroxylamine. It has a role as a non-steroidal anti-inflammatory drug, a non-narcotic analgesic and an EC 1.14.99.1 (prostaglandin-endoperoxide synthase) inhibitor. It is a hydroxamic acid, an aromatic ether, an organochlorine compound and a N-acylindole. It is functionally related to an indometacin.
Names & identifiers
- Preferred name
- Oxametacin
- IUPAC
- 2-[1-(4-chlorobenzoyl)-5-methoxy-2-methylindol-3-yl]-N-hydroxyacetamide
- English name
- oxametacin
- Molecular formula
- C19H17ClN2O4
- Molecular weight
- 372.806
Names & synonyms
Oxametacin27035-30-9OxametacineIndoxamic acidOxamethacinOxametacinaOxametacinum8G02RSW5CM1-(p-Chlorobenzoyl)-5-methoxy-2-methylindole-3-acetohydroxamic acid2-[1-(4-chlorobenzoyl)-5-methoxy-2-methyl-1H-indol-3-yl]-N-hydroxyacetamide1-(p-Chlorobenzoyl)-5-methoxy-2-methyl-3-indolylacetohydroxamic acid1-(4-Chlorobenzoyl)-N-hydroxy-5-methoxy-2-methyl-1H-indole-3-acetamide
Show more names
FlogarABC-8/31-(p-Chlorobenzoyl)-5-methoxy-2-methyl-1H-indole-3-acetohydroxamic acid1-(4-Chlorobenzoyl)-5-methoxy-2-methyl-1H-indole-3-acetohydroxamic acid2-[1-(4-chlorobenzoyl)-5-methoxy-2-methyl-indol-3-yl]-N-hydroxy-acetamide
CHEBI:76255DTXSID701815171H-Indole-3-acetamide, 1-(4-chlorobenzoyl)-N-hydroxy-5-methoxy-2-methyl-1-(4-chlorobenzoyl)-methyl-5-methoxy-3-indolylacetohydroxamic acid2-(1-(4-chlorobenzoyl)-5-methoxy-2-methyl-1H-indol-3-yl)-N-hydroxyacetamideRefChem:168817DTXCID10104008M01AB13
Properties
Computed structural properties
- XLogP
- 3.5
- Topological polar surface area
- 80.6 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 4
- Rotatable bonds
- 4
- Heavy atoms
- 26
- Formal charge
- 0
- Complexity
- 524
Physicochemical properties
- Melting point
- 181 · 181-182° (dec)
- Density
- 1.2671 · 1.2671 (rough estimate)
- refractive index
- 1.68 · 1.6800 (estimate)
- solubility
- DMSO (Slightly), Methanol (Heated, Slightly)
- form
- Solid
- pka
- 9 · 9.00±0.20(Predicted)
- color
- Crystals from dioxane
- FDA UNII
- 8 G02RSW5CM · 8G02RSW5CM
- ATC code
- 1 AB13 · M01AB13
- Toxicity
- 50 orally · LD50 orally in rats: 96 mg/kg (De Martiis, U.S. patent)
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- Toxicity
- LD50 orally in rats: 96 mg/kg (De Martiis, U.S. patent)
Chemistry & industry
Pharmacology
ATC Code
M - Musculo-skeletal system
QM - Musculo-skeletal system
Applications
DescriptionOxametacine 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.
UsesOxametacin is a non-steroidal anti-inflammatory drug.
Upstream & downstream products
Upstream raw materials
Suppliers5 total
湖南瑞威尔生物科技有限公司18627957289 18173226957 · [email protected]
安耐吉化学&3A（安徽泽升科技有限公司）021-58432009 400-005-6266 · [email protected]
上海陶术生物科技股份有限公司+1-781-999-5354; +1-00000000000 · [email protected]
上海陶术生物科技股份有限公司13564774135 · [email protected]
TargetMol中国（陶术生物）15002134094 · [email protected]
Additional notes
Related reactions
1 records
Compound notes
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