Acemetacin | CAS No. 53164-05-9

Acemetacin

Basic Information

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CAS Number

53164-05-9

Molecular Formula

C21H18ClNO6

Molecular Weight

415.83 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Esters

Basic Chemical Raw Materials Organic Chemicals Ethers

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Fine Chemicals Dyes and Pigments Organic Dyes

Fine Chemicals Surfactants Anionic Surfactants

Agricultural Chemicals Pesticides Herbicides

Laboratory Chemicals Research Chemicals Biochemical Reagents

Basic Physical Properties

Melting Point

151.0 to 154.0 deg-C

Boiling Point

565.5°C at 760 mmHg

Density

1.2387 (rough estimate)

Flash Point

295.8±30.1 °C

Refractive Index

1.6000 (estimate)

SMILES

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CC1=C(C2=C(N1C(=O)C3=CC=C(C=C3)Cl)C=CC(=C2)OC)CC(=O)OCC(=O)O

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

LogP

3.4705200000000014

Topological Polar Surface Area

94.83 Å²

Hydrogen Bond Donor/Acceptor

1 / 7

Complexity

620

Safety Information

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Hazard Statement

H300 Fatal if swallowed
Acute toxicity, oral

H310 Fatal in contact with skin
Acute toxicity, dermal

H330 Fatal if inhaled
Acute toxicity, inhalation

Hazard Class

Class 6.1 Class 6.1

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)

Synonyms & References

English

indometacin glycolic ester
1-(4-Chlorobenzoyl)-5-methoxy-2-methylindole-3-acetic Acid Carboxymethyl Ester
5V141XK28X
CHEBI:31162
AKOS015895194
AB00052149_17
ACEMETACIN [EP MONOGRAPH]
53164-05-9
[1-(4-Chloro-benzoyl)-5-methoxy-2-methyl-1H-indol-3-yl]-acetic acid carboxymethyl ester
BSPBio_003316
(1-(p-Chlorbenzoyl)-5-methoxy-2-methylindol-3-acetoxy)essigsaeure
NCGC00022084-03
indometacin carboxymethyl ester
Prestwick0_000296
HMS2095L14
2-({2-[1-(4-chlorobenzoyl)-5-methoxy-2-methyl-1H-indol-3-yl]acetyl}oxy)acetic acid
SR-01000000070
HMS1921A08
BS-16970
NCGC00016868-05
K 708
SPECTRUM1500666
Spectrum2_001162
BRD-K67563174-001-05-1
KBioGR_001285
HMS2230G08
ACEMETACIN [INN]
BPBio1_000256
NCGC00016868-03
Acemetacina
CAS-53164-05-9

MDL Number

MFCD00151473

Customs Code

2942000000

FAQ

What are the physical and chemical properties of Acemetacin (CAS: 53164-05-9)?

Acemetacin (CAS: 53164-05-9) is a white, crystalline powder with a molecular weight of approximately 359.34 g/mol. It is slightly soluble in water and freely soluble in ethanol and methanol. Chemically, it is highly reactive towards basic conditions and exhibits limited solubility in acidic media.

How is Acemetacin (CAS: 53164-05-9) typically synthesized?

Acemetacin (CAS: 53164-05-9) is synthesized through a multi-step process involving the reaction of 2-aminobenzophenone with 2,3-dichloro-5-methylbenzene, followed by acetylation and cyclization. Common catalysts include aluminum chloride, and the process yields a high purity product with good selectivity.

What industries use Acemetacin (CAS: 53164-9)?

Acemetacin (CAS: 53164-05-9) is primarily used in the pharmaceutical industry as a nonsteroidal anti-inflammatory drug (NSAID). It is also applied in the synthesis of certain polymers and as a component in some sensor devices due to its reactivity and solubility properties.

What precautions should be taken when handling Acemetacin (CAS: 53164-05-9)?

When handling Acemetacin (CAS: 53164-05-9), wear appropriate personal protective equipment (PPE) such as gloves, goggles, and lab coat. Work in a well-ventilated area or fume hood, as it is sensitive to basic conditions. In case of spill, follow the guidelines in the safety data sheet (SDS) and clean up using appropriate absorbent materials.