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SML1713

Sigma-Aldrich

Carprofen

≥97% (HPLC)

Synonym(s):

6-Chloro-α-methyl-9H-carbazole-2-acetic acid

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About This Item

Empirical Formula (Hill Notation):
C15H12ClNO2
CAS Number:
53716-49-7
Molecular Weight:
273.71
EC Number:
258-712-4
MDL number:
MFCD00079028
UNSPSC Code:
12352200
PubChem Substance ID:
329826035
NACRES:
NA.77

Quality Level

100

Assay

≥97% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 20 mg/mL, clear

storage temp.

room temp

SMILES string

CC(C(O)=O)c1ccc2c(c1)[nH]c3ccc(Cl)cc23

InChI

1S/C15H12ClNO2/c1-8(15(18)19)9-2-4-11-12-7-10(16)3-5-13(12)17-14(11)6-9/h2-8,17H,1H3,(H,18,19)

InChI key

PUXBGTOOZJQSKH-UHFFFAOYSA-N

Gene Information

human ... PTGS2(5743)

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Biochem/physiol Actions

Carprofen is a non-steroidal anti-inflammatory drug (NSAID) that has been found to have antimicrobial activity. Carprofen is primarily used as a veterinary analgesic and anti-inflammatory for arthritis and pain. Its anti-inflammatory activity is due to cyclooxygenase inihbition with selectivity for COX-2 inhibition, while its antimicrobial activity is less certain. Carprofen can kill B. subtilis by permeabilizing its membrane. Other studies have shown carprofen can target the Escherichia coli DNA polymerase III β subunit.

Pictograms

Skull and crossbones
GHS06

Signal Word

Danger

Hazard Statements

H301

Hazard Classifications

Acute Tox. 3 Oral

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Certificates of Analysis (COA)

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Arundhati Maitra et al.
British medical bulletin, 118(1), 138-148 (2016-05-07)
The number of cases of drug-resistant Mycobacterium tuberculosis, the causative agent of tuberculosis (TB), has risen rapidly in recent years. This has led to the resurgence in repurposing existing drugs, such as non-steroidal anti-inflammatory drugs (NSAIDs), for anti-TB treatment. Evidence
Anne Lamsa et al.
ACS chemical biology, 11(8), 2222-2231 (2016-05-20)
Increasing antimicrobial resistance has become a major public health crisis. New antimicrobials with novel mechanisms of action (MOA) are desperately needed. We previously developed a method, bacterial cytological profiling (BCP), which utilizes fluorescence microscopy to rapidly identify the MOA of
Zhou Yin et al.
Chemistry & biology, 21(4), 481-487 (2014-03-19)
Evidence suggests that some nonsteroidal anti-inflammatory drugs (NSAIDs) possess antibacterial properties with an unknown mechanism. We describe the in vitro antibacterial properties of the NSAIDs carprofen, bromfenac, and vedaprofen, and show that these NSAIDs inhibit the Escherichia coli DNA polymerase III
Werner E G Müller et al.
Acta biomaterialia, 118, 233-247 (2020-10-20)
Amorphous Ca-phosphate (ACP) particles stabilized by inorganic polyphosphate (polyP) were prepared by co-precipitation of calcium and phosphate in the presence of polyP (15% [w/w]). These hybrid nanoparticles showed no signs of crystallinity according to X-ray diffraction analysis, in contrast to

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