SML1713
Carprofen
≥97% (HPLC), COX-2 inhibitor, powder
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:
Molecular Weight:
273.71
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352200
EC Number:
258-712-4
MDL number:
Product Name
Carprofen, ≥97% (HPLC)
Quality Level
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)
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.
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signalword
Danger
hcodes
Hazard Classifications
Acute Tox. 3 Oral
Storage Class
6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
wgk
WGK 3
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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
DNA replication is the target for the antibacterial effects of nonsteroidal anti-inflammatory drugs.
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
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