15687-27-1 Ibuprofen AKSci J10135
 
 
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  J10135    AKSci Reference Standard
Ibuprofen, 99% (HPLC)
 
alpha-Methyl-4-(isobutyl)phenylacetic acid, 4-Isobutyl-alpha-methylphenylacetic acid
p-Isobutylhydratropic acid
Brufen
more..
IDENTITY
CAS Number:15687-27-1
MDL Number:MFCD00010393
MF:C13H18O2
MW:206.28
EINECS:239-784-6
BRN:2049713
SPECIFICATIONS & PROPERTIES
Min. Purity Spec:99% (HPLC)
Physical Form (at 20°C):Solid
Melting Point:74-78°C
Boiling Point:157°C (4mmHg)
Long-Term Storage:Store long-term in a cool, dry place
DOT/IATA TRANSPORT INFORMATION
Not hazardous material

BIOLOGICAL INFO
Solubility:DMSO: 41mg/mL; H2O: <1mg/mL; EtOH: 41mg/mL
Application(s):Non-selective COX-1 and COX-2 Inhibitor
Form:Free Base

REVIEW
 The exact mechanism of action of ibuprofen is unknown. Ibuprofen is a non-selective inhibitor of cyclooxygenase, an enzyme invovled in prostaglandin synthesis via the arachidonic acid pathway. Its pharmacological effects are believed to be due to inhibition cylooxygenase-2 (COX-2) which decreases the synthesis of prostaglandins involved in mediating inflammation, pain, fever and swelling. Antipyretic effects may be due to action on the hypothalamus, resulting in an increased peripheral blood flow, vasodilation, and subsequent heat dissipation. Inhibition of COX-1 is thought to cause some of the side effects of ibuprofen including GI ulceration. Ibuprofen is administered as a racemic mixture. The R-enantiomer undergoes extensive interconversion to the S-enantiomer in vivo. The S-enantiomer is believed to be the more pharmacologically active enantiomer.

REFERENCES
[1]Zawada ET Jr: Renal consequences of nonsteroidal antiinflammatory drugs. Postgrad Med. 1982 May;71(5):223-30.
[2] Townsend KP, Pratico D: Novel therapeutic opportunities for Alzheimer''s disease: focus on nonsteroidal anti-inflammatory drugs. FASEB J. 2005 Oct;19(12):1592-601.
[3] Chen H, Jacobs E, Schwarzschild MA, McCullough ML, Calle EE, Thun MJ, Ascherio A: Nonsteroidal antiinflammatory drug use and the risk for Parkinson''s disease. Ann Neurol. 2005 Dec;58(6):963-7.
[4] Geisslinger G, Dietzel K, Bezler H, Nuernberg B, Brune K: Therapeutically relevant differences in the pharmacokinetical and pharmaceutical behavior of ibuprofen lysinate as compared to ibuprofen acid. Int J Clin Pharmacol Ther Toxicol. 1989 Jul;27(7):324-8.

GLOBALLY HARMONIZED SYSTEM (GHS)

Pictograms

Signal Word
Warning

Hazard Statements
H302

Precautionary Statements
P264; P270; P301+P312; P330; P501

Current as of April 18, 2024

AKSci Reference Standards are high-purity, low-impurity compounds suitable for use as standards.


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CATEGORIES
 APIs and Bioactives > NSAIDs


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