Ibuprofen Lysine

Alias: Arflamin, Ibuprofen lysinate, Ibuprofen lysine, NeoProfen, Saren
Cat No.:V1049 Purity: ≥98%
Ibuprofen Lysine (Arflamin, Ibuprofen lysinate, NeoProfen, Saren), the pyridyl ester of ibuprofen, is ananti-inflammatory drug that belongs to thenon-steroidal anti-inflammatory drug (NSAIDs) class.
Ibuprofen Lysine Chemical Structure CAS No.: 57469-77-9
Product category: COX
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
50mg
100mg
250mg
500mg
1g
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Other Forms of Ibuprofen Lysine:

  • Ibuprofen (Advil; Motrin; Brufen)
Official Supplier of:
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Purity & Quality Control Documentation

Purity: ≥98%

Product Description

Ibuprofen Lysine (Arflamin, Ibuprofen lysinate, NeoProfen, Saren), the pyridyl ester of ibuprofen, is an anti-inflammatory drug that belongs to the non-steroidal anti-inflammatory drug (NSAIDs) class. The MOA (mechanism of action) of Ibuprofen Lysine is to act as a non-selective COX inhibitor with an IC50 of 0.33 mM, and also has an antiplatelet effect, though Ibuprofen Lysine is relatively mild and short-lived when compared with that of aspirin or other agents.

Biological Activity I Assay Protocols (From Reference)
ln Vitro
L-lysine (ibuprofen) (24 h) suppresses the activity of COX-1 and COX-2, with IC50 values of 13 μM and 370 μM, respectively[1]. Ibuprofen (500 μM, 48 h) L-lysine causes apoptosis in AGS cells (adenocarcinoma stomach cell line) and suppresses angiogenesis and cell proliferation[2]. In AGS cells, ibuprofen (500 μM, 48 h) L-lysine upregulates wild type P53 and Bax gene RNA levels while downregulating transcription of Akt, VEGF-A, PCNA, Bcl2, OCT3/4, and CD44 genes[2]. In both primary CF nasal epithelial cells and cystic fibrosis (CF) cell models, ibuprofen (500 μM, 24 hours) L-lysine stimulates microtubule elongation to the cell periphery and restores microtubule-dependent intracellular cholesterol transport[3]. Through photosensitization, ibuprofen (500 μM, 24 h) L-lysine amplifies UV-induced cell death in MCF-7 and MDA-MB-231 cells[4].
ln Vivo
In a model of postpartum breast cancer, ibuprofen (300 mg/kg; po; daily, for 14 days) and L-lysine diminish overall tumor development and improve anti-tumor immune features without causing negative autoimmune reactions[5]. In a rat model of chronic Oxaliplatin-induced peripheral neuropathy, L-lysine lowers the incidence of neuropathy, as does ibuprofen (60 mg/kg; ih; every other day for 15 days)[6]. L-lysine reduces muscle growth (average muscle fiber cross-sectional area) without altering the control of supraspinatus tendon adaptations to exercise, when combined with ibuprofen (20 mg/kg; po; every 12 hours, 5 doses total)[7]. In a rat model of chronic lung infection, ibuprofen (35 mg/kg; po; twice daily) and L-lysine reduce the inflammatory response to pseudomonas aeruginosa[8].
Cell Assay
Cell Viability Assay[2]
Cell Types: AGS cells
Tested Concentrations: 100-1000 μM
Incubation Duration: 24 h, 48 h
Experimental Results: Inhibited AGS cell viability with IC50 values of 630 μM (trypan blue staining, 24 h), 456 μM (neutral red assay, 24 h), 549 μM (trypan blue staining, 48 h) and 408 μM (neutral red assay, 48 h).
Animal Protocol
Animal/Disease Models: Syngeneic (D2A1) orthotopic Balb/c mouse model of PPBC (postpartum)[5]
Doses: 300 mg/kg, daily for 14 days
Route of Administration: Fed in animal feedings (added to pulverized standard chow and mixed dry, then mixed with water, made into chow pellets and dried thoroughly)
Experimental Results: Suppresed tumor growth, decreased presence of immature monocytes and increased numbers of T cells. Enhanced Th1 associated cytokines as well as promoted tumor border accumulation of T cells.

Animal/Disease Models: Oxaliplatin‑induced peripheral neuropathy[6]
Doses: 60 mg/kg, every second day for 15 days
Route of Administration: subcutaneous (sc) injection
Experimental Results: Lowered sensory nerve conduction velocity (SNCV).
References
[1]. Noreen Y, et al. Development of a radiochemical cyclooxygenase-1 and -2 in vitro assay for identification of natural products as inhibitors of prostaglandin biosynthesis. J Nat Prod. 1998 Jan;61(1):2-7.
[2]. Hassan Akrami, et al. Inhibitory effect of ibuprofen on tumor survival and angiogenesis in gastric cancer cell. Tumour Biol. 2015 May;36(5):3237-43.
[3]. Sharon M Rymut, et al. Ibuprofen regulation of microtubule dynamics in cystic fibrosis epithelial cells. Am J Physiol Lung Cell Mol Physiol. 2016 Aug 1;311(2):L317-27.
[4]. Emmanuelle Bignon, et al. Ibuprofen and ketoprofen potentiate UVA-induced cell death by a photosensitization process. Sci Rep. 2017 Aug 21;7(1):8885.
[5]. Nathan D Pennock, et al. Ibuprofen supports macrophage differentiation, T cell recruitment, and tumor suppression in a model of postpartum breast cancer. J Immunother Cancer. 2018 Oct 1;6(1):98.
[6]. Thomas Krøigård, et al. Protective effect of ibuprofen in a rat model of chronic oxaliplatin-induced peripheral neuropathy. Exp Brain Res. 2019 Oct;237(10):2645-2651.
[7]. Sarah Ilkhanipour Rooney, et al. Ibuprofen Differentially Affects Supraspinatus Muscle and Tendon Adaptations to Exercise in a Rat Model. Am J Sports Med. 2016 Sep;44(9):2237-45.
[8]. M W Konstan, et al. Ibuprofen attenuates the inflammatory response to Pseudomonas aeruginosa in a rat model of chronic pulmonary infection. Implications for antiinflammatory therapy in cystic fibrosis. Am Rev Respir Dis. 1990 Jan;141(1):186-92.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C19H32N2O4
Molecular Weight
352.47
CAS #
57469-77-9
Related CAS #
Ibuprofen;15687-27-1
SMILES
CC(CC1=CC=C(C(C(O)=O)C)C=C1)C.N[C@@H](CCCCN)C(O)=O
InChi Key
IHHXIUAEPKVVII-ZSCHJXSPSA-N
InChi Code
1S/C13H18O2.C6H14N2O2/c1-9(2)8-11-4-6-12(7-5-11)10(3)13(14)15;7-4-2-1-3-5(8)6(9)10/h4-7,9-10H,8H2,1-3H3,(H,14,15);5H,1-4,7-8H2,(H,9,10)/t;5-/m.0/s1
Chemical Name
L-Lysine mono(4-isobutyl-alpha-methylbenzeneacetate)
Synonyms
Arflamin, Ibuprofen lysinate, Ibuprofen lysine, NeoProfen, Saren
Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
DMSO:<1 mg/mL
Water:71 mg/mL (201.4 mM)
Ethanol:<1 mg/mL
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 2.8371 mL 14.1856 mL 28.3712 mL
5 mM 0.5674 mL 2.8371 mL 5.6742 mL
10 mM 0.2837 mL 1.4186 mL 2.8371 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

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Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
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Working concentration mg/mL;

Method for preparing DMSO stock solution mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
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Biological Data
  • Ibuprofen Lysine
    Trials directly comparing ibuprofen 400 mg and paracetamol 1000 mg after third molar extraction.Eur J Pain.2015Oct;19(9):1213-23.
  • Thumbnail image of
    Thumbnail image of
    Summary of indirect comparisons of ibuprofen and paracetamol with placebo in tension-type headache and migraine for the outcomes of pain free at 2 h and mild or no pain at 2 h.Eur J Pain.2015Oct;19(9):1213-23.
  • Thumbnail image of
    Summary of results for ibuprofen and paracetamol in direct and indirect comparisons in different painful conditions.Eur J Pain.2015Oct;19(9):1213-23.
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