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N-(3-hydroxyphenyl)-Arachidonoyl amide (Synonyms: 3-HPAA)

Katalog-Nr.GC15372

selective, irreversible inhibitor of COX-2

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N-(3-hydroxyphenyl)-Arachidonoyl amide Chemische Struktur

Cas No.: 183718-75-4

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Sample solution is provided at 25 µL, 10mM.

Description of N-(3-hydroxyphenyl)-Arachidonoyl amide

IC50: 2 μM

N-(3-hydroxyphenyl) -Arachidonoyl amide, also known as 3-HPAA, is an analog of AM404 (N-(4-hydroxyphenyl)-arachidonoyl amide), a selective inhibitor of carrier-mediated transport of arachidonoyl ethanolamide. 3-HPAA, metabolized by both cyclooxygenase (COX) -1 and COX-2, is an irreversible and selective inhibitor of COX-2 with an IC50 value of 2 M. 3-HPAA can be efficiently oxygenated to prostaglandin and hydroxyeicosatetraenoate products by prostaglandin endoperoxide synthase (PGHS) -2. It appears that 3-HPAA can be converted by PGHS-1 in a similar manner.

COX enzymes play elaborate roles in human physiology and pathology, involving neuronal, immune, renal, cardiovascular, gastrointestinal, and reproductive systems. COX enzymes are blocked by aspirin and a wide variety of other non-steroidal anti-inflammatory drugs, which makes them clinically important [1]. COX-2, overexpressed in cancer cells, promotes tumorigenesis and induces neo-angiogenesis. Additionally, it plays an important role in inflammation and pyrexia.

In vitro: Up to now, in vitro study of 3-HPAA is still in the development stage.

In vivo: Up to now, in vivo study of 3-HPAA is still in the development stage.

Reference:
[1].  Fitzpatrick, F. Cyclooxygenase Enzymes: Regulation and Function. Current Pharmaceutical Design. 2004; 10(6): 577-588.

Chemical Properties of N-(3-hydroxyphenyl)-Arachidonoyl amide

Cas No. 183718-75-4 SDF
Überlieferungen 3-HPAA
Chemical Name N-(3-hydroxyphenyl)-5Z,8Z,11Z,14Z-eicosatetraenamide
Canonical SMILES CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)Nc1cccc(O)c1
Formula C26H37NO2 M.Wt 395.6
Löslichkeit ≤20mg/ml in DMSO;20mg/ml in dimethyl formamide Storage Store at -20°C
General tips Please select the appropriate solvent to prepare the stock solution according to the solubility of the product in different solvents; once the solution is prepared, please store it in separate packages to avoid product failure caused by repeated freezing and thawing.Storage method and period of the stock solution: When stored at -80°C, please use it within 6 months; when stored at -20°C, please use it within 1 month.
To increase solubility, heat the tube to 37°C and then oscillate in an ultrasonic bath for some time.
Shipping Condition Evaluation sample solution: shipped with blue ice. All other sizes available: with RT, or with Blue Ice upon request.

Complete Stock Solution Preparation Table of N-(3-hydroxyphenyl)-Arachidonoyl amide

Prepare stock solution
1 mg 5 mg 10 mg
1 mM 2.5278 mL 12.639 mL 25.2781 mL
5 mM 0.5056 mL 2.5278 mL 5.0556 mL
10 mM 0.2528 mL 1.2639 mL 2.5278 mL
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In vivo Formulation Calculator (Clear solution) of N-(3-hydroxyphenyl)-Arachidonoyl amide

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Method for preparing DMSO master liquid: mg drug pre-dissolved in μL DMSO ( Master liquid 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 master liquid, next addμL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O, mix and clarify.

Method for preparing in vivo formulation: Take μL DMSO master liquid, next add μL Corn oil, mix and clarify.

Note: 1. Please make sure the liquid is clear before adding the next solvent.
2. Be sure to add the solvent(s) in order. You must ensure that the solution obtained, in the previous addition, is a clear solution before proceeding to add the next solvent. Physical methods such as vortex, ultrasound or hot water bath can be used to aid dissolving.
3. All of the above co-solvents are available for purchase on the GlpBio website.

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