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N-(3-hydroxyphenyl)-Arachidonoyl amide (3-HPA) is an analog of AM404, which is a selective inhibitor of the carrier-mediated transport of arachidonoyl ethanolamide (AEA). 3-HPA is metabolized by both cyclooxygenase-1 (COX-1) and COX-2, and it has been found to selectively and irreversibly inhibit COX-2 with an IC50 value of 2 μM.

183718-75-4

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183718-75-4 Usage

Uses

Used in Pharmaceutical Industry:
N-(3-hydroxyphenyl)-Arachidonoyl amide is used as a selective, irreversible inhibitor of COX-2 for its potential therapeutic applications in treating conditions associated with COX-2 overexpression, such as inflammation and pain.
Used in Research Applications:
3-HPA is used as a research tool to study the role of COX-2 in various biological processes and to investigate the mechanisms of action of COX-2 inhibitors. This can help in the development of new drugs targeting COX-2 for specific medical conditions.
Used in Drug Development:
N-(3-hydroxyphenyl)-Arachidonoyl amide can be utilized in the development of novel drugs that target COX-2, potentially offering improved efficacy and reduced side effects compared to existing COX-2 inhibitors. This could be particularly useful in the treatment of chronic conditions where long-term use of COX-2 inhibitors is required.

IC 50

2 μm

references

[1]. fitzpatrick, f. cyclooxygenase enzymes: regulation and function. current pharmaceutical design. 2004; 10(6): 577-588.

Check Digit Verification of cas no

The CAS Registry Mumber 183718-75-4 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,8,3,7,1 and 8 respectively; the second part has 2 digits, 7 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 183718-75:
(8*1)+(7*8)+(6*3)+(5*7)+(4*1)+(3*8)+(2*7)+(1*5)=164
164 % 10 = 4
So 183718-75-4 is a valid CAS Registry Number.

183718-75-4SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 15, 2017

Revision Date: Aug 15, 2017

1.Identification

1.1 GHS Product identifier

Product name 3-(icosa-5,8,11,14-tetraenoylamino)phenolate

1.2 Other means of identification

Product number -
Other names -

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:183718-75-4 SDS

183718-75-4Downstream Products

183718-75-4Relevant academic research and scientific papers

Head group analogs of arachidonylethanolamide, the endogenous cannabinoid ligand

Khanolkar, Atmaram D.,Abadji, Vasiliki,Lin, Sonyuan,Hill, W. Adam G.,Taha, Gihan,Abouzid, Khaled,Meng, Zhaoxing,Fan, Pusheng,Makriyannis, Alexandros

, p. 4515 - 4519 (1996)

Several analogs of an endogenous cannabimimetic, arachidonylethanolamide (anandamide), were synthesized to study the structural requirements of the ethanolamide head group. CB1 receptor affinities of the analogs were evaluated by a standard receptor bindi

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