| Company Name: |
BOC Sciences |
| Tel: |
16314854226; +8616314854226 |
| Email: |
inquiry@bocsci.com |
| Company Name: |
Energy Chemical |
| Tel: |
400-0056266 |
| Email: |
marketing1@energy-chemical.com |
|
| Product Name: | O-689 | | Synonyms: | (+/-)-N-(2-FLUOROETHYL)-2-METHYL-5Z,8Z,11Z,14Z-EICOSATETRAENAMIDE;O-689;(+/-)-2-METHYLARACHIDONOYL-2'-FLUOROETHYLAMIDE;(+/-)-2-METHYLARACHIDONYL-2'-FLUOROETHYLAMIDE;2-METHYL-2'-FLUORO AEA;F-2-ME-AN;FLUOROMETHANANDAMIDE;(+/-)-2-METHYLARACHIDONOLY-2'*-FLUOROETHYLAMIDE | | CAS: | 166100-39-6 | | MF: | C23H38FNO | | MW: | 363.55 | | EINECS: | 200-578-6 | | Product Categories: | | | Mol File: | 166100-39-6.mol |  |
| | O-689 Chemical Properties |
| Boiling point | 503.6±50.0 °C(Predicted) | | density | 0.921±0.06 g/cm3(Predicted) | | Fp | 14 °C | | storage temp. | −20°C | | solubility | DMF: >10 mg/ml; DMSO: >30 mg/ml; Ethanol: >100 mg/ml; Ethanol:PBS (1:2): 8.5 mg/ml; PBS (pH 7.2): <100 μg/ml | | form | ethanol solution | | pka | 14.98±0.46(Predicted) | | InChIKey | HMMNZALKMVCHHZ-ZKWNWVNESA-N | | SMILES | CCCCC\C=C/C\C=C/C\C=C/C\C=C/CCC(C)C(=O)NCCF |
| Hazard Codes | F,Xi | | Risk Statements | 11-36/37/38 | | Safety Statements | 7-16-26-36 | | RIDADR | UN 1170 3/PG 2 | | WGK Germany | 1 | | Storage Class | 3 - Flammable liquids | | Hazard Classifications | Eye Irrit. 2
Flam. Liq. 2 |
| | O-689 Usage And Synthesis |
| Description | (±)-2-Methyl arachidonoyl-2''-fluoroethylamide (2-Methyl-2''-fluoro AEA) is an analog of anandamide (AEA) in which the alcohol of the ethanolamide group has been removed and replaced with a fluorine atom. This substitution confers considerably increased binding affinity for the CB1 receptor (Ki = 5.7 nM in rat brain). It also confers additional selectivity, in that binding to CB2 is decreased relative to AEA. However, the in vivo activity of 2-fluoro AEA is enhanced much less than the binding affinity, because the analog remains a good substrate for FAAH and is rapidly hydrolyzed by this enzyme. 2-Methyl-2''-fluoro AEA is further modified by the addition of an α-methyl group at the C-2 position of arachidonic acid. This substitution confers enhanced metabolic stability. 2-Methyl-2''-fluoro AEA can fully substitute for Δ9-THC in animal self-administration tests, whereas AEA and 2-fluoro AEA cannot. | | Uses | Met-F-AEA is a metabolically stable anandamine analogue. Met-F-AEA inhibits cell growth by activating apoptosis. Met-F-AEA has antitumor activity[1]. | | References | [1] Cozzolino R, et al. A metabolically stable analogue of anandamide, Met-F-AEA, inhibits human thyroid carcinoma cell lines by activation of apoptosis. Invest New Drugs. 2010 Apr;28(2):115-23. DOI:10.1007/s10637-009-9221-0 |
| | O-689 Preparation Products And Raw materials |
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