Molecular structure of AM-404, CAS Number: 198022-70-7
AM-404 (CAS 198022-70-7)
Alternate Names:
N-(4-Hydroxyphenyl)arachidonoylamide
Application:
AM-404 is inhibits arachidonate oxygenation by PG endoperoxide synthase-1 and -2
CAS Number:
198022-70-7
Purity:
≥98%
Molecular Weight:
395.58
Molecular Formula:
C26H37NO2
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.
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Description
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SDS & Certificate of Analysis
AM-404 is an analog of anandamide (sc-200790), an endocannabinoid transport inhibitor, which does not activate cannabinoid receptors or inhibit anandamide amidase. AM-404 is a derivative of arachidonic acid which can also inhibit arachidonate oxygenation by prostagladin endoperoxide synthase-1 and synthase-2. AM-404 is an activator of VR1 (TRPV1).
AM-404 (CAS 198022-70-7) References
- Down-regulation of anandamide hydrolase in mouse uterus by sex hormones. | MacCarrone, M., et al. 2000. Eur J Biochem. 267: 2991-7. PMID: 10806398
- Anandamide induces apoptosis in human cells via vanilloid receptors. Evidence for a protective role of cannabinoid receptors. | Maccarrone, M., et al. 2000. J Biol Chem. 275: 31938-45. PMID: 10913156
- Anandamide degradation and N-acylethanolamines level in wild-type and CB1 cannabinoid receptor knockout mice of different ages. | Maccarrone, M., et al. 2001. J Neurochem. 78: 339-48. PMID: 11461969
- Binding, degradation and apoptotic activity of stearoylethanolamide in rat C6 glioma cells. | Maccarrone, M., et al. 2002. Biochem J. 366: 137-44. PMID: 12010121
- Experimental parkinsonism alters endocannabinoid degradation: implications for striatal glutamatergic transmission. | Gubellini, P., et al. 2002. J Neurosci. 22: 6900-7. PMID: 12177188
- Estrogen stimulates arachidonoylethanolamide release from human endothelial cells and platelet activation. | Maccarrone, M., et al. 2002. Blood. 100: 4040-8. PMID: 12393387
- A role for endocannabinoids in indomethacin-induced spinal antinociception. | Gühring, H., et al. 2002. Eur J Pharmacol. 454: 153-63. PMID: 12421642
- Selective inhibition of anandamide cellular uptake versus enzymatic hydrolysis--a difficult issue to handle. | Fowler, CJ., et al. 2004. Eur J Pharmacol. 492: 1-11. PMID: 15145699
- Reversible, temperature-dependent, and AM404-inhibitable adsorption of anandamide to cell culture wells as a confounding factor in release experiments. | Karlsson, M., et al. 2004. Eur J Pharm Sci. 22: 181-9. PMID: 15158903
- Inhibition of fatty acid amide hydrolase and monoacylglycerol lipase by the anandamide uptake inhibitor VDM11: evidence that VDM11 acts as an FAAH substrate. | Vandevoorde, S. and Fowler, CJ. 2005. Br J Pharmacol. 145: 885-93. PMID: 15895107
- Characterization of an AM404 analogue, N-(3-hydroxyphenyl)arachidonoylamide, as a substrate and inactivator of prostaglandin endoperoxide synthase. | Turman, MV., et al. 2009. Biochemistry. 48: 12233-41. PMID: 19928795
- [A new fluorescent analogue for the investigation of anandamide transport in cell cultures]. | Gretskaia, NM., et al. 2014. Bioorg Khim. 40: 248-52. PMID: 25895345
- Functional role of high-affinity anandamide transport, as revealed by selective inhibition. | Beltramo, M., et al. 1997. Science. 277: 1094-7. PMID: 9262477
- Potentiation of anandamide hypotension by the transport inhibitor, AM404. | Calignano, A., et al. 1997. Eur J Pharmacol. 337: R1-2. PMID: 9389389
Activator of:
VR1.Ordering Information
| Product Name | Catalog # | UNIT | Price | Qty | FAVORITES | |
AM-404, 5 mg | sc-200363B | 5 mg | $46.00 | |||
AM-404, 10 mg | sc-200363 | 10 mg | $65.00 | |||
AM-404, 25 mg | sc-200363C | 25 mg | $147.00 | |||
AM-404, 50 mg | sc-200363A | 50 mg | $242.00 |