| 词条 | O-1812 |
| 释义 |
| Verifiedfields = changed | Watchedfields = changed | verifiedrevid = 445942332 | IUPAC_name = (5Z,8Z,11Z,14Z)-20-cyano-N-[(2R)-1-hydroxypropan-2-yl]-16,16-dimethylicosa-5,8,11,14-tetraenamide | image = O-1812_structure.png | tradename = | pregnancy_AU = | pregnancy_US = | pregnancy_category = | legal_AU = | legal_CA = | legal_UK = | legal_US = | legal_status = | routes_of_administration = | bioavailability = | protein_bound = | metabolism = | elimination_half-life = | excretion = | IUPHAR_ligand = 732 | CAS_number_Ref = {{cascite|changed|??}} | CAS_number = 342882-77-3 | ATC_prefix = | ATC_suffix = | PubChem = 9823107 | DrugBank_Ref = {{drugbankcite|correct|drugbank}} | DrugBank = | ChemSpiderID_Ref = {{chemspidercite|changed|chemspider}} | ChemSpiderID = 7998855 | C=26 | H=42 | N=2 | O=2 | molecular_weight = 414.622 g/mol | smiles = C[C@H](CO)NC(=O)CCC/C=C\\C/C=C\\C/C=C\\C/C=C\\C(C)(C)CCCCC#N | StdInChI_Ref = {{stdinchicite|changed|chemspider}} | StdInChI = 1S/C26H42N2O2/c1-24(23-29)28-25(30)19-15-12-10-8-6-4-5-7-9-11-13-16-20-26(2,3)21-17-14-18-22-27/h4-5,8-11,16,20,24,29H,6-7,12-15,17-19,21,23H2,1-3H3,(H,28,30)/b5-4-,10-8-,11-9-,20-16-/t24-/m1/s1 | StdInChIKey_Ref = {{stdinchicite|changed|chemspider}} | StdInChIKey = WZQHSBKOWZOASP-QLZKPENWSA-N }}O-1812 is an eicosanoid derivative related to anandamide that acts as a potent and highly selective agonist for the cannabinoid receptor CB1, with a Ki of 3.4 nM at CB1 and 3870 nM at CB2.[1] Unlike most related compounds, O-1812 is metabolically stable against rapid breakdown by enzymes, and produces a cannabinoid-like discriminative effect in rats, which is similar but not identical to that produced by cannabinoid drugs of other chemical classes.[2][3][4][5] See also
References1. ^{{cite journal |vauthors=Di Marzo V, etal |title=Highly selective CB1 cannabinoid receptor ligands and novel CB1/VR1 vanilloid receptor "hybrid" ligands |journal=Biochemical and Biophysical Research Communications |volume=281 |issue=2 |pages=444–51 |date=February 2001 |pmid=11181068 |doi=10.1006/bbrc.2001.4354 |url=}} {{Cannabinoids}}{{alkene-stub}}{{cannabinoid-stub}}2. ^{{cite journal |vauthors=Baskfield CY, Martin BR, Wiley JL |title=Differential effects of Δ9-tetrahydrocannabinol and methanandamide in CB1 knockout and wild-type mice |journal=The Journal of Pharmacology and Experimental Therapeutics |volume=309 |issue=1 |pages=86–91 |date=April 2004 |pmid=14718593 |doi=10.1124/jpet.103.055376 }} 3. ^{{cite journal |vauthors=Wiley JL, etal |title=A comparison of the discriminative stimulus effects of Δ9-tetrahydrocannabinol and O-1812, a potent and metabolically stable anandamide analog, in rats |journal=Experimental and Clinical Psychopharmacology |volume=12 |issue=3 |pages=173–9 |date=August 2004 |pmid=15301634 |doi=10.1037/1064-1297.12.3.173 }} 4. ^{{cite journal |vauthors=Wiley JL, Smith FL, Razdan RK, Dewey WL |title=Task specificity of cross-tolerance between Δ9-tetrahydrocannabinol and anandamide analogs in mice |journal=European Journal of Pharmacology |volume=510 |issue=1-2 |pages=59–68 |date=March 2005 |pmid=15740725 |doi=10.1016/j.ejphar.2005.01.006 }} 5. ^{{cite journal |vauthors=Breivogel CS, etal |title=Sensitivity to Δ9-tetrahydrocannabinol is selectively enhanced in β-arrestin2 -/- mice |journal=Behavioural Pharmacology |volume=19 |issue=4 |pages=298–307 |date=July 2008 |pmid=18622177 |pmc=2751575 |doi=10.1097/FBP.0b013e328308f1e6 }} 3 : Cannabinoids|Nitriles|Fatty acid amides |
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