词条 | SNC-80 |
释义 |
| Verifiedfields = changed | verifiedrevid = 464385560 | IUPAC_name = 4-[(R)-[(2S,5R)-4-allyl-2,5-dimethylpiperazin-1-yl](3-methoxyphenyl)methyl]-N,N-diethylbenzamide | image = SNC-80.svg | width = 220 | 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 = | CAS_number_Ref = {{cascite|changed|??}} | CAS_number = 156727-74-1 | ATC_prefix = | ATC_suffix = | PubChem = 123924 | IUPHAR_ligand = 1611 | DrugBank_Ref = {{drugbankcite|correct|drugbank}} | DrugBank = | ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} | ChemSpiderID = 110453 | ChEMBL_Ref = {{ebicite|correct|EBI}} | ChEMBL = 13470 | C=28 | H=39 | N=3 | O=2 | molecular_weight = 449.63 g/mol | smiles = O=C(N(CC)CC)c1ccc(cc1)[C@@H](N2C[C@H](N(C\\C=C)C[C@@H]2C)C)c3cccc(OC)c3 | StdInChI_Ref = {{stdinchicite|correct|chemspider}} | StdInChI = 1S/C28H39N3O2/c1-7-17-30-19-22(5)31(20-21(30)4)27(25-11-10-12-26(18-25)33-6)23-13-15-24(16-14-23)28(32)29(8-2)9-3/h7,10-16,18,21-22,27H,1,8-9,17,19-20H2,2-6H3/t21-,22+,27-/m1/s1 | StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} | StdInChIKey = KQWVAUSXZDRQPZ-UMTXDNHDSA-N | synonyms = SNC-80 }}SNC-80 is an opioid analgesic drug that selectively activates μ–δ opioid receptor heteromers[1] and is used in scientific research.[2] It was discovered in 1994.[3] SNC-80 was the first non-peptide drug developed that was regarded as a highly selective agonist for the δ-opioid receptor.[4] It has been shown to produce useful analgesic,[5] antidepressant[6] and anxiolytic effects in animal studies,[7][8] but its usefulness is limited by producing convulsions at high doses,[9] and so SNC-80 is not used medically, although it is a useful drug in scientific research. References1. ^{{cite journal | vauthors = Metcalf MD, Yekkirala AS, Powers MD, Kitto KF, Fairbanks CA, Wilcox GL, Portoghese PS | title = The δ opioid receptor agonist SNC80 selectively activates heteromeric μ-δ opioid receptors | journal = ACS Chem Neurosci | volume = 3 | issue = 7 | pages = 505–9 |date=July 2012 | pmid = 22860219 | pmc = 3399572 | doi = 10.1021/cn3000394 }} {{Opioidergics}}{{analgesic-stub}}2. ^{{cite journal | vauthors = Calderon SN, Coop A | title = SNC 80 and related delta opioid agonists | journal = Curr. Pharm. Des. | volume = 10 | issue = 7 | pages = 733–42 | year = 2004 | pmid = 15032699 | doi = 10.2174/1381612043453054 }} 3. ^{{cite journal | vauthors = Calderon SN, Rothman RB, Porreca F, Flippen-Anderson JL, McNutt RW, Xu H, Smith LE, Bilsky EJ, Davis P, Rice KC | title = Probes for narcotic receptor mediated phenomena. 19. Synthesis of (+)-4-[(alpha R)-alpha-((2S,5R)-4-allyl-2,5-dimethyl-1-piperazinyl)-3- methoxybenzyl]-N,N-diethylbenzamide (SNC 80): a highly selective, nonpeptide delta opioid receptor agonist | journal = J. Med. Chem. | volume = 37 | issue = 14 | pages = 2125–8 |date=July 1994 | pmid = 8035418 | doi =10.1021/jm00040a002 }} 4. ^{{cite journal | vauthors = Bilsky EJ, Calderon SN, Wang T, Bernstein RN, Davis P, Hruby VJ, McNutt RW, Rothman RB, Rice KC, Porreca F | title = SNC 80, a selective, nonpeptidic and systemically active opioid delta agonist | journal = J. Pharmacol. Exp. Ther. | volume = 273 | issue = 1 | pages = 359–66 |date=April 1995 | pmid = 7714789 | doi = }} 5. ^{{cite journal | vauthors = Gallantine EL, Meert TF | title = A comparison of the antinociceptive and adverse effects of the mu-opioid agonist morphine and the delta-opioid agonist SNC80 | journal = Basic Clin. Pharmacol. Toxicol. | volume = 97 | issue = 1 | pages = 39–51 |date=July 2005 | pmid = 15943758 | doi = 10.1111/j.1742-7843.2005.pto_07.x }} 6. ^{{cite journal | vauthors = Jutkiewicz EM, Rice KC, Traynor JR, Woods JH | title = Separation of the convulsions and antidepressant-like effects produced by the delta-opioid agonist SNC80 in rats | journal = Psychopharmacology | volume = 182 | issue = 4 | pages = 588–96 |date=November 2005 | pmid = 16163520 | pmc = 1307499 | doi = 10.1007/s00213-005-0138-9 }} 7. ^{{cite journal | vauthors = Perrine SA, Hoshaw BA, Unterwald EM | title = Delta opioid receptor ligands modulate anxiety-like behaviors in the rat | journal = Br. J. Pharmacol. | volume = 147 | issue = 8 | pages = 864–72 |date=April 2006 | pmid = 16491101 | pmc = 1760715 | doi = 10.1038/sj.bjp.0706686 }} 8. ^{{cite journal | vauthors = Saitoh A, Kimura Y, Suzuki T, Kawai K, Nagase H, Kamei J | title = Potential anxiolytic and antidepressant-like activities of SNC80, a selective delta-opioid agonist, in behavioral models in rodents | journal = J. Pharmacol. Sci. | volume = 95 | issue = 3 | pages = 374–80 |date=July 2004 | pmid = 15272214 | doi =10.1254/jphs.FPJ04014X }} 9. ^{{cite journal | vauthors = Danielsson I, Gasior M, Stevenson GW, Folk JE, Rice KC, Negus SS | title = Electroencephalographic and convulsant effects of the delta opioid agonist SNC80 in rhesus monkeys | journal = Pharmacol. Biochem. Behav. | volume = 85 | issue = 2 | pages = 428–34 |date=October 2006 | pmid = 17112570 | pmc = 1820742 | doi = 10.1016/j.pbb.2006.09.012 }} 7 : Opioids|Delta-opioid agonists|Benzamides|Piperazines|Phenol ethers|Allyl compounds|Receptor heteromer ligands |
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