SNC-80

SNC-80
SNC-80
SNC-80 Structure.svg
임상자료
기타 이름SNC-80
식별자
  • 4-[(R)-[(2S,5R)-4-alll-2,5-dimethylpiperazin-1-yl](3-methoxypheryl)메틸]-N, N-diethylbenzamide
CAS 번호
펍켐 CID
IUPHAR/BPS
켐스파이더
유니
켐벨
CompTox 대시보드 (EPA)
화학 및 물리적 데이터
공식C28H39N3O2
어금질량449.639 g·190−1
3D 모델(JSmol)
  • O=C(N(CC)CC)c1ccc(cc1)[C@H](N2C[C@H](N(C\C=C)C[C@H]2C)c3ccc(OC)c3
  • InChI=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 checkY
  • 키:KQWVAUSXZDRQPZ-UMTXDNHDSA-N checkY
☒NcheckY (이게 뭐야?) (iii)

SNC-80은 μ–Δ 오피오이드 수용체 이질체를 선택적으로 활성화하는 오피오이드[1] 진통 화합물로 과학 연구에 사용된다.[2] 그것은 1994년에 발견되었다.[3]

SNC-80은 Δ-opioid 수용체에 대해 고선택적 작용제로 간주되었던 최초의 비펩타이드 화합물이었다.[4] 동물 연구에서는 유용한 진통제,[5] 항우울제[6], 항불안제 효과를 내는 것으로 나타났으나,[7][8] 고량량에서 경련을 일으켜 그 유용성이 제한되고 있어 SNC-80은 과학 연구에서 유용한 화합물이지만 의학적으로 사용되지 않는다.[9]

참조

  1. ^ Metcalf MD, Yekkirala AS, Powers MD, Kitto KF, Fairbanks CA, Wilcox GL, Portoghese PS (July 2012). "The δ opioid receptor agonist SNC80 selectively activates heteromeric μ-δ opioid receptors". ACS Chemical Neuroscience. 3 (7): 505–9. doi:10.1021/cn3000394. PMC 3399572. PMID 22860219.
  2. ^ Calderon SN, Coop A (2004). "SNC 80 and related delta opioid agonists". Current Pharmaceutical Design. 10 (7): 733–42. doi:10.2174/1381612043453054. PMID 15032699.
  3. ^ Calderon SN, Rothman RB, Porreca F, Flippen-Anderson JL, McNutt RW, Xu H, et al. (July 1994). "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 of Medicinal Chemistry. 37 (14): 2125–8. doi:10.1021/jm00040a002. PMID 8035418.
  4. ^ Bilsky EJ, Calderon SN, Wang T, Bernstein RN, Davis P, Hruby VJ, et al. (April 1995). "SNC 80, a selective, nonpeptidic and systemically active opioid delta agonist". The Journal of Pharmacology and Experimental Therapeutics. 273 (1): 359–66. PMID 7714789.
  5. ^ Gallantine EL, Meert TF (July 2005). "A comparison of the antinociceptive and adverse effects of the mu-opioid agonist morphine and the delta-opioid agonist SNC80". Basic & Clinical Pharmacology & Toxicology. 97 (1): 39–51. doi:10.1111/j.1742-7843.2005.pto_07.x. PMID 15943758.
  6. ^ Jutkiewicz EM, Rice KC, Traynor JR, Woods JH (November 2005). "Separation of the convulsions and antidepressant-like effects produced by the delta-opioid agonist SNC80 in rats". Psychopharmacology. 182 (4): 588–96. doi:10.1007/s00213-005-0138-9. PMC 1307499. PMID 16163520.
  7. ^ Perrine SA, Hoshaw BA, Unterwald EM (April 2006). "Delta opioid receptor ligands modulate anxiety-like behaviors in the rat". British Journal of Pharmacology. 147 (8): 864–72. doi:10.1038/sj.bjp.0706686. PMC 1760715. PMID 16491101.
  8. ^ Saitoh A, Kimura Y, Suzuki T, Kawai K, Nagase H, Kamei J (July 2004). "Potential anxiolytic and antidepressant-like activities of SNC80, a selective delta-opioid agonist, in behavioral models in rodents". Journal of Pharmacological Sciences. 95 (3): 374–80. doi:10.1254/jphs.FPJ04014X. PMID 15272214.
  9. ^ Danielsson I, Gasior M, Stevenson GW, Folk JE, Rice KC, Negus SS (October 2006). "Electroencephalographic and convulsant effects of the delta opioid agonist SNC80 in rhesus monkeys". Pharmacology, Biochemistry, and Behavior. 85 (2): 428–34. doi:10.1016/j.pbb.2006.09.012. PMC 1820742. PMID 17112570.