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SNC-80

SNC-80 is an opioid analgesic compound that selectively activates μ–δ opioid receptor heteromers[1] and is used in scientific research.[2] It was discovered in 1994.[3]

SNC-80
Clinical data
Other namesSNC-80
Identifiers
  • 4-[(R)-[(2S,5R)-4-allyl-2,5-dimethylpiperazin-1-yl](3-methoxyphenyl)methyl]-N,N-diethylbenzamide
CAS Number
  • 156727-74-1 N
PubChem CID
  • 123924
IUPHAR/BPS
  • 1611
ChemSpider
  • 110453 Y
UNII
  • L842QB22SW
ChEMBL
  • ChEMBL13470 Y
CompTox Dashboard (EPA)
  • DTXSID6045662
Chemical and physical data
FormulaC28H39N3O2
Molar mass449.639 g·mol−1
3D model (JSmol)
  • Interactive image
  • O=C(N(CC)CC)c1ccc(cc1)[C@@H](N2C[C@H](N(C\C=C)C[C@@H]2C)C)c3cccc(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 Y
  • Key:KQWVAUSXZDRQPZ-UMTXDNHDSA-N Y
 NY (what is this?)  (verify)

SNC-80 was the first non-peptide compound 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 compound in scientific research.

References edit

  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.

opioid, analgesic, compound, that, selectively, activates, opioid, receptor, heteromers, used, scientific, research, discovered, 1994, clinical, dataother, namesidentifiersiupac, name, allyl, dimethylpiperazin, methoxyphenyl, methyl, diethylbenzamidecas, numbe. SNC 80 is an opioid analgesic compound that selectively activates m d opioid receptor heteromers 1 and is used in scientific research 2 It was discovered in 1994 3 SNC 80Clinical dataOther namesSNC 80IdentifiersIUPAC name 4 R 2S 5R 4 allyl 2 5 dimethylpiperazin 1 yl 3 methoxyphenyl methyl N N diethylbenzamideCAS Number156727 74 1 NPubChem CID123924IUPHAR BPS1611ChemSpider110453 YUNIIL842QB22SWChEMBLChEMBL13470 YCompTox Dashboard EPA DTXSID6045662Chemical and physical dataFormulaC 28H 39N 3O 2Molar mass449 639 g mol 13D model JSmol Interactive imageSMILES O C N CC CC c1ccc cc1 C H N2C C H N C C C C C H 2C C c3cccc OC c3InChI 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 YKey KQWVAUSXZDRQPZ UMTXDNHDSA N Y N Y what is this verify SNC 80 was the first non peptide compound developed that was regarded as a highly selective agonist for the d 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 compound in scientific research References edit Metcalf MD Yekkirala AS Powers MD Kitto KF Fairbanks CA Wilcox GL Portoghese PS July 2012 The d opioid receptor agonist SNC80 selectively activates heteromeric m d opioid receptors ACS Chemical Neuroscience 3 7 505 9 doi 10 1021 cn3000394 PMC 3399572 PMID 22860219 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 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 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 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 amp Clinical Pharmacology amp Toxicology 97 1 39 51 doi 10 1111 j 1742 7843 2005 pto 07 x PMID 15943758 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 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 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 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 nbsp This analgesic related article is a stub You can help Wikipedia by expanding it vte Retrieved from https en wikipedia org w index php title SNC 80 amp oldid 1182466287, wikipedia, wiki, book, books, library,

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