Chemistry:TAN-67

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Short description: Chemical compound
TAN-67
TAN-67.svg
Identifiers
CAS Number
PubChem CID
ChemSpider
KEGG
ChEMBL
Chemical and physical data
FormulaC23H24N2O
Molar mass344.458 g·mol−1
3D model (JSmol)
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TAN-67 (SB-205,607) is an opioid drug used in scientific research that acts as a potent and selective δ-opioid agonist,[1] selective for the δ1 subtype.[2] It has analgesic properties[3][4] and induces dopamine release in nucleus accumbens.[5] It also protects both heart and brain tissue from hypoxic tissue damage through multiple mechanisms involving among others an interaction between δ receptors and mitochondrial K(ATP) channels.[6][7][8][9][10]

References

  1. "Synthesis of optically active TAN-67, a highly selective delta opioid receptor agonist, and investigation of its pharmacological properties". Drug Design and Discovery 17 (4): 325–30. 2001. PMID 11765135. 
  2. "Rational drug design and synthesis of a highly selective nonpeptide delta-opioid agonist, (4aS*,12aR*)-4a-(3-hydroxyphenyl)-2-methyl- 1,2,3,4,4a,5,12,12a-octahydropyrido[3,4-b]acridine (TAN-67)". Chemical & Pharmaceutical Bulletin 46 (11): 1695–702. November 1998. doi:10.1248/cpb.46.1695. PMID 9845952. 
  3. "Modulation of NMDA- and (+)TAN-67-induced nociception by GABA(B) receptors in the mouse spinal cord". Life Sciences 68 (6): 719–25. December 2000. doi:10.1016/s0024-3205(00)00975-9. PMID 11205886. 
  4. "The pharmacological profile of delta opioid receptor ligands, (+) and (-) TAN-67 on pain modulation". Life Sciences 68 (19–20): 2227–31. April 2001. doi:10.1016/s0024-3205(01)01010-4. PMID 11358331. 
  5. "The non-peptidic delta opioid receptor agonist TAN-67 enhances dopamine efflux in the nucleus accumbens of freely moving rats via a mechanism that involves both glutamate and free radicals". Neuroscience 130 (3): 745–55. 2005. doi:10.1016/j.neuroscience.2004.10.016. PMID 15590157. 
  6. "Opioid-induced cardioprotection against myocardial infarction and arrhythmias: mitochondrial versus sarcolemmal ATP-sensitive potassium channels". The Journal of Pharmacology and Experimental Therapeutics 294 (2): 451–7. August 2000. PMID 10900218. 
  7. "Protection of cardiac myocytes via delta(1)-opioid receptors, protein kinase C, and mitochondrial K(ATP) channels". American Journal of Physiology. Heart and Circulatory Physiology 280 (1): H377-83. January 2001. doi:10.1152/ajpheart.2001.280.1.H377. PMID 11123254. 
  8. "Delta opioid agonists and volatile anesthetics facilitate cardioprotection via potentiation of K(ATP) channel opening". FASEB Journal 16 (11): 1468–70. September 2002. doi:10.1096/fj.02-0170fje. PMID 12205051. 
  9. "[Delta-opioid receptor activation prevents appearance of irreversible damages of cardiomyocytes and exacerbates myocardial contractility dysfunction during ischemia and reperfusion]". Patologicheskaia Fiziologiia I Eksperimental'naia Terapiia (4): 13–7. 2006. PMID 17300082. 
  10. "[Effects of intracerebroventricular injection of delta-opioid receptor agonist TAN-67 or antagonist naltrindole on acute cerebral ischemia in rat]". Sheng Li Xue Bao 60 (4): 475–84. August 2008. PMID 18690389.