Chemistry:SKF-82,958

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Short description: Chemical compound
SKF-82,958
SKF 82958.png
Identifiers
CAS Number
PubChem CID
ChemSpider
UNII
ChEMBL
Chemical and physical data
FormulaC19H20ClNO2
Molar mass329.82 g·mol−1
3D model (JSmol)

SKF-82,958 is a synthetic compound of the benzazepine class that acts as a D1/D5 receptor full agonist.[1][2] SKF-82,958 and similar D1-like-selective full agonists like SKF-81,297 and 6-Br-APB produce characteristic anorectic effects, hyperactivity and self-administration in animals, with a similar but not identical profile to that of dopaminergic stimulants such as amphetamine.[3][4][5][6][7][8][9][10][11] SKF-82,958 was also subsequently found to act as an agonist of ERα with negligible activity at ERβ, making it a subtype-selective estrogen.[12][13]

References

  1. "Dopaminergic activity of substituted 6-chloro-1-phenyl-2,3,4,5-tetrahydro-1H-3-benzazepines". Journal of Medicinal Chemistry 25 (4): 352–358. April 1982. doi:10.1021/jm00346a005. PMID 7069713. 
  2. "The full D1 dopamine receptor agonist SKF-82958 induces neuropeptide mRNA in the normosensitive striatum of rats: regulation of D1/D2 interactions by muscarinic receptors". The Journal of Pharmacology and Experimental Therapeutics 281 (2): 972–982. May 1997. PMID 9152408. http://jpet.aspetjournals.org/cgi/pmidlookup?view=long&pmid=9152408. 
  3. "Differential antagonism of the effects of dopamine D1-receptor agonists on feeding behavior in the rat". Psychopharmacology 109 (4): 403–409. 1992. doi:10.1007/BF02247715. PMID 1365854. https://zenodo.org/record/1232526. 
  4. "The D1 agonists SKF 82958 and SKF 77434 are self-administered by rats". Brain Research 582 (2): 349–352. June 1992. doi:10.1016/0006-8993(92)90155-3. PMID 1356585. 
  5. "Observational studies of dopamine D1 and D2 agonists in squirrel monkeys". Psychopharmacology 116 (1): 9–18. September 1994. doi:10.1007/BF02244865. PMID 7862937. 
  6. "D1 receptors modulate glutamate transmission in the ventral tegmental area". The Journal of Neuroscience 15 (7 Pt 2): 5379–5388. July 1995. doi:10.1523/JNEUROSCI.15-07-05379.1995. PMID 7623160. 
  7. "The reinforcing effects of dopamine D1 receptor agonists in rhesus monkeys". The Journal of Pharmacology and Experimental Therapeutics 275 (3): 1367–1374. December 1995. PMID 8531104. 
  8. "The relationship between reinforcing effects and in vitro effects of D1 agonists in monkeys". The Journal of Pharmacology and Experimental Therapeutics 283 (1): 29–38. October 1997. PMID 9336305. 
  9. "Place conditioning with the dopamine D1-like receptor agonist SKF 82958 but not SKF 81297 or SKF 77434". European Journal of Pharmacology 343 (2–3): 111–118. February 1998. doi:10.1016/S0014-2999(97)01531-8. PMID 9570457. 
  10. "Drug discrimination in methamphetamine-trained monkeys: agonist and antagonist effects of dopaminergic drugs". The Journal of Pharmacology and Experimental Therapeutics 285 (3): 1163–1174. June 1998. PMID 9618419. 
  11. "Super-stereotypy I: enhancement of a complex movement sequence by systemic dopamine D1 agonists". Synapse 37 (3): 194–204. September 2000. doi:10.1002/1098-2396(20000901)37:3<194::AID-SYN3>3.0.CO;2-A. PMID 10881041. 
  12. "SKF-82958 is a subtype-selective estrogen receptor-alpha (ERalpha ) agonist that induces functional interactions between ERalpha and AP-1". The Journal of Biological Chemistry 277 (3): 1669–1679. January 2002. doi:10.1074/jbc.M109320200. PMID 11700319. 
  13. King AG (2002). Estrogen induces uterine angiogenesis through the expression of vascular endothelial growth factor (Ph.D. thesis). University of Wisconsin--Madison. p. 21.