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Vedaclidine

From Wikipedia, the free encyclopedia
Chemical compound
Pharmaceutical compound
Vedaclidine
Clinical data
Other names(S)-3-[4-(butylthio)-1,2,5-thiadiazol-3-yl]quinuclidine
Routes of
administration
oral
ATC code
  • None
Identifiers
  • (3S)-3-[4-(Butylsulfanyl)-1,2,5-thiadiazol-3-yl]quinuclidine
CAS Number
PubChemCID
ChemSpider
UNII
ChEMBL
CompTox Dashboard(EPA)
Chemical and physical data
FormulaC13H21N3S2
Molar mass283.45 g·mol−1
3D model (JSmol)
  • CCCCSC1=NSN=C1[C@@H]2CN3CCC2CC3
  • InChI=1S/C13H21N3S2/c1-2-3-8-17-13-12(14-18-15-13)11-9-16-6-4-10(11)5-7-16/h10-11H,2-9H2,1H3/t11-/m1/s1
  • Key:WZZPXVURFDJHGI-LLVKDONJSA-N

Vedaclidine (INN,[1]: 180  codenamedLY-297,802,NNC 11-1053) is an experimentalanalgesicdrug which acts as a mixedagonist–antagonist atmuscarinic acetylcholine receptors, being a potent and selectiveagonist for theM1 andM4 subtypes, yet anantagonist at theM2,M3 andM5 subtypes.[2][3] It is orally active and an effective analgesic over 3× the potency ofmorphine, with side effects such assalivation andtremor only occurring at many times the effective analgesic dose.[4][5][6] Human trials showed little potential for development of dependence or abuse,[7] and research is continuing into possible clinical application in the treatment ofneuropathic pain andcancer pain relief.[8]

See also

[edit]

References

[edit]
  1. ^"International Nonproprietary Names for Pharmaceutical Substances (INN). Recommended International Nonproprietary Names (Rec. INN): List 38"(PDF). World Health Organization. 1997. Retrieved18 November 2016.
  2. ^Shannon HE, Womer DE, Bymaster FP, Calligaro DO, DeLapp NC, Mitch CH, et al. (1997). "In vivo pharmacology of butylthio[2.2.2] (LY297802 / NNC11-1053), an orally acting antinociceptive muscarinic agonist".Life Sciences.60 (13–14):969–76.doi:10.1016/s0024-3205(97)00036-2.PMID 9121363.
  3. ^Womer DE, Shannon HE (September 2000). "Reversal of pertussis toxin-induced thermal allodynia by muscarinic cholinergic agonists in mice".Neuropharmacology.39 (12):2499–504.doi:10.1016/S0028-3908(00)00068-X.PMID 10974334.S2CID 31065787.
  4. ^Swedberg MD, Sheardown MJ, Sauerberg P, Olesen PH, Suzdak PD, Hansen KT, et al. (May 1997). "Butylthio[2.2.2] (NNC 11-1053/LY297802): an orally active muscarinic agonist analgesic".The Journal of Pharmacology and Experimental Therapeutics.281 (2):876–83.doi:10.1016/S0022-3565(24)36644-3.PMID 9152397.
  5. ^Shannon HE, Sheardown MJ, Bymaster FP, Calligaro DO, Delapp NW, Gidda J, et al. (May 1997). "Pharmacology of butylthio[2.2.2] (LY297802/NNC11-1053): a novel analgesic with mixed muscarinic receptor agonist and antagonist activity".The Journal of Pharmacology and Experimental Therapeutics.281 (2):884–94.doi:10.1016/S0022-3565(24)36645-5.PMID 9152398.
  6. ^Shannon HE, Jones CK, Li DL, Peters SC, Simmons RM, Iyengar S (September 2001). "Antihyperalgesic effects of the muscarinic receptor ligand vedaclidine in models involving central sensitization in rats".Pain.93 (3):221–7.doi:10.1016/S0304-3959(01)00319-0.PMID 11514081.S2CID 10256837.
  7. ^Petry NM, Bickel WK, Huddleston J, Tzanis E, Badger GJ (April 1998). "A comparison of subjective, psychomotor and physiological effects of a novel muscarinic analgesic, LY297802 tartrate, and oral morphine in occasional drug users".Drug and Alcohol Dependence.50 (2):129–36.doi:10.1016/S0376-8716(98)00026-X.PMID 9649964.
  8. ^Tata AM (June 2008). "Muscarinic acetylcholine receptors: new potential therapeutic targets in antinociception and in cancer therapy".Recent Patents on CNS Drug Discovery.3 (2):94–103.doi:10.2174/157488908784534621.PMID 18537768.
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mAChRsTooltip Muscarinic acetylcholine receptors
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