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CL-218,872

February 01, 2023

CL-218,872 is a sedative and hypnotic drug used in scientific research.[1][2] It has similar effects to sedative-hypnotic benzodiazepine drugs such as triazolam, but is structurally distinct and so is classed as a nonbenzodiazepine hypnotic.

CL-218,872
Identifiers
  • 3-methyl-6-[3-(trifluoromethyl)phenyl]-[1,2,4]triazolo[3,4-f]pyridazine
CAS Number
  • 66548-69-4 N
PubChem CID
  • 107950
ChemSpider
  • 97072 Y
UNII
  • O7GR5XL5B5
ChEMBL
  • ChEMBL13662 Y
CompTox Dashboard (EPA)
  • DTXSID80216728
ECHA InfoCard100.164.099
Chemical and physical data
FormulaC13H9F3N4
Molar mass278.238 g·mol−1
  • InChI=1S/C13H9F3N4/c1-8-17-18-12-6-5-11(19-20(8)12)9-3-2-4-10(7-9)13(14,15)16/h2-7H,1H3 Y
  • Key:GUOQUXNJZHGPQF-UHFFFAOYSA-N Y
 NY (what is this?)  (verify)

CL-218,872 is a GABAA partial agonist which is selective for the α1 subtype.[3][4][5] It has a range of effects including sedative, hypnotic, anxiolytic, anticonvulsant and amnestic actions, however the most prominent actions are sedation and amnesia, and CL-218,872 produces effects very similar to those of the hypnotic imidazopyridine derivative zolpidem in animal studies.[6][7][8]

References

  1. ^ Moreau S, Coudert P, Rubat C, Gardette D, Vallee-Goyet D, Couquelet J, Bastide P, Tronche P (July 1994). "Synthesis and anticonvulsant properties of new benzylpyridazine derivatives". Journal of Medicinal Chemistry. 37 (14): 2153–60. doi:10.1021/jm00040a006. PMID 8035421.
  2. ^ Karolak-Wojciechowska J, Lange J, Kwiatkowski W, Gniewosz M, Plenkiewicz J (August 1994). "Bicyclic [b]-heteroannulated pyridazine derivatives--II. Structure-activity relationships in the 6-aryltriazolo-[4,3-b]pyridazine ligands of the benzodiazepine receptor". Bioorganic & Medicinal Chemistry. 2 (8): 773–9. doi:10.1016/s0968-0896(00)82176-8. PMID 7894970.
  3. ^ Hadingham KL, Wafford KA, Thompson SA, Palmer KJ, Whiting PJ (November 1995). "Expression and pharmacology of human GABAA receptors containing gamma 3 subunits". European Journal of Pharmacology. 291 (3): 301–9. doi:10.1016/0922-4106(95)90070-5. PMID 8719414.
  4. ^ Araujo F, Tan S, Ruano D, Schoemaker H, Benavides J, Vitorica J (November 1996). "Molecular and pharmacological characterization of native cortical gamma-aminobutyric acidA receptors containing both alpha1 and alpha3 subunits". Journal of Biological Chemistry. 271 (44): 27902–11. doi:10.1074/jbc.271.44.27902. PMID 8910390.
  5. ^ Atack JR, Smith AJ, Emms F, McKernan RM (March 1999). "Regional differences in the inhibition of mouse in vivo [3H]Ro 15-1788 binding reflect selectivity for alpha 1 versus alpha 2 and alpha 3 subunit-containing GABAA receptors". Neuropsychopharmacology. 20 (3): 255–62. doi:10.1016/S0893-133X(98)00052-9. PMID 10063485.
  6. ^ Rowlett JK, Spealman RD, Lelas S, Cook JM, Yin W (January 2003). "Discriminative stimulus effects of zolpidem in squirrel monkeys: role of GABA(A)/alpha1 receptors". Psychopharmacology. 165 (3): 209–15. doi:10.1007/s00213-002-1275-z. PMID 12420154. S2CID 37632215.
  7. ^ Tonkiss J, Shultz PL, Bonnie KE, Hudson JL, Duran P, Galler JR (December 2003). "Spatial learning deficits induced by muscimol and CL218,872: lack of effect of prenatal malnutrition". Nutritional Neuroscience. 6 (6): 379–87. doi:10.1080/10284150310001624200. PMID 14744042. S2CID 26974393.
  8. ^ Mirza NR, Rodgers RJ, Mathiasen LS (March 2006). "Comparative cue generalization profiles of L-838, 417, SL651498, zolpidem, CL218,872, ocinaplon, bretazenil, zopiclone, and various benzodiazepines in chlordiazepoxide and zolpidem drug discrimination". The Journal of Pharmacology and Experimental Therapeutics. 316 (3): 1291–9. doi:10.1124/jpet.105.094003. PMID 16339395. S2CID 21913400.

February 01, 2023
sedative, hypnotic, drug, used, scientific, research, similar, effects, sedative, hypnotic, benzodiazepine, drugs, such, triazolam, structurally, distinct, classed, nonbenzodiazepine, hypnotic, identifiersiupac, name, methyl, trifluoromethyl, phenyl, triazolo,. CL 218 872 is a sedative and hypnotic drug used in scientific research 1 2 It has similar effects to sedative hypnotic benzodiazepine drugs such as triazolam but is structurally distinct and so is classed as a nonbenzodiazepine hypnotic CL 218 872IdentifiersIUPAC name 3 methyl 6 3 trifluoromethyl phenyl 1 2 4 triazolo 3 4 f pyridazineCAS Number66548 69 4 NPubChem CID107950ChemSpider97072 YUNIIO7GR5XL5B5ChEMBLChEMBL13662 YCompTox Dashboard EPA DTXSID80216728ECHA InfoCard100 164 099Chemical and physical dataFormulaC 13H 9F 3N 4Molar mass278 238 g mol 1InChI InChI 1S C13H9F3N4 c1 8 17 18 12 6 5 11 19 20 8 12 9 3 2 4 10 7 9 13 14 15 16 h2 7H 1H3 YKey GUOQUXNJZHGPQF UHFFFAOYSA N Y N Y what is this verify CL 218 872 is a GABAA partial agonist which is selective for the a1 subtype 3 4 5 It has a range of effects including sedative hypnotic anxiolytic anticonvulsant and amnestic actions however the most prominent actions are sedation and amnesia and CL 218 872 produces effects very similar to those of the hypnotic imidazopyridine derivative zolpidem in animal studies 6 7 8 References Edit Moreau S Coudert P Rubat C Gardette D Vallee Goyet D Couquelet J Bastide P Tronche P July 1994 Synthesis and anticonvulsant properties of new benzylpyridazine derivatives Journal of Medicinal Chemistry 37 14 2153 60 doi 10 1021 jm00040a006 PMID 8035421 Karolak Wojciechowska J Lange J Kwiatkowski W Gniewosz M Plenkiewicz J August 1994 Bicyclic b heteroannulated pyridazine derivatives II Structure activity relationships in the 6 aryltriazolo 4 3 b pyridazine ligands of the benzodiazepine receptor Bioorganic amp Medicinal Chemistry 2 8 773 9 doi 10 1016 s0968 0896 00 82176 8 PMID 7894970 Hadingham KL Wafford KA Thompson SA Palmer KJ Whiting PJ November 1995 Expression and pharmacology of human GABAA receptors containing gamma 3 subunits European Journal of Pharmacology 291 3 301 9 doi 10 1016 0922 4106 95 90070 5 PMID 8719414 Araujo F Tan S Ruano D Schoemaker H Benavides J Vitorica J November 1996 Molecular and pharmacological characterization of native cortical gamma aminobutyric acidA receptors containing both alpha1 and alpha3 subunits Journal of Biological Chemistry 271 44 27902 11 doi 10 1074 jbc 271 44 27902 PMID 8910390 Atack JR Smith AJ Emms F McKernan RM March 1999 Regional differences in the inhibition of mouse in vivo 3H Ro 15 1788 binding reflect selectivity for alpha 1 versus alpha 2 and alpha 3 subunit containing GABAA receptors Neuropsychopharmacology 20 3 255 62 doi 10 1016 S0893 133X 98 00052 9 PMID 10063485 Rowlett JK Spealman RD Lelas S Cook JM Yin W January 2003 Discriminative stimulus effects of zolpidem in squirrel monkeys role of GABA A alpha1 receptors Psychopharmacology 165 3 209 15 doi 10 1007 s00213 002 1275 z PMID 12420154 S2CID 37632215 Tonkiss J Shultz PL Bonnie KE Hudson JL Duran P Galler JR December 2003 Spatial learning deficits induced by muscimol and CL218 872 lack of effect of prenatal malnutrition Nutritional Neuroscience 6 6 379 87 doi 10 1080 10284150310001624200 PMID 14744042 S2CID 26974393 Mirza NR Rodgers RJ Mathiasen LS March 2006 Comparative cue generalization profiles of L 838 417 SL651498 zolpidem CL218 872 ocinaplon bretazenil zopiclone and various benzodiazepines in chlordiazepoxide and zolpidem drug discrimination The Journal of Pharmacology and Experimental Therapeutics 316 3 1291 9 doi 10 1124 jpet 105 094003 PMID 16339395 S2CID 21913400 Retrieved from https en wikipedia org w index php title CL 218 872 amp oldid 1136229141, wikipedia, wiki, book, books, library,

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