JM-1232

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JM-1232
JM-1232 Structure.svg
Identifiers
IUPAC name
  • (3R)-3-[2-(4-methylpiperazin-1-yl)-2-oxoethyl]-2-phenyl-3,5,6,7-tetrahydrocyclopenta[f]isoindol-1-one
CAS Number
PubChem CID
ChemSpider
UNII
Chemical and physical data
FormulaC24H27N3O2
Molar mass389.499 g·mol−1
3D model (JSmol)
SMILES
  • O=C1C2=CC3=C(C=C2[C@H](N1C4=CC=CC=C4)CC(N5CCN(CC5)C)=O)CCC3
InChI
  • InChI=1S/C24H27N3O2/c1-25-10-12-26(13-11-25)23(28)16-22-20-14-17-6-5-7-18(17)15-21(20)24(29)27(22)19-8-3-2-4-9-19/h2-4,8-9,14-15,22H,5-7,10-13,16H2,1H3/t22-/m1/s1 ☒N
  • Key:MBGOHVUPIPFVMM-JOCHJYFZSA-N ☒N
 ☒NcheckY (what is this?)  

JM-1232 is a sedative and hypnotic drug being researched as a potential anesthetic. It has similar effects to sedative-hypnotic benzodiazepine drugs, but is structurally distinct and so is classed as a nonbenzodiazepine hypnotic.[1][2][3][4][5][6] It was developed by a team at Maruishi Pharmaceutica.[7]

A human study explored the sedation caused by infusions at a range of doses, finding a fair hemodynamic safety profile.[8]

References[]

  1. ^ Kanamitsu N, Osaki T, Itsuji Y, Yoshimura M, Tsujimoto H, Soga M (December 2007). "Novel water-soluble sedative-hypnotic agents: isoindolin-1-one derivatives". Chemical & Pharmaceutical Bulletin. 55 (12): 1682–8. doi:10.1248/cpb.55.1682. PMID 18057740.
  2. ^ Nishiyama T, Chiba S, Yamada Y (October 2008). "Antinociceptive property of intrathecal and intraperitoneal administration of a novel water-soluble isoindolin-1-one derivative, JM 1232 (-) in rats". European Journal of Pharmacology. 596 (1–3): 56–61. doi:10.1016/j.ejphar.2008.07.054. PMID 18708047.
  3. ^ Chiba S, Nishiyama T, Yamada Y (March 2009). "The antinociceptive effects and pharmacological properties of JM-1232(-): a novel isoindoline derivative". Anesthesia and Analgesia. 108 (3): 1008–14. doi:10.1213/ane.0b013e318193678f. PMID 19224817. S2CID 22569204.
  4. ^ Masamune T, Sato H, Okuyama K, Imai Y, Iwashita H, Ishiyama T, Oguchi T, Sessler DI, Matsukawa T (July 2009). "The shivering threshold in rabbits with JM-1232(-), a new benzodiazepine receptor agonist". Anesthesia and Analgesia. 109 (1): 96–100. doi:10.1213/ane.0b013e3181a1a5ed. PMID 19439682. S2CID 44392251.
  5. ^ Kuribayashi J, Kuwana S, Hosokawa Y, Hatori E, Takeda J (2010). "Effect of JM-1232(-), a new sedative on central respiratory activity in newborn rats". Advances in Experimental Medicine and Biology. 669: 115–8. doi:10.1007/978-1-4419-5692-7_23. ISBN 978-1-4419-5691-0. PMID 20217332.
  6. ^ Sneyd JR, Rigby-Jones AE (September 2010). "New drugs and technologies, intravenous anaesthesia is on the move (again)". British Journal of Anaesthesia. 105 (3): 246–54. doi:10.1093/bja/aeq190. PMID 20650920.
  7. ^ EP Patent 1566378 Isoindoline Derivative
  8. ^ Sneyd, J. R.; Rigby-Jones, A. E.; Cross, M.; Tominaga, H.; Shimizu, S.; Ohkura, T.; Grimsehl, K. (Feb 2012). "First human administration of MR04A3: a novel water-soluble nonbenzodiazepine sedative". Anesthesiology. 116 (2): 385–95. doi:10.1097/ALN.0b013e318242b2af. PMID 22222479.


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