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Chemical compound
JM-1232
(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
Formula C 24 H 27 N 3 O 2
Molar mass 389.499 g·mol−1 3D model (
JSmol )
O=C1C2=CC3=C(C=C2[C@H](N1C4=CC=CC=C4)CC(N5CCN(CC5)C)=O)CCC3
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
N Y
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(verify)
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
^ 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): 1682–1688.
doi :
10.1248/cpb.55.1682 .
PMID
18057740 .
^ 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 .
^ 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): 1008–1014.
doi :
10.1213/ane.0b013e318193678f .
PMID
19224817 .
S2CID
22569204 .
^ Masamune T, Sato H, Okuyama K, Imai Y, Iwashita H, Ishiyama T, et al. (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 .
^ 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". New Frontiers in Respiratory Control . Advances in Experimental Medicine and Biology. Vol. 669. pp. 115–118.
doi :
10.1007/978-1-4419-5692-7_23 .
ISBN
978-1-4419-5691-0 .
PMID
20217332 .
^ Sneyd JR, Rigby-Jones AE (September 2010).
"New drugs and technologies, intravenous anaesthesia is on the move (again)" . British Journal of Anaesthesia . 105 (3): 246–254.
doi :
10.1093/bja/aeq190 .
hdl :
10026.1/1216 .
PMID
20650920 .
^
EP 1566378 , Toyooka K, Kanamitsu N, Yoshimura M, Kuriyama H, Tamura T, "Isoindoline Derivative", issued 15 August 2012, assigned to Maruishi Pharmaceutical Co Ltd.
^ Sneyd JR, Rigby-Jones AE, Cross M, Tominaga H, Shimizu S, Ohkura T, Grimsehl K (February 2012).
"First human administration of MR04A3: a novel water-soluble nonbenzodiazepine sedative" . Anesthesiology . 116 (2): 385–395.
doi :
10.1097/ALN.0b013e318242b2af .
hdl :
10026.1/1226 .
PMID
22222479 .
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