JM-1232

JM-1232
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	1013427-48-9 ;
PubChem CID	17755150;
ChemSpider	26231036 ;
UNII	MD92F5Z441;
CompTox Dashboard (EPA)	DTXSID201029752 ;
Chemical and physical data
Formula	C24H27N3O2
Molar mass	389.499 g·mol−1
3D model (JSmol)	Interactive image;
	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 ; Key:MBGOHVUPIPFVMM-JOCHJYFZSA-N ;
	(what is this?) (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.

This sedative-related article is a stub. You can help Wikipedia by expanding it.

[pmid18057740-1] 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): 1682–1688. doi:10.1248/cpb.55.1682. PMID 18057740.

[pmid18708047-2] 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.

[pmid19224817-3] 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): 1008–1014. doi:10.1213/ane.0b013e318193678f. PMID 19224817. S2CID 22569204.

[pmid19439682-4] 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.

[pmid20217332-5] 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". 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.

[pmid20650920-6] Sneyd JR, Rigby-Jones AE (September 2010). "New drugs and technologies, intravenous anaesthesia is on the move (again)". British Journal of Anaesthesia. 105 (3): 246–254. doi:10.1093/bja/aeq190. hdl:10026.1/1216. PMID 20650920.

[7] EP 1566378, Toyooka K, Kanamitsu N, Yoshimura M, Kuriyama H, Tamura T, "Isoindoline Derivative", issued 15 August 2012, assigned to Maruishi Pharmaceutical Co Ltd.

[8] 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.

[1]

[2]

[3]

[4]

[5]

[6]

[7]

[8]

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	1013427-48-9^N
PubChem CID	17755150
ChemSpider	26231036^N
UNII	MD92F5Z441
CompTox Dashboard (EPA)	DTXSID201029752
Chemical and physical data
Formula	C₂₄H₂₇N₃O₂
Molar mass	389.499 g·mol⁻¹
3D model (JSmol)	Interactive image
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
^NY (what is this?) (verify)