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MedKoo Cat#: 596240 | Name: JM-1232

Description:

WARNING: This product is for research use only, not for human or veterinary use.

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. JM-1232(−) is water soluble and is highly potent. The characteristics of JM-1232(−) might be suitable for supporting laboratory experiments. JM-1232(−) has been administered to humans as “MR04A3,” and demonstrated favorable and acceptable profiles in a preclinical trial.

Chemical Structure

JM-1232
JM-1232
CAS#1013427-48-9

Theoretical Analysis

MedKoo Cat#: 596240

Name: JM-1232

CAS#: 1013427-48-9

Chemical Formula: C24H27N3O2

Exact Mass: 389.2103

Molecular Weight: 389.49

Elemental Analysis: C, 74.01; H, 6.99; N, 10.79; O, 8.22

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Related CAS #
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Synonym
JM-1232; MR 04A3; MR04A3; MR-04A3; JM 1232; JM1232; JM-1232, (R)-;
IUPAC/Chemical Name
(R)-3-(2-(4-methylpiperazin-1-yl)-2-oxoethyl)-2-phenyl-3,5,6,7-tetrahydrocyclopenta[f]isoindol-1(2H)-one
InChi Key
MBGOHVUPIPFVMM-JOCHJYFZSA-N
InChi Code
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
SMILES Code
O=C1N(C2=CC=CC=C2)[C@H](CC(N3CCN(C)CC3)=O)C4=C1C=C(CCC5)C5=C4
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>2 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 389.49 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1: Suneja A, Bisai V, Singh VK. Asymmetric Syntheses of Medicinally Important Isoindolinones (S)-PD 172938, (R)-JM 1232, and Related Structures. J Org Chem. 2016 Jun 3;81(11):4779-88. doi: 10.1021/acs.joc.6b00770. Epub 2016 May 17. PubMed PMID: 27148957. 2: Iwata K, Iida H, Iida M, Fukuoka N, Kito K, Tanabe K. Effects of topical and intravenous JM-1232(-) infusion on cerebrovascular reactivity in rats. J Anesth. 2015 Oct;29(5):798-802. doi: 10.1007/s00540-015-2017-9. Epub 2015 Apr 26. PubMed PMID: 25913256. 3: Ikemoto K, Ishiyama T, Shintani N, Asano N, Sessler DI, Matsukawa T. The effects of topical and intravenous JM-1232(-) on cerebral pial microvessels of rabbits. BMC Anesthesiol. 2015 Mar 20;15:37. doi: 10.1186/s12871-015-0016-x. eCollection 2015. PubMed PMID: 25805961; PubMed Central PMCID: PMC4372327. 4: Ogura T, Hamada T, Matsui T, Tanaka S, Okabe S, Kazama T, Kobayashi Y. Neuroprotection by JM-1232(-) against oxygen-glucose deprivation-induced injury in rat hippocampal slice culture. Brain Res. 2015 Jan 12;1594:52-60. doi: 10.1016/j.brainres.2014.10.038. Epub 2014 Oct 31. PubMed PMID: 25451121. 5: Gin T. Hypnotic and sedative drugs--anything new on the horizon? Curr Opin Anaesthesiol. 2013 Aug;26(4):409-13. doi: 10.1097/ACO.0b013e328362a7a3. Review. PubMed PMID: 23820101. 6: Uemura S, Fujita T, Sakaguchi Y, Kumamoto E. Actions of a novel water-soluble benzodiazepine-receptor agonist JM-1232(-) on synaptic transmission in adult rat spinal substantia gelatinosa neurons. Biochem Biophys Res Commun. 2012 Feb 24;418(4):695-700. doi: 10.1016/j.bbrc.2012.01.080. Epub 2012 Jan 24. PubMed PMID: 22293187. 7: Sneyd JR, Rigby-Jones AE, Cross M, Tominaga H, Shimizu S, Ohkura T, Grimsehl K. First human administration of MR04A3: a novel water-soluble nonbenzodiazepine sedative. Anesthesiology. 2012 Feb;116(2):385-95. doi: 10.1097/ALN.0b013e318242b2af. PubMed PMID: 22222479. 8: Takamatsu I, Sekiguchi M, Yonamine R, Wada K, Kazama T. The effect of a new water-soluble sedative-hypnotic drug, JM-1232(-), on long-term potentiation in the CA1 region of the mouse hippocampus. Anesth Analg. 2011 Nov;113(5):1043-9. doi: 10.1213/ANE.0b013e3182291782. Epub 2011 Jul 25. PubMed PMID: 21788318. 9: Sneyd JR, Rigby-Jones AE. New drugs and technologies, intravenous anaesthesia is on the move (again). Br J Anaesth. 2010 Sep;105(3):246-54. doi: 10.1093/bja/aeq190. Epub 2010 Jul 21. Review. PubMed PMID: 20650920. 10: Moriyama T, Tsuneyoshi I, Kanmura Y. Effects of a novel benzodiazepine derivative, JM-1232(-), on human gastroepiploic artery in vitro. J Cardiothorac Vasc Anesth. 2011 Feb;25(1):72-7. doi: 10.1053/j.jvca.2010.03.013. PubMed PMID: 20599400. 11: Kuribayashi J, Kuwana S, Hosokawa Y, Hatori E, Takeda J. Effect of JM-1232(-), a new sedative on central respiratory activity in newborn rats. Adv Exp Med Biol. 2010;669:115-8. doi: 10.1007/978-1-4419-5692-7_23. PubMed PMID: 20217332. 12: Kato R, Watanabe R, Miki H, Ijiri Y, Hayashi T, Tanaka K. Does the sedative agent, JM-1232(-) cause QT prolongation with subsequent torsades de pointes? Life Sci. 2009 Nov 18;85(21-22):737-41. doi: 10.1016/j.lfs.2009.10.002. Epub 2009 Oct 12. PubMed PMID: 19833140. 13: Shirasaka T, Kunitake T, Tsuneyoshi I. Cardiovascular responses to intravenous injection of a novel isoindolin-1-one derivate in conscious rats. Brain Res. 2009 Dec 1;1300:105-13. doi: 10.1016/j.brainres.2009.08.092. Epub 2009 Sep 9. PubMed PMID: 19747460. 14: Masamune T, Sato H, Okuyama K, Imai Y, Iwashita H, Ishiyama T, Oguchi T, Sessler DI, Matsukawa T. The shivering threshold in rabbits with JM-1232(-), a new benzodiazepine receptor agonist. Anesth Analg. 2009 Jul;109(1):96-100. doi: 10.1213/ane.0b013e3181a1a5ed. Epub 2009 May 13. PubMed PMID: 19439682. 15: Chiba S, Nishiyama T, Yamada Y. The antinociceptive effects and pharmacological properties of JM-1232(-): a novel isoindoline derivative. Anesth Analg. 2009 Mar;108(3):1008-14. doi: 10.1213/ane.0b013e318193678f. PubMed PMID: 19224817. 16: Nishiyama T, Chiba S, Yamada Y. Antinociceptive property of intrathecal and intraperitoneal administration of a novel water-soluble isoindolin-1-one derivative, JM 1232 (-) in rats. Eur J Pharmacol. 2008 Oct 31;596(1-3):56-61. doi: 10.1016/j.ejphar.2008.07.054. Epub 2008 Jul 31. PubMed PMID: 18708047. 17: Kanamitsu N, Osaki T, Itsuji Y, Yoshimura M, Tsujimoto H, Soga M. Novel water-soluble sedative-hypnotic agents: isoindolin-1-one derivatives. Chem Pharm Bull (Tokyo). 2007 Dec;55(12):1682-8. PubMed PMID: 18057740.