MedKoo Cat#: 522359 | Name: JM6
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Description:

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

JM6 is a prodrug inhibitor of kynurenine 3-monooxygenase (KMO) that increases kynurenic acid levels and reduces extracellular glutamate in the brain. Metabolites in the kynurenine pathway, generated by tryptophan degradation, are thought to play an important role in neurodegenerative disorders, including Alzheimer's and Huntington's diseases. Chronic oral administration of JM6 inhibits KMO in the blood, increasing kynurenic acid levels and reducing extracellular glutamate in the brain. JM6 prevents spatial memory deficits, anxiety-related behavior, and synaptic loss. JM6 also extends life span, prevents synaptic loss, and decreases microglial activation in a mouse model of Huntington's disease.

Chemical Structure

JM6
JM6
CAS#1008119-83-2

Theoretical Analysis

MedKoo Cat#: 522359

Name: JM6

CAS#: 1008119-83-2

Chemical Formula: C23H26N4O6S2

Exact Mass: 518.1294

Molecular Weight: 518.60

Elemental Analysis: C, 53.27; H, 5.05; N, 10.80; O, 18.51; S, 12.36

Price and Availability

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5mg USD 405.00 2 Weeks
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Related CAS #
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Synonym
JM6; JM-6; JM 6.
IUPAC/Chemical Name
3,4-dimethoxy-N-(4-(3-nitrophenyl)-5-(piperidin-1-ylmethyl)thiazol-2-yl)benzenesulfonamide
InChi Key
AOZLMMDVJOGGEQ-UHFFFAOYSA-N
InChi Code
InChI=1S/C23H26N4O6S2/c1-32-19-10-9-18(14-20(19)33-2)35(30,31)25-23-24-22(16-7-6-8-17(13-16)27(28)29)21(34-23)15-26-11-4-3-5-12-26/h6-10,13-14H,3-5,11-12,15H2,1-2H3,(H,24,25)
SMILES Code
O=S(C1=CC=C(OC)C(OC)=C1)(NC2=NC(C3=CC=CC([N+]([O-])=O)=C3)=C(CN4CCCCC4)S2)=O
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, not in water
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
Product Data
Biological target:
JM6 is a weak kynurenine 3-monooxygenase (KMO) inhibitor with an IC50 of 19.85 μM for mouse KMO.
In vitro activity:
TBD
In vivo activity:
Treatment with JM6 reduced microglial activation 24 hours after injury in both the rat hippocampus and cortex (Fig 1C). Taken together, evidence from these two pilot studies support the conclusions drawn from previous studies that JM6 has neuroprotective properties that are manifested through reduced neuronal injury and neuroinflammation. Reference: PLoS One. 2019 Aug 23;14(8):e0221163. https://pubmed.ncbi.nlm.nih.gov/31442236/

Preparing Stock Solutions

The following data is based on the product molecular weight 518.60 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
Formulation protocol:
1. Sell SL, Boone DR, Weisz HA, Cardenas C, Willey HE, Bolding IJ, Micci MA, Falduto MT, Torres KEO, DeWitt DS, Prough DS, Hellmich HL. MicroRNA profiling identifies a novel compound with antidepressant properties. PLoS One. 2019 Aug 23;14(8):e0221163. doi: 10.1371/journal.pone.0221163. PMID: 31442236; PMCID: PMC6707633. 2. Zwilling D, Huang SY, Sathyasaikumar KV, Notarangelo FM, Guidetti P, Wu HQ, Lee J, Truong J, Andrews-Zwilling Y, Hsieh EW, Louie JY, Wu T, Scearce-Levie K, Patrick C, Adame A, Giorgini F, Moussaoui S, Laue G, Rassoulpour A, Flik G, Huang Y, Muchowski JM, Masliah E, Schwarcz R, Muchowski PJ. Kynurenine 3-monooxygenase inhibition in blood ameliorates neurodegeneration. Cell. 2011 Jun 10;145(6):863-74. doi: 10.1016/j.cell.2011.05.020. PMID: 21640374; PMCID: PMC3118409.
In vitro protocol:
TBD
In vivo protocol:
1. Sell SL, Boone DR, Weisz HA, Cardenas C, Willey HE, Bolding IJ, Micci MA, Falduto MT, Torres KEO, DeWitt DS, Prough DS, Hellmich HL. MicroRNA profiling identifies a novel compound with antidepressant properties. PLoS One. 2019 Aug 23;14(8):e0221163. doi: 10.1371/journal.pone.0221163. PMID: 31442236; PMCID: PMC6707633. 2. Zwilling D, Huang SY, Sathyasaikumar KV, Notarangelo FM, Guidetti P, Wu HQ, Lee J, Truong J, Andrews-Zwilling Y, Hsieh EW, Louie JY, Wu T, Scearce-Levie K, Patrick C, Adame A, Giorgini F, Moussaoui S, Laue G, Rassoulpour A, Flik G, Huang Y, Muchowski JM, Masliah E, Schwarcz R, Muchowski PJ. Kynurenine 3-monooxygenase inhibition in blood ameliorates neurodegeneration. Cell. 2011 Jun 10;145(6):863-74. doi: 10.1016/j.cell.2011.05.020. PMID: 21640374; PMCID: PMC3118409.
1: Zhu Y, Zheng W, Ni H, Liu H, Xiao A, Cai H. Molecular cloning and characterization of a new and highly thermostable esterase from Geobacillus sp. JM6. J Basic Microbiol. 2015 Jul 15. doi: 10.1002/jobm.201500081. [Epub ahead of print] PubMed PMID: 26175347. 2: Obiorah I, Sengupta S, Curpan R, Jordan VC. Defining the conformation of the estrogen receptor complex that controls estrogen-induced apoptosis in breast cancer. Mol Pharmacol. 2014 May;85(5):789-99. doi: 10.1124/mol.113.089250. Epub 2014 Mar 7. PubMed PMID: 24608856; PubMed Central PMCID: PMC3990021. 3: Beconi MG, Yates D, Lyons K, Matthews K, Clifton S, Mead T, Prime M, Winkler D, O'Connell C, Walter D, Toledo-Sherman L, Munoz-Sanjuan I, Dominguez C. Metabolism and pharmacokinetics of JM6 in mice: JM6 is not a prodrug for Ro-61-8048. Drug Metab Dispos. 2012 Dec;40(12):2297-306. doi: 10.1124/dmd.112.046532. Epub 2012 Aug 31. PubMed PMID: 22942319. 4: Zwilling D, Huang SY, Sathyasaikumar KV, Notarangelo FM, Guidetti P, Wu HQ, Lee J, Truong J, Andrews-Zwilling Y, Hsieh EW, Louie JY, Wu T, Scearce-Levie K, Patrick C, Adame A, Giorgini F, Moussaoui S, Laue G, Rassoulpour A, Flik G, Huang Y, Muchowski JM, Masliah E, Schwarcz R, Muchowski PJ. Kynurenine 3-monooxygenase inhibition in blood ameliorates neurodegeneration. Cell. 2011 Jun 10;145(6):863-74. doi: 10.1016/j.cell.2011.05.020. PubMed PMID: 21640374; PubMed Central PMCID: PMC3118409. 5: Tabuchi Y, Matsuoka J, Gunduz M, Imada T, Ono R, Ito M, Motoki T, Yamatsuji T, Shirakawa Y, Takaoka M, Haisa M, Tanaka N, Kurebayashi J, Jordan VC, Naomoto Y. Resistance to paclitaxel therapy is related with Bcl-2 expression through an estrogen receptor mediated pathway in breast cancer. Int J Oncol. 2009 Feb;34(2):313-9. PubMed PMID: 19148464. 6: Paton JC, Morona JK, Harrer S, Hansman D, Morona R. Immunization of mice with Salmonella typhimurium C5 aroA expressing a genetically toxoided derivative of the pneumococcal toxin pneumolysin. Microb Pathog. 1993 Feb;14(2):95-102. PubMed PMID: 8502165. 7: Cobon GS, Beilharz MW, Linnane AW, Nagley P. Biogenesis of mitochondria: Mapping of transcripts from the oli2 region of mitochondrial DNA in two grande strains of Saccharomyces cerevisiae. Curr Genet. 1982 Jul;5(2):97-107. doi: 10.1007/BF00365700. PubMed PMID: 24186225.