IMM-H004 | CAS#1456807-80-9 | microglia activation inhibitor

MedKoo Cat#: 562934 | Name: IMM-H004

Description:

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

IMM-H004 is a potent inhibitor of BV2 microglia activation. It acts by protecting PC12 cells and primary neurons against indirect toxicity mediated by exposure to conditioned medium (CM) from LPS-treated BV2 cells.

Chemical Structure

IMM-H004

CAS#1456807-80-9

Theoretical Analysis

MedKoo Cat#: 562934

Name: IMM-H004

CAS#: 1456807-80-9

Chemical Formula: C16H20N2O4

Exact Mass: 304.1423

Molecular Weight: 304.34

Elemental Analysis: C, 63.14; H, 6.62; N, 9.20; O, 21.03

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 #

No Data

Synonym

IMM-H004; IMM H004; IMMH004; IMMH-004; IMMH 004;

IUPAC/Chemical Name

7-Hydroxy-5-methoxy-4-methyl-3-(4-methylpiperazin-1-yl)-coumarin

InChi Key

PTCBGTIMLJUXAO-UHFFFAOYSA-N

InChi Code

InChI=1S/C16H20N2O4/c1-10-14-12(21-3)8-11(19)9-13(14)22-16(20)15(10)18-6-4-17(2)5-7-18/h8-9,19H,4-7H2,1-3H3

SMILES Code

O=C1OC2=C(C(OC)=CC(O)=C2)C(C)=C1N3CCN(C)CC3

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

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 304.34 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.

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: Jiang J, Zhang Z, Zou X, Wang R, Bai J, Zhao S, Fan X, Sheng L, Li Y. Determination of IMM-H004 and its active glucuronide metabolite in rat plasma and Ringer's solution by ultra-performance liquid chromatography-tandem mass spectrometry. J Chromatogr B Analyt Technol Biomed Life Sci. 2018 Feb 1;1074-1075:16-24. doi: 10.1016/j.jchromb.2017.12.030. Epub 2017 Dec 29. PubMed PMID: 29329091. 2: Knecht T, Story J, Liu J, Davis W, Borlongan CV, Dela Peña IC. Adjunctive Therapy Approaches for Ischemic Stroke: Innovations to Expand Time Window of Treatment. Int J Mol Sci. 2017 Dec 19;18(12). pii: E2756. doi: 10.3390/ijms18122756. Review. PubMed PMID: 29257093; PubMed Central PMCID: PMC5751355. 3: Niu F, Song XY, Hu JF, Zuo W, Kong LL, Wang XF, Han N, Chen NH. IMM-H004, A New Coumarin Derivative, Improved Focal Cerebral Ischemia via Blood-Brain Barrier Protection in Rats. J Stroke Cerebrovasc Dis. 2017 Oct;26(10):2065-2073. doi: 10.1016/j.jstrokecerebrovasdis.2016.11.121. Epub 2017 Jun 29. PubMed PMID: 28669655. 4: Zhang Z, Wu X, Zhao M, Yang Y, Wang Y, Hu J, Wang B, Sheng L, Li Y. Determination of IMM-H004, a novel neuroprotective agent, in rat plasma and brain tissue by liquid chromatography-tandem mass spectrometry. J Chromatogr B Analyt Technol Biomed Life Sci. 2017 Mar 24;1048:49-55. doi: 10.1016/j.jchromb.2017.02.005. Epub 2017 Feb 6. PubMed PMID: 28213295. 5: Peña ID, Borlongan C, Shen G, Davis W. Strategies to Extend Thrombolytic Time Window for Ischemic Stroke Treatment: An Unmet Clinical Need. J Stroke. 2017 Jan;19(1):50-60. doi: 10.5853/jos.2016.01515. Epub 2017 Jan 31. Review. PubMed PMID: 28178410; PubMed Central PMCID: PMC5307939. 6: Song XY, Wang YY, Chu SF, Hu JF, Yang PF, Zuo W, Song LK, Zhang S, Chen NH. A new coumarin derivative, IMM-H004, attenuates okadaic acid-induced spatial memory impairment in rats. Acta Pharmacol Sin. 2016 Apr;37(4):444-52. doi: 10.1038/aps.2015.132. Epub 2016 Feb 1. PubMed PMID: 26838073; PubMed Central PMCID: PMC4820794. 7: Chu SF, Zhang Z, Zhang W, Zhang MJ, Gao Y, Han N, Zuo W, Huang HY, Chen NH. Upregulating the Expression of Survivin-HBXIP Complex Contributes to the Protective Role of IMM-H004 in Transient Global Cerebral Ischemia/Reperfusion. Mol Neurobiol. 2017 Jan;54(1):524-540. doi: 10.1007/s12035-015-9673-5. Epub 2016 Jan 7. PubMed PMID: 26742528. 8: Zuo W, Zhang W, Han N, Chen NH. Compound IMM-H004, a novel coumarin derivative, protects against CA1 cell loss and spatial learning impairments resulting from transient global ischemia. CNS Neurosci Ther. 2015 Mar;21(3):280-8. doi: 10.1111/cns.12364. Epub 2015 Jan 20. PubMed PMID: 25601434. 9: Song XY, Hu JF, Sun MN, Li ZP, Zhu ZX, Song LK, Yuan YH, Liu G, Chen NH. IMM-H004, a novel coumarin derivative compound, attenuates the production of inflammatory mediatory mediators in lipopolysaccharide-activated BV2 microglia. Brain Res Bull. 2014 Jul;106:30-8. doi: 10.1016/j.brainresbull.2014.05.002. Epub 2014 May 27. PubMed PMID: 24878446. 10: Zuo W, Chen J, Zhang S, Tang J, Liu H, Zhang D, Chen N. IMM-H004 prevents toxicity induced by delayed treatment of tPA in a rat model of focal cerebral ischemia involving PKA-and PI3K-dependent Akt activation. Eur J Neurosci. 2014 Jun;39(12):2107-18. doi: 10.1111/ejn.12551. Epub 2014 Mar 20. PubMed PMID: 24649933. 11: Ji HJ, Wang DM, Hu JF, Sun MN, Li G, Li ZP, Wu DH, Liu G, Chen NH. IMM-H004, a novel courmarin derivative, protects against oxygen-and glucose-deprivation/restoration-induced apoptosis in PC12 cells. Eur J Pharmacol. 2014 Jan 15;723:259-66. doi: 10.1016/j.ejphar.2013.11.023. Epub 2013 Nov 28. PubMed PMID: 24291097. 12: Song XY, Hu JF, Sun MN, Li ZP, Wu DH, Ji HJ, Yuan YH, Zhu ZX, Han N, Liu G, Chen NH. IMM-H004, a novel coumarin derivative compound, protects against amyloid beta-induced neurotoxicity through a mitochondrial-dependent pathway. Neuroscience. 2013 Jul 9;242:28-38. doi: 10.1016/j.neuroscience.2013.02.049. Epub 2013 Mar 21. PubMed PMID: 23523945.