MK-473

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

MedKoo CAT#: 463942

CAS#: 54197-31-8

Description: MK-473 is a chloride channel blocker.

Chemical Structure

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MK-473
CAS# 54197-31-8
Instruction

Theoretical Analysis

MedKoo Cat#: 463942
Name: MK-473
CAS#: 54197-31-8
Chemical Formula: C17H18Cl2O4
Exact Mass: 356.06
Molecular Weight: 357.227
Elemental Analysis: C, 57.16; H, 5.08; Cl, 19.85; O, 17.91

Price and Availability

This product is not in stock, which may be available by custom synthesis. For cost-effective reason, minimum order is 1g (price is usually high, lead time is 2~3 months, depending on the technical challenge). Quote less than 1g will not be provided. To request quote, please email to sales @medkoo.com or click below button.
Note: Price will be listed if it is available in the future.

Request quote for custom synthesis

Synonym: MK-473; MK473; MK 473; R(+)-IAA-94; R(+) IAA-94; R(+)-IAA-94; R(+) IAA 94; R(+)-IAA 94; IAA-94; IAA94; IAA 94;

IUPAC/Chemical Name: (S)-2-((6,7-dichloro-2-cyclopentyl-2-methyl-1-oxo-2,3-dihydro-1H-inden-5-yl)oxy)acetic acid

InChi Key: RNOJGTHBMJBOSP-KRWDZBQOSA-N

InChi Code: InChI=1S/C17H18Cl2O4/c1-17(10-4-2-3-5-10)7-9-6-11(23-8-12(20)21)14(18)15(19)13(9)16(17)22/h6,10H,2-5,7-8H2,1H3,(H,20,21)/t17-/m0/s1

SMILES Code: O=C(O)COC1=CC2=C(C([C@](C)(C3CCCC3)C2)=O)C(Cl)=C1Cl

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:

Biological target:
In vitro activity:
In vivo activity:

Preparing Stock Solutions

The following data is based on the product molecular weight 357.23 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:
In vitro protocol:
In vivo protocol:

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1: Ponnalagu D, Hussain AT, Thanawala R, Meka J, Bednarczyk P, Feng Y, Szewczyk A, GururajaRao S, Bopassa JC, Khan M, Singh H. Chloride channel blocker IAA-94 increases myocardial infarction by reducing calcium retention capacity of the cardiac mitochondria. Life Sci. 2019 Oct 15;235:116841. doi: 10.1016/j.lfs.2019.116841. Epub 2019 Sep 5. PMID: 31494173; PMCID: PMC7664129.

2: Gururaja Rao S, Ponnalagu D, Sukur S, Singh H, Sanghvi S, Mei Y, Jin DJ, Singh H. Identification and Characterization of a Bacterial Homolog of Chloride Intracellular Channel (CLIC) Protein. Sci Rep. 2017 Aug 17;7(1):8500. doi: 10.1038/s41598-017-08742-z. PMID: 28819106; PMCID: PMC5561075.

3: Zhao W, Lu M, Zhang Q. Chloride intracellular channel 1 regulates migration and invasion in gastric cancer by triggering the ROS-mediated p38 MAPK signaling pathway. Mol Med Rep. 2015 Dec;12(6):8041-7. doi: 10.3892/mmr.2015.4459. Epub 2015 Oct 21. Erratum in: Mol Med Rep. 2016 Apr;13(4):3711. PMID: 26497050; PMCID: PMC4758331.

4: Al-Momany A, Li L, Alexander RT, Ballermann BJ. Clustered PI(4,5)P₂ accumulation and ezrin phosphorylation in response to CLIC5A. J Cell Sci. 2014 Dec 15;127(Pt 24):5164-78. doi: 10.1242/jcs.147744. Epub 2014 Oct 24. PMID: 25344252.

5: Averaimo S, Gritti M, Barini E, Gasparini L, Mazzanti M. CLIC1 functional expression is required for cAMP-induced neurite elongation in post-natal mouse retinal ganglion cells. J Neurochem. 2014 Nov;131(4):444-56. doi: 10.1111/jnc.12832. Epub 2014 Aug 12. PMID: 25060644.

6: Ying L, Yao HX, Huang LJ, Ma YC, He JB, Chen D, Chen HE, Wang Y, Wang WT. [Calcium-activated chloride channels are involved in two-phase hypoxic pulmonary vasoconstriction in rat pulmonary arteries]. Sheng Li Xue Bao. 2014 Apr 25;66(2):203-9. Chinese. PMID: 24777411.

7: den Hartog GJ, Qi S, van Tilburg JH, Koek GH, Bast A. Superoxide anion radicals activate hepatic stellate cells after entry through chloride channels: a new target in liver fibrosis. Eur J Pharmacol. 2014 Feb 5;724:140-4. doi: 10.1016/j.ejphar.2013.12.033. Epub 2013 Dec 28. PMID: 24378345.

8: Misak A, Grman M, Malekova L, Novotova M, Markova J, Krizanova O, Ondrias K, Tomaskova Z. Mitochondrial chloride channels: electrophysiological characterization and pH induction of channel pore dilation. Eur Biophys J. 2013 Sep;42(9):709-20. doi: 10.1007/s00249-013-0920-2. Epub 2013 Aug 1. PMID: 23903554.

9: Costa JA, Nguyen DA, Leal-Pinto E, Gordon RE, Hanss B. Wicking: a rapid method for manually inserting ion channels into planar lipid bilayers. PLoS One. 2013 May 23;8(5):e60836. doi: 10.1371/journal.pone.0060836. PMID: 23717384; PMCID: PMC3662662.

10: Jiang L, Salao K, Li H, Rybicka JM, Yates RM, Luo XW, Shi XX, Kuffner T, Tsai VW, Husaini Y, Wu L, Brown DA, Grewal T, Brown LJ, Curmi PM, Breit SN. Intracellular chloride channel protein CLIC1 regulates macrophage function through modulation of phagosomal acidification. J Cell Sci. 2012 Nov 15;125(Pt 22):5479-88. doi: 10.1242/jcs.110072. Epub 2012 Sep 6. PMID: 22956539; PMCID: PMC3561857.

11: Lane DJ, Lawen A. The glutamate aspartate transporter (GLAST) mediates L-glutamate-stimulated ascorbate-release via swelling-activated anion channels in cultured neonatal rodent astrocytes. Cell Biochem Biophys. 2013 Mar;65(2):107-19. doi: 10.1007/s12013-012-9404-8. PMID: 22886112.

12: Wang P, Zhang C, Yu P, Tang B, Liu T, Cui H, Xu J. Regulation of colon cancer cell migration and invasion by CLIC1-mediated RVD. Mol Cell Biochem. 2012 Jun;365(1-2):313-21. doi: 10.1007/s11010-012-1271-5. Epub 2012 Mar 17. PMID: 22426742.

13: Diaz RJ, Hinek A, Wilson GJ. Direct evidence of chloride ion efflux in ischaemic and pharmacological preconditioning of cultured cardiomyocytes. Cardiovasc Res. 2010 Aug 1;87(3):545-51. doi: 10.1093/cvr/cvq084. Epub 2010 Mar 13. PMID: 20228398.

14: Kjaer K, Strøbaek D, Christophersen P, Rønn LC. Chloride channel blockers inhibit iNOS expression and NO production in IFNgamma-stimulated microglial BV2 cells. Brain Res. 2009 Jul 24;1281:15-24. doi: 10.1016/j.brainres.2009.05.015. Epub 2009 May 13. Erratum in: Brain Res. 2009 Sep 29;1291:153. PMID: 19446535.

15: Boina DR, Bloomquist JR. Toxicity and disruption of midgut physiology in larvae of the European corn borer, Ostrinia nubilalis, by anion transporter blockers. Arch Insect Biochem Physiol. 2009 Mar;70(3):151-61. doi: 10.1002/arch.20287. PMID: 19140151.

16: Milton RH, Abeti R, Averaimo S, DeBiasi S, Vitellaro L, Jiang L, Curmi PM, Breit SN, Duchen MR, Mazzanti M. CLIC1 function is required for beta-amyloid- induced generation of reactive oxygen species by microglia. J Neurosci. 2008 Nov 5;28(45):11488-99. doi: 10.1523/JNEUROSCI.2431-08.2008. PMID: 18987185; PMCID: PMC6671295.

17: Boedtkjer DM, Matchkov VV, Boedtkjer E, Nilsson H, Aalkjaer C. Vasomotion has chloride-dependency in rat mesenteric small arteries. Pflugers Arch. 2008 Nov;457(2):389-404. doi: 10.1007/s00424-008-0532-3. Epub 2008 Jun 7. PMID: 18536933.

18: Paradisi S, Matteucci A, Fabrizi C, Denti MA, Abeti R, Breit SN, Malchiodi- Albedi F, Mazzanti M. Blockade of chloride intracellular ion channel 1 stimulates Abeta phagocytosis. J Neurosci Res. 2008 Aug 15;86(11):2488-98. doi: 10.1002/jnr.21693. PMID: 18438938.

19: Li J, Wu X, Cui T. Functional characteristics and molecular identification of swelling-activated chloride conductance in adult rabbit heart ventricles. J Huazhong Univ Sci Technolog Med Sci. 2008 Feb;28(1):37-41. doi: 10.1007/s11596-008-0109-6. PMID: 18278453.

20: d'Anglemont de Tassigny A, Berdeaux A, Souktani R, Henry P, Ghaleh B. The volume-sensitive chloride channel inhibitors prevent both contractile dysfunction and apoptosis induced by doxorubicin through PI3kinase, Akt and Erk 1/2. Eur J Heart Fail. 2008 Jan;10(1):39-46. doi: 10.1016/j.ejheart.2007.11.002. PMID: 18164246.