ISO-1 | CAS#478336-92-4 | MIF Inhibitor

MedKoo Cat#: 407900 | Name: ISO-1

Featured

Description:

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

ISO-1, also known as MIF Antagonist and ISO-1 and Macrophage Migration Inhibitory Factor, is a MIF inhibitor. ISO-1 has CAS#478336-92-4. MDK-6924 Protects Photoreceptors and Reduces Gliosis in Experimental Retinal Detachment. Systemic administration of the MIF inhibitor ISO-1 significantly blocked photoreceptor apoptosis, outer nuclear layer (ONL) thinning, and retinal gliosis. ISO-1 and MIF knockout (MIFKO) had greater accumulation of Müller glia pERK expression in the detached retina, suggesting that Müller survival pathways might underlie the neuroprotective response.

Chemical Structure

ISO-1

CAS#478336-92-4

Theoretical Analysis

MedKoo Cat#: 407900

Name: ISO-1

CAS#: 478336-92-4

Chemical Formula: C12H13NO4

Exact Mass: 235.0845

Molecular Weight: 235.24

Elemental Analysis: C, 61.27; H, 5.57; N, 5.95; O, 27.20

Price and Availability

Size	Price	Availability	Quantity
5mg	USD 245.00
1g	USD 1,650.00
2g	USD 2,850.00

Bulk Inquiry

Buy Now

Add to Cart

Related CAS #

No Data

Synonym

ISO-1; ISO 1; ISO1; MIF Antagonist; Macrophage Migration Inhibitory Factor;

IUPAC/Chemical Name

4,5-dihydro-3-(4-hydroxyphenyl)-5-isoxazoleacetic acid, methyl ester

InChi Key

AIXMJTYHQHQJLU-UHFFFAOYSA-N

InChi Code

InChI=1S/C12H13NO4/c1-16-12(15)7-10-6-11(13-17-10)8-2-4-9(14)5-3-8/h2-5,10,14H,6-7H2,1H3

SMILES Code

O=C(OC)CC1CC(C2=CC=C(O)C=C2)=NO1

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 235.24 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: Wang X, Ma S, Wu H, Shen X, Xu S, Guo X, Bolick ML, Wu S, Wang F. Macrophage migration inhibitory factor mediates peripheral nerve injury-induced hypersensitivity by curbing dopaminergic descending inhibition. Exp Mol Med. 2018 Feb 16;50(2):e445. doi: 10.1038/emm.2017.271. PubMed PMID: 29504609. 2: Xu W, Pan Y, Xu Q, Wu Y, Pan J, Hou J, Lin L, Tang X, Li C, Liu J, Zhang D. Porphyromonas gingivalis ATCC 33277 promotes intercellular adhesion molecule-1 expression in endothelial cells and monocyte-endothelial cell adhesion through macrophage migration inhibitory factor. BMC Microbiol. 2018 Feb 26;18(1):16. doi: 10.1186/s12866-018-1156-1. PubMed PMID: 29482504; PubMed Central PMCID: PMC5828317. 3: Kim B, Kusibati R, Heisler-Taylor T, Mantopoulos D, Ding J, Abdel-Rahman MH, Satoskar AR, Godbout JP, Bhattacharya SK, Cebulla CM. MIF Inhibitor ISO-1 Protects Photoreceptors and Reduces Gliosis in Experimental Retinal Detachment. Sci Rep. 2017 Oct 30;7(1):14336. doi: 10.1038/s41598-017-14298-9. PubMed PMID: 29084983; PubMed Central PMCID: PMC5662618. 4: Abdul-Aziz AM, Shafat MS, Mehta TK, Di Palma F, Lawes MJ, Rushworth SA, Bowles KM. MIF-Induced Stromal PKCβ/IL8 Is Essential in Human Acute Myeloid Leukemia. Cancer Res. 2017 Jan 15;77(2):303-311. doi: 10.1158/0008-5472.CAN-16-1095. Epub 2016 Nov 21. PubMed PMID: 27872094. 5: Lu H, Bai Y, Wu L, Hong W, Liang Y, Chen B, Bai Y. Inhibition of Macrophage Migration Inhibitory Factor Protects against Inflammation and Matrix Deposition in Kidney Tissues after Injury. Mediators Inflamm. 2016;2016:2174682. doi: 10.1155/2016/2174682. Epub 2016 May 23. PubMed PMID: 27313397; PubMed Central PMCID: PMC4893598. 6: Xie J, Yang L, Tian L, Li W, Yang L, Li L. Macrophage Migration Inhibitor Factor Upregulates MCP-1 Expression in an Autocrine Manner in Hepatocytes during Acute Mouse Liver Injury. Sci Rep. 2016 Jun 8;6:27665. doi: 10.1038/srep27665. PubMed PMID: 27273604; PubMed Central PMCID: PMC4897699. 7: Cui J, Zhang F, Wang Y, Liu J, Ming X, Hou J, Lv B, Fang S, Yu B. Macrophage migration inhibitory factor promotes cardiac stem cell proliferation and endothelial differentiation through the activation of the PI3K/Akt/mTOR and AMPK pathways. Int J Mol Med. 2016 May;37(5):1299-309. doi: 10.3892/ijmm.2016.2542. Epub 2016 Mar 29. PubMed PMID: 27035848; PubMed Central PMCID: PMC4829139. 8: Kouzoukas DE, Ma F, Meyer-Siegler KL, Westlund KN, Hunt DE, Vera PL. Protease-Activated Receptor 4 Induces Bladder Pain through High Mobility Group Box-1. PLoS One. 2016 Mar 24;11(3):e0152055. doi: 10.1371/journal.pone.0152055. eCollection 2016. PubMed PMID: 27010488; PubMed Central PMCID: PMC4806866. 9: Wen F, Zheng J, Yu J, Gao M, Gao S, Zhou Y, Liu J, Yang Z. Macrophage migration inhibitory factor in the regulation of myoblast proliferation and differentiation. Biosci Biotechnol Biochem. 2016 Jul;80(7):1313-20. doi: 10.1080/09168451.2016.1153951. Epub 2016 Feb 29. PubMed PMID: 26927414. 10: Russell KE, Chung KF, Clarke CJ, Durham AL, Mallia P, Footitt J, Johnston SL, Barnes PJ, Hall SR, Simpson KD, Starkey MR, Hansbro PM, Adcock IM, Wiegman CH. The MIF Antagonist ISO-1 Attenuates Corticosteroid-Insensitive Inflammation and Airways Hyperresponsiveness in an Ozone-Induced Model of COPD. PLoS One. 2016 Jan 11;11(1):e0146102. doi: 10.1371/journal.pone.0146102. eCollection 2016. PubMed PMID: 26752192; PubMed Central PMCID: PMC4709227. 11: Yang H, Zheng S, Mao Y, Chen Z, Zheng C, Li H, Sumners C, Li Q, Yang P, Lei B. Modulating of ocular inflammation with macrophage migration inhibitory factor is associated with notch signalling in experimental autoimmune uveitis. Clin Exp Immunol. 2016 Feb;183(2):280-93. doi: 10.1111/cei.12710. Epub 2015 Nov 17. PubMed PMID: 26400205; PubMed Central PMCID: PMC4711161. 12: Li SQ, Yu Y, Han JZ, Wang D, Liu J, Qian F, Fan GH, Bucala R, Ye RD. Deficiency of macrophage migration inhibitory factor attenuates tau hyperphosphorylation in mouse models of Alzheimer's disease. J Neuroinflammation. 2015 Sep 17;12:177. doi: 10.1186/s12974-015-0396-3. PubMed PMID: 26382037; PubMed Central PMCID: PMC4574615. 13: Jovanović Krivokuća M, Stefanoska I, Abu Rabi T, Al-Abed Y, Stošić-Grujičić S, Vićovac Lj. Pharmacological inhibition of MIF interferes with trophoblast cell migration and invasiveness. Placenta. 2015 Feb;36(2):150-9. doi: 10.1016/j.placenta.2014.12.003. Epub 2014 Dec 15. PubMed PMID: 25530499. 14: Finucane OM, Reynolds CM, McGillicuddy FC, Harford KA, Morrison M, Baugh J, Roche HM. Macrophage migration inhibitory factor deficiency ameliorates high-fat diet induced insulin resistance in mice with reduced adipose inflammation and hepatic steatosis. PLoS One. 2014 Nov 20;9(11):e113369. doi: 10.1371/journal.pone.0113369. eCollection 2014. PubMed PMID: 25412423; PubMed Central PMCID: PMC4239060. 15: Ioannou K, Cheng KF, Crichlow GV, Birmpilis AI, Lolis EJ, Tsitsilonis OE, Al-Abed Y. ISO-66, a novel inhibitor of macrophage migration, shows efficacy in melanoma and colon cancer models. Int J Oncol. 2014 Oct;45(4):1457-68. doi: 10.3892/ijo.2014.2551. Epub 2014 Jul 22. PubMed PMID: 25050663; PubMed Central PMCID: PMC4432716. 16: Vujicic M, Nikolic I, Krajnovic T, Cheng KF, VanPatten S, He M, Stosic-Grujicic S, Stojanovic I, Al-Abed Y, Saksida T. Novel inhibitors of macrophage migration inhibitory factor prevent cytokine-induced beta cell death. Eur J Pharmacol. 2014 Oct 5;740:683-9. doi: 10.1016/j.ejphar.2014.06.009. Epub 2014 Jun 23. PubMed PMID: 24967533. 17: Wang Z, Wei M, Wang M, Chen L, Liu H, Ren Y, Shi K, Jiang H. Inhibition of macrophage migration inhibitory factor reduces diabetic nephropathy in type II diabetes mice. Inflammation. 2014 Dec;37(6):2020-9. doi: 10.1007/s10753-014-9934-x. PubMed PMID: 24958012. 18: Tsai TL, Lin TH. Virtual Screening of Some Active Human Macrophage Migration Inhibitory Factor Antagonists. J Biomol Screen. 2014 Aug;19(7):1116-23. doi: 10.1177/1087057114523317. Epub 2014 Feb 19. PubMed PMID: 24554444. 19: Stathas T, Athanassiou SD, Drakouli S, Giannopoulou E, Mastronikolis NS, Naxakis S, Aletras AJ. MIF attenuates the suppressive effect of dexamethasone on IL-6 production by nasal polyp. Eur Rev Med Pharmacol Sci. 2013 Jun;17(11):1455-66. PubMed PMID: 23771534. 20: Palud A, Marciniak C, Montaigne D, Marechal X, Ballot C, Hassoun SM, Decoster B, Neviere R, Lancel S. Macrophage migration inhibitory factor inhibition is deleterious for high-fat diet-induced cardiac dysfunction. PLoS One. 2013;8(3):e58718. doi: 10.1371/journal.pone.0058718. Epub 2013 Mar 11. PubMed PMID: 23536817; PubMed Central PMCID: PMC3594150.