IOX 2
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    WARNING: This product is for research use only, not for human or veterinary use.

MedKoo CAT#: 401512

CAS#: 931398-72-0

Description: IOX 2 is a potent inhibitor of HIF-1α prolyl hydroxylase-2 (PHD2) (IC50 = 21 nM). IOX 2 displays over 100-fold selectivity for PHD2 over factor inhibiting HIF-1 (FIH-1) and histone demethylases.


Chemical Structure

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IOX 2
CAS# 931398-72-0

Theoretical Analysis

MedKoo Cat#: 401512
Name: IOX 2
CAS#: 931398-72-0
Chemical Formula: C19H16N2O5
Exact Mass: 352.11
Molecular Weight: 352.346
Elemental Analysis: C, 64.77; H, 4.58; N, 7.95; O, 22.70

Price and Availability

Size Price Availability Quantity
100mg USD 850
200mg USD 1250
500mg USD 2150
1g USD 3250
2g USD 4650
5g USD 6750
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Synonym: IOX2; IOX-2; IOX 2

IUPAC/Chemical Name: N-[[1,2-Dihydro-4-hydroxy-2-oxo-1-(phenylmethyl)-3-quinolinyl]carbonyl]glycine

InChi Key: CAOSCCRYLYQBES-UHFFFAOYSA-N

InChi Code: InChI=1S/C19H16N2O5/c22-15(23)10-20-18(25)16-17(24)13-8-4-5-9-14(13)21(19(16)26)11-12-6-2-1-3-7-12/h1-9,24H,10-11H2,(H,20,25)(H,22,23)

SMILES Code: O=C(O)CNC(C1=C(O)C2=C(N(CC3=CC=CC=C3)C1=O)C=CC=C2)=O

Appearance: Solid powder

Purity: >98%

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: >5 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: IOX2 is a specific prolyl hydroxylase-2 (PHD2) inhibitor with IC50 of 22 nM.
In vitro activity: In the presence of IOX2, the flagellin-induced rise in intracellular lactate levels was less clear and not statistically significant (p = 0.06 versus IOX2 in medium control). Remarkably, however, IOX2 caused a higher intracellular accumulation of pyruvate regardless of the presence or absence of flagellin (Figure 2B). In accordance, RNA sequencing and GSE analysis indicated that IOX2 significantly impacted the flagellin-induced expression of genes encoding enzymes involved in the core glycolysis pathway (Figure 2C,D). Of interest, IOX2 strongly induced the expression of PKM, the gene encoding pyruvate kinase M, the rate-limiting enzyme that catalyzes the final step of glycolysis, resulting in pyruvate generation, whilst IOX2 did not affect the expression of LDHA, the gene encoding lactate dehydrogenase A, the enzyme responsible for the conversion of pyruvate into lactate (Figure 2D and Figure S2A). Collectively, these results suggest that IOX2 enhances flagellin-induced glycolysis in HBE cells, resulting in the accumulation of intracellular pyruvate. Reference: Cells. 2022 Jan 24;11(3):391. https://pubmed.ncbi.nlm.nih.gov/35159204/
In vivo activity: Dexmedetomidine treatment notably reduced infarct size, and this effect was partly diminished by IOX2. Dexmedetomidine also reduced the levels of the HIF‐1α, BAX, BNIP3, cleaved caspase‐3 and cleaved PARP‐1 proteins and increased the BCL‐2 protein level and the ratio of BCL‐2 to BAX, while IOX2 treatment partly abolished these effects (Figure 6B). Reference: J Cell Mol Med. 2020 Jan;24(1):850-861. https://pubmed.ncbi.nlm.nih.gov/31680420/

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
DMF 14.0 39.73
DMF:PBS (pH 7.2) (1:1) 0.5 1.42
DMSO 18.1 51.25

Preparing Stock Solutions

The following data is based on the product molecular weight 352.35 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. Ramirez-Moral I, Ferreira BL, Butler JM, van Weeghel M, Otto NA, de Vos AF, Yu X, de Jong MD, Houtkooper RH, van der Poll T. HIF-1α Stabilization in Flagellin-Stimulated Human Bronchial Cells Impairs Barrier Function. Cells. 2022 Jan 24;11(3):391. doi: 10.3390/cells11030391. PMID: 35159204; PMCID: PMC8834373. 2. Jian CB, Yu XE, Gao HD, Chen HA, Jheng RH, Chen CY, Lee HM. Liposomal PHD2 Inhibitors and the Enhanced Efficacy in Stabilizing HIF-1α. Nanomaterials (Basel). 2022 Jan 3;12(1):163. doi: 10.3390/nano12010163. PMID: 35010112; PMCID: PMC8746909. 3. Peng K, Chen WR, Xia F, Liu H, Meng XW, Zhang J, Liu HY, Xia ZY, Ji FH. Dexmedetomidine post-treatment attenuates cardiac ischaemia/reperfusion injury by inhibiting apoptosis through HIF-1α signalling. J Cell Mol Med. 2020 Jan;24(1):850-861. doi: 10.1111/jcmm.14795. Epub 2019 Nov 3. PMID: 31680420; PMCID: PMC6933328.
In vitro protocol: 1. Ramirez-Moral I, Ferreira BL, Butler JM, van Weeghel M, Otto NA, de Vos AF, Yu X, de Jong MD, Houtkooper RH, van der Poll T. HIF-1α Stabilization in Flagellin-Stimulated Human Bronchial Cells Impairs Barrier Function. Cells. 2022 Jan 24;11(3):391. doi: 10.3390/cells11030391. PMID: 35159204; PMCID: PMC8834373. 2. Jian CB, Yu XE, Gao HD, Chen HA, Jheng RH, Chen CY, Lee HM. Liposomal PHD2 Inhibitors and the Enhanced Efficacy in Stabilizing HIF-1α. Nanomaterials (Basel). 2022 Jan 3;12(1):163. doi: 10.3390/nano12010163. PMID: 35010112; PMCID: PMC8746909.
In vivo protocol: 1. Peng K, Chen WR, Xia F, Liu H, Meng XW, Zhang J, Liu HY, Xia ZY, Ji FH. Dexmedetomidine post-treatment attenuates cardiac ischaemia/reperfusion injury by inhibiting apoptosis through HIF-1α signalling. J Cell Mol Med. 2020 Jan;24(1):850-861. doi: 10.1111/jcmm.14795. Epub 2019 Nov 3. PMID: 31680420; PMCID: PMC6933328.

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 1: Deppe J, Popp T, Egea V, Steinritz D, Schmidt A, Thiermann H, Weber C, Ries C.
Impairment of hypoxia-induced HIF-1α signaling in keratinocytes and fibroblasts
by sulfur mustard is counteracted by a selective PHD-2 inhibitor. Arch Toxicol.
2015 Jun 17. [Epub ahead of print] PubMed PMID: 26082309.


2: Egert AM, Klotz JL, McLeod KR, Harmon DL. Development of a methodology to
measure the effect of ergot alkaloids on forestomach motility using real-time
wireless telemetry. Front Chem. 2014 Oct 13;2:90. doi: 10.3389/fchem.2014.00090.
eCollection 2014. PubMed PMID: 25353021; PubMed Central PMCID: PMC4195290.


3: Sen A, Ren S, Lerchenmüller C, Sun J, Weiss N, Most P, Peppel K. MicroRNA-138
regulates hypoxia-induced endothelial cell dysfunction by targeting S100A1. PLoS
One. 2013 Nov 11;8(11):e78684. doi: 10.1371/journal.pone.0078684. eCollection
2013. Erratum in: PLoS One. 2013;8(12).
doi:10.1371/annotation/53080a85-89cc-4a84-8fd9-0eb0c19cc05d. PLoS One. 2014;9(1).
doi:10.1371/annotation/c7bddd8d-9f15-45f4-a886-740b351a39b6. PubMed PMID:
24244340; PubMed Central PMCID: PMC3823839.