Liproxstatin-1 | CAS#950455-15-9 | Ferroptosis Inhibitor

MedKoo Cat#: 530340 | Name: Liproxstatin-1

Description:

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

Liproxstatin-1 is a potent inhibitor of ferroptosis, a non-apoptotic form of cell death characterized by iron-dependent accumulation of lethal lipid reactive oxygen species (ROS). Ferroptosis is a non-apoptotic form of cell death induced by small molecules in specific tumour types, and in engineered cells overexpressing oncogenic RAS.

Chemical Structure

Liproxstatin-1

CAS#950455-15-9

Theoretical Analysis

MedKoo Cat#: 530340

Name: Liproxstatin-1

CAS#: 950455-15-9

Chemical Formula: C19H21ClN4

Exact Mass: 340.1455

Molecular Weight: 340.86

Elemental Analysis: C, 66.95; H, 6.21; Cl, 10.40; N, 16.44

Price and Availability

Size	Price	Availability
5mg	USD 90.00	Ready to Ship
10mg	USD 150.00	Ready to ship
25mg	USD 250.00	Ready to ship
50mg	USD 450.00	Ready to ship
100mg	USD 750.00	Ready to ship
200mg	USD 1,250.00	Ready to ship
500mg	USD 2,850.00	Ready to ship

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Synonym

Liproxstatin-1

IUPAC/Chemical Name

N-[(3-Chlorophenyl)methyl]-spiro[piperidine-4,2′(1′H)-quinoxalin]-3′-amine

InChi Key

YAFQFNOUYXZVPZ-UHFFFAOYSA-N

InChi Code

InChI=1S/C19H21ClN4/c20-15-5-3-4-14(12-15)13-22-18-19(8-10-21-11-9-19)24-17-7-2-1-6-16(17)23-18/h1-7,12,21,24H,8-11,13H2,(H,22,23)

SMILES Code

ClC1=CC(CNC(C23CCNCC2)=NC4=C(N3)C=CC=C4)=CC=C1

Appearance

Light orange 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

Product Data

Product Data

Certificate of Analysis

View CoA: current batch, Lot#B9B05C17

QC Data

View QC data: current batch, Lot#B9B05C17

Safety Data Sheet (SDS)

View Safety Data Sheet (SDS)

Instruction

View handling instruction

Biological target:

Liproxstatin-1 is a potent ferroptosis inhibitor and inhibits ferroptotic cell death (IC50=22 nM).

In vitro activity:

In order to test if Lip-1 (Liproxstatin-1) was able to protect HEI-OC1 cells from neomycin-induced ototoxicity, the cells were cotreated with Lip-1 and neomycin. Using CCK8 assay, it was confirmed that cell viability in the presence of Lip-1 was indeed significantly higher than in the absence of Lip-1 (Figure 2(d)). Next, to explore whether the protection mechanisms of Lip-1 are partly due to apoptosis, the apoptotic rate of HEI-OC1 cells was measured by flow cytometry. The results showed that the proportions of dead and apoptotic cells markedly increased in the neomycin group compared to the control group. Lip-1 remarkably decreased the cell death, while it had no significant effect on reducing the apoptotic cells (Supplemental Fig. 1A-C). In addition, Lip-1 reduced cell death induced by neomycin measured by TUNEL labeling (Supplemental Fig. 1D and E). Reference: Oxid Med Cell Longev. 2020 Dec 1;2020:1782659. https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7725559/

In vivo activity:

Whether spinal cord ferroptosis contributes to morphine tolerance was investigated. C57BL/6 mice were continuously subcutaneously injected with morphine, with or without the ferroptosis inhibitor liproxstatin-1. Chronic morphine exposure led to morphine antinociception tolerance, accompanied by loss of spinal cord neurons, increase in the levels of iron, malondialdehyde, and reactive oxygen species, and decreases in the levels of superoxide dismutase. Additionally, inflammatory response and mitochondrial shrinkage, processes that are involved in ferroptosis, were observed. 10 mg/kg of liproxstatin-1 could alleviate iron overload by balancing transferrin receptor protein 1/ferroportin expression and attenuate morphine tolerance by increasing glutathione peroxidase 4 levels, while reducing the levels of malondialdehyde and reactive oxygen species. It also downregulated the expression of extracellularly regulated protein kinases that had been induced by chronic morphine exposure. These results indicate that spinal cord ferroptosis contributes to morphine tolerance, while liproxstatin-1 attenuates the development of morphine tolerance. Reference: ACS Chem Neurosci. 2019 Dec 18;10(12):4824-4833. https://pubs.acs.org/doi/10.1021/acschemneuro.9b00539

	Solvent	mg/mL	mM
Solubility
	DMSO	23.5	68.94
	DMF	25.0	73.34
	Ethanol	5.0	14.67

Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 340.86 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

Formulation protocol:

1. Zheng Z, Tang D, Zhao L, Li W, Han J, Hu B, Nie G, He Y. Liproxstatin-1 Protects Hair Cell-Like HEI-OC1 Cells and Cochlear Hair Cells against Neomycin Ototoxicity. Oxid Med Cell Longev. 2020 Dec 1;2020:1782659. doi: 10.1155/2020/1782659. PMID: 33343803; PMCID: PMC7725559. 2. Chen X, Zhang B, Liu T, Feng M, Zhang Y, Zhang C, Yao W, Wan L. Liproxstatin-1 Attenuates Morphine Tolerance through Inhibiting Spinal Ferroptosis-like Cell Death. ACS Chem Neurosci. 2019 Dec 18;10(12):4824-4833. doi: 10.1021/acschemneuro.9b00539. Epub 2019 Nov 14. PMID: 31682397.

In vitro protocol:

In vivo protocol:

1. Chen X, Zhang B, Liu T, Feng M, Zhang Y, Zhang C, Yao W, Wan L. Liproxstatin-1 Attenuates Morphine Tolerance through Inhibiting Spinal Ferroptosis-like Cell Death. ACS Chem Neurosci. 2019 Dec 18;10(12):4824-4833. doi: 10.1021/acschemneuro.9b00539. Epub 2019 Nov 14. PMID: 31682397.

1: Kim SE, Zhang L, Ma K, Riegman M, Chen F, Ingold I, Conrad M, Turker MZ, Gao M, Jiang X, Monette S, Pauliah M, Gonen M, Zanzonico P, Quinn T, Wiesner U, Bradbury MS, Overholtzer M. Ultrasmall nanoparticles induce ferroptosis in nutrient-deprived cancer cells and suppress tumour growth. Nat Nanotechnol. 2016 Nov;11(11):977-985. doi: 10.1038/nnano.2016.164. PubMed PMID: 27668796; PubMed Central PMCID: PMC5108575. 2: Cao JY, Dixon SJ. Mechanisms of ferroptosis. Cell Mol Life Sci. 2016 Jun;73(11-12):2195-209. doi: 10.1007/s00018-016-2194-1. Review. PubMed PMID: 27048822; PubMed Central PMCID: PMC4887533. 3: Xie Y, Song X, Sun X, Huang J, Zhong M, Lotze MT, Zeh HJ 3rd, Kang R, Tang D. Identification of baicalein as a ferroptosis inhibitor by natural product library screening. Biochem Biophys Res Commun. 2016 May 13;473(4):775-80. doi: 10.1016/j.bbrc.2016.03.052. PubMed PMID: 27037021. 4: Dong T, Liao D, Liu X, Lei X. Using Small Molecules to Dissect Non-apoptotic Programmed Cell Death: Necroptosis, Ferroptosis, and Pyroptosis. Chembiochem. 2015 Dec;16(18):2557-61. doi: 10.1002/cbic.201500422. Review. PubMed PMID: 26388514. 5: Friedmann Angeli JP, Schneider M, Proneth B, Tyurina YY, Tyurin VA, Hammond VJ, Herbach N, Aichler M, Walch A, Eggenhofer E, Basavarajappa D, Rådmark O, Kobayashi S, Seibt T, Beck H, Neff F, Esposito I, Wanke R, Förster H, Yefremova O, Heinrichmeyer M, Bornkamm GW, Geissler EK, Thomas SB, Stockwell BR, O'Donnell VB, Kagan VE, Schick JA, Conrad M. Inactivation of the ferroptosis regulator Gpx4 triggers acute renal failure in mice. Nat Cell Biol. 2014 Dec;16(12):1180-91. doi: 10.1038/ncb3064. PubMed PMID: 25402683; PubMed Central PMCID: PMC4894846.