JP4-039 | CAS#1205492-16-5 | Non-toxic radioprotector

MedKoo Cat#: 463136 | Name: JP4-039

Description:

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

JP4-039 is a non-toxic radioprotector GS-nitroxide, improving hematopoiesis in long-term bone marrow cultures (LTBMCs).

Chemical Structure

JP4-039

CAS#1205492-16-5

Theoretical Analysis

MedKoo Cat#: 463136

Name: JP4-039

CAS#: 1205492-16-5

Chemical Formula: C23H42N3O4•

Exact Mass: 424.3175

Molecular Weight: 424.61

Elemental Analysis: C, 65.06; H, 9.97; N, 9.90; O, 15.07

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.

Bulk Inquiry

Related CAS #

No Data

Synonym

JP4-039; JP4039; JP4 039;

IUPAC/Chemical Name

tert-Butyl N-[(E,4S)-8-[(1-λ1-oxidanyl-2,2,6,6-tetramethylpiperidin-4-yl)amino]-2-methyl-8-oxooct-5-en-4-yl]carbamate

InChi Key

AJHRJWQXDNEJAG-SXSDINLZSA-N

InChi Code

InChI=1S/C23H42N3O4/c1-16(2)13-17(25-20(28)30-21(3,4)5)11-10-12-19(27)24-18-14-22(6,7)26(29)23(8,9)15-18/h10-11,16-18H,12-15H2,1-9H3,(H,24,27)(H,25,28)/b11-10+/t17-/m1/s1

SMILES Code

[O]N1C(C)(C)CC(NC(C/C=C/[C@@H](NC(OC(C)(C)C)=O)CC(C)C)=O)CC1(C)C

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

>3 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 424.61 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: Glänzel NM, Grings M, da Rosa-Junior NT, de Carvalho LMC, Mohsen AW, Wipf P, Wajner M, Vockley J, Leipnitz G. The mitochondrial-targeted reactive species scavenger JP4-039 prevents sulfite-induced alterations in antioxidant defenses, energy transfer, and cell death signaling in striatum of rats. J Inherit Metab Dis. 2020 Sep 3. doi: 10.1002/jimd.12310. Epub ahead of print. PMID: 32882059. 2: Thermozier S, Hou W, Zhang X, Shields D, Fisher R, Bayir H, Kagan V, Yu J, Liu B, Bahar I, Epperly MW, Wipf P, Wang H, Huq MS, Greenberger JS. Anti- Ferroptosis Drug Enhances Total-Body Irradiation Mitigation by Drugs that Block Apoptosis and Necroptosis. Radiat Res. 2020 May;193(5):435-450. doi: 10.1667/RR15486.1. Epub 2020 Mar 5. PMID: 32134361; PMCID: PMC7299160. 3: Epperly MW, Fisher R, Zhang X, Hou W, Shields D, Wipf P, Wang H, Thermozier S, Greenberger JS. Fanconi Anemia Mouse Genotype-specific Mitigation of Total Body Irradiation by GS-Nitroxide JP4-039. In Vivo. 2020 Jan-Feb;34(1):33-38. doi: 10.21873/invivo.11742. PMID: 31882460; PMCID: PMC6984088. 4: Quinn TJ, Ding X, Li X, Wilson GD, Buelow K, Sivananthan A, Thermozier S, Henderson A, Epperly MW, Franicola D, Wipf P, Greenberger JS, Stevens CW, Kabolizadeh P. Amelioration of Mucositis in Proton Therapy of Fanconi Anemia Fanca-/- Mice by JP4-039. In Vivo. 2019 Nov-Dec;33(6):1757-1766. doi: 10.21873/invivo.11666. PMID: 31662500; PMCID: PMC6899135. 5: Grings M, Seminotti B, Karunanidhi A, Ghaloul-Gonzalez L, Mohsen AW, Wipf P, Palmfeldt J, Vockley J, Leipnitz G. ETHE1 and MOCS1 deficiencies: Disruption of mitochondrial bioenergetics, dynamics, redox homeostasis and endoplasmic reticulum-mitochondria crosstalk in patient fibroblasts. Sci Rep. 2019 Sep 2;9(1):12651. doi: 10.1038/s41598-019-49014-2. PMID: 31477743; PMCID: PMC6718683. 6: Seminotti B, Leipnitz G, Karunanidhi A, Kochersperger C, Roginskaya VY, Basu S, Wang Y, Wipf P, Van Houten B, Mohsen AW, Vockley J. Mitochondrial energetics is impaired in very long-chain acyl-CoA dehydrogenase deficiency and can be rescued by treatment with mitochondria-targeted electron scavengers. Hum Mol Genet. 2019 Mar 15;28(6):928-941. doi: 10.1093/hmg/ddy403. PMID: 30445591; PMCID: PMC6400046. 7: Epperly MW, Wipf P, Fisher R, Franicola D, Beumer J, Li S, Brand RM, Falo LD Jr, Erdos G, Greenberger JS. Evaluation of Different Formulations and Routes for the Delivery of the Ionizing Radiation Mitigator GS-Nitroxide (JP4-039). In Vivo. 2018 Sep-Oct;32(5):1009-1023. doi: 10.21873/invivo.11341. PMID: 30150422; PMCID: PMC6199586. 8: Willis J, Epperly MW, Fisher R, Zhang X, Shields D, Hou W, Wang H, Li S, Wipf P, Parmar K, Guinan E, Steinman J, Greenberger JS. Amelioration of Head and Neck Radiation-Induced Mucositis and Distant Marrow Suppression in Fanca-/- and Fancg-/- Mice by Intraoral Administration of GS-Nitroxide (JP4-039). Radiat Res. 2018 Jun;189(6):560-578. doi: 10.1667/RR14878.1. Epub 2018 Mar 27. PMID: 29584588; PMCID: PMC5973476. 9: Wei L, Leibowitz BJ, Epperly M, Bi C, Li A, Steinman J, Wipf P, Li S, Zhang L, Greenberger J, Yu J. The GS-nitroxide JP4-039 improves intestinal barrier and stem cell recovery in irradiated mice. Sci Rep. 2018 Feb 1;8(1):2072. doi: 10.1038/s41598-018-20370-9. PMID: 29391546; PMCID: PMC5794877. 10: Leipnitz G, Mohsen AW, Karunanidhi A, Seminotti B, Roginskaya VY, Markantone DM, Grings M, Mihalik SJ, Wipf P, Van Houten B, Vockley J. Evaluation of mitochondrial bioenergetics, dynamics, endoplasmic reticulum-mitochondria crosstalk, and reactive oxygen species in fibroblasts from patients with complex I deficiency. Sci Rep. 2018 Jan 18;8(1):1165. doi: 10.1038/s41598-018-19543-3. PMID: 29348607; PMCID: PMC5773529. 11: Christner S, Guo J, Parise RA, Ringeval M, Hoye AT, Wipf P, Epperly MW, Greenberger JS, Beumer JH, Eiseman JL. Liquid chromatography-tandem mass spectrometric assay for the quantitation of the novel radiation protective agent and radiation mitigator JP4-039 in murine plasma. J Pharm Biomed Anal. 2018 Feb 20;150:169-175. doi: 10.1016/j.jpba.2017.12.023. Epub 2017 Dec 12. PMID: 29245086; PMCID: PMC5767136. 12: Steinman J, Epperly M, Hou W, Willis J, Wang H, Fisher R, Liu B, Bahar I, McCaw T, Kagan V, Bayir H, Yu J, Wipf P, Li S, Huq MS, Greenberger JS. Improved Total-Body Irradiation Survival by Delivery of Two Radiation Mitigators that Target Distinct Cell Death Pathways. Radiat Res. 2018 Jan;189(1):68-83. doi: 10.1667/RR14787.1. Epub 2017 Nov 15. PMID: 29140165; PMCID: PMC5808408. 13: Epperly MW, Rhieu BH, Franicola D, Dixon T, Cao S, Zhang X, Shields D, Wang H, Wipf P, Greenberger JS. Induction of TGF-β by Irradiation or Chemotherapy in Fanconi Anemia (FA) Mouse Bone Marrow Is Modulated by Small Molecule Radiation Mitigators JP4-039 and MMS350. In Vivo. 2017 Mar-Apr;31(2):159-168. doi: 10.21873/invivo.11040. PMID: 28358695; PMCID: PMC5411740. 14: Epperly MW, Sacher JR, Krainz T, Zhang X, Wipf P, Liang M, Fisher R, Li S, Wang H, Greenberger JS. Effectiveness of Analogs of the GS-Nitroxide, JP4-039, as Total Body Irradiation Mitigators. In Vivo. 2017 Jan 2;31(1):39-43. doi: 10.21873/invivo.11022. PMID: 28064218; PMCID: PMC5267945. 15: Krainz T, Gaschler MM, Lim C, Sacher JR, Stockwell BR, Wipf P. A Mitochondrial-Targeted Nitroxide Is a Potent Inhibitor of Ferroptosis. ACS Cent Sci. 2016 Sep 28;2(9):653-659. doi: 10.1021/acscentsci.6b00199. Epub 2016 Sep 7. PMID: 27725964; PMCID: PMC5043442. 16: Shinde A, Berhane H, Rhieu BH, Kalash R, Xu K, Goff J, Epperly MW, Franicola D, Zhang X, Dixon T, Shields D, Wang H, Wipf P, Parmar K, Guinan E, Kagan V, Tyurin V, Ferris RL, Zhang X, Li S, Greenberger JS. Intraoral Mitochondrial- Targeted GS-Nitroxide, JP4-039, Radioprotects Normal Tissue in Tumor-Bearing Radiosensitive Fancd2(-/-) (C57BL/6) Mice. Radiat Res. 2016 Feb;185(2):134-50. doi: 10.1667/RR14035.1. Epub 2016 Jan 20. PMID: 26789701; PMCID: PMC4773657. 17: Shinde A, Epperly MW, Cao S, Holt D, Goff J, Shields D, Franicola D, Wipf P, Wang H, Greenberger JS. Improved hematopoiesis in GS-nitroxide (JP4-039)-treated mouse long-term bone marrow cultures and radioresistance of derived bone marrow stromal cell lines. In Vivo. 2014 Sep-Oct;28(5):699-708. PMID: 25189880; PMCID: PMC6477534. 18: Skoda EM, Sacher JR, Kazancioglu MZ, Saha J, Wipf P. An uncharged oxetanyl sulfoxide as a covalent modifier for improving aqueous solubility. ACS Med Chem Lett. 2014 Jun 27;5(8):900-4. doi: 10.1021/ml5001504. PMID: 25147611; PMCID: PMC4137373. 19: Epperly MW, Goff JP, Franicola D, Wang H, Wipf P, Li S, Greenberger JS. Esophageal radioprotection by swallowed JP4-039/F15 in thoracic-irradiated mice with transgenic lung tumors. In Vivo. 2014 Jul-Aug;28(4):435-40. PMID: 24982207; PMCID: PMC6436097. 20: Berhane H, Shinde A, Kalash R, Xu K, Epperly MW, Goff J, Franicola D, Zhang X, Dixon T, Shields D, Wang H, Wipf P, Li S, Gao X, Greenberger JS. Amelioration of radiation-induced oral cavity mucositis and distant bone marrow suppression in fanconi anemia Fancd2-/- (FVB/N) mice by intraoral GS-nitroxide JP4-039. Radiat Res. 2014 Jul;182(1):35-49. doi: 10.1667/RR13633.1. Epub 2014 Jun 16. PMID: 24932534; PMCID: PMC4101533.