BMX-001

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

MedKoo CAT#: 591252

CAS#: 1379866-50-8

Description: BMX-001 is a MnSOD mimetic. BMX-001 is a third generation, cationic, lipophilic, manganese (Mn) and porphyrin-based mimetic of the human mitochondrial manganese superoxide dismutase (MnSOD), with antioxidant and potential chemoprotective activities. Upon administration, MnSOD mimetic BMX-001 is internalized by cells and mimics the activity of MnSOD by scavenging reactive oxygen species (ROS), such as superoxide anion, hydrogen peroxide, and hydroxyl radical. This prevents oxidative damage to macromolecules such as DNA and minimizes oxygen free radical-related chemotoxicity in normal tissues. This agent was designed to be more lipophilic and less toxic than first and second generation Mn-porphyrin mimetics.

Chemical Structure

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BMX-001
CAS# 1379866-50-8
Instruction

Theoretical Analysis

MedKoo Cat#: 591252
Name: BMX-001
CAS#: 1379866-50-8
Chemical Formula: 64H76Cl5MnN8O4
Exact Mass: 859.26
Molecular Weight: 1,253.550
Elemental Analysis: C, 61.32; H, 6.11; Cl, 14.14; Mn, 4.38; N, 8.94; O, 5.11

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: BMX-001; BMX001; BMX 001; MnTnBuOE-3-PyP 5+; manganese butoxyethyl pyridyl porphyrin; manganese (III) ortho N-butoxyethylpyridylporphyrin

IUPAC/Chemical Name: Manganese(5+), ((2,2',2'',2'''-(21H,23H-porphine-5,10,15,20-tetrayl-kappaN21,kappaN22,kappaN23,kappaN24)tetrakis(1-(2-butoxyethyl)pyridiniumato))(2-))-, (sp-4-1)-

InChi Key: FVIXMTYHFFAYDY-UHFFFAOYSA-I

InChi Code: InChI=1S/C64H76N8O4.5ClH.Mn/c1-5-9-41-73-45-37-69-33-17-13-21-57(69)61-49-25-27-51(65-49)62(58-22-14-18-34-70(58)38-46-74-42-10-6-2)53-29-31-55(67-53)64(60-24-16-20-36-72(60)40-48-76-44-12-8-4)56-32-30-54(68-56)63(52-28-26-50(61)66-52)59-23-15-19-35-71(59)39-47-75-43-11-7-3;;;;;;/h13-36H,5-12,37-48H2,1-4H3;5*1H;/q+2;;;;;;+3/p-5

SMILES Code: CCCCOCCN1C=CC=C/C1=C2C3=N/C(C=C3)=C(C4=CC=CC=[N+]4CCOCCCC)\C5=N/C(C=C5)=C(C6=CC=CC=[N+]6CCOCCCC)\C7=CC=C(/C(C8=CC=CC=[N+]8CCOCCCC)=C9C=CC/2=N/9)[N-]7.[Mn+3].[Cl-].[Cl-].[Cl-].[Cl-].[Cl-]

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: BMX-001 is a novel redox-active metalloporphyrin, improves islet function and engraftment in a murine transplant model. BMX-001 inhibits human valve interstitial cell activation and extracellular matrix remodeling in a murine model (C57 BL /6J) of AVS c by electron microscopy and histology

Biological target:
In vitro activity:
In vivo activity:

Preparing Stock Solutions

The following data is based on the product molecular weight 1,253.55 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: Wang P, Li Y, Yan B, Yang Z, Li L, Cao Z, Li X, Batinic-Haberle I, Spasojevic I, Warner DS, Sheng H. Manganese Porphyrin Promotes Post Cardiac Arrest Recovery in Mice and Rats. Biology (Basel). 2022 Jun 24;11(7):957. doi: 10.3390/biology11070957. PMID: 36101338; PMCID: PMC9312251.


2: Chaiswing L, Yarana C, St Clair W, Tovmasyan A, Batinic-Haberle I, Spasojevic I, St Clair D. A Redox-active Mn Porphyrin, MnTnBuOE-2-PyP5+, Synergizes with Carboplatin in Treatment of Chemoresistant Ovarian Cell Line. Oxid Med Cell Longev. 2022 May 9;2022:9664636. doi: 10.1155/2022/9664636. PMID: 35898616; PMCID: PMC9313984.


3: Sharma S, Patel F, Ara H, Bess E, Shum A, Bhattarai S, Subedi U, Bell DS, Bhuiyan MS, Sun H, Batinic-Haberle I, Panchatcharam M, Miriyala S. Rotenone- Induced 4-HNE Aggresome Formation and Degradation in HL-1 Cardiomyocytes: Role of Autophagy Flux. Int J Mol Sci. 2022 Apr 23;23(9):4675. doi: 10.3390/ijms23094675. PMID: 35563066; PMCID: PMC9105393.


4: Valachová K, Rapta P, Moura NMM, Batinic-Haberle I, Šoltés L. Ortho Isomeric Mn(III) N-Alkyl- and Alkoxyalkylpyridylporphyrins-Enhancers of Hyaluronan Degradation Induced by Ascorbate and Cupric Ions. Int J Mol Sci. 2021 Aug 10;22(16):8608. doi: 10.3390/ijms22168608. PMID: 34445313; PMCID: PMC8395334.


5: Batinic-Haberle I, Tovmasyan A, Huang Z, Duan W, Du L, Siamakpour-Reihani S, Cao Z, Sheng H, Spasojevic I, Alvarez Secord A. H2O2-Driven Anticancer Activity of Mn Porphyrins and the Underlying Molecular Pathways. Oxid Med Cell Longev. 2021 Mar 15;2021:6653790. doi: 10.1155/2021/6653790. PMID: 33815656; PMCID: PMC7987459.


6: Thamilarasan M, Estupinan R, Batinic-Haberle I, Zennadi R. Mn porphyrins as a novel treatment targeting sickle cell NOXs to reverse and prevent acute vaso- occlusion in vivo. Blood Adv. 2020 Jun 9;4(11):2372-2386. doi: 10.1182/bloodadvances.2020001642. PMID: 32479589; PMCID: PMC7284092.


7: Olson KR, Gao Y, Arif F, Patel S, Yuan X, Mannam V, Howard S, Batinic-Haberle I, Fukuto J, Minnion M, Feelisch M, Straub KD. Manganese Porphyrin-Based SOD Mimetics Produce Polysulfides from Hydrogen Sulfide. Antioxidants (Basel). 2019 Dec 12;8(12):639. doi: 10.3390/antiox8120639. PMID: 31842297; PMCID: PMC6943712.


8: Bral M, Pawlick R, Marfil-Garza B, Dadheech N, Hefler J, Thiesen A, Shapiro AMJ. Pan-caspase inhibitor F573 mitigates liver ischemia reperfusion injury in a murine model. PLoS One. 2019 Nov 26;14(11):e0224567. doi: 10.1371/journal.pone.0224567. PMID: 31770375; PMCID: PMC6879152.


9: Batinic-Haberle I, Tome ME. Thiol regulation by Mn porphyrins, commonly known as SOD mimics. Redox Biol. 2019 Jul;25:101139. doi: 10.1016/j.redox.2019.101139. Epub 2019 Feb 13. PMID: 31126869; PMCID: PMC6859569.


10: Anselmo W, Branchetti E, Grau JB, Li G, Ayoub S, Lai EK, Rioux N, Tovmasyan A, Fortier JH, Sacks MS, Batinic-Haberle I, Hazen SL, Levy RJ, Ferrari G. Porphyrin-Based SOD Mimic MnTnBu OE -2-PyP5+ Inhibits Mechanisms of Aortic Valve Remodeling in Human and Murine Models of Aortic Valve Sclerosis. J Am Heart Assoc. 2018 Oct 16;7(20):e007861. doi: 10.1161/JAHA.117.007861. PMID: 30371255; PMCID: PMC6474974.


11: Batinic-Haberle I, Tovmasyan A, Spasojevic I. Mn Porphyrin-Based Redox- Active Drugs: Differential Effects as Cancer Therapeutics and Protectors of Normal Tissue Against Oxidative Injury. Antioxid Redox Signal. 2018 Dec 1;29(16):1691-1724. doi: 10.1089/ars.2017.7453. Epub 2018 Aug 28. PMID: 29926755; PMCID: PMC6207162.


12: Bruni A, Pepper AR, Pawlick RL, Gala-Lopez B, Gamble A, Kin T, Malcolm AJ, Jones C, Piganelli JD, Crapo JD, Shapiro AMJ. BMX-001, a novel redox-active metalloporphyrin, improves islet function and engraftment in a murine transplant model. Am J Transplant. 2018 Aug;18(8):1879-1889. doi: 10.1111/ajt.14705. Epub 2018 Mar 31. PMID: 29464912.


13: Leu D, Spasojevic I, Nguyen H, Deng B, Tovmasyan A, Weitner T, Sampaio RS, Batinic-Haberle I, Huang TT. CNS bioavailability and radiation protection of normal hippocampal neurogenesis by a lipophilic Mn porphyrin-based superoxide dismutase mimic, MnTnBuOE-2-PyP5. Redox Biol. 2017 Aug;12:864-871. doi: 10.1016/j.redox.2017.04.027. Epub 2017 Apr 22. PMID: 28454069; PMCID: PMC5407575.


14: Rajic Z, Tovmasyan A, de Santana OL, Peixoto IN, Spasojevic I, do Monte SA, Ventura E, Rebouças JS, Batinic-Haberle I. Challenges encountered during development of Mn porphyrin-based, potent redox-active drug and superoxide dismutase mimic, MnTnBuOE-2-PyP5+, and its alkoxyalkyl analogues. J Inorg Biochem. 2017 Apr;169:50-60. doi: 10.1016/j.jinorgbio.2017.01.003. Epub 2017 Jan 5. PMID: 28131001; PMCID: PMC5893775.


15: Stover K, Fukuyama T, Young AT, Daniele MA, Oberley R, Crapo JD, Bäumer W. Topically applied manganese-porphyrins BMX-001 and BMX-010 display a significant anti-inflammatory response in a mouse model of allergic dermatitis. Arch Dermatol Res. 2016 Dec;308(10):711-721. doi: 10.1007/s00403-016-1693-0. Epub 2016 Oct 5. PMID: 27709295; PMCID: PMC7945677.


16: Bruni A, Pepper AR, Gala-Lopez B, Pawlick R, Abualhassan N, Crapo JD, Piganelli JD, Shapiro AM. A novel redox-active metalloporphyrin reduces reactive oxygen species and inflammatory markers but does not improve marginal mass engraftment in a murine donation after circulatory death islet transplantation model. Islets. 2016 Jul 3;8(4):e1190058. doi: 10.1080/19382014.2016.1190058. PMID: 27220256; PMCID: PMC4987021.


17: Gad SC, Sullivan DW Jr, Spasojevic I, Mujer CV, Spainhour CB, Crapo JD. Nonclinical Safety and Toxicokinetics of MnTnBuOE-2-PyP5+ (BMX-001). Int J Toxicol. 2016 Jul;35(4):438-53. doi: 10.1177/1091581816642766. Epub 2016 Apr 20. PMID: 27098749.


18: Tanaka T, Fujita M, Bottino R, Piganelli JD, McGrath K, Li J, Lee W, Iwase H, Wijkstrom M, Bertera S, Long C, Landsittel D, Haruma K, Cooper DK, Hara H. Endoscopic biopsy of islet transplants in the gastric submucosal space provides evidence of islet graft rejection in diabetic pigs. Islets. 2016;8(1):1-12. doi: 10.1080/19382014.2016.1149283. Epub 2016 Feb 8. PMID: 26857703; PMCID: PMC4878262.


19: Archambeau JO, Tovmasyan A, Pearlstein RD, Crapo JD, Batinic-Haberle I. Superoxide dismutase mimic, MnTE-2-PyP(5+) ameliorates acute and chronic proctitis following focal proton irradiation of the rat rectum. Redox Biol. 2013 Oct 25;1(1):599-607. doi: 10.1016/j.redox.2013.10.002. PMID: 24363995; PMCID: PMC3863774.