N4Py

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

MedKoo CAT#: 563122

CAS#: 167695-87-6

Description: N4Py is an excellent synthetic mimic of the Bleomycins (BLMs), which are a family of natural antibiotics used clinically in the treatment of certain cancers.


Price and Availability

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N4Py is not in stock, may be available through custom synthesis. For cost-effective reason, minimum 1 gram order is requested. The product will be characterized by NMR, HPLC and MS analysis. Purity (HPLC) is usually >98%. CoA, QC data, MSDS will be provided when product is successfully made. The estimated lead time is 2-3 months. Please send email to sales@medkoo.com to inquire quote.


Chemical Structure

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Theoretical Analysis

MedKoo Cat#: 563122
Name: N4Py
CAS#: 167695-87-6
Chemical Formula: C23H21N5
Exact Mass: 367.1797
Molecular Weight: 367.45
Elemental Analysis: C, 75.18; H, 5.76; N, 19.06


Synonym: N4Py; N-4-Py; N 4 Py;

IUPAC/Chemical Name: 1,1-di(pyridin-2-yl)-N,N-bis(pyridin-2-ylmethyl)methanamine

InChi Key: PRICLFAUAJHZLI-UHFFFAOYSA-N

InChi Code: InChI=1S/C23H21N5/c1-5-13-24-19(9-1)17-28(18-20-10-2-6-14-25-20)23(21-11-3-7-15-26-21)22-12-4-8-16-27-22/h1-16,23H,17-18H2

SMILES Code: C1(C(N(CC2=NC=CC=C2)CC3=CC=CC=N3)C4=CC=CC=N4)=NC=CC=C1


Technical Data

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).

Harmonized System Code:
2934.99.03.00


References

1: Geersing A, Ségaud N, van der Wijst MGP, Rots MG, Roelfes G. Importance of Metal-Ion Exchange for the Biological Activity of Coordination Complexes of the Biomimetic Ligand N4Py. Inorg Chem. 2018 Jun 19. doi: 10.1021/acs.inorgchem.8b00714. [Epub ahead of print] PubMed PMID: 29916702.

2: Chen PY, Tseng TH. A Switch from Mechanistic Competition Mediated by a Coordination between Temperature and Concentration Effects in the Oxidation Reaction of [FeII(N4Py/TPA)](OTf)2. Chemistry. 2018 Jun 11. doi: 10.1002/chem.201801028. [Epub ahead of print] PubMed PMID: 29889323.

3: Chen J, Unjaroen D, Stepanovic S, van Dam A, Gruden M, Browne WR. Selective Photo-Induced Oxidation with O(2) of a Non-Heme Iron(III) Complex to a Bis(imine-pyridyl)iron(II) Complex. Inorg Chem. 2018 Apr 16;57(8):4510-4515. doi: 10.1021/acs.inorgchem.8b00187. Epub 2018 Mar 30. PubMed PMID: 29601196; PubMed Central PMCID: PMC5906753.

4: Draksharapu A, Rasheed W, Klein JEMN, Que L Jr. Facile and Reversible Formation of Iron(III)-Oxo-Cerium(IV) Adducts from Nonheme Oxoiron(IV) Complexes and Cerium(III). Angew Chem Int Ed Engl. 2017 Jul 24;56(31):9091-9095. doi: 10.1002/anie.201704322. Epub 2017 Jun 27. PubMed PMID: 28598024; PubMed Central PMCID: PMC5598155.

5: Andris E, Navrátil R, Jašík J, Terencio T, Srnec M, Costas M, Roithová J. Chasing the Evasive Fe═O Stretch and the Spin State of the Iron(IV)-Oxo Complexes by Photodissociation Spectroscopy. J Am Chem Soc. 2017 Feb 22;139(7):2757-2765. doi: 10.1021/jacs.6b12291. Epub 2017 Feb 9. PubMed PMID: 28125220.

6: Unjaroen D, Chen J, Otten E, Browne WR. Switching Pathways for Reversible Ligand Photodissociation in Ru(II) Polypyridyl Complexes with Steric Effects. Inorg Chem. 2017 Jan 17;56(2):900-907. doi: 10.1021/acs.inorgchem.6b02521. Epub 2017 Jan 3. PubMed PMID: 28045515.

7: Barbieri A, Del Giacco T, Di Stefano S, Lanzalunga O, Lapi A, Mazzonna M, Olivo G. Electron Transfer Mechanism in the Oxidation of Aryl 1-Methyl-1-phenylethyl Sulfides Promoted by Nonheme Iron(IV)-Oxo Complexes: The Rate of the Oxygen Rebound Process. J Org Chem. 2016 Dec 16;81(24):12382-12387. Epub 2016 Dec 2. PubMed PMID: 27978740.

8: Leto DF, Massie AA, Rice DB, Jackson TA. Spectroscopic and Computational Investigations of a Mononuclear Manganese(IV)-Oxo Complex Reveal Electronic Structure Contributions to Reactivity. J Am Chem Soc. 2016 Nov 30;138(47):15413-15424. Epub 2016 Nov 15. PubMed PMID: 27802057.

9: Sahu S, Zhang B, Pollock CJ, Dürr M, Davies CG, Confer AM, Ivanović-Burmazović I, Siegler MA, Jameson GN, Krebs C, Goldberg DP. Aromatic C-F Hydroxylation by Nonheme Iron(IV)-Oxo Complexes: Structural, Spectroscopic, and Mechanistic Investigations. J Am Chem Soc. 2016 Oct 5;138(39):12791-12802. Epub 2016 Sep 22. PubMed PMID: 27656776; PubMed Central PMCID: PMC5628738.

10: Puri M, Company A, Sabenya G, Costas M, Que L Jr. Oxygen Atom Exchange between H2O and Non-Heme Oxoiron(IV) Complexes: Ligand Dependence and Mechanism. Inorg Chem. 2016 Jun 20;55(12):5818-27. doi: 10.1021/acs.inorgchem.6b00023. Epub 2016 Jun 8. PubMed PMID: 27275633.

11: Jung J, Kim S, Lee YM, Nam W, Fukuzumi S. Switchover of the Mechanism between Electron Transfer and Hydrogen-Atom Transfer for a Protonated Manganese(IV)-Oxo Complex by Changing Only the Reaction Temperature. Angew Chem Int Ed Engl. 2016 Jun 20;55(26):7450-4. doi: 10.1002/anie.201602460. Epub 2016 May 18. PubMed PMID: 27191357.

12: Lo WK, Castillo CE, Gueret R, Fortage J, Rebarz M, Sliwa M, Thomas F, McAdam CJ, Jameson GB, McMorran DA, Crowley JD, Collomb MN, Blackman AG. Synthesis, Characterization, and Photocatalytic H2-Evolving Activity of a Family of [Co(N4Py)(X)](n+) Complexes in Aqueous Solution. Inorg Chem. 2016 May 2;55(9):4564-81. doi: 10.1021/acs.inorgchem.6b00391. Epub 2016 Apr 11. PubMed PMID: 27064169.

13: Barbieri A, De Carlo Chimienti R, Del Giacco T, Di Stefano S, Lanzalunga O, Lapi A, Mazzonna M, Olivo G, Salamone M. Oxidation of Aryl Diphenylmethyl Sulfides Promoted by a Nonheme Iron(IV)-Oxo Complex: Evidence for an Electron Transfer-Oxygen Transfer Mechanism. J Org Chem. 2016 Mar 18;81(6):2513-20. doi: 10.1021/acs.joc.6b00099. Epub 2016 Feb 25. Erratum in: J Org Chem. 2016 May 6;81(9):3981. PubMed PMID: 26886491.

14: Mitra M, Nimir H, Demeshko S, Bhat SS, Malinkin SO, Haukka M, Lloret-Fillol J, Lisensky GC, Meyer F, Shteinman AA, Browne WR, Hrovat DA, Richmond MG, Costas M, Nordlander E. Nonheme Fe(IV) Oxo Complexes of Two New Pentadentate Ligands and Their Hydrogen-Atom and Oxygen-Atom Transfer Reactions. Inorg Chem. 2015 Aug 3;54(15):7152-64. doi: 10.1021/ic5029564. Epub 2015 Jul 22. PubMed PMID: 26198840.

15: Chen J, Cho KB, Lee YM, Kwon YH, Nam W. Mononuclear nonheme iron(IV)-oxo and manganese(IV)-oxo complexes in oxidation reactions: experimental results prove theoretical prediction. Chem Commun (Camb). 2015 Aug 25;51(66):13094-7. doi: 10.1039/c5cc04217h. PubMed PMID: 26186554.

16: Chen J, Yoon H, Lee YM, Seo MS, Sarangi R, Fukuzumi S, Nam W. Tuning the Reactivity of Mononuclear Nonheme Manganese(IV)-Oxo Complexes by Triflic Acid. Chem Sci. 2015 Jun 1;6(6):3624-3632. PubMed PMID: 26146538; PubMed Central PMCID: PMC4486364.

17: Lo WK, Huff GS, Preston D, McMorran DA, Giles GI, Gordon KC, Crowley JD. A Dinuclear Platinum(II) N4Py Complex: An Unexpected Coordination Mode For N4Py. Inorg Chem. 2015 Jul 20;54(14):6671-3. doi: 10.1021/acs.inorgchem.5b01032. Epub 2015 Jun 30. PubMed PMID: 26126121.

18: Park J, Lee YM, Ohkubo K, Nam W, Fukuzumi S. Efficient Epoxidation of Styrene Derivatives by a Nonheme Iron(IV)-Oxo Complex via Proton-Coupled Electron Transfer with Triflic Acid. Inorg Chem. 2015 Jun 15;54(12):5806-12. doi: 10.1021/acs.inorgchem.5b00504. Epub 2015 May 26. PubMed PMID: 26010774.

19: Barbieri A, De Gennaro M, Di Stefano S, Lanzalunga O, Lapi A, Mazzonna M, Olivo G, Ticconi B. Isotope effect profiles in the N-demethylation of N,N-dimethylanilines: a key to determine the pK(a) of nonheme Fe(III)-OH complexes. Chem Commun (Camb). 2015 Mar 25;51(24):5032-5. doi: 10.1039/c5cc00411j. PubMed PMID: 25706886.

20: Xie J, Zhou Q, Li C, Wang W, Hou Y, Zhang B, Wang X. An unexpected role of the monodentate ligand in photocatalytic hydrogen production of the pentadentate ligand-based cobalt complexes. Chem Commun (Camb). 2014 Jun 21;50(49):6520-2. doi: 10.1039/c4cc01471e. Epub 2014 May 13. PubMed PMID: 24820402.