MedKoo Cat#: 592180 | Name: Lophine
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Description:

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

Lophine derivatives as chemiluminescent in vitro activators for detection of free radicals.

Chemical Structure

 Lophine
Lophine
CAS#484-47-9

Theoretical Analysis

MedKoo Cat#: 592180

Name: Lophine

CAS#: 484-47-9

Chemical Formula: C21H16N2

Exact Mass: 296.1313

Molecular Weight: 296.37

Elemental Analysis: C, 85.11; H, 5.44; N, 9.45

Price and Availability

Size Price Availability Quantity
5g USD 250.00 2 weeks
10g USD 350.00 2 Weeks
25g USD 650.00 2 Weeks
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Related CAS #
No Data
Synonym
Lophine; NSC 62790; NSC-62790; NSC62790
IUPAC/Chemical Name
1H-Imidazole, 2,4,5-triphenyl-
InChi Key
RNIPJYFZGXJSDD-UHFFFAOYSA-N
InChi Code
InChI=1S/C21H16N2/c1-4-10-16(11-5-1)19-20(17-12-6-2-7-13-17)23-21(22-19)18-14-8-3-9-15-18/h1-15H,(H,22,23)
SMILES Code
C1(C2=CC=CC=C2)=NC(C3=CC=CC=C3)=C(C4=CC=CC=C4)N1
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
2934.99.03.00
More Info
Product Data
Biological target:
Lophine derivatives as chemiluminescent in vitro activators for detection of free radicals.
In vitro activity:
This report focuses on acceleration of the recombination of lophyl radicals with a lophine dimer derivative by forming molecular assemblies. These results revealed that accumulation of the lophine dimers via self-assembly remarkably accelerated the recombination of lophyl radicals. Reference: J Oleo Sci. 2019 Jul 1;68(7):659-664. https://pubmed.ncbi.nlm.nih.gov/31178463/
In vivo activity:
TBD

Preparing Stock Solutions

The following data is based on the product molecular weight 296.37 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. Akamatsu M, Suzuki T, Kobayashi K, Tsuchiya K, Sakai K, Sakai H. Accelerated Recombination of Lophyl Radicals with Self-Assembled Amphiphilic Lophine Dimer. J Oleo Sci. 2019 Jul 1;68(7):659-664. doi: 10.5650/jos.ess19010. Epub 2019 Jun 10. PMID: 31178463. 2. Alves J, Boaro A, da Silva JS, Ferreira TL, Keslarek VB, Cabral CA, Orfão RB Jr, Ciscato LF, Bartoloni FH. Lophine derivatives as activators in peroxyoxalate chemiluminescence. Photochem Photobiol Sci. 2015 Feb;14(2):320-8. doi: 10.1039/c4pp00311j. PMID: 25373732.
In vitro protocol:
1. Akamatsu M, Suzuki T, Kobayashi K, Tsuchiya K, Sakai K, Sakai H. Accelerated Recombination of Lophyl Radicals with Self-Assembled Amphiphilic Lophine Dimer. J Oleo Sci. 2019 Jul 1;68(7):659-664. doi: 10.5650/jos.ess19010. Epub 2019 Jun 10. PMID: 31178463. 2. Alves J, Boaro A, da Silva JS, Ferreira TL, Keslarek VB, Cabral CA, Orfão RB Jr, Ciscato LF, Bartoloni FH. Lophine derivatives as activators in peroxyoxalate chemiluminescence. Photochem Photobiol Sci. 2015 Feb;14(2):320-8. doi: 10.1039/c4pp00311j. PMID: 25373732.
In vivo protocol:
TBD
1: Honda S, Toyota T. Photo-triggered solvent-free metamorphosis of polymeric materials. Nat Commun. 2017 Sep 11;8(1):502. doi: 10.1038/s41467-017-00679-1. PubMed PMID: 28894097; PubMed Central PMCID: PMC5593861. 2: Pavlova E, Kaloyanova S, Deligeorgiev T, Lesev N. Synthesis and physicochemical properties of novel lophine derivatives as chemiluminescent in vitro activators for detection of free radicals. Eur Biophys J. 2015 Dec;44(8):623-34. doi: 10.1007/s00249-015-1056-3. Epub 2015 Jul 30. PubMed PMID: 26224302. 3: Zheng W, He X, Chen H, Gao Y, Li H. Colorimetric fluorescent cyanide chemodosimeter based on triphenylimidazole derivative. Spectrochim Acta A Mol Biomol Spectrosc. 2014 Apr 24;124:97-101. doi: 10.1016/j.saa.2013.12.098. Epub 2014 Jan 4. PubMed PMID: 24463246. 4: Kishikawa N, Ohyama K, Saiki A, Matsuo A, Ali MF, Wada M, Nakashima K, Kuroda N. A novel lophine-based fluorescence probe and its binding to human serum albumin. Anal Chim Acta. 2013 May 30;780:1-6. doi: 10.1016/j.aca.2013.04.003. Epub 2013 Apr 10. PubMed PMID: 23680544. 5: Ichibangase T, Ohba Y, Kishikawa N, Nakashima K, Kuroda N. Evaluation of lophine derivatives as L-012 (luminol analog)-dependent chemiluminescence enhancers for measuring horseradish peroxidase and H2O2. Luminescence. 2014 Mar;29(2):118-21. doi: 10.1002/bio.2513. Epub 2013 Apr 30. PubMed PMID: 23630098. 6: da Costa JS, Lopes JP, Russowsky D, Petzhold CL, Borges AC, Ceschi MA, Konrath E, Batassini C, Lunardi PS, Gonçalves CA. Synthesis of tacrine-lophine hybrids via one-pot four component reaction and biological evaluation as acetyl- and butyrylcholinesterase inhibitors. Eur J Med Chem. 2013 Apr;62:556-63. doi: 10.1016/j.ejmech.2013.01.029. Epub 2013 Feb 4. PubMed PMID: 23422935. 7: Zhao YS, Hu F, Yang W, Ma Y, Fu H, Yao J. Fabrication and size-dependent optical properties of copper/lophine core/shell nanocomposites. J Nanosci Nanotechnol. 2007 Mar;7(3):1021-7. PubMed PMID: 17450869. 8: Kimura M, Lu GH, Nishigawa H, Zhang ZQ, Hu ZZ. Singlet oxygen generation from lophine hydroperoxides. Luminescence. 2007 Mar-Apr;22(2):72-6. PubMed PMID: 17089352. 9: Morgan BJ, Madden PA. Simulation of the pressure-driven wurtzite to rock salt phase transition in nanocrystals. Phys Chem Chem Phys. 2006 Jul 28;8(28):3304-13. Epub 2006 May 19. PubMed PMID: 16835678. 10: Zhao YS, Yang W, Yao J. Organic nanocrystals with tunable morphologies and optical properties prepared through a sonication technique. Phys Chem Chem Phys. 2006 Jul 28;8(28):3300-3. Epub 2006 Jun 6. PubMed PMID: 16835677. 11: Nakashima K. Lophine derivatives as versatile analytical tools. Biomed Chromatogr. 2003 Mar-Apr;17(2-3):83-95. PubMed PMID: 12717796. 12: Testa AC. Laser flash photolysis study of triphenylimidazole. Spectrochim Acta A Mol Biomol Spectrosc. 2000 Apr;56(5):901-4. PubMed PMID: 10809065. 13: Nakashima K, Yamasaki H, Shimoda R, Kuroda N, Akiyama S, Baeyens WR. Flow-injection analysis of cobalt(II) utilizing enhanced lophine chemiluminescence with hydroxylammonium chloride. Biomed Chromatogr. 1997 Mar-Apr;11(2):63-4. PubMed PMID: 9137753.