WARNING: This product is for research use only, not for human or veterinary use.
Hodoodo CAT#: H466286
CAS#: unknown
Description: Epindolidione is a a heteroatom-modified analogue of tetracene and a structural isomer of indigo.
Hodoodo Cat#: H466286
Name: Epindolidione
CAS#: unknown
Chemical Formula: C16H10N2O2
Exact Mass: 262.07
Molecular Weight: 262.268
Elemental Analysis: C, 73.27; H, 3.84; N, 10.68; O, 12.20
This product is not in stock, which may be available by custom synthesis.
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Synonym: Epindolidione;
IUPAC/Chemical Name: 5,11-dihydrodibenzo[b,g][1,5]naphthyridine-6,12-dione
InChi Key: NUJGNDIAVBGFHG-UHFFFAOYSA-N
InChi Code: InChI=1S/C16H10N2O2/c19-15-9-5-1-3-7-11(9)17-14-13(15)18-12-8-4-2-6-10(12)16(14)20/h1-8H,(H,17,19)(H,18,20)
SMILES Code: O=C1C2=C(C(C(C=CC=C3)=C3N2)=O)NC4=CC=CC=C41
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: To be determined
Shelf Life: >2 years if stored properly
Drug Formulation: To be determined
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:
| Biological target: | |
| In vitro activity: | |
| In vivo activity: |
The following data is based on the product molecular weight 262.27 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: | |
| In vitro protocol: | |
| In vivo protocol: |
1: Wen Z, Karas LJ, Wu JI. Hydrogen bonding interactions can decrease clar sextet character in acridone pigments. Org Biomol Chem. 2021 Nov 18;19(44):9619-9623. doi: 10.1039/d1ob01720a. PMID: 34708853.
2: Kumari M, Bera SK, Blickle S, Kaim W, Lahiri GK. The Indigo Isomer Epindolidione as a Redox-Active Bridging Ligand for Diruthenium Complexes. Chemistry. 2021 Mar 22;27(17):5461-5469. doi: 10.1002/chem.202004747. Epub 2021 Feb 26. PMID: 33459444.
3: Wadnerkar N, Gueskine V, Głowacki ED, Zozoulenko I. Density Functional Theory Mechanistic Study on H2O2 Production Using an Organic Semiconductor Epindolidione. J Phys Chem A. 2020 Nov 19;124(46):9605-9610. doi: 10.1021/acs.jpca.0c08496. Epub 2020 Nov 9. PMID: 33166157; PMCID: PMC7681785.
4: Koehler M, Farka D, Yumusak C, Serdar Sariciftci N, Hinterdorfer P. Localizing Binding Sites on Bioconjugated Hydrogen-Bonded Organic Semiconductors at the Nanoscale. Chemphyschem. 2020 Apr 2;21(7):659-666. doi: 10.1002/cphc.201901064. Epub 2020 Feb 7. PMID: 31867830; PMCID: PMC7187352.
5: Jones AOF, Röthel C, Lassnig R, Bedoya-Martínez ON, Christian P, Salzmann I, Kunert B, Winkler A, Resel R. Solution of an elusive pigment crystal structure from a thin film: a combined X-ray diffraction and computational study. CrystEngComm. 2017 Apr 14;19(14):1902-1911. doi: 10.1039/c7ce00227k. Epub 2017 Mar 14. PMID: 28579922; PMCID: PMC5436089.
6: Lassnig R, Striedinger B, Jones AO, Scherwitzl B, Fian A, Głowacl ED, Stadlober B, Winkler A. Temperature and layer thickness dependent in situ investigations on epindolidione organic thin-film transistors. Synth Met. 2016 Aug;218:64-74. doi: 10.1016/j.synthmet.2016.05.003. Epub 2016 May 13. PMID: 27340329; PMCID: PMC4913872.
7: Yang CY, Shi K, Lei T, Wang J, Wang XY, Zhuang FD, Wang JY, Pei J. Epindolidione-Based Conjugated Polymers: Synthesis, Electronic Structures, and Charge Transport Properties. ACS Appl Mater Interfaces. 2016 Feb 17;8(6):3714-8. doi: 10.1021/acsami.5b07715. Epub 2015 Sep 30. PMID: 26415083.
8: Głowacki ED, Voss G, Sariciftci NS. 25th anniversary article: progress in chemistry and applications of functional indigos for organic electronics. Adv Mater. 2013 Dec 17;25(47):6783-800. doi: 10.1002/adma.201302652. Epub 2013 Oct 22. PMID: 24151199.
9: Głowacki ED, Irimia-Vladu M, Kaltenbrunner M, Gsiorowski J, White MS, Monkowius U, Romanazzi G, Suranna GP, Mastrorilli P, Sekitani T, Bauer S, Someya T, Torsi L, Sariciftci NS. Hydrogen-bonded semiconducting pigments for air- stable field-effect transistors. Adv Mater. 2013 Mar 20;25(11):1563-9. doi: 10.1002/adma.201204039. Epub 2012 Dec 13. PMID: 23239229.
