3863-80-7
Chemical Structure
Azapentacene sodium
Synonym(s): Quinax sodium; Phacolysine sodium
- CAS No.: 3863-80-7
- Formula:C18H10N4Na2O6S2
- Molecular Weight:488.40
IUPAC Name: sodium 5,12-dihydroquinoxalino[2,3-b]phenazine-2,9-disulfonate
InChIKey: XLNKBYYWZULHIR-UHFFFAOYSA-L
SMILES: O=S(C1=CC(N=C2C=C3C(C=C2N4)=NC5=C(C=CC(S(=O)(O[Na])=O)=C5)N3)=C4C=C1)(O[Na])=O
Biological Activity: Azapentacene (Quinax) sodium is an anti-cataract compound. Azapentacene sodium prevents cataract formation in guinea pigs with vitamin C deficiency and delays the progression of congenital cataract in Nakano mice. Azapentacene sodium undergoes reversible one-electron oxidation to form a stable radical cation, undergoes irreversible secondary oxidation to form a hydrolyzable unstable dication, and can also be oxidized by thallium (III) trifluoroacetate in trifluoroacetic acid to generate a detectable radical cation. Azapentacene sodium is used in research related to cataracts, vitamin C deficiency-induced cataracts, and congenital cataracts[1][2][3][4][5].
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Azapentacene sodium | Azapentacene (Quinax) sodium is an anti-cataract compound. Azapentacene sodium prevents cataract formation in guinea pigs with vitamin C deficiency and delays the progression of congenital cataract in Nakano mice. Azapentacene sodium undergoes reversible one-electron oxidation to form a stable radical cation, undergoes irreversible secondary oxidation to form a hydrolyzable unstable dication, and can also be oxidized by thallium (III) trifluoroacetate in trifluoroacetic acid to generate a detectable radical cation. Azapentacene sodium is used in research related to cataracts, vitamin C deficiency-induced cataracts, and congenital cataracts. | |||||||||||||||||||||
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References
- [1]. Shaver PS. Non-surgical treatment of cataracts (Doctoral dissertation, Pacific University).
- [2]. Marti C, et al. Synthesis, properties, and x-ray structure of 6-aza-5, 7, 12, 14-tetrathiapentacene as a novel polyheterocyclic electron donor, and related compounds. The Journal of Organic Chemistry. 1994 Oct;59(21):6200-7.
- [3]. Zhao K, et al. Imide-Fused Diazatetracenes: Synthesis, Characterization, and Application in Perovskite Solar Cells. Chemistry. 2020;26(19):4220-4225.
- [4]. Jahng Y, Karim M. Synthesis of 5-azapentacene by Friedländer reaction and its properties. Tetrahedron. 2016 Jan 7;72(1):199-204.
- [5]. Ji L, et al. Preparation, Properties, and Structures of the Radical Anions and Dianions of Azapentacenes. J Am Chem Soc. 2017;139(44):15968-15976.
