Acridines

Acridine (dibenzo(b,e)pyridine; 2,3,5,6-dibenzopyridine; 2,3-benzoquinoline; 10-azaanthracene) alkaloids are flat (planar) aromatic, hydrophobic nitrogen heterocycles, structurally related to anthracene with one of the central CH groups replaced by nitrogen. Acridine derivatives have a long history, beginning with antimicrobial activity that was reported by Ehrlich and Benda in 1912, and exhibit several drug properties, such as anticancer, antibiotic anti-AchE, antiprion, anticiceptive, antileukemia, antimalarial, antipsychotic, antidepressant, antidimentia, antinociceptive, and telomerase inhibition. Their hydrophobicity allows them to diffuse into the cell membrane and complex with (intercalate) DNA and RNA; giving them their drug properties as well as causing fluorescence that can be used to study cellular processes like cell cycle determination, stain nucleic acids, and flow cytometry. 9-Aminoacridine hydrochloride monohydrate is a mutagen, but appropriately substituted 9-arylaminoacridine anticancer drugs act via interference with the mammalian topoisomerase II enzyme. Sigma-Aldrich offers several acridine derivatives to facilitate drug discovery.

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722502 9-Bromoacridine 97% C13H8BrN
159425 9-Chloroacridine 97% C13H8ClN
A38401 9-Aminoacridine hydrochloride monohydrate 98% C13H10N2 · HCl · H2O
CDS020367 9,10-Dihydroacridine AldrichCPR C13H11N
A79922 9-Amino-1,2,3,4-tetrahydroacridine hydrochloride hydrate ≥99% C13H14N2 · HCl · xH2O
145688 6,9-Dichloro-2-methoxyacridine 97% C14H9Cl2NO
775525 Acridine-9-carboxaldehyde 97% C14H9NO
246344 9-Acridinecarboxylic acid hydrate 97% C14H9NO2 · xH2O
344990 1,3-Dihydroxy-9-acridinecarboxylic acid technical grade C14H9NO4
H35900 9-Hydroxy-4-methoxyacridine C14H11NO2
377139 1,2,3,4-Tetrahydro-9-acridinecarboxylic acid dihydrate 96% C14H13NO2 · 2H2O
220604 2-Methyl-9-acridinecarboxaldehyde 97% C15H11NO
D16606 6,9-Diamino-2-ethoxyacridine-DL-lactate monohydrate 99% C15H15N3O · C3H6O3 · H2O
386677 7,10-Dimethylbenz[c]acridine technical grade C19H15N
386332 7,9-Dimethylbenz[c]acridine technical grade C19H15N