3548-09-2
Chemical Structure
9-Amino-6-chloro-2-methoxyacridine
Synonym(s): ACMA
- CAS No.: 3548-09-2
- Formula:C14H11ClN2O
- Molecular Weight:258.70
IUPAC Name: 6-chloro-2-methoxyacridin-9-amine
InChIKey: IHHSSHCBRVYGJX-UHFFFAOYSA-N
SMILES: ClC1=CC=C2C(N=C3C=CC(OC)=CC3=C2N)=C1
Biological Activity: 9-Amino-6-chloro-2-methoxyacridine (ACMA) is an acridine derivative and Fluorescent probe. 9-Amino-6-chloro-2-methoxyacridine inhibits viral replication, inhibits DNA synthesis and protein metabolism through cell cycle arrest, and induces lipid metabolism regulation, genotoxicity, mutagenicity, and cytotoxicity through DNA strand breaks. 9-Amino-6-chloro-2-methoxyacridine partially intercalates into DNA, forming three distinct complexes, stabilizes the DNA helix, and quenches fluorescence upon intercalation through electron transfer with guanine. 9-Amino-6-chloro-2-methoxyacridine monitors the generation and collapse of the proton motive force, H+ pumping by F1F0-ATP synthase, and the collapse of pH gradients in inverted membrane vesicles. 9-Amino-6-chloro-2-methoxyacridine shows potent anti-BVDV activity. 9-Amino-6-chloro-2-methoxyacridine can be used for research on bovine viral diarrhea virus infection, leishmaniasis, and MRSA infection[1][2][3][4][5][6][7].
| Cat. No. | Product Name | Purity | Description | Pricing | |||||||||||||||||||
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9-Amino-6-chloro-2-methoxyacridine | 99.88% | 9-Amino-6-chloro-2-methoxyacridine (ACMA) is an acridine derivative and Fluorescent probe. 9-Amino-6-chloro-2-methoxyacridine inhibits viral replication, inhibits DNA synthesis and protein metabolism through cell cycle arrest, and induces lipid metabolism regulation, genotoxicity, mutagenicity, and cytotoxicity through DNA strand breaks. 9-Amino-6-chloro-2-methoxyacridine partially intercalates into DNA, forming three distinct complexes, stabilizes the DNA helix, and quenches fluorescence upon intercalation through electron transfer with guanine. 9-Amino-6-chloro-2-methoxyacridine monitors the generation and collapse of the proton motive force, H+ pumping by F1F0-ATP synthase, and the collapse of pH gradients in inverted membrane vesicles. 9-Amino-6-chloro-2-methoxyacridine shows potent anti-BVDV activity. 9-Amino-6-chloro-2-methoxyacridine can be used for research on bovine viral diarrhea virus infection, leishmaniasis, and MRSA infection. | ||||||||||||||||||||
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References
- [1]. Loddo R, et al. 9-Aminoacridine-based agents impair the bovine viral diarrhea virus (BVDV) replication targeting the RNA-dependent RNA polymerase (RdRp). Bioorganic & medicinal chemistry. 2018 Feb 15;26(4):855-868.
- [2]. Di Giorgio C, et al. In vitro activities of 7-substituted 9-chloro and 9-amino-2-methoxyacridines and their bis- and tetra-acridine complexes against Leishmania infantum. Antimicrob Agents Chemother. 2003 Jan;47(1):174-80.
- [3]. Elsebaei MM, et al. Alkynyl-containing phenylthiazoles: Systemically active antibacterial agents effective against methicillin-resistant Staphylococcus aureus (MRSA). European journal of medicinal chemistry. 2018 Mar 25;148:195-209.
- [4]. Tonelli M, et al. Acridine derivatives as anti-BVDV agents. Antiviral research. 2011 Aug;91(2):133-41.
- [5]. Busto N, et al. ACMA (9-amino-6-chloro-2-methoxy acridine) forms three complexes in the presence of DNA. Physical chemistry chemical physics : PCCP. 2011 Nov 21;13(43):19534-45.
- [6]. Hanamean A M. Synthesis and Antibiotic Evaluation of Bedaquiline Analogs in Complex with E. coli’s Gram-Negative F1F0-ATP Synthase[J]. Capstone, The UNC Asheville Journal of Undergraduate Scholarship, 2018, 31(2).
- [7]. Pandey AM, et al. Anti-Parasitics with a Triple Threat: Targeting Parasite Enzymes, the Proton Motive Force, and Host Cell-Mediated Killing. ACS infectious diseases. 2025 Jun 13;11(6):1539-1551.
