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ABMA

Names

[ CAS No. ]:
332108-65-3

[ Name ]:
ABMA

[Synonym ]:
Adamantan-1-yl-(5-bromo-2-methoxy-benzyl)-amine
N-(5-Bromo-2-methoxybenzyl)-1-adamantanamine
N-(5-Bromo-2-methoxybenzyl)adamantan-1-amine
Tricyclo[3.3.1.13,7]decan-1-amine, N-[(5-bromo-2-methoxyphenyl)methyl]-

Biological Activity

[Description]:

ABMA is a novel broad-spectrum inhibitor of intracellular toxins and pathogens, efficiently protects cells against various toxins and pathogens including viruses, intracellular bacteria and parasite; protects mice from nasal instillation of an LD90 of ricin; provokes Rab7-positive late endosomal compartment accumulation in mammalian cells without affecting other organelles.

[Related Catalog]:

Signaling Pathways >> Anti-infection >> Influenza Virus
Research Areas >> Infection
Signaling Pathways >> Anti-infection >> Bacterial

[Target]

Intracellular bacteria[1] Viruses[1] Parasite[1]


[In Vitro]

ABMA protects cells against four bacterial toxins (Corynebacterium diphtheriae (DT; EC50 of 62.9 μM), Bacillus anthracis (LT), Clostridium difficile toxin B (TcdB; EC50 of 73.3 µM), Clostridium sordellii lethal toxin (TcsL; EC50 of 86.7 μM)), three viruses (Ebola (EC50 of 3.3 µM), rabies (EC50 of 19.4 µM), dengue-4 virus ( EC50 of 8.2 µM)), two species of Chlamydiales intracellular bacteria (Simkania negevensis and Chlamydia trachomatis), and the parasite Leishmania infantum (EC50 of 7.1 µM) at micromolar level[1]. In A549 cells, ABMA treatment induces a decrease in ricin cytotoxicity with an EC50 of 3.8 µM, and a protection factor (R) at 30 µM ranging from 5 to 10. ABMA retained almost 100% of its biological activity against ricin-induced cytotoxicity up to six days[1].

[In Vivo]

ABMA (2-200 mg/kg; intraperitoneal injection; female BALB/c mice) treatment protects mice from nasal instillation of an LD90 of ricin[1]. Animal Model: Pathogen-free female BALB/c mice (6 week-old) with ricin[1] Dosage: 2 mg/kg, 20 mg/kg, 200 mg/kg Administration: Intraperitoneal injection Result: A statistically significant protection according to survival curves was observed with a single ip dose of 2 mg/kg. The 20 mg/kg dose fully protected animals through to day 21. The 200 mg/kg dose resulted in 80% of protection of mice against ricin challenge with a single animal succumbing on day 15.

[References]

[1]. Wu Y, et al. ABMA, a small molecule that inhibits intracellular toxins and pathogens by interfering with late endosomal compartments.

[2]. Wu Y, et al. DABMA: A Derivative of ABMA with Improved Broad-Spectrum Inhibitory Activity of Toxins and Viruses. ACS Med Chem Lett. 2019 Jul 2;10(8):1140-1147.

Chemical & Physical Properties

[ Density]:
1.4±0.1 g/cm3

[ Boiling Point ]:
428.2±30.0 °C at 760 mmHg

[ Molecular Formula ]:
C18H24BrNO

[ Molecular Weight ]:
350.293

[ Flash Point ]:
212.8±24.6 °C

[ Exact Mass ]:
349.104126

[ LogP ]:
5.35

[ Vapour Pressure ]:
0.0±1.0 mmHg at 25°C

[ Index of Refraction ]:
1.606