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Aminoacridine

Alias: Aminoacridine NSC-13000 NSC 13000
Cat No.:V5951 Purity: ≥98%
9-Aminoacridine is a fluorescent probe that can be used as a pH indicator for quantitative determination of transmembrane pH gradients (acidic interior).
Aminoacridine
Aminoacridine Chemical Structure CAS No.: 90-45-9
Product category: New1
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
500mg
1g
Other Sizes
Official Supplier of:
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Product Description
9-Aminoacridine is a fluorescent probe that can be used as a pH indicator for quantitative determination of transmembrane pH gradients (acidic interior). 9-Aminoacidine is an anti-bacterial agent that exerts its anti-bacterial effect by interacting with specific bacterial DNA and disrupting the proton motive force of Klebsiella pneumoniae. 9-Aminoacidine is an HIV-1 inhibitor that can suppress HIV LTR transcription and is highly dependent on the presence and position of the amino moiety. 9-Aminoacidine inhibits viral replication in HIV-1-infected cell lines. 9-Aminoacidine can be used as an adjuvant for rifampicin (RIF) in the research/study of multidrug-resistant Klebsiella pneumoniae infections.
Biological Activity I Assay Protocols (From Reference)
ln Vitro
9-amino acid, with a MIC of 8–16 μg/mL, exhibits a remarkable antibacterial activity against Klebsiella pneumoniae[1]. When applied as an adjuvant with RIF, 9-amino acids further reduces their toxicity [1]. However, 9-amino acids (0-64 μg/mL) demonstrated considerable cytotoxicity against normal (LO2, HK2, HMC3) and malignant (HepG2, 786-O, U251) human cell lines.
ln Vivo
9-Aminoacidine (Aminacrine; 15 mg/kg; subcutaneous injection; single dosage) decreases skin abscesses in a model of subcutaneous abscesses [2].
Animal Protocol
Animal/Disease Models: 7weeks old ICR female mouse skin subcutaneousabscess model [2]
Doses: 15 mg/kg
Route of Administration: subcutaneous injection
Experimental Results: A single dose of 15 mg/kg 9-AA diminished the abscess area. A single dose of 15 mg/kg 9-AA or 20 mg/kg rifampicin (RIF) did not Dramatically reduce the viable bacterial load in abscesses. The combination of drugs Dramatically diminished bacterial load by 3.15 log10 CFU/abscess.
Wound Infection Model:** Female ICR mice were anesthetized, and a 6-mm diameter wound was created on the shaved dorsal skin. The wound was infected with 50 μL of *K. pneumoniae* suspension (3×10⁸ CFU/mL). Two hours post-infection, an ointment containing 0.5% (wt/wt) 9-aminoacridine (9-AA) and/or 0.5% RIF in a Glaxal Base moisturizing cream was applied topically to the wound. The ointment was replaced at 24 hours. At 48 hours post-infection, mice were sacrificed, wound skin was excised, homogenized, and bacterial loads were quantified by plate counting. [2]
**Subcutaneous Abscess Model:** Female ICR mice were anesthetized, and 50 μL of *K. pneumoniae* suspension (9×10⁸ CFU/mL) was injected subcutaneously into the dorsal skin. One hour post-inoculation, drugs were administered via subcutaneous injection at the infection site. For 9-AA alone, a dose of 15 mg/kg was used. For combination therapy, 15 mg/kg 9-AA with 20 mg/kg RIF was used. Liposomal formulations [9-AA(L) or 9-AA plus RIF(L)] were administered at 15 mg/kg (9-AA equivalent) or 7.5/15 mg/kg combinations. Mice were euthanized 24 hours post-treatment, abscesses were excised, homogenized, and bacterial loads were quantified. Skin tissues were also collected for H&E staining. [2]
**In Vivo Toxicology:** Female ICR mice were administered a single subcutaneous dose of 15 mg/kg 9-AA or 15 mg/kg 9-AA(L). Control mice received 1% DMSO. After 24 hours, blood was collected for hematological and biochemical analysis (liver, renal, myocardial function biomarkers). Major organs (heart, liver, spleen, lung, kidney) were excised for H&E staining and histopathological examination. [2]
References

[1]. The 'delta pH'-probe 9-aminoacridine: response time, binding behaviour and dimerization at the membrane. Biochim Biophys Acta. 1988 Mar 3;938(3):411-24.

[2]. Repurposing 9-Aminoacridine as an Adjuvant Enhances the Antimicrobial Effects of Rifampin against Multidrug-Resistant Klebsiella pneumonia. Microbiol Spectr. 2023 Jun 15;11(3):e0447422.

[3]. 9-Aminoacridine inhibition of HIV-1 Tat dependent transcription. Virol J. 2009 Jul 24:6:114.

Additional Infomation
9-Aminoacridine is a yellow needle-like crystal, readily soluble in ethanol. 9-Aminoacridine is an aminoacridine with a structure in which the hydrogen atom at the 9-position of acridine is replaced by an amino group. It is a fluorescent dye and a topical disinfectant, commonly used in eye drops as an acid salt to treat superficial eye infections. It has various uses, including as an anti-infective agent, disinfectant, fluorescent dye, MALDI matrix material, acid-base indicator, and mutagen. It is an aminoacridine compound and also a primary amino compound. It is the conjugate base of 9-aminoacridine (1+). 9-Aminoacridine is a highly fluorescent anti-infective dye, used clinically as a topical disinfectant and experimentally as a mutagen because it interacts with DNA. It can also be used as an intracellular pH indicator.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C13H10N2
Molecular Weight
194.24
Exact Mass
194.084
CAS #
90-45-9
PubChem CID
7019
Appearance
Light yellow to yellow solid powder
Density
1.268g/cm3
Boiling Point
413.5ºC at 760 mmHg
Melting Point
241ºC
Flash Point
233.2ºC
Index of Refraction
1.78
LogP
3.551
Hydrogen Bond Donor Count
1
Hydrogen Bond Acceptor Count
2
Rotatable Bond Count
0
Heavy Atom Count
15
Complexity
207
Defined Atom Stereocenter Count
0
InChi Key
XJGFWWJLMVZSIG-UHFFFAOYSA-N
InChi Code
InChI=1S/C13H10N2/c14-13-9-5-1-3-7-11(9)15-12-8-4-2-6-10(12)13/h1-8H,(H2,14,15)
Chemical Name
acridin-9-amine
Synonyms
Aminoacridine NSC-13000 NSC 13000
HS Tariff Code
2934.99.9001
Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Note: This product requires protection from light (avoid light exposure) during transportation and storage.
Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
DMSO : ~27.5 mg/mL (~141.58 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.75 mg/mL (14.16 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 27.5 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL.
Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution.

Solubility in Formulation 2: ≥ 2.75 mg/mL (14.16 mM) (saturation unknown) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 27.5 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly.
Preparation of 20% SBE-β-CD in Saline (4°C,1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 5.1483 mL 25.7414 mL 51.4827 mL
5 mM 1.0297 mL 5.1483 mL 10.2965 mL
10 mM 0.5148 mL 2.5741 mL 5.1483 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

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Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
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In vivo Formulation Calculator (Clear solution)
Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
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Calculation results

Working concentration mg/mL;

Method for preparing DMSO stock solution mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
             (2) Be sure to add the solvent(s) in order.

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