NAV

Aminacrine

This drug entry is a stub and has not been fully annotated. It is scheduled to be annotated soon.

Identification

Summary

Aminacrine is a slow-acting germicide effective against bacteria and fungi which is included in drug formulations for its anti-septic properties.

Generic Name
Aminacrine
DrugBank Accession Number
DB11561
Background

A highly fluorescent anti-infective dye used clinically as a topical antiseptic and experimentally as a mutagen, due to its interaction with DNA. It is also used as an intracellular pH indicator.

Type
Small Molecule
Groups
Experimental
Structure
3D
Similar Structures
Weight
Average: 194.237
Monoisotopic: 194.08439833
Chemical Formula
C13H10N2
Synonyms
  • 10-amino-5-azaanthracene
  • 5-aminoacridine
  • 9-acridinamine
  • 9AA
  • Aminacrin
  • Aminacrine
  • Aminoacridina
  • Aminoacridine
  • Aminoacridinum

Pharmacology

Indication

Not Available

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Associated Conditions
Contraindications & Blackbox Warnings
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Pharmacodynamics

Not Available

Mechanism of action
Not Available
Absorption

Not Available

Volume of distribution

Not Available

Protein binding

Not Available

Metabolism
Not Available
Route of elimination

Not Available

Half-life

Not Available

Clearance

Not Available

Adverse Effects
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Toxicity

Not Available

Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
This information should not be interpreted without the help of a healthcare provider. If you believe you are experiencing an interaction, contact a healthcare provider immediately. The absence of an interaction does not necessarily mean no interactions exist.
Not Available
Food Interactions
Not Available

Products

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Product Ingredients
IngredientUNIICASInChI Key
Aminacrine hydrochlorideOR5RM3Q5QL134-50-9FTGPOQQGJVJDCT-UHFFFAOYSA-N
Mixture Products
NameIngredientsDosageRouteLabellerMarketing StartMarketing EndRegionImage
MEDIJEL GELAminacrine hydrochloride (0.05 % w/w) + Lidocaine hydrochloride (0.66 % w/w)GelSubmucosalINDRUGCO PTE LTD1990-06-22Not applicableSingapore flag

Categories

ATC Codes
D08AA02 — Aminoacridine
Drug Categories
Chemical TaxonomyProvided by Classyfire
Description
This compound belongs to the class of organic compounds known as acridines. These are organic compounds containing the acridine moiety, a linear tricyclic heterocycle which consists of two benzene rings joined by a pyridine ring.
Kingdom
Organic compounds
Super Class
Organoheterocyclic compounds
Class
Quinolines and derivatives
Sub Class
Benzoquinolines
Direct Parent
Acridines
Alternative Parents
4-aminoquinolines / Aminopyridines and derivatives / Benzenoids / Heteroaromatic compounds / Azacyclic compounds / Primary amines / Organopnictogen compounds / Hydrocarbon derivatives
Substituents
4-aminoquinoline / Acridine / Amine / Aminopyridine / Aminoquinoline / Aromatic heteropolycyclic compound / Azacycle / Benzenoid / Heteroaromatic compound / Hydrocarbon derivative
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
aminoacridines, primary amino compound (CHEBI:74789)
Affected organisms
Not Available

Chemical Identifiers

UNII
78OY3Z0P7Z
CAS number
90-45-9
InChI Key
XJGFWWJLMVZSIG-UHFFFAOYSA-N
InChI
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)
IUPAC Name
acridin-9-amine
SMILES
NC1=C2C=CC=CC2=NC2=C1C=CC=C2

References

General References
  1. Manivannan C, Sundaram KM, Renganathan R, Sundararaman M: Investigations on photoinduced interaction of 9-aminoacridine with certain catechols and rutin. J Fluoresc. 2012 Jul;22(4):1113-25. doi: 10.1007/s10895-012-1050-4. Epub 2012 Apr 3. [Article]
  2. Turhan K, Ozturkcan SA, Turgut Z, Karadayi M, Gulluce M: Inhibition of the mutagenic effects of N-methyl-N'-nitro-N-nitrosoguanidine and 9-aminoacridine by indenopyridines in the Salmonella typhimurium tester strain 1537 and E. coli. Drug Chem Toxicol. 2014 Oct;37(4):365-9. doi: 10.3109/01480545.2013.866136. Epub 2013 Dec 16. [Article]
  3. Manivannan C, Vijay Solomon R, Venuvanalingam P, Renganathan R: Studies on the inclusion behavior of 9-Aminoacridine into cyclodextrins: spectroscopic and theoretical evidences. Spectrochim Acta A Mol Biomol Spectrosc. 2013 Feb 15;103:18-24. doi: 10.1016/j.saa.2012.11.014. Epub 2012 Nov 16. [Article]
  4. EMC Summary of Product Characteristics: Medijel (lidocaine hydrochloride/aminoacridine hydrochloride) oral gel [Link]
PubChem Compound
7019
PubChem Substance
347827984
ChemSpider
6752
BindingDB
72700
RxNav
645
ChEBI
74789
ChEMBL
CHEMBL43184
ZINC
ZINC000019014768
Wikipedia
9-Aminoacridine

Clinical Trials

Clinical Trials
PhaseStatusPurposeConditionsCount

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage Forms
FormRouteStrength
GelOral; Topical
GelSubmucosal0.05 % w/w
Prices
Not Available
Patents
Not Available

Properties

State
Solid
Experimental Properties
Not Available
Predicted Properties
PropertyValueSource
Water Solubility0.0755 mg/mLALOGPS
logP2.75ALOGPS
logP2.68Chemaxon
logS-3.4ALOGPS
pKa (Strongest Basic)9.29Chemaxon
Physiological Charge1Chemaxon
Hydrogen Acceptor Count2Chemaxon
Hydrogen Donor Count1Chemaxon
Polar Surface Area38.91 Å2Chemaxon
Rotatable Bond Count0Chemaxon
Refractivity60.76 m3·mol-1Chemaxon
Polarizability21.31 Å3Chemaxon
Number of Rings3Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleYesChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
Not Available

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
Predicted GC-MS Spectrum - GC-MSPredicted GC-MSNot Available
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSNot Available

Drug created at March 23, 2016 23:35 / Updated at May 05, 2021 20:31