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
Structure for Aminacrine (DB11561)
- 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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- Contraindications & Blackbox Warnings
Avoid life-threatening adverse drug eventsImprove clinical decision support with information on contraindications & blackbox warnings, population restrictions, harmful risks, & more.Avoid life-threatening adverse drug events & improve clinical decision support.- 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
Improve decision support & research outcomesWith structured adverse effects data, including: blackbox warnings, adverse reactions, warning & precautions, & incidence rates.Improve decision support & research outcomes with our structured adverse effects data.- 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
Drug product information from 10+ global regionsOur datasets provide approved product information including:dosage, form, labeller, route of administration, and marketing period.Access drug product information from over 10 global regions.- Product Ingredients
Ingredient UNII CAS InChI Key Aminacrine hydrochloride OR5RM3Q5QL 134-50-9 FTGPOQQGJVJDCT-UHFFFAOYSA-N - Mixture Products
Name Ingredients Dosage Route Labeller Marketing Start Marketing End Region Image MEDIJEL GEL Aminacrine hydrochloride (0.05 % w/w) + Lidocaine hydrochloride (0.66 % w/w) Gel Submucosal INDRUGCO PTE LTD 1990-06-22 Not applicable Singapore
Categories
- ATC Codes
- D08AA02 — Aminoacridine
- Drug Categories
- Acridine Derivatives
- Acridines
- Aminoacridines
- Anti-Infective Agents
- Anti-Infective Agents, Local
- Antiseptics and Disinfectants
- Coloring Agents
- Compounds used in a research, industrial, or household setting
- Dermatologicals
- Fluorescent Dyes
- Heterocyclic Compounds, Fused-Ring
- Indicators and Reagents
- Laboratory Chemicals
- Luminescent Agents
- Mutagens
- Noxae
- Toxic Actions
- 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
- 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]
- 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]
- 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]
- EMC Summary of Product Characteristics: Medijel (lidocaine hydrochloride/aminoacridine hydrochloride) oral gel [Link]
- External Links
- PubChem Compound
- 7019
- PubChem Substance
- 347827984
- ChemSpider
- 6752
- BindingDB
- 72700
- 645
- ChEBI
- 74789
- ChEMBL
- CHEMBL43184
- ZINC
- ZINC000019014768
- Wikipedia
- 9-Aminoacridine
Clinical Trials
Pharmacoeconomics
- Manufacturers
- Not Available
- Packagers
- Not Available
- Dosage Forms
Form Route Strength Gel Oral; Topical Gel Submucosal 0.05 % w/w - Prices
- Not Available
- Patents
- Not Available
Properties
- State
- Solid
- Experimental Properties
- Not Available
- Predicted Properties
Property Value Source Water Solubility 0.0755 mg/mL ALOGPS logP 2.75 ALOGPS logP 2.68 Chemaxon logS -3.4 ALOGPS pKa (Strongest Basic) 9.29 Chemaxon Physiological Charge 1 Chemaxon Hydrogen Acceptor Count 2 Chemaxon Hydrogen Donor Count 1 Chemaxon Polar Surface Area 38.91 Å2 Chemaxon Rotatable Bond Count 0 Chemaxon Refractivity 60.76 m3·mol-1 Chemaxon Polarizability 21.31 Å3 Chemaxon Number of Rings 3 Chemaxon Bioavailability 1 Chemaxon Rule of Five Yes Chemaxon Ghose Filter Yes Chemaxon Veber's Rule Yes Chemaxon MDDR-like Rule No Chemaxon - Predicted ADMET Features
- Not Available
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
Spectrum Spectrum Type Splash Key Predicted GC-MS Spectrum - GC-MS Predicted GC-MS Not Available Predicted MS/MS Spectrum - 10V, Positive (Annotated) Predicted LC-MS/MS Not Available Predicted MS/MS Spectrum - 20V, Positive (Annotated) Predicted LC-MS/MS Not Available Predicted MS/MS Spectrum - 40V, Positive (Annotated) Predicted LC-MS/MS Not Available Predicted MS/MS Spectrum - 10V, Negative (Annotated) Predicted LC-MS/MS Not Available Predicted MS/MS Spectrum - 20V, Negative (Annotated) Predicted LC-MS/MS Not Available Predicted MS/MS Spectrum - 40V, Negative (Annotated) Predicted LC-MS/MS Not Available
Drug created at March 23, 2016 23:35 / Updated at May 05, 2021 20:31