CHEBI:8452 - 3,6-diaminoacridine

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ChEBI Name 3,6-diaminoacridine
ChEBI ID CHEBI:8452
Definition An aminoacridine that is acridine that is substituted by amino groups at positions 3 and 6. A slow-acting bacteriostat that is effective against many Gram-positive bacteria (but ineffective against spores), its salts were formerly used for treatment of burns and infected wounds.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:45272, CHEBI:44910
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Formula C13H11N3
Net Charge 0
Average Mass 209.24650
InChI InChI=1S/C13H11N3/c14-10-3-1-8-5-9-2-4-11(15)7-13(9)16-12(8)6-10/h1-7H,14-15H2
InChIKey WDVSHHCDHLJJJR-UHFFFAOYSA-N
SMILES Nc1ccc2cc3ccc(N)cc3nc2c1
Roles Classification
Chemical Role(s): chromophore
The part (atom or group of atoms) of a molecular entity in which the electronic transition responsible for a given spectral band is approximately localized.
Biological Role(s): carcinogenic agent
A role played by a chemical compound which is known to induce a process of carcinogenesis by corrupting normal cellular pathways, leading to the acquistion of tumoral capabilities.
antibacterial agent
A substance that kills or slows the growth of bacteria.
intercalator
A role played by a chemical agent which exhibits the capability of occupying space between DNA base pairs due to particular properties in size, shape and charge. Intercalation of chemical compounds in DNA helix can result in replication errors (shift, mutation) or DNA damages.
Application(s): antiseptic drug
A substance used locally on humans and other animals to destroy harmful microorganisms or to inhibit their activity (cf. disinfectants, which destroy microorganisms found on non-living objects, and antibiotics, which can be transported through the lymphatic system to destroy bacteria within the body).
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ChEBI Ontology
Outgoing 3,6-diaminoacridine (CHEBI:8452) has role antibacterial agent (CHEBI:33282)
3,6-diaminoacridine (CHEBI:8452) has role antiseptic drug (CHEBI:48218)
3,6-diaminoacridine (CHEBI:8452) has role carcinogenic agent (CHEBI:50903)
3,6-diaminoacridine (CHEBI:8452) has role chromophore (CHEBI:23240)
3,6-diaminoacridine (CHEBI:8452) has role intercalator (CHEBI:24853)
3,6-diaminoacridine (CHEBI:8452) is a aminoacridines (CHEBI:51803)
3,6-diaminoacridine (CHEBI:8452) is conjugate base of 3,6-diaminoacridine(1+) (CHEBI:74711)
Incoming 3,6-diaminoacridine(1+) (CHEBI:74711) is conjugate acid of 3,6-diaminoacridine (CHEBI:8452)
IUPAC Name
acridine-3,6-diamine
INNs Sources
proflavina ChemIDplus
proflavine ChEBI
proflavine WHO MedNet
proflavinum ChemIDplus
Synonyms Sources
2,8-Diaminoacridine ChemIDplus
3,6-acridinediamine ChEBI
Proflavin ChemIDplus
Database Links Databases
C11181 KEGG COMPOUND
DB01123 DrugBank
PRL PDBeChem
Proflavine Wikipedia
View more database links
Registry Numbers Types Sources
166050 Beilstein Registry Number Beilstein
166050 Reaxys Registry Number Reaxys
92-62-6 CAS Registry Number NIST Chemistry WebBook
92-62-6 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
11960666 PubMed citation CiteXplore
20178341 PubMed citation CiteXplore
21435875 PubMed citation CiteXplore
2242050 PubMed citation CiteXplore
22555876 PubMed citation CiteXplore
22978751 PubMed citation CiteXplore
6987510 PubMed citation CiteXplore
7009393 PubMed citation CiteXplore
8579793 PubMed citation CiteXplore
Last Modified
15 July 2013