CHEBI:8452 - 3,6-diaminoacridine

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ChEBI Name 3,6-diaminoacridine
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
Monoisotopic Mass 209.09530
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
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 (or active part thereof) that kills or slows the growth of bacteria.
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)
INNs Sources
proflavina ChemIDplus
proflavine ChEBI
proflavine WHO MedNet
proflavinum ChemIDplus
Synonyms Sources
2,8-Diaminoacridine ChemIDplus
3,6-acridinediamine ChEBI
Proflavin ChemIDplus
Manual Xrefs Databases
2277 DrugCentral
DB01123 DrugBank
Proflavine Wikipedia
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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 Europe PMC
20178341 PubMed citation Europe PMC
21435875 PubMed citation Europe PMC
2242050 PubMed citation Europe PMC
22555876 PubMed citation Europe PMC
22978751 PubMed citation Europe PMC
6987510 PubMed citation Europe PMC
7009393 PubMed citation Europe PMC
8579793 PubMed citation Europe PMC
Last Modified
22 February 2017