CHEBI:71416 - phenazopyridine

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ChEBI Name phenazopyridine
ChEBI ID CHEBI:71416
Definition A diaminopyridine that is 2,6-diaminopyridine substituted at position 3 by a phenylazo group. A local anesthetic that has topical analgesic effect on mucosa lining of the urinary tract. Its use is limited by problems with toxicity (primarily blood disorders) and potential carcinogenicity.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Anonymous
Secondary ChEBI IDs CHEBI:8057
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Formula C11H11N5
Net Charge 0
Average Mass 213.23850
Monoisotopic Mass 213.101
InChI InChI=1S/C11H11N5/c12-10-7-6-9(11(13)14-10)16-15-8-4-2-1-3-5-8/h1-7H,(H4,12,13,14)
InChIKey QPFYXYFORQJZEC-UHFFFAOYSA-N
SMILES Nc1ccc(N=Nc2ccccc2)c(N)n1
Roles Classification
Biological Role(s): non-narcotic analgesic
A drug that has principally analgesic, antipyretic and anti-inflammatory actions. Non-narcotic analgesics do not bind to opioid receptors.
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.
Application(s): local anaesthetic
Any member of a group of drugs that reversibly inhibit the propagation of signals along nerves. Wide variations in potency, stability, toxicity, water-solubility and duration of action determine the route used for administration, e.g. topical, intravenous, epidural or spinal block.
non-narcotic analgesic
A drug that has principally analgesic, antipyretic and anti-inflammatory actions. Non-narcotic analgesics do not bind to opioid receptors.
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ChEBI Ontology
Outgoing phenazopyridine (CHEBI:71416) has role carcinogenic agent (CHEBI:50903)
phenazopyridine (CHEBI:71416) has role local anaesthetic (CHEBI:36333)
phenazopyridine (CHEBI:71416) has role non-narcotic analgesic (CHEBI:35481)
phenazopyridine (CHEBI:71416) is a azo compound (CHEBI:37533)
phenazopyridine (CHEBI:71416) is a diaminopyridine (CHEBI:51598)
phenazopyridine (CHEBI:71416) is conjugate base of phenazopyridine(1+) (CHEBI:71420)
Incoming phenazopyridine(1+) (CHEBI:71420) is conjugate acid of phenazopyridine (CHEBI:71416)
IUPAC Name
3-(phenyldiazenyl)pyridine-2,6-diamine
INNs Sources
fenazopiridina ChemIDplus
phénazopyridine WHO MedNet
phenazopyridine KEGG DRUG
phenazopyridinum ChemIDplus
Synonyms Sources
2,6-Diamino-3-(phenylazo)pyridine NIST Chemistry WebBook
2,6-Diamino-3-phenylazopyridine ChemIDplus
3-(Phenylazo)-2,6-pyridinediamine KEGG COMPOUND
Database Links Databases
C07429 KEGG COMPOUND
D08346 KEGG DRUG
DB01438 DrugBank
HMDB0015506 HMDB
LSM-3705 LINCS
Phenazopyridine Wikipedia
US2009247628 Patent
WO2008033466 Patent
WO2010071878 Patent
View more database links
Registry Numbers Types Sources
184497 Reaxys Registry Number Reaxys
184497 Beilstein Registry Number ChemIDplus
94-78-0 CAS Registry Number KEGG COMPOUND
94-78-0 CAS Registry Number ChemIDplus
94-78-0 CAS Registry Number NIST Chemistry WebBook
Citations Waiting for Citations Types Sources
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Last Modified
19 June 2017