phenazopyridine (CHEBI:71416)

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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

Average Mass

213.23850

Monoisotopic Mass

213.10145

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
Chemical Role(s):	Bronsted base A molecular entity capable of accepting a hydron from a donor (Bronsted acid). (via organic amino compound )

Biological Role(s):	anticoronaviral agent Any antiviral agent which inhibits the activity of coronaviruses. 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.

ChEBI Ontology
Outgoing	phenazopyridine (CHEBI:71416) has role anticoronaviral agent (CHEBI:149553) 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 diaminopyridine (CHEBI:51598) phenazopyridine (CHEBI:71416) is a monoazo compound (CHEBI:48959) 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

Last Modified

25 August 2023