Page last updated: 2024-11-07

phenazine-1-carboxamide

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth Market Indicators

Description

Phenazine-1-carboxamide is a synthetic compound with a phenazine core structure and a carboxamide group at the 1-position. It has shown promising biological activity, particularly as an inhibitor of the enzyme NADH oxidase. This enzyme is involved in various biological processes, including cellular respiration and oxidative stress. Phenazine-1-carboxamide has been investigated for its potential therapeutic applications in conditions such as cancer, inflammation, and neurodegenerative diseases. Research on this compound explores its mechanisms of action, efficacy, and potential toxicity. Synthesis of phenazine-1-carboxamide typically involves multi-step reactions, starting from readily available starting materials and employing various chemical transformations. The compound exhibits potent inhibitory activity against NADH oxidase, leading to reduced oxidative stress and potentially mitigating cellular damage. Phenazine-1-carboxamide has also shown antimicrobial activity against certain bacterial strains. Further studies are ongoing to evaluate its therapeutic potential and optimize its delivery and formulation for clinical applications.'

phenazine-1-carboxamide: used as a root colonization [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

phenazine-1-carboxamide : An aromatic amide that is phenazine substituted at C-1 with a carbamoyl group. [Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Cross-References

ID SourceID
PubMed CID120282
CHEMBL ID463748
CHEBI ID62240
SCHEMBL ID818929
MeSH IDM0379832

Synonyms (31)

Synonym
brn 0183762
phenazine-1-carboxyamide
oxychlororaphine
oxychloraphin
inchi=1/c13h9n3o/c14-13(17)8-4-3-7-11-12(8)16-10-6-2-1-5-9(10)15-11/h1-7h,(h2,14,17
phenazine-1-carboxamide
1-phenazinecarboxamide
550-89-0
chebi:62240 ,
CHEMBL463748
A831165
AKOS003625217
phenazine-1-carboxylic acid amide
1-carbamoylphenazine
5-25-05-00177 (beilstein handbook reference)
F3031-0010
oxychloroaphine
SCHEMBL818929
FT-0697117
DTXSID10203545
SR-01000024644-1
sr-01000024644
mfcd01708506
CS-W022931
KPZYYKDXZKFBQU-UHFFFAOYSA-N
DS-5189
Q27131710
CCG-336925
AM10615
A870284
HY-W042191

Research Excerpts

Dosage Studied

ExcerptRelevanceReference
" A PCN dosage of 35-140 μg/mL had no effect on the cell membrane permeability of the mycelia, while a PCN dosage of 700 μg/mL resulted in significant permeability."( Control Effect and Possible Mechanism of the Natural Compound Phenazine-1-Carboxamide against Botrytis cinerea.
Liao, X; Su, P; Wang, C; Zhang, Y, 2015
)
0.66
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Drug Classes (3)

ClassDescription
phenazinesAny organonitrogen heterocyclic compound based on a phenazine skeleton and derivatives.
aromatic amideAn amide in which the amide linkage is bonded directly to an aromatic system.
monocarboxylic acid amideA carboxamide derived from a monocarboxylic acid.
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Bioassays (4)

Assay IDTitleYearJournalArticle
AID400687Antibacterial activity against Micrococcus luteus after 2 days by disk assay1996Journal of natural products, Mar, Volume: 59, Issue:3
Metabolites from an Antarctic sponge-associated bacterium, Pseudomonas aeruginosa.
AID1459454Antibacterial activity against methicillin-resistant Staphylococcus aureus after 16 to 20 hrs by broth microdilution assay2017European journal of medicinal chemistry, Jan-05, Volume: 125Simple synthesis of endophenazine G and other phenazines and their evaluation as anti-methicillin-resistant Staphylococcus aureus agents.
AID400688Antibacterial activity against Staphylococcus aureus after 2 days by disk assay1996Journal of natural products, Mar, Volume: 59, Issue:3
Metabolites from an Antarctic sponge-associated bacterium, Pseudomonas aeruginosa.
AID400686Antibacterial activity against Bacillus cereus after 2 days by disk assay1996Journal of natural products, Mar, Volume: 59, Issue:3
Metabolites from an Antarctic sponge-associated bacterium, Pseudomonas aeruginosa.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (47)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's1 (2.13)18.2507
2000's17 (36.17)29.6817
2010's22 (46.81)24.3611
2020's7 (14.89)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 22.07

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be moderate demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index22.07 (24.57)
Research Supply Index3.91 (2.92)
Research Growth Index5.40 (4.65)
Search Engine Demand Index21.17 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (22.07)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews0 (0.00%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other49 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]