Page last updated: 2024-12-07

(3-nitrobenzoyl)alanine

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

Description

(3-nitrobenzoyl)alanine, also known as **N-(3-nitrobenzoyl)alanine**, is an **amino acid derivative** created by attaching a 3-nitrobenzoyl group to the amino group of alanine.

**Structure and Properties:**

* **Structure:** It is a white to off-white solid with a molecular formula of C10H10N2O5.
* **Properties:** Its exact properties depend on the specific application and the synthetic method used. It is likely to be a stable compound, but detailed information about its melting point, solubility, and other properties is not readily available in public databases.

**Importance in Research:**

While (3-nitrobenzoyl)alanine itself might not be a widely studied compound, it is **important in research for several reasons:**

* **Synthetic precursor:** It could be a useful starting material in the synthesis of other complex organic molecules, particularly those containing the 3-nitrobenzoyl moiety.
* **Analytical reagent:** It might be used as a reagent for detecting or quantifying certain biomolecules, potentially through its ability to react with specific functional groups.
* **Pharmaceutical research:** Derivatives of (3-nitrobenzoyl)alanine could potentially exhibit biological activity relevant to pharmaceutical research, such as antibacterial, antiviral, or anticancer properties. This is due to the 3-nitrobenzoyl group which is often found in pharmacologically active compounds.

**Lack of Extensive Research:**

It's worth noting that there is limited information available about (3-nitrobenzoyl)alanine's specific applications and research history. This suggests it might be a less widely explored compound or a recently synthesized derivative.

**Finding More Information:**

To understand the specific importance of (3-nitrobenzoyl)alanine in a particular research context, it's essential to consult specialized scientific publications, patents, or contact researchers working in relevant fields.

If you have a specific research question related to this compound, please provide more context, and I will try my best to help you find relevant information.

(3-nitrobenzoyl)alanine: inhibits kynurenine hydroxylase; structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID127868
CHEMBL ID23983
SCHEMBL ID21974219
MeSH IDM0228575

Synonyms (14)

Synonym
(m-nitrobenzoyl)alanine
(3-nitrobenzoyl)alanine
CHEMBL23983 ,
2-amino-4-(3-nitro-phenyl)-4-oxo-butyric acid
bdbm50061907
(+/-)-2-amino-4-(3-nitro-phenyl)-4-oxo-butyric acid[(+/-)-m-nicotinylbenzoylalanine]
meta-nitrobenzoyl)alanine
2-amino-4-(3-nitrophenyl)-4-oxobutanoic acid
153212-71-6
benzenebutanoic acid, alpha-amino-3-nitro-gamma-oxo-, (+-)-
AKOS017547914
DTXSID10934701
SCHEMBL21974219
PD076052
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Protein Targets (4)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Kynurenine 3-monooxygenaseHomo sapiens (human)IC50 (µMol)0.90000.03701.06884.2000AID1252329
Kynurenine 3-monooxygenaseRattus norvegicus (Norway rat)IC50 (µMol)2.64350.02201.37498.0000AID1473559; AID94546; AID94550; AID94551
Kynurenine 3-monooxygenaseMus musculus (house mouse)IC50 (µMol)0.90000.09000.49500.9000AID1197111
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (12)

Processvia Protein(s)Taxonomy
tryptophan catabolic processKynurenine 3-monooxygenaseHomo sapiens (human)
response to salt stressKynurenine 3-monooxygenaseHomo sapiens (human)
NAD metabolic processKynurenine 3-monooxygenaseHomo sapiens (human)
quinolinate biosynthetic processKynurenine 3-monooxygenaseHomo sapiens (human)
kynurenic acid biosynthetic processKynurenine 3-monooxygenaseHomo sapiens (human)
'de novo' NAD biosynthetic process from tryptophanKynurenine 3-monooxygenaseHomo sapiens (human)
anthranilate metabolic processKynurenine 3-monooxygenaseHomo sapiens (human)
kynurenine metabolic processKynurenine 3-monooxygenaseHomo sapiens (human)
cellular response to lipopolysaccharideKynurenine 3-monooxygenaseHomo sapiens (human)
cellular response to interleukin-1Kynurenine 3-monooxygenaseHomo sapiens (human)
L-kynurenine metabolic processKynurenine 3-monooxygenaseHomo sapiens (human)
positive regulation of glutamate secretion, neurotransmissionKynurenine 3-monooxygenaseHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (4)

Processvia Protein(s)Taxonomy
kynurenine 3-monooxygenase activityKynurenine 3-monooxygenaseHomo sapiens (human)
NAD(P)H oxidase H2O2-forming activityKynurenine 3-monooxygenaseHomo sapiens (human)
flavin adenine dinucleotide bindingKynurenine 3-monooxygenaseHomo sapiens (human)
FAD bindingKynurenine 3-monooxygenaseHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (3)

Processvia Protein(s)Taxonomy
extracellular spaceKynurenine 3-monooxygenaseHomo sapiens (human)
mitochondrial outer membraneKynurenine 3-monooxygenaseHomo sapiens (human)
cytosolKynurenine 3-monooxygenaseHomo sapiens (human)
mitochondrial outer membraneKynurenine 3-monooxygenaseHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (20)

Assay IDTitleYearJournalArticle
AID94530Ability to inhibit kynureninase was determined in a competitive inhibition assay.1994Journal of medicinal chemistry, Mar-04, Volume: 37, Issue:5
Modulation of the kynurenine pathway in search for new neuroprotective agents. Synthesis and preliminary evaluation of (m-nitrobenzoyl)alanine, a potent inhibitor of kynurenine-3-hydroxylase.
AID179293Effect on kynurenic acid (KYNA) content in rat blood at dose 400 mg/kg administered intraperitoneally1994Journal of medicinal chemistry, Mar-04, Volume: 37, Issue:5
Modulation of the kynurenine pathway in search for new neuroprotective agents. Synthesis and preliminary evaluation of (m-nitrobenzoyl)alanine, a potent inhibitor of kynurenine-3-hydroxylase.
AID120085Sedative and anticonvulsant effects at dose 200 mg/kg, administered intraperitoneally; value expressed as tonic /tested =1/131994Journal of medicinal chemistry, Mar-04, Volume: 37, Issue:5
Modulation of the kynurenine pathway in search for new neuroprotective agents. Synthesis and preliminary evaluation of (m-nitrobenzoyl)alanine, a potent inhibitor of kynurenine-3-hydroxylase.
AID94551Inhibition of Kynurenine-3-hydroxylase enzyme isolated from the rat liver2000Journal of medicinal chemistry, Jan-13, Volume: 43, Issue:1
Synthesis and SAR of 4-aryl-2-hydroxy-4-oxobut-2-enoic acids and esters and 2-amino-4-aryl-4-oxobut-2-enoic acids and esters: potent inhibitors of kynurenine-3-hydroxylase as potential neuroprotective agents.
AID94549Differences in inhibition of kynurenine-3-hydroxylase by m-NBA versus compound is determined1994Journal of medicinal chemistry, Mar-04, Volume: 37, Issue:5
Modulation of the kynurenine pathway in search for new neuroprotective agents. Synthesis and preliminary evaluation of (m-nitrobenzoyl)alanine, a potent inhibitor of kynurenine-3-hydroxylase.
AID179164Effect on L-kynureninase (KYN) content in rat brain at dose 400 mg/kg administered intraperitoneally1994Journal of medicinal chemistry, Mar-04, Volume: 37, Issue:5
Modulation of the kynurenine pathway in search for new neuroprotective agents. Synthesis and preliminary evaluation of (m-nitrobenzoyl)alanine, a potent inhibitor of kynurenine-3-hydroxylase.
AID179295Effect on kynurenic acid (KYNA) content in rat liver at dose 400 mg/kg administered intraperitoneally1994Journal of medicinal chemistry, Mar-04, Volume: 37, Issue:5
Modulation of the kynurenine pathway in search for new neuroprotective agents. Synthesis and preliminary evaluation of (m-nitrobenzoyl)alanine, a potent inhibitor of kynurenine-3-hydroxylase.
AID120084Sedative and anticonvulsant effects at dose 400 mg/kg, administered intraperitoneally; value expressed as tonic /tested =2/61994Journal of medicinal chemistry, Mar-04, Volume: 37, Issue:5
Modulation of the kynurenine pathway in search for new neuroprotective agents. Synthesis and preliminary evaluation of (m-nitrobenzoyl)alanine, a potent inhibitor of kynurenine-3-hydroxylase.
AID109675Sedative and anticonvulsant effects at dose 200 mg/kg, administered intraperitoneally; value expressed as clonic /tested =6/131994Journal of medicinal chemistry, Mar-04, Volume: 37, Issue:5
Modulation of the kynurenine pathway in search for new neuroprotective agents. Synthesis and preliminary evaluation of (m-nitrobenzoyl)alanine, a potent inhibitor of kynurenine-3-hydroxylase.
AID179163Effect on L-kynureninase (KYN) content in rat blood at dose 400 mg/kg administered intraperitoneally1994Journal of medicinal chemistry, Mar-04, Volume: 37, Issue:5
Modulation of the kynurenine pathway in search for new neuroprotective agents. Synthesis and preliminary evaluation of (m-nitrobenzoyl)alanine, a potent inhibitor of kynurenine-3-hydroxylase.
AID1473559Inhibition of rat liver KMO using [3,5-3H]-kynurenine substrate2018Journal of medicinal chemistry, 02-08, Volume: 61, Issue:3
α-Amino-β-carboxymuconate-ε-semialdehyde Decarboxylase (ACMSD) Inhibitors as Novel Modulators of De Novo Nicotinamide Adenine Dinucleotide (NAD
AID1252329Inhibition of human KMO2015Journal of medicinal chemistry, Nov-25, Volume: 58, Issue:22
Challenges and Opportunities in the Discovery of New Therapeutics Targeting the Kynurenine Pathway.
AID109674Sedative and anticonvulsant effects at dose 400 mg/kg, administered intraperitoneally; value expressed as clonic /tested =4/61994Journal of medicinal chemistry, Mar-04, Volume: 37, Issue:5
Modulation of the kynurenine pathway in search for new neuroprotective agents. Synthesis and preliminary evaluation of (m-nitrobenzoyl)alanine, a potent inhibitor of kynurenine-3-hydroxylase.
AID94546Inhibition of rat kidney Kynurenine 3-hydroxylase.1997Journal of medicinal chemistry, Dec-19, Volume: 40, Issue:26
Synthesis and biochemical evaluation of N-(4-phenylthiazol-2-yl)benzenesulfonamides as high-affinity inhibitors of kynurenine 3-hydroxylase.
AID179165Effect on L-kynureninase (KYN) content in rat liver at dose 400 mg/kg administered intraperitoneally1994Journal of medicinal chemistry, Mar-04, Volume: 37, Issue:5
Modulation of the kynurenine pathway in search for new neuroprotective agents. Synthesis and preliminary evaluation of (m-nitrobenzoyl)alanine, a potent inhibitor of kynurenine-3-hydroxylase.
AID111312Sedative and anticonvulsant effects at dose 400 mg/kg, administered intraperitoneally; value expressed as death /tested =2/61994Journal of medicinal chemistry, Mar-04, Volume: 37, Issue:5
Modulation of the kynurenine pathway in search for new neuroprotective agents. Synthesis and preliminary evaluation of (m-nitrobenzoyl)alanine, a potent inhibitor of kynurenine-3-hydroxylase.
AID94550Ability to inhibit kynurenine-3-hydroxylase was determined in a competitive inhibition assay.1994Journal of medicinal chemistry, Mar-04, Volume: 37, Issue:5
Modulation of the kynurenine pathway in search for new neuroprotective agents. Synthesis and preliminary evaluation of (m-nitrobenzoyl)alanine, a potent inhibitor of kynurenine-3-hydroxylase.
AID1197111Inhibition of mouse KMO2015Journal of medicinal chemistry, Feb-12, Volume: 58, Issue:3
Development of a series of aryl pyrimidine kynurenine monooxygenase inhibitors as potential therapeutic agents for the treatment of Huntington's disease.
AID111311Sedative and anticonvulsant effects at dose 200 mg/kg, administered intraperitoneally; value expressed as death /tested =0/131994Journal of medicinal chemistry, Mar-04, Volume: 37, Issue:5
Modulation of the kynurenine pathway in search for new neuroprotective agents. Synthesis and preliminary evaluation of (m-nitrobenzoyl)alanine, a potent inhibitor of kynurenine-3-hydroxylase.
AID179294Effect on kynurenic acid (KYNA) content in rat brain at dose 400 mg/kg administered intraperitoneally1994Journal of medicinal chemistry, Mar-04, Volume: 37, Issue:5
Modulation of the kynurenine pathway in search for new neuroprotective agents. Synthesis and preliminary evaluation of (m-nitrobenzoyl)alanine, a potent inhibitor of kynurenine-3-hydroxylase.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (15)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's9 (60.00)18.2507
2000's3 (20.00)29.6817
2010's3 (20.00)24.3611
2020's0 (0.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 12.04

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 weak demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index12.04 (24.57)
Research Supply Index2.77 (2.92)
Research Growth Index4.81 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (12.04)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews1 (6.67%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other14 (93.33%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]