Page last updated: 2024-11-06

4-(2-thienyl)butyric acid

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

Description

4-(2-thienyl)butyric acid, also known as 2-thienylbutanoic acid, is an organic compound with the molecular formula C8H10O2S. It is a derivative of butyric acid with a thiophene ring attached to the fourth carbon atom. The compound has been investigated for its potential biological activity and has shown promising results in various studies.

**Synthesis:** 4-(2-thienyl)butyric acid can be synthesized through different methods. One common approach involves the reaction of 2-thienylmagnesium bromide with γ-butyrolactone, followed by acid hydrolysis. Another method utilizes the Friedel-Crafts acylation of thiophene with butyryl chloride in the presence of a Lewis acid catalyst.

**Effects:** Studies have indicated that 4-(2-thienyl)butyric acid exhibits diverse pharmacological effects. It has been reported to possess anti-inflammatory, analgesic, and anti-convulsant properties. Additionally, the compound has shown potential as a neuroprotective agent in animal models of neurological disorders.

**Importance:** 4-(2-thienyl)butyric acid is a promising candidate for drug development due to its potential therapeutic applications. Its anti-inflammatory and neuroprotective effects make it a promising target for treating various diseases, including inflammatory bowel disease, Alzheimer's disease, and Parkinson's disease.

**Studies:** Researchers are actively investigating the mechanisms of action of 4-(2-thienyl)butyric acid and its potential therapeutic applications. Studies have focused on understanding its interactions with specific receptors and enzymes, as well as its effects on cellular signaling pathways. Further research is needed to assess its safety and efficacy in humans.'

4-(2-thienyl)butyric acid : A monocarboxylic acid that is butyric acid bearing a 2-thienyl group at position 4. [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 CID78386
CHEMBL ID1230333
CHEBI ID40114
SCHEMBL ID338927
MeSH IDM0256862

Synonyms (49)

Synonym
BIDD:GT0560
4-(2-thienyl)butyric
4653-11-6
CHEMBL1230333
chebi:40114 ,
vlb4c9g6wy ,
einecs 225-090-0
unii-vlb4c9g6wy
.gamma.-(.alpha.-thienyl)butyric acid
4-(2-thienyl)butanoic acid
2-thiophenebutanoic acid
4-(2-thienyl)butyric acid
4TB ,
inchi=1/c8h10o2s/c9-8(10)5-1-3-7-4-2-6-11-7/h2,4,6h,1,3,5h2,(h,9,10
4-(2-thienyl)butyric acid, 98%
2AY8
DB02434
A1328
2-thiophenebutyric acid
4-thiophen-2-yl-butyric acid
HMS1721F11
4-thiophen-2-ylbutanoic acid
AKOS001046901
4-(thiophen-2-yl)butanoic acid
GEO-02303
gamma-(alpha-thienyl)butyricacid
FT-0635380
EPITOPE ID:167706
SCHEMBL338927
mfcd00005463
SY005888
4-thienylbutyric acid
4-thien-2-ylbutanoic acid
4-(2-thienyl)-butyric acid
4-(2-thiophenyl)butyric acid
4-(2-thienyl)butanoic acid #
J-640130
CS-W020036
AC-29236
J-800134
DTXSID70196868
GS-6648
STL554910
Q27093431
BBL101114
EN300-07300
4-(thiophen-2-yl)butanoicacid
PD008334
Z56951195
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Roles (1)

RoleDescription
haptenAny substance capable of eliciting an immune response only when attached to a large carrier such as a protein. Examples include dinitrophenols; oligosaccharides; peptides; and heavy metals.
[role 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]

Drug Classes (2)

ClassDescription
thiophenesCompounds containing at least one thiophene ring.
monocarboxylic acidAn oxoacid containing a single carboxy group.
[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]

Protein Targets (18)

Activation Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Chain A, AROMATIC AMINO ACID AMINOTRANSFERASEParacoccus denitrificansKd5,800.0000280.00004,495.00006,900.0000AID977611
Chain B, AROMATIC AMINO ACID AMINOTRANSFERASEParacoccus denitrificansKd5,800.0000280.00004,495.00006,900.0000AID977611
Chain A, AROMATIC AMINO ACID AMINOTRANSFERASEParacoccus denitrificansKd5,800.0000280.00004,495.00006,900.0000AID977611
Chain B, AROMATIC AMINO ACID AMINOTRANSFERASEParacoccus denitrificansKd5,800.0000280.00004,495.00006,900.0000AID977611
Chain A, AROMATIC AMINO ACID AMINOTRANSFERASEParacoccus denitrificansKd5,800.0000280.00004,495.00006,900.0000AID977611
Chain B, AROMATIC AMINO ACID AMINOTRANSFERASEParacoccus denitrificansKd5,800.0000280.00004,495.00006,900.0000AID977611
Chain A, AROMATIC AMINO ACID AMINOTRANSFERASEParacoccus denitrificansKd5,800.0000280.00004,495.00006,900.0000AID977611
Chain B, AROMATIC AMINO ACID AMINOTRANSFERASEParacoccus denitrificansKd5,800.0000280.00004,495.00006,900.0000AID977611
Chain A, AROMATIC AMINO ACID AMINOTRANSFERASEParacoccus denitrificansKd5,800.0000280.00004,495.00006,900.0000AID977611
Chain B, AROMATIC AMINO ACID AMINOTRANSFERASEParacoccus denitrificansKd5,800.0000280.00004,495.00006,900.0000AID977611
Chain A, AROMATIC AMINO ACID AMINOTRANSFERASEParacoccus denitrificansKd5,800.0000280.00004,495.00006,900.0000AID977611
Chain B, AROMATIC AMINO ACID AMINOTRANSFERASEParacoccus denitrificansKd5,800.0000280.00004,495.00006,900.0000AID977611
Chain A, AROMATIC AMINO ACID AMINOTRANSFERASEParacoccus denitrificansKd5,800.0000280.00004,495.00006,900.0000AID977611
Chain B, AROMATIC AMINO ACID AMINOTRANSFERASEParacoccus denitrificansKd5,800.0000280.00004,495.00006,900.0000AID977611
Chain A, AROMATIC AMINO ACID AMINOTRANSFERASEParacoccus denitrificansKd5,800.0000280.00004,495.00006,900.0000AID977611
Chain B, AROMATIC AMINO ACID AMINOTRANSFERASEParacoccus denitrificansKd5,800.0000280.00004,495.00006,900.0000AID977611
Chain A, AROMATIC AMINO ACID AMINOTRANSFERASEParacoccus denitrificansKd5,800.0000280.00004,495.00006,900.0000AID977611
Chain B, AROMATIC AMINO ACID AMINOTRANSFERASEParacoccus denitrificansKd5,800.0000280.00004,495.00006,900.0000AID977611
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Bioassays (5)

Assay IDTitleYearJournalArticle
AID540299A screen for compounds that inhibit the MenB enzyme of Mycobacterium tuberculosis2010Bioorganic & medicinal chemistry letters, Nov-01, Volume: 20, Issue:21
Synthesis and SAR studies of 1,4-benzoxazine MenB inhibitors: novel antibacterial agents against Mycobacterium tuberculosis.
AID588519A screen for compounds that inhibit viral RNA polymerase binding and polymerization activities2011Antiviral research, Sep, Volume: 91, Issue:3
High-throughput screening identification of poliovirus RNA-dependent RNA polymerase inhibitors.
AID1740445Induction of glucose uptake in mouse C2C12 cells assessed as [3H]2-deoxyglucose uptake preincubated for 16 hrs followed by followed by [3H]2-deoxyglucose addition and measured after 10 mins by liquid scintillation counting method2020European journal of medicinal chemistry, Sep-15, Volume: 202Design, synthesis, and biological evaluation of aryl piperazines with potential as antidiabetic agents via the stimulation of glucose uptake and inhibition of NADH:ubiquinone oxidoreductase.
AID1811Experimentally measured binding affinity data derived from PDB1999Biochemistry, Jan-26, Volume: 38, Issue:4
The active site of Paracoccus denitrificans aromatic amino acid aminotransferase has contrary properties: flexibility and rigidity.
AID977611Experimentally measured binding affinity data (Kd) for protein-ligand complexes derived from PDB1999Biochemistry, Jan-26, Volume: 38, Issue:4
The active site of Paracoccus denitrificans aromatic amino acid aminotransferase has contrary properties: flexibility and rigidity.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (5)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's2 (40.00)18.2507
2000's0 (0.00)29.6817
2010's2 (40.00)24.3611
2020's1 (20.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 12.87

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 Index12.87 (24.57)
Research Supply Index1.79 (2.92)
Research Growth Index4.66 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (12.87)

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%
Other5 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]