Heterocyclic Building Block-benzofuran

Novel 1,3,4-oxadiazoles as antitubercular agents with limited activity against drug-resistant tuberculosis was written by Makane, Vitthal B.;Krishna, Vagolu Siva;Krishna, Eruva Vamshi;Shukla, Manjulika;Mahizhaveni, Balakrishnan;Misra, Sunil;Chopra, Sidharth;Sriram, Dharmarajan;Azger Dusthackeer, Vijayan N.;Rode, Haridas B.. And the article was included in Future Medicinal Chemistry in 2019.Electric Literature of C10H8O3 This article mentions the following:

In recent times, heterocyclic chemotypes are being explored for the development of new antimycobacterials that target the drug-resistant tuberculosis. Here, we are disclosing the 5-substitued 2-mercapto-1,3,4-oxadiazoles I (R₁ = Ph, 2-BrC₆H₄, 4-OHC₆H₄, etc.) as potent antitubercular agents. A small library of 2-mercapto-1,3,4-oxadiazoles I was synthesized using various acids. The compounds were evaluated for antituberculosis activity against M. tuberculosis H37Rv. Compound I (R₁ = 4-OHC₆H₄) was identified as antitubercular lead with MIC of 0.6μg/mL against M. tuberculosis H37Rv. This compound was nontoxic to CHO-K1 cells and showed selectivity index of 39. Of note, I (R₁ = 4-OHC₆H₄) showed antitubercular activity against pre-extensively drug-resistant clin. isolate of Mycobacterium with MIC of 2μg/mL. This study provides potent antitubercular agent which can be further optimized to discover novel antibiotics. In the experiment, the researchers used many compounds, for example, Methyl benzofuran-2-carboxylate (cas: 1646-27-1Electric Literature of C10H8O3).

Methyl benzofuran-2-carboxylate (cas: 1646-27-1) belongs to benzofurans derivatives. Many natural or synthetic compounds containing benzofuran skeletons have been found to possess remarkable activity as agrochemicals and pharmaceuticals. Substituted benzofurans find applications such as fluorescent sensors, oxidants, in drug discovery, and in another field of chemistry and agriculture.Electric Literature of C10H8O3

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Synthesis and stability of vinyl ketones in the 2-position of benzofuran was written by Faure, Robert;Mattioda, Georges. And the article was included in Bulletin de la Societe Chimique de France in 1973.Product Details of 38220-75-6 This article mentions the following:

2-Benzofuryl vinyl ketones I (R = H, Me, Et; R1 = Me; R2 = H, OMe, Cl) were prepared by Mannich reaction of 2-acylbenzofurans and hydrolysis of the Mannich bases. I (R1 = H) were too unstable to be isolated before they polymerized In the experiment, the researchers used many compounds, for example, 1-(5-Bromobenzofuran-2-yl)ethanone (cas: 38220-75-6Product Details of 38220-75-6).

1-(5-Bromobenzofuran-2-yl)ethanone (cas: 38220-75-6) belongs to benzofurans derivatives. Benzofuran is a core structural unit found in many naturally occurring compounds with multidirectional biological activities. As benzofurans are prone to undergo ring opening of the heterocycle, examples of reduction of this type of aromatics by using dissolving metals are rather scarce.Product Details of 38220-75-6

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

A glutathione-responsive sulfur dioxide polymer prodrug selectively induces ferroptosis in gastric cancer therapy was written by Xia, Mingjie;Guo, Zhihui;Liu, Xinming;Wang, Yang;Xiao, Chunsheng. And the article was included in Biomaterials Science in 2022.Electric Literature of C17H10O4 This article mentions the following:

Nanoparticle-induced ferroptosis has been proven to be an appealing strategy in cancer treatment. Previously, we reported the synthesis of an amphiphilic polymer prodrug of SO2, mPEG-PLG(DNs), which could self-assemble to formulate nanoparticles (NP-DNs) and trigger cancer cell death by GSH consumption and SO2 release. In the current study, the potential mechanism of NP-DNs-induced cell death was further investigated. We demonstrated that NP-DNs exhibited efficient antitumor activity against gastric cancer via ferroptosis. NP-DNs could selectively accelerate lipid peroxidation through GSH depletion and SO2 generation in gastric cancer cells. In addition, the NP-DNs-induced GPX4 reduction played a collaborative role in ferroptosis. Concurrently, in vivo evaluations revealed that NP-DNs not only exhibited excellent antitumor efficiency via ferroptosis but also caused little systemic toxicity in mice. All the results showed that NP-DNs would be a promising prodrug in precision-targeted ferroptosis therapy. In the experiment, the researchers used many compounds, for example, 4-Phenyl-3H,3’H-spiro[furan-2,1′-isobenzofuran]-3,3′-dione (cas: 38183-12-9Electric Literature of C17H10O4).

4-Phenyl-3H,3’H-spiro[furan-2,1′-isobenzofuran]-3,3′-dione (cas: 38183-12-9) belongs to benzofurans derivatives. Benzofuran is a core structural unit found in many naturally occurring compounds with multidirectional biological activities. They are also prone to polymerisation in the presence of concentrated mineral acids and Lewis acids.Electric Literature of C17H10O4

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Benzofuran derivatives. I. On the effects of substituents in benzofuran syntheses was written by Suzuki, Tsuneo;Horaguchi, Takaaki;Shimizu, Takahachi;Abe, Teishiro. And the article was included in Bulletin of the Chemical Society of Japan in 1983.Recommanded Product: 1646-27-1 This article mentions the following:

The Rossing (1884) reaction of 4-substituted 2-acylphenoxyacetic acids with NaOAc-Ac₂O gives a mixture of benzofurans and 2-benzofurancarboxylic acids. The relative yields of benzofurans and 2-benzofurancarboxylic acids depend on the substituents on the benzene ring of the 2-acylphenoxyacetic acids. Electron-withdrawing substituents such as NO₂ favor the formation of 2-benzofurancarboxylic acids. On the other hand, the formation of benzofurans is favored by the steric hindrance of 2-acyl groups in the reaction of 2-acyl-4-nitrophenoxyacetic acids. In the experiment, the researchers used many compounds, for example, Methyl benzofuran-2-carboxylate (cas: 1646-27-1Recommanded Product: 1646-27-1).

Methyl benzofuran-2-carboxylate (cas: 1646-27-1) belongs to benzofurans derivatives. Benzofuran derivatives are one of the most important oxygen-containing heterocycles. In nature, benzofurans have occupied an important role among the plant phenols & several pharmacologically active compounds.Recommanded Product: 1646-27-1

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Synthesis, Anticancer, and Antibacterial Activity of Betulinic and Betulonic Acid C-28-Triphenylphosphonium Conjugates with Variable Alkyl Linker Length was written by Tsepaeva, Olga V.;Nemtarev, Andrey V.;Salikhova, Taliya I.;Abdullin, Timur I.;Grigor’eva, Leysan R.;Khozyainova, Svetlana A.;Mironov, Vladimir F.. And the article was included in Anti-Cancer Agents in Medicinal Chemistry in 2020.SDS of cas: 76-54-0 This article mentions the following:

Objective: In this study, new C-28-TPP conjugated derivatives of 1 and 2 with the alkyl/alkoxyalkyl linkers of variable length were synthesized and compared regarding their anticancer, antibacterial, and mitochondriatargeted effects. Methods: The TPP conjugates of 1 and 2 [6a-f, 7a-f] were synthesized by the reaction of halogenalkyl esters [3a-f, 4a-f, 5] with triphenylphosphine in acetonitrile upon heating. Cytotoxicity (MTT assay), antibacterial activity (microdilution assay), and mitochondrial effects (flow cytofluorometry) were studied. Results: Conjugation with the TPP group greatly increased the cytotoxicity of the triterpenoids up to 30 times. The conjugates were up to 10-17 times more active against MCF-7 (IC50 = 0.17μM, 72h, 6c) and PC-3 (IC50 = 0.14μM, 72h, 6a) cancer cells than for human skin fibroblasts. The enhanced antibacterial (bactericidal) activity of the TPP-triterpenoid conjugates with MIC for Gram-pos. bacteria as low as 2μM (6a, 7a) was for the first time revealed. The conjugates were found to effectively inhibit fluorescence of 2′,7′-dichlorofluorescin probe in the cytosol upon oxidation, decrease transmembrane potential, and increase superoxide radical level in mitochondria. Conclusion: Relationships between the effects and structure of the TPP-triterpenoid conjugates were evaluated and are discussed. Based on the results, 6a can be selected for further preclin. investigation as a potential anticancer compound In the experiment, the researchers used many compounds, for example, 2′,7′-Dichloro-3′,6′-dihydroxy-3H-spiro[isobenzofuran-1,9′-xanthen]-3-one (cas: 76-54-0SDS of cas: 76-54-0).

2′,7′-Dichloro-3′,6′-dihydroxy-3H-spiro[isobenzofuran-1,9′-xanthen]-3-one (cas: 76-54-0) belongs to benzofurans derivatives.Benzofuran is one of the most significant oxygen-containing heterocycles consisting of fused benzene and furan ring, which are widely presented in various naturally occurring and synthetically active compounds. They are also prone to polymerisation in the presence of concentrated mineral acids and Lewis acids.SDS of cas: 76-54-0

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Gold-seeded lithium niobate nanoparticles: influence of gold surface coverage on second harmonic properties was written by Taitt, Rachael;Urbain, Mathias;Behel, Zacharie;Pablo-sainz-ezquerra, Ana-Maria;Kandybka, Iryna;Millet, Eloise;Martinez-Rodriguez, Nicolas;Yeromonahos, Christelle;Beauquis, Sandrine;Le Dantec, Ronan;Mugnier, Yannick;Brevet, Pierre-Francois;Chevolot, Yann;Monnier, Virginie. And the article was included in Nanomaterials in 2021.Recommanded Product: 38183-12-9 This article mentions the following:

Hybrid nanoparticles composed of an efficient nonlinear optical core and a gold shell can enhance and tune the nonlinear optical emission thanks to the plasmonic effect. However the influence of an incomplete gold shell, i.e., isolated gold nano-islands, is still not well studied. Here LiNbO3 (LN) core nanoparticles of 45 nm were coated with various densities of gold nano-seeds (AuSeeds). As both LN and AuSeeds bear neg. surface charge, a pos.-charged polymer was first coated onto LN. The number of polymer chains per LN was evaluated at 1210 by XPS and confirmed by fluorescence titration Then, the surface coverage percentage of AuSeeds onto LN was estimated to a maximum of 30% using ICP-AES. The addition of AuSeeds was also accompanied with surface charge reversal, the neg. charge increasing with the higher amount of AuSeeds. Finally, the first hyperpolarizability decreased with the increase of AuSeeds d. while depolarization values for Au-seeded LN were close to the one of bare LN, showing a predominance of the second harmonic volumic contribution. In the experiment, the researchers used many compounds, for example, 4-Phenyl-3H,3’H-spiro[furan-2,1′-isobenzofuran]-3,3′-dione (cas: 38183-12-9Recommanded Product: 38183-12-9).

4-Phenyl-3H,3’H-spiro[furan-2,1′-isobenzofuran]-3,3′-dione (cas: 38183-12-9) belongs to benzofurans derivatives. Benzofuran derivatives are one of the most important oxygen-containing heterocycles. Benzofurans have also made significant and distinctive contributions to biology. They exhibit several biological activities that range from antiviral, antimicrobial, antitumor, anti-inflammatory.Recommanded Product: 38183-12-9

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Activation of matrix metalloproteinases and FoxO3a in HaCaT keratinocytes by radiofrequency electromagnetic field exposure was written by Kim, Ju Hwan;Kang, Dong-Jun;Bae, Jun-Sang;Lee, Jai Hyuen;Jeon, Sangbong;Choi, Hyung-Do;Kim, Nam;Kim, Hyung-Gun;Kim, Hak Rim. And the article was included in Scientific Reports in 2021.Name: 2′,7′-Dichloro-3′,6′-dihydroxy-3H-spiro[isobenzofuran-1,9′-xanthen]-3-one This article mentions the following:

As the skin is the largest body organ and critically serves as a barrier, it is frequently exposed and could be physiol. affected by radiofrequency electromagnetic field (RF-EMF) exposure. In this study, we found that 1760 MHz RF-EMF (4.0 W/kg specific absorption rate for 2 h/day during 4 days) exposure could induce intracellular reactive oxygen species (ROS) production in HaCaT human keratinocytes using 2’7′-dichlorofluorescin diacetate fluorescent probe anal. However, cell growth and viability were unaffected by RF-EMF exposure. Since oxidative stress in the skin greatly influences the skin-aging process, we analyzed the skin senescence-related factors activated by ROS generation. Matrix metalloproteinases 1, 3, and 7 (MMP1, MMP3, and MMP7), the main skin wrinkle-related proteins, were significantly increased in HaCaT cells after RF-EMF exposure. Addnl., the gelatinolytic activities of secreted MMP2 and MMP9 were also increased by RF-EMF exposure. FoxO3a (Ser318/321) and ERK1/2 (Thr 202/Tyr 204) phosphorylation levels were significantly increased by RF-EMF exposure. However, Bcl2 and Bax expression levels were not significantly changed, indicating that the apoptotic pathway was not activated in keratinocytes following RF-EMF exposure. In summary, our findings show that exposure to 1760 MHz RF-EMF induces ROS generation, leading to MMP activation and FoxO3a and ERK1/2 phosphorylation. These data suggest that RF-EMF exposure induces cellular senescence of skin cells through ROS induction in HaCaT human keratinocytes. In the experiment, the researchers used many compounds, for example, 2′,7′-Dichloro-3′,6′-dihydroxy-3H-spiro[isobenzofuran-1,9′-xanthen]-3-one (cas: 76-54-0Name: 2′,7′-Dichloro-3′,6′-dihydroxy-3H-spiro[isobenzofuran-1,9′-xanthen]-3-one).

2′,7′-Dichloro-3′,6′-dihydroxy-3H-spiro[isobenzofuran-1,9′-xanthen]-3-one (cas: 76-54-0) belongs to benzofurans derivatives. Benzofuran derivatives have shown many biological activities, including antifungal and antimicrobial properties, and acting as antagonists of H3 receptors and angiotensin II. Substituted benzofurans find applications such as fluorescent sensors, oxidants, in drug discovery, and in another field of chemistry and agriculture.Name: 2′,7′-Dichloro-3′,6′-dihydroxy-3H-spiro[isobenzofuran-1,9′-xanthen]-3-one

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Ultraviolet spectra of some methoxybenzofurans and methoxycoumarilic acids was written by Andrisano, R.;Duro, F.;Pappalardo, G.. And the article was included in Bollettino Scientifico della Facolta di Chimica Industriale di Bologna in 1956.Quality Control of Methyl benzofuran-2-carboxylate This article mentions the following:

Methoxybenzofurans (I) b. 223-56°, methoxycoumarilic acids (IIA) b. 170-216°, and Me methoxycoumarilates (IIB) b. 77-101° were examined I shows 2 bands at 2600-3000 and 2100-2550 A. In IIA and IIB absorption bands occur at 2400, 2600-2900, and 2900-3100 A. In the experiment, the researchers used many compounds, for example, Methyl benzofuran-2-carboxylate (cas: 1646-27-1Quality Control of Methyl benzofuran-2-carboxylate).

Methyl benzofuran-2-carboxylate (cas: 1646-27-1) belongs to benzofurans derivatives. Benzofurans are only weakly aromatic in nature and they are cleaved by many oxidative and reductive conditions. In nature, benzofurans have occupied an important role among the plant phenols & several pharmacologically active compounds.Quality Control of Methyl benzofuran-2-carboxylate

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

The internal Michael reaction. II. Formation of arylated coumarans, of an indoline, a dihydrothionaphthene, and a hydrocarbostyril was written by Koelsch, C. F.;Stephens, C. R. Jr.. And the article was included in Journal of the American Chemical Society in 1950.Reference of 1646-27-1 This article mentions the following:

Condensation of m-cresol and BzCH₂CO₂Et with 90% H₂SO₄ gives 25% 7-methyl-4-phenylcoumarin (I). Distilling 50 cc. from a mixture of 12 g. I in 50 cc. alc. and 50 cc. 10% NaOH with 15 g. ClCH₂CO₂Na (II) in 20 cc. water and treating the residue with 14 g. ClCH₂CO₂H and 14 g. NaOH gives after acidification 9.5 g. 4-methyl-β-phenyl-coumaric-O-acetic acid, m. 181-3° (from dilute AcOH); di-Me ester (III) m. 87-8°. Internal Michael condensation of III, effected by warming it to 60° with MeONa in MeOH solution, gives 80% Me 3-carbomethoxymethyl-6-methyl-3-phenyl-2,3-dihydrocoumarilate, b₁ 173-5°, m. 89-90° (from petr. ether); saponification gives the acid, m. 204-6°. This is the first known case of a Michael reaction in which the acceptor bears 2 aryl groups on its β-C atom. 3-Phenylcoumarin and II give α-phenylcoumaric-o-acetic acid, m. 197-8°, which on boiling with MeOH and H₂SO₄ gives a mono-Me ester, m. 144-5° (from MeOH), and a di-Me ester (IV), m. 72° (from petr. ether). IV (2.1 g.) with MeONa gives Me coumarilate (V), b₂ 130-40°, m. 54-5°, PhCH₂CO₂Me (VI), and 0.9 g. Me 3-(α-carbomethoxybenzyl)-2,3-dihydrocoumarilate (VII), b₂ 195-7°, m. 124-5° (from petr. ether), saponified to the acid, m. 162-3°. VII on heating with small amounts of NaOMe to 85-120° undergoes retrograde Michael reaction to V and VI. Boiling 25 g. 2,5-Cl(O₂N)C₆H₃CHO, 75 cc. alc., 35 g. Na sarcosinate, 11.5 g. K₂CO₃, and a little Cu acetate gives N-(2-formyl-4-nitrophenyl)sarcosine (VIII), m. 149° (from dilute AcOH); 2,4-dinitrophenylhydrazone, m. 209-10°. Heating 3.5 g. VIII, 7 g. CH₂(CO₂H)₂, 8 cc. pyridine, and 8 drops piperidine 2 h. to 100° gives 3.6 g. 2-methylamino-5-nitrocinnamic-N-acetic acid (IX), m. 211-12° (decomposition); Me ester (X), m. 79° (from ether). IX reduced with Fe and AcOH gives 5-amino-2-methylaminocinnamic-N²-acetic acid, m. 170°; Me ester-2HCl, m. 178-80°. Heating X with NaOMe gives Me 2-carbomethoxy-1-methyl-5-nitro-3-indoline acetate, b_1.5 210-20°, saponified in dilute MeOH to the acid, m. 175-7° (decomposition). Also prepared was carbostyril-1-acetic acid, m. 267-8° (decomposition), o-(methylamino)cinnamic-N-acetic acid, m. 143-4°, 2-chloro-5-nitrocinnamic acid, m. 220-1° (decomposition). The dried diazosulfide obtained by treating diazotized o-aminocinnamic acid (XI) with HSCH₂-CO₂H, boiling with AcOEt, distilling to dryness, and treating the K₂CO₃ extract of the residue with acid gives on esterification di-Me o-mercaptocinnamate S-acetate, o-MeCO₂CH: CHC₆H₄SCH₂CO₂Me (XII), b₄ 168-75°, m. 42-3°, also prepared by reducing (o-HO₂CCH:CHC₆H₄S)₂ with Zn and NaOH, followed by ClCH₂CO₂H. The free acid of XII m. 237-9°. XII with NaOMe gives Me 2-carobomethoxy-2,3-dihydro-3-thianaphtheneacetate, b₄ 160-2°, saponified to its acid, m. 143-4°, and traces of a water insoluble compound, C₁₁H₈O₃S, m. 238-40° (anhydride of the acid?). Me o-aminocinnamate and PhCH₂COCl give Me o-(phenylacetamido)cinnamate (XIII), m. 140° (from Me-Ph); free acid, m. 232-4°. XIII (1.4 g.) in 10 cc. MeOH boiled 2 h. with 0.5 g. NaOMe gives 1 g. Me 3-phenylhydrocarbostyril-4-acetate, m. 140-41.5°; free acid, m. 207-8°. Sarcosinenitrile added to a stirred mixture of iced 20% aqueous Na₂CO₃ and PhCH:CHCOCl in ether gives 87% N-cinnamoylsarcosinenitrile (XIV), m. 92-3°. XIV with MeOH and HCl gives Me N-cinnamoylsarcosinate (XV), b₃ 177-80°, m. 59-60°. XV gives no internal Michael reaction on treating with Na-OMe. o-Acetylallocinnamic acid (XVI), m. 143-4°, prepared by H₅IO₆ oxidation of 1-methyl-1,2-naphthoquinol, was esterified by treating its Ag salt with MeT. The XVI Me ester, m. 55-6°, on warming with NaOMe in MeOH gives no internal Michael reaction; an unidentified unsaturated acid, m. 181 5°, was obtained. In the experiment, the researchers used many compounds, for example, Methyl benzofuran-2-carboxylate (cas: 1646-27-1Reference of 1646-27-1).

Methyl benzofuran-2-carboxylate (cas: 1646-27-1) belongs to benzofurans derivatives. Benzofuran is the “”parent”” of many related compounds with more complex structures. For example, psoralen is a benzofuran derivative that occurs in several plants. Introduction of benzofurans in organic synthesis, particularly drug synthesis, involves generally the use of their metalated species as nucleophiles in addition reactions or in metal-catalysed cross-coupling reactions.Reference of 1646-27-1

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Suppressing Cdk5 Activity by Luteolin Inhibits MPP⁺-Induced Apoptotic of Neuroblastoma through Erk/Drp1 and Fak/Akt/GSK3β Pathways was written by Reudhabibadh, Ratchaneekorn;Binlateh, Thunwa;Chonpathompikunlert, Pennapa;Nonpanya, Nongyao;Prommeenate, Peerada;Chanvorachote, Pithi;Hutamekalin, Pilaiwanwadee. And the article was included in Molecules in 2021.Electric Literature of C20H10Cl2O5 This article mentions the following:

Parkinson’s disease (PD) is characterized by the progressive degeneration of dopaminergic neurons. The cause of PD is still unclear. Oxidative stress and mitochondrial dysfunction have been linked to the development of PD. Luteolin, a non-toxic flavonoid, has become interested in an alternative medicine, according to its effects on anti-oxidative stress and anti-apoptosis, although the underlying mechanism of luteolin on PD has not been fully elucidated. This study aims to investigate whether luteolin prevents neurotoxicity induction by 1-methyl-4-phenylpyridinium iodide (MPP⁺), a neurotoxin in neuroblastoma SH-SY5Y cells. The results reveal that luteolin significantly improved cell viability and reduced apoptosis in MPP⁺-treated cells. Increasing lipid peroxidation and superoxide anion (O₂), including mitochondrial membrane potential (Δψm) disruption, is ameliorated by luteolin treatment. In addition, luteolin attenuated MPP+-induced neurite damage via GAP43 and synapsin-1. Furthermore, Cdk5 is found to be overactivated and correlated with elevation of cleaved caspase-3 activity in MPP⁺-exposed cells, while phosphorylation of Erk1/2, Drp1, Fak, Akt and GSK3β are inhibited. In contrast, luteolin attenuated Cdk5 overactivation and supported phosphorylated level of Erk1/2, Drp1, Fak, Akt and GSK3β with reducing in cleaved caspase-3 activity. Results indicate that luteolin exerts neuroprotective effects via Cdk5-mediated Erk1/2/Drp1 and Fak/Akt/GSK3β pathways, possibly representing a potential preventive agent for neuronal disorder. In the experiment, the researchers used many compounds, for example, 2′,7′-Dichloro-3′,6′-dihydroxy-3H-spiro[isobenzofuran-1,9′-xanthen]-3-one (cas: 76-54-0Electric Literature of C20H10Cl2O5).

2′,7′-Dichloro-3′,6′-dihydroxy-3H-spiro[isobenzofuran-1,9′-xanthen]-3-one (cas: 76-54-0) belongs to benzofurans derivatives. Benzofuran is the “”parent”” of many related compounds with more complex structures. For example, psoralen is a benzofuran derivative that occurs in several plants. Substituted benzofurans find applications such as fluorescent sensors, oxidants, in drug discovery, and in another field of chemistry and agriculture.Electric Literature of C20H10Cl2O5

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem