157730-74-0

Basic information

• Product Name: 4-(3-THIENYL)BENZALDEHYDE
• Synonyms: BENZALDEHYDE, 4-(3-THIENYL)-;4-THIOPHEN-3-YL-BENZALDEHYDE;4-(3-THIENYL)BENZALDEHYDE;4-(3-THIENYL)BENZENECARBALDEHYDE;AKOS BAR-0206;4-(Thien-3-yl)benzaldehyde
• CAS NO: 157730-74-0
• Molecular Formula: C₁₁H₈OS
• Molecular Weight: 188.25
• Mol File: 157730-74-0.mol

Chemical Properties

• Melting Point: 98-100°
• Boiling Point: 298.1 °C at 760 mmHg
• Flash Point: 113.4 °C
• Appearance: /
• Density: 1.207 g/cm³
• Vapor Pressure: 0.0013mmHg at 25°C
• Refractive Index: 1.637
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• CAS DataBase Reference: 4-(3-THIENYL)BENZALDEHYDE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(3-THIENYL)BENZALDEHYDE(157730-74-0)
• EPA Substance Registry System: 4-(3-THIENYL)BENZALDEHYDE(157730-74-0)

Safety Data

• Hazard Codes: Xi
• HazardClass: IRRITANT
• Hazardous Substances Data: 157730-74-0(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
4-(3-Thienyl)benzaldehyde is used as a key intermediate in the synthesis of various pharmaceuticals for its ability to contribute to the development of new drugs with potential therapeutic properties.
Used in Agrochemical Industry:
In the agrochemical sector, 4-(3-Thienyl)benzaldehyde is utilized as a building block in the creation of agrochemicals, playing a role in the development of pesticides and other agricultural chemicals to enhance crop protection and yield.
Used in Fragrance and Flavoring Industry:
4-(3-Thienyl)benzaldehyde is used as a raw material in the production of fragrances and flavorings, adding unique scents and tastes to various consumer products due to its aromatic properties.
Used in Dye and Pigment Industry:
4-(3-THIENYL)BENZALDEHYDE is also employed in the creation of dyes and pigments, where it contributes to the coloration and stability of products in industries such as textiles, plastics, and inks.

InChI:InChI=1/C11H8OS/c12-7-9-1-3-10(4-2-9)11-5-6-13-8-11/h1-8H

Upstream product

• 6165-69-1 Thien-3-ylboronic acid 
• 70161-87-4 (thiophen-3-yl)trimethylstannane 
• 1122-91-4 4-bromo-benzaldehyde 
• 17249-80-8 3-chlorothiophene 
• 87199-17-5 4-formylphenylboronic acid, 
• 872-31-1 3-Bromothiophene 
• 873-75-6 4-bromobenzenemethanol 
• 160278-20-6 3-(4-hydroxymethyl-phenyl)thiophene 

Downstream Products

• 1093641-35-0 1-[4-(5-fluoro-2-trifluoromethyl-benzoyl)-piperazin-1-yl]-2-(4-thiophen-3-yl-benzylamino)-ethanone 
• 1019780-59-6 1-(4-thiophen-3-ylphenyl)propan-1-ol 
• 179055-54-0 Cycloheptyl-(4-thiophen-3-yl-benzyl)-amine 

Relevant articles and documents

Novel π-conjugated molecules based on diimidazopyridine: Significantly improved the photophysical, thermal and electrochemical properties bearing different aryl substituents

A series of π-conjugated molecules based on diimidazolepyridine derivatives were designed, synthesized by Suzuki coupling reaction and cyclization reaction and characterized. Diimidazolepyridine motif as the main structure could improve the thermal stabil

BENZIMIDAZOLE COMPOUNDS AND USE THEREOF FOR TREATING ALZHEIMER'S DISEASE OR HUNTINGTON'S DISEASE

Benzimidazole compounds of formula (I), shown below, are disclosed. The compounds are potent human glutaminyl cyclase inhibitors. Also disclosed is a pharmaceutical composition containing one of these compounds and a pharmaceutical acceptable carrier, as well as a method of treating Alzheimer's disease or Huntington's disease by administering to a subject in need thereof an effective amount of such a compound.

BENZIMIDAZOLE COMPOUNDS AND USE THEREOF FOR TREATING ALZHEIMER'S DISEASE OR HUNTINGTON'S DISEASE

Benzimidazole compounds of formula (I), shown below, are disclosed. The compounds are potent human glutaminyl cyclase inhibitors. Also disclosed is a pharmaceutical composition containing one of these compounds and a pharmaceutical acceptable carrier, as well as a method of treating Alzheimer's disease or Huntington's disease by administering to a subject in need thereof an effective amount of such a compound.

Discovery of novel “Dual-site” binding oseltamivir derivatives as potent influenza virus neuraminidase inhibitors

From our research group, it was noticed that oseltamivir derivatives targeting 150-cavity of neuraminidase enzyme (NA) could significantly increase antiviral activity. Thus, we further enriched the C5–NH2 position of oseltamivir structure to ob

Evaluation of α-hydroxycinnamic acids as pyruvate carboxylase inhibitors

Through a structure-based drug design project (SBDD), potent small molecule inhibitors of pyruvate carboxylase (PC) have been discovered. A series of α-keto acids (7) and α-hydroxycinnamic acids (8) were prepared and evaluated for inhibition of PC in two assays. The two most potent inhibitors were 3,3′-(1,4-phenylene)bis[2-hydroxy-2-propenoic acid] (8u) and 2-hydroxy-3-(quinoline-2-yl)propenoic acid (8v) with IC50 values of 3.0 ± 1.0 μM and 4.3 ± 1.5 μM respectively. Compound 8v is a competitive inhibitor with respect to pyruvate (Ki = 0.74 μM) and a mixed-type inhibitor with respect to ATP, indicating that it targets the unique carboxyltransferase (CT) domain of PC. Furthermore, compound 8v does not significantly inhibit human carbonic anhydrase II, matrix metalloproteinase-2, malate dehydrogenase or lactate dehydrogenase.

Sterically hindered N-aryl/benzyl substituted piperidoimidazolin-2-ylidene palladium complexes and their catalytic activities

A series of N-aryl (2a,b) or benzyl (2c,d) substituted piperidoimidazolinium salts and their palladium complexes (3a-d) were prepared and characterized by 1H, 13C NMR, IR spectroscopy and elemental analysis. The crystal structures of 3a and 3c have been determined by X-ray crystallography. Thermogravimetric analysis (TGA) was applied to complexes (3a–d). The palladium complexes have been employed as catalyst for Suzuki-Miyaura cross coupling. The N-aryl substituted complex 3b was a highly efficient precatalyst and successfully employed in Suzuki-Miyaura cross coupling reactions of (hetero)aryl chlorides with arylboronic acids in air. In addition, the oxidative addition step of the reaction mechanism involving chlorobenzene and the catalysts 3a, 3b, 3c and 3d were computationally investigated by the DFT-ω-B97X-D method and complete agreement were obtained with the catalytic results. To measure σ-donating and π-acceptor properties of the new ligands, the rhodium carbonyl complexes were also prepared.

Imidazole derivatives [...] and its preparation method (by machine translation)

This invention relates to a kind of a kind of [...] imidazole derivatives and method for preparing the same. The structure of this compound is the formula is: . This method is convenient, pervasive, economic. Type I in the organic photoelectric material and based on the analysis of the fluorescence detection has a broad application prospect in the field; in addition, because of such compounds are containing two nitrogen atom heterocyclic compound, has good biological activity, can also be used as a drug intermediate, preparing human, livestock anathematic drug. (by machine translation)

Probing the Azaaurone Scaffold against the Hepatic and Erythrocytic Stages of Malaria Parasites

The potential of azaaurones as dual-stage antimalarial agents was investigated by assessing the effect of a small library of azaaurones on the inhibition of liver and intraerythrocytic lifecycle stages of the malaria parasite. The whole series was screened against the blood stage of a chloroquine-resistant Plasmodium falciparum strain and the liver stage of P. berghei, yielding compounds with dual-stage activity and sub-micromolar potency against erythrocytic parasites. Studies with genetically modified parasites, using a phenotypic assay based on the P. falciparum Dd2-ScDHODH line, which expresses yeast dihydroorotate dehydrogenase (DHODH), showed that one of the azaaurone derivatives has the potential to inhibit the parasite mitochondrial electron-transport chain. The global urgency in finding new therapies for malaria, especially against the underexplored liver stage, associated with chemical tractability of azaaurones, warrants further development of this chemotype. Overall, these results emphasize the azaaurone chemotype as a promising scaffold for dual-stage antimalarials.

A general catalyst for Suzuki-Miyaura and Sonogashira reactions of aryl and heteroaryl chlorides in water

We report the synthesis of 2-(3-sulfonatomesityl)-5-sulfonatoindenyl) dicyclohexylphosphine hydrate sodium salt and its use in palladium-catalyzed Suzuki-Miyaura and Sonogashira coupling reactions in water (and biphasic water-organic solvent mixtures) to prepare a variety of functionalized biaryls and aryl alkynes in excellent yield. This journal is the Partner Organisations 2014.

Pyrazole[3,4-e][1,4]thiazepin-7-one derivatives as a novel class of Farnesoid X Receptor (FXR) agonists

A virtual screening procedure was applied to the discovery of structurally diverse non-steroidal Farnesoid X Receptor (FXR) agonists. From 117 compounds selected by virtual screening, a total of 47 compounds were found to be FXR agonists, with 34 of them showing activity below a concentration of 20 μM. 1H-Pyrazole[3,4-e][1,4]thiazepin-7-one-based hit compound 7 was chosen for hit-to-lead optimization. A large number of 1H-pyrazole[3,4-e][1,4]thiazepin-7- one derivatives was designed, synthesized, and evaluated by a cell-based luciferase transactivation assay for their agonistic activity against FXR. Most of them exhibited low micromolar range of potency and very high efficacy.