35087-46-8

Usage

Uses

Used in Pharmaceutical Industry:
5-Methoxythiophene-2-carbaldehyde is used as an impurity in the production of Prasugrel (P701150, HCl), which is an antiplatelet agent. Prasugrel is a medication that helps to prevent blood clots and is commonly prescribed to patients who have experienced a heart attack, stroke, or undergone a procedure to treat coronary artery disease. The presence of 5-Methoxythiophene-2-carbaldehyde as an impurity in Prasugrel is significant because it can affect the drug's efficacy and safety profile.

Upstream product

• 93-61-8 N-methyl-N-phenylformamide 
• 16839-97-7 2-methoxythiophene 
• 68-12-2 N,N-dimethyl-formamide 
• 75-27-4 bromodichloromethane 
• 57070-77-6 5-bromo-2-methoxythiophene 

Downstream Products

• 92498-09-4 4-(5-methoxy-thiophen-2-ylmethylene)-2-phenyl-4H-oxazol-5-one 
• 855262-96-3 N-[2-(5-methoxy-[2]thienyl)-ethyl]-benzamide 
• 58703-25-6 2-Cyan-5-methoxy-thiophen 
• 881010-30-6 trans-[MoF(NN=CH(5'-methoxythienyl))(1,2-bis(diphenylphosphanyl)ethane)2][BF₄] 
• 1000896-80-9 Methyl 3-(5-methoxythiophen-2-yl)propanoate 

Relevant academic research and scientific papers

Synthesis and characterization of novel (oligo)thienyl-imidazo-phenanthrolines as versatile π-conjugated systems for several optical applications

A series of new heterocyclic chromophores 3-6 were synthesized in moderate to excellent yields by condensation of 5,6-phenantroline-dione with formyl-thiophene derivatives 1-2 in the presence of ammonium acetate in glacial acetic acid. These chromophores possess an (oligo)thienyl π-conjugated system attached to an imidazo-phenanthroline moiety. These derivatives were evaluated concerning their solvatochromic properties, thermal stabilities, and molecular optical nonlinearities.

Combretastatin A-4 sulfur-containing heterocyclic derivatives: Synthesis, antiproliferative activities and molecular docking studies

Combretastatin A-4 inspired heterocyclic derivatives were synthesized and evaluated for their biological activities on tubulin polymerization and cell proliferation. Among the 19 described sulfur-containing compounds, derivatives (Z)-4h and (Z)-4j exhibited interesting in cellulo tubulin polymerization inhibition and antiproliferative activities with IC50 values for six different cell lines between 8 and 27 nM. Furthermore, in silico docking studies within the colchicine/CA-4 binding site of tubulin were carried out to understand the interactions of our products with the protein target. The effects on the cell cycle of follicular lymphoma cells were also investigated at 1–10 nM concentrations showing that apoptotic processes occurred.

Chemical switching in reaction behavior of azine: Synthesis of a novel thienodiazepine derivative

We previously have reported that an acid-promoted condensation of a hydrazonoester derived from phenylalanine afforded an azine which was converted to a pyrrole through 3 steps: isomerization to dienamine, [3,3]-sigmatropic rearrangement, and cyclization.

Palladium-catalyzed C-H formylation of electron-rich heteroarenes through radical dichloromethylation

A novel palladium-catalyzed C-H formylation of electron-rich N-, O-, and S-containing heteroarenes has been developed. The key to success is that the commercially available BrCHCl2 was used as a stoichiometric carbonyl source. Mechanistic investigations indicated that different from the known Reimer-Tiemann reaction, this net C-H formylation proceeded through an electrophilc radical-type path.

Synthesis and biological evaluation of thiophene and benzo[b]thiophene analogs of combretastatin A-4 and isocombretastatin A-4: A comparison between the linkage positions of the 3,4,5-trimethoxystyrene unit

Combretastatin A-4 and isocombretastatin A-4 derivatives having thiophenes or benzo[b]thiophenes instead of the B ring were prepared and evaluated for their in cellulo tubulin polymerization inhibition (TPI) and antiproliferative activities. The presence

Design of CID-cleavable protein cross-linkers: Identical mass modifications for simpler sequence analysis

The cross-linking Mass Spectrometry (XL-MS) technique has enormous potential for studying the interactions between proteins, and it can provide detailed structural information about the interaction interfaces in large protein complexes. Such information h

ANTIBACTERIAL AGENTS: ARYL MYXOPYRONIN DERIVATIVES

The invention provides compounds of formula la, lb and Ic: [Formula Ia, Ib, and Ic] and salts thereof, wherein variables are as described in the specification, as well as compositions comprising a compound of formula Ia-Ic, methods of making such compounds, and methods of using such compounds, e.g., as inhibitors of bacterial RNA polymerase and as antibacterial agents.

PYRIMIDINE DERIVATIVE

A compound represented by the general formula (1) which has an inhibitory effect on PDE4 activity and produces little adverse side effects: wherein Ar1 represents a furyl, thienyl, triazolyl, thiazolyl, oxazolyl or benzothiazolyl group; Ar2 represents -E-AR21-G-Q (where Ar21 represents a benzene or naphthalene ring; E represents a single bond or an alkylene group; G represents a single bond, an alkylene group or an alkenylene group; and Q represents a carboxyl group, -CON(R41)(R42) or -COOR43), -E-Ar21-G2-G-Q (where E, Ar21, G and Q are as defined above; and G2 represents -O-, -S-, -SO-, -SO2- or -NRG21-) or a monocyclic aromatic heterocyclic ring other than a pyrazolyl group; R1 and R2 are the same as or different from each other and independently represent a hydrogen atom, an alkyl group which may be substituted or the like; and R3 represents a hydrogen atom or an alkyl group which may be substituted.

Synthesis and antitumor activity of duocarmycin derivatives: A-ring pyrrole compounds bearing 5-membered heteroarylacryloyl groups

A series of A-ring pyrrole compounds of duocarmycin bearing 5-membered heteroarylacryloyl groups (thienylacryloyl and pyrrolylacryloyl) and heteroarylcarbonyl groups were synthesized and evaluated for in vitro anticellular activity against HeLa S3 cells and in vivo antitumor activity against murine sarcoma 180 in mice. Most of the thienylacrylates displayed in vitro anticellular activity equivalent to 4'-methoxycinnamates. Among the 8- O-[(N-methylpiperazinyl)carbonyl] derivatives of methoxy-thienylacrylates, compound 11b, having 4'-methoxy-2'-thienylacryloyl as segment-B (Seg-B), showed remarkably potent antitumor activity and low peripheral blood toxicity in vivo, which were equal to those of 8-O-[(N-methylpiperazinyl)carbonyl] derivatives of 4'-methoxycinnamates, compared with the A-ring pyrrole derivatives having the trimethoxyindole skeleton in SegB. On the other hand, the 2'-pyrrolylacrylates having a double bond as spacer showed 102- to 103- fold stronger anticellular activity than 2'-pyrrolecarboxylates (IC500.3 nM, 72 h-exposure). The 8-O-acetate and 8-O-[(N-methylpiperazinyl)carbonyl] derivatives of 2'-pyrrolylacrylates exhibited an antitumor effect at a lower dose compared with the 8-O-[(N-methylpiperazinyl)carbonyl] derivatives of 4'- methoxycinnamate (1j). Moreover, it was expected that the antitumor activity would be increased by the strength of the extra hydrogen bond formed between the nitrogen of the pyrrole amido group and DNA, owing to the increase of the number of N-methyl-2'-pyrrolecarboxamide units. However, 2'-pyrrolylacrylates having three N-methyl-2'-pyrrolecarboxamide units showed nearly equal antitumor activity to 2'-pyrrolylacrylates having only one N-methyl-2'- pyrrolecarboxamide unit.