28686-90-0

Usage

Uses

Used in Pharmaceutical Industry:
METHYL 4-METHYLTHIOPHENE-2-CARBOXYLATE is used as a chemical intermediate for the synthesis of various pharmaceutical compounds, contributing to the development of new drugs due to its potential biological activities.
Used in Food and Beverage Industry:
METHYL 4-METHYLTHIOPHENE-2-CARBOXYLATE is used as a flavoring agent for its distinctive fruity and sweet aroma, enhancing the taste profiles of food and beverage products.
Used in Fragrance Industry:
METHYL 4-METHYLTHIOPHENE-2-CARBOXYLATE is used in the production of fragrances, capitalizing on its appealing scent to create desirable scents for various applications.
Used in Industrial Applications:
Beyond its aromatic uses, METHYL 4-METHYLTHIOPHENE-2-CARBOXYLATE finds utility in other industrial applications, leveraging its chemical properties for diverse purposes.

InChI:InChI=1/C7H8O2S/c1-5-3-6(10-4-5)7(8)9-2/h3-4H,1-2H3

Upstream product

• 14282-78-1 4-methylthiophene-2-carboxylic acid 
• 186581-53-3 diazomethane 
• 67-56-1 methanol 
• 54796-47-3 5-bromo-4-methyl-2-thiophenecarboxylic acid methyl ester 
• 7440-66-6 zinc 
• 56-23-5 tetrachloromethane 
• 616-44-4 3-Methylthiophene 
• 68-12-2 N,N-dimethyl-formamide 
• 79-22-1 methyl chloroformate 
• 32990-47-9 4-methyl-thiophene-2-carboxylic acid chloride 
• 5380-42-7 thiophene-2-carboxylic acid methyl ester 
• 34767-85-6 methyl 4-chloromethyl-2-thiophenecarboxylate 

Downstream Products

• 74395-18-9 (4-methyl-thiophene-2-yl)methanol 
• 54796-51-9 methyl 4-(bromomethyl)thiophene-2-carboxylate 
• 423768-46-1 5-chlorosulfonyl-4-methyl-2-thiophene carboxylic acid methyl ester 
• 1417798-36-7 methyl-5-(4-methoxyphenyl)-4-methylthiophene-2-carboxylate 
• 54796-47-3 5-bromo-4-methyl-2-thiophenecarboxylic acid methyl ester 
• 14282-78-1 4-methylthiophene-2-carboxylic acid 

Relevant academic research and scientific papers

Aminomethylthiophene-2-carboxylic acids as dipeptide mimetic in new growth hormone secretagogues

3-Aminomethylbenzoic acid is a well established dipeptide mimetic. Herein, aminomethylthiophene-2-carboxylic acids have been synthesized as analogues of 3-aminomethylbenzoic acid. Their use as a dipeptide-mimetic at the N-terminal of novel growth hormone secretagogues is described.

LST-1 and/or LST-2 transported by compd.

PROBLEM TO BE SOLVED: To provide a new probe for cancer cell detection or hepatic cell detection and a medicament carrier comprising the compound and delivering a medicament to a cancer cell or a hepatic cell.SOLUTION: A new transport substrate for LST-1

3,4-Ethylenedioxythiophene in planarizable push-pull oligothiophenes

We report design, synthesis and evaluation of push-pull quaterthiophene amphiphiles containing one 3,4-ethylenedioxythiophene (EDOT) and a single strong twist in the scaffold. Planarizable push-pull oligothiophene amphiphiles have been introduced recently as conceptually innovative fluorescent probes that sense the fluidity and the potential of lipid bilayer membranes. The "hyper-twisted" EDOT probes respond to planarization and restricted rotational freedom with a red shift and changes in vibrational finestructure in the excitation spectrum, respectively. In solution, comparably weak solvatochromism and significant thermochromism are found. Planarization and restricted rotational freedom afford exquisite sensitivity toward nature and fluidity of lipid bilayer membranes, including ratiometric detection of phase transitions. The sensing of membrane potentials is weakened by these unique properties but remains possible.

Increasingly twisted push-pull oligothiophenes and their planarization in confined space

A series of systematically deplanarized push-pull oligothiophenes is designed and synthesized to determine the perfect twist for maximal spectroscopic response to their planarization within lipid bilayer membranes. Weak deplanarization naturally gives weak shifts, but strong deplanarization also gives weak shifts because planarization becomes impossible. Intermediate deplanarization turns out to be ideal. The shifts found in response to chromophore planarization are not as dramatic as with lobsters during cooking but sufficient to discriminate solid-ordered and liquid-disordered membranes with the naked eye.

Correlation of the rates of solvolyses of 4-methylthiophene-2-carbonyl chloride using the extended grunwald-winstein equation

The specific rates of sovolysis of 4-methylthiophene-2-carbonyl chloride (1) have been determined in 26 pure and binary solvents at 25.0 °C. Product selectivities are reported for solvolyses of 1 in aqueous ethanol and methanol binary mixtures. Comparison of the specific rates of solvolyses of 1 with those for p-methoxybenzoyl chloride (2) in terms of linear free energy relationships (LFER) are helpful in mechanistic considerations, as is also treatment in terms of the extended Grunwald-Winstein equation. It is proposed that the solvolyses of 1 in binary aqueous solvent mixtures proceed through an SN1 and/or ionization (I) pathway rather than through an associative S2 and/or addition-elimination (A-E) pathway.

Synthesis of N-(Methoxycarbonylthienylmethyl)thioureas and evaluation of their interaction with inducible and neuronal nitric oxide synthase

Two isomeric N-(memoxycarbonylmienylmemyl)mioureas were synthesised by a sequence of radical bromination of methylthiophenecarboxylic esters, substitution with trifluoroacetamide anion, deprotection, formation of the corresponding isothiocyanates and addition of ammonia. The interaction of these new thiophene-based thioureas with inducible and neuronal nitric oxide synthase was evaluauted. These novel thienylmethyl- thioureas stimulated the activity of inducible Nitric Oxide Synthase (iNOS).

Synthesis of 2-thiophenecarboxylic and 2,5-thiophenedicarboxylic acid esters via the reaction of thiophenes with the CCl4-ROH reagent in the presence of vanadium, iron, and molybdenum catalysts

2-Thiophenecarboxylic and 2,5-thiohenedicarboxylic acid esters were synthesized via the reaction of thiophene with the CCl4-ROH-catalyst system, with a total yield of 44-85%. A possible reaction scheme includes the successive steps of alkylation of thiophene with carbon tetrachloride, leading to 2-trichloromethylthiophene, and alcoholysis of the product giving the corresponding 2-thiophenecarboxylate. The best catalysts for this reaction are VO(acac)2, Fe(acac)3, and Mo(CO)6.

TRICYCLIC DERIVATIVES OR PHARMACEUTICALLY ACCEPTABLE SALTS THEREOF, THEIR PREPARATIONS AND PHARMACEUTICAL COMPOSITIONS CONTAINING THEM

The present invention relates to tricyclic derivatives or pharmaceutically acceptable salts thereof, their preparations and pharmaceutical compositions containing them. More precisely, the present invention relates to tricyclic derivatives as colchicine derivatives, pharmaceutically acceptable salts thereof, their preparations and pharmaceutical compositions containing them. Tricyclic derivatives of the present invention show very powerful cytotoxicity to cancer cell lines but were much less toxic than colchicine or taxol, confirmed through animal toxicity test. Tricyclic derivatives of the invention also decrease the volume and weight of a tumor and have a strong angiogenesis inhibiting activity in HUVEC cells. Thus, tricyclic derivatives of the present invention can effectively be used as an anticancer agent, anti-proliferation agent and an angiogenesis inhibitor.

Phosphorylamides, their preparation and use

A phosphorylamide derivative represented by the general formula (I): STR1 wherein R represents an amino group that may be substituted, or a salt thereof, possesses potent antibacterial activity against Helicobacter bacterium, especially Helicobacter pylori, and is useful for prevention or treatment of digestive diseases caused by Helicobacter bacterium, solely or in combination with an antacid or an acid secretion inhibitor.

SIMPLE PREPARATION OF METHYL 4-CHLOROMETHYL- AND METHYL 5-CHLOROMETHYL-2-THIOPHENECARBOXYLATE

Selective reduction of a mixture of methyl 4-chloromethyl-2-thiophenecarboxylate (I) and the 5-chloromethyl isomer II, prepared by chloromethylation of methyl 2-thiophenecarboxylate (III), gave pure 4-chloromethyl derivative I and 5-methyl-2-thiophenecarboxylate (V) which on treatment with sulfuryl chloride was converted into the 5-chloromethyl isomer II.