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2-Thiophenecarboxylic acid, 5-Methyl-, ethyl ester, also known as Ethyl 5-methylthiophene-2-carboxylate, is an organic compound derived from thiophene. It is characterized by the presence of a methyl group and a carboxylate ester functional group, which contribute to its chemical properties and reactivity.

5751-81-5

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5751-81-5 Usage

Uses

Used in Chemical Synthesis:
2-Thiophenecarboxylic acid, 5-Methyl-, ethyl ester is used as a reactant for the preparation of dithienylmaleimides. This application is due to its reactivity in various chemical reactions, such as Perkin condensation, aminolysis, and Suzuki coupling.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 2-Thiophenecarboxylic acid, 5-Methyl-, ethyl ester is used as a building block for the synthesis of various therapeutic compounds. Its unique chemical structure allows for the development of new drugs with potential applications in treating different medical conditions.
Used in Material Science:
2-Thiophenecarboxylic acid, 5-Methyl-, ethyl ester is also utilized in the field of material science for the development of novel materials with specific properties. Its incorporation into polymers and other materials can lead to improved performance characteristics, such as enhanced stability, conductivity, or optical properties.

Check Digit Verification of cas no

The CAS Registry Mumber 5751-81-5 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 5,7,5 and 1 respectively; the second part has 2 digits, 8 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 5751-81:
(6*5)+(5*7)+(4*5)+(3*1)+(2*8)+(1*1)=105
105 % 10 = 5
So 5751-81-5 is a valid CAS Registry Number.
InChI:InChI=1/C8H10O2S/c1-3-10-8(9)7-5-4-6(2)11-7/h4-5H,3H2,1-2H3

5751-81-5SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 19, 2017

Revision Date: Aug 19, 2017

1.Identification

1.1 GHS Product identifier

Product name ethyl 5-methylthiophene-2-carboxylate

1.2 Other means of identification

Product number -
Other names 2-carbethoxy-5-methylthiophene

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:5751-81-5 SDS

5751-81-5Relevant academic research and scientific papers

ENZYME INHIBITORS

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Page/Page column 108, (2021/02/26)

The present invention provides compounds of formula (I) or (Ia) compositions comprising such compounds; the use of such compounds in therapy; and methods of treating patients with such compounds; wherein A, B, n, R2, R3, R4, R5, and R6 are as defined herein.

β-Nitroacrylates as Starting Materials of Thiophene-2-Carboxylates Under Continuous Flow Conditions

Chiurchiù, Elena,Patehebieke, Yeersen,Gabrielli, Serena,Ballini, Roberto,Palmieri, Alessandro

, p. 2042 - 2047 (2019/03/13)

We report herein a general and efficient continuous flow-based protocol for synthesizing thiophene-2-carboxylates starting from ketal-functionalized β-nitroacrylates. The protocol involves (i) a promoter-free conjugate addition of thioacetic acid to β-nitroacrylates, (ii) a base-induced elimination of nitrous acid, and (iii) a final acid-promoted domino cyclization-aromatization process to afford the title targets. Thanks to the means of the flow chemistry and the use of solid supported systems, the three steps were combined in a whole flow chemical process, by which the products were isolated in good to excellent overall yields (38–88%). (Figure presented.).

Design, synthesis, biological evaluation and in vivo testing of dual phosphodiesterase 5 (PDE5) and histone deacetylase 6 (HDAC6)-selective inhibitors for the treatment of Alzheimer's disease

Rabal, Obdulia,Sánchez-Arias, Juan A.,Cuadrado-Tejedor, Mar,de Miguel, Irene,Pérez-González, Marta,García-Barroso, Carolina,Ugarte, Ana,Estella-Hermoso de Mendoza, Ander,Sáez, Elena,Espelosin, Maria,Ursua, Susana,Haizhong, Tan,Wei, Wu,Musheng, Xu,Garcia-Osta, Ana,Oyarzabal, Julen

supporting information, p. 506 - 524 (2018/03/21)

We have identified chemical probes that act as dual phosphodiesterase 5 (PDE5) and histone deacetylase 6 (HDAC6)-selective inhibitors (>1 log unit difference versus class I HDACs) to decipher the contribution of HDAC isoforms to the positive impact of dua

Selective Methylation of Arenes: A Radical C?H Functionalization/Cross-Coupling Sequence

Serpier, Fabien,Pan, Fei,Ham, Won Seok,Jacq, Jér?me,Genicot, Christophe,Ritter, Tobias

, p. 10697 - 10701 (2018/07/31)

A selective, nonchelation-assisted methylation of arenes has been developed. The overall transformation, which combines a C?H functionalization reaction with a nickel-catalyzed cross-coupling, offers rapid access to methylated arenes with high para selectivity. The reaction is amenable to late-stage methylation of small-molecule pharmaceuticals.

NOVEL COMPOUNDS FOR USE IN COGNITION IMPROVEMENT

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Page/Page column 45, (2016/04/19)

Novel compounds for use in cognition improvement It relates to certain compounds having a polycyclic structure and a -(C=O)NRaRb moiety, wherein the polycyclic structure comprises at least three ring systems, wherein one ring system is a polycyclic ring system comprising from 2 to 4 rings; at least one ring is an aromatic ring; and wherein the structure comprises at least 3 nitrogen atoms and 1 oxygen atom. It also relates to pharmaceutical compositions containing them, and to their use in medicine, in particular in the treatment and/or prevention of neurological disorders coursing with a cognition deficit or impairment, or neurodegenerative diseases.

SYNTHESIS OF FURAN, THIOPHENE, AND PYRROLES FROM ACETOACETIC ESTERS

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Paragraph 0112-0115, (2016/11/07)

The present invention refers to using ester pgd2 alkylacetoacetoates furan, thiophene, method relates to synthesis of pyrrole, more particularly the acetohydroxy pgd2 ester compound alpha, beta unsaturated carbonyl compounds obtained is added to the 1,5-dicarbonyl compounds (II)/ cobalt manganese (III) method of silica glass by sol the reaction deacetylase with Neel step then alkali to thereby synthesize a compound 1,4-dicarboxylic, Paal-Knorr herein using synthesis on the furan, thiophene, pyrrole for synthesizing relates to method. According to the present invention, a necessary for synthesis of Paal-Knorr 1,4-dicarbonyl compounds efficiently mixed in the oxidation reaction from said 1,5-dicarbonyl compounds (deacetylase reaction) and a conjunction synthesis on the Paal-Knorr in the reaction vessel a are sequentially two reactors furan, thiophene, and of won-port synthesis method by using the mask pattern.. (by machine translation)

Tandem catalytic oxidative deacetylation of acetoacetic esters and heteroaromatic cyclizations

Ju, Yeming,Miao, Di,Yu, Ruiyang,Koo, Sangho

, p. 2588 - 2599 (2015/04/21)

One pot syntheses of furan, thiophene, and pyrrole were accomplished by oxidative deacetylation using Mn(iii)/Co(ii) catalysts and the Paal-Knorr reaction from 1,5-dicarbonyl compounds, which are prepared from the conjugate addition of ethyl acetoacetate to α,β-unsaturated carbonyl compounds. The oxidative deacetylation and reductive cyclization of β-ketoesters derived from ethyl acetoacetate and o-nitrobenzyl bromides efficiently produced diversely substituted indoles. This journal is

NOVEL COMPOUNDS AS DUAL INHIBITORS OF PHOSPHODIESTERASES AND HISTONE DEACETYLASES

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Page/Page column 63; 64, (2014/09/16)

It relates to certain compounds having a polycyclic structure and a hydroxamic acid moiety, wherein the polycyclic structure comprises at least three ring systems, wherein one ring system is a polycyclic ring system comprising from 2 to 4 rings; at least one ring is an aromatic ring; and wherein the structure comprises at least 3 nitrogen atoms and 1 oxygen atom. It also relates to a process for their preparation, as well as to pharmaceutical compositions containing them, and to their use in medicine, in particular in the treatment and/or prevention of neurological disorders coursing with a cognition deficit or impairment, or neurodegenerative diseases. wherein B1 is a radical selected from the group consisting of formula (A"), formula (B"), formula (C"), and formula (D"):

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

Suaifan, Ghadeer A.R.Y.,Goodyer, Claire L.M.,Threadgill, Michael D.

experimental part, p. 3121 - 3134 (2010/09/04)

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).

GLUCOKINASE ACTIVATORS

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Page/Page column 63, (2009/10/21)

Novel compounds of the Formula (I) in which R1, R2, R3, and R4 have the meanings indicated in Claim 1, are activators of glucokinase and can be used for the prevention and/or treatment of Diabetes Typ 1 and 2, obesity, neuropathy and/or nephropathy.

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