243669-48-9

Basic information

• Product Name: ETHYL 2-AMINO-4-(2-THIENYL)THIOPHENE-3-CARBOXYLATE
• Synonyms: BUTTPARK 29\08-50;ETHYL 5'-AMINO-2,3'-BITHIOPHENE-4'-CARBOXYLATE;ETHYL 2-AMINO-4-(2-THIENYL)-3-THIOPHENECARBOXYLATE;ETHYL 2-AMINO-4-(2-THIENYL)THIOPHENE-3-CARBOXYLATE;AKOS BBS-00002564;3-THIOPHENECARBOXYLIC ACID, 2-AMINO-4-(2-THIENYL)-, ETHYL ESTER;5'-AMINO-[2,3']BITHIOPHENYL-4'-CARBOXYLIC ACID ETHYL ESTER;Ethyl 2-amino-4-(thien-2-yl)thiophene-3-carboxylate
• CAS NO: 243669-48-9
• Molecular Formula: C₁₁H₁₁NO₂S₂
• Molecular Weight: 253.34
• Mol File: 243669-48-9.mol

Chemical Properties

• Melting Point: 85 °C
• Boiling Point: 389.3 °C at 760 mmHg
• Flash Point: 189.2 °C
• Appearance: /
• Density: 1.33 g/cm³
• PKA: -0.39±0.10(Predicted)
• CAS DataBase Reference: ETHYL 2-AMINO-4-(2-THIENYL)THIOPHENE-3-CARBOXYLATE(CAS DataBase Reference)
• NIST Chemistry Reference: ETHYL 2-AMINO-4-(2-THIENYL)THIOPHENE-3-CARBOXYLATE(243669-48-9)
• EPA Substance Registry System: ETHYL 2-AMINO-4-(2-THIENYL)THIOPHENE-3-CARBOXYLATE(243669-48-9)

Safety Data

• Hazard Codes: Xi
• Hazardous Substances Data: 243669-48-9(Hazardous Substances Data)

Usage

Uses

Used in Medicinal Chemistry:
ETHYL 2-AMINO-4-(2-THIENYL)THIOPHENE-3-CARBOXYLATE is used as a building block or intermediate in the synthesis of pharmaceutical compounds due to its unique structural features and potential biological activities. Its presence in drug molecules may contribute to desired pharmacological properties, such as improved binding affinity, selectivity, and bioavailability.
Used in Drug Development:
In the pharmaceutical industry, ETHYL 2-AMINO-4-(2-THIENYL)THIOPHENE-3-CARBOXYLATE is utilized as a key component in the development of new drugs. Its incorporation into drug candidates can enhance their therapeutic potential, leading to the discovery of novel treatments for various diseases and conditions.
Used in Organic Synthesis:
ETHYL 2-AMINO-4-(2-THIENYL)THIOPHENE-3-CARBOXYLATE serves as a versatile reagent in organic synthesis, enabling the formation of a wide range of chemical compounds. Its unique structural features facilitate various chemical reactions, such as substitution, addition, and condensation, which can be harnessed to synthesize complex organic molecules with diverse applications.
Used in Materials Science:
In the field of materials science, ETHYL 2-AMINO-4-(2-THIENYL)THIOPHENE-3-CARBOXYLATE may be employed as a component in the development of advanced materials with specific properties. Its incorporation into polymers, coatings, or other materials can impart unique characteristics, such as improved stability, enhanced conductivity, or tailored optical properties.
Further research and testing are essential to fully understand the properties and potential applications of ETHYL 2-AMINO-4-(2-THIENYL)THIOPHENE-3-CARBOXYLATE, ensuring its safe and effective use in various industries.

Upstream product

• 88-15-3 2-Acetylthiophene 
• 105-56-6 ethyl 2-cyanoacetate 

Downstream Products

• 380645-55-6 ethyl 5'-(4-chlorobenzamido)-2,3'-bithiophene-4'-carboxylate 
• 935759-23-2 4-oxo-5-(2-thienyl)-N-[(3-{[2-(1H-1,2,4-triazol-3-yloxy)ethyl]-oxy}phenyl)methyl]-3,4-dihydrothieno[2,3-d]pyrimidine-2-carboxamide 

Relevant articles and documents

Synthesis of pyridine, pyran and thiazole containing thiophene derivatives and their anti-tumor evaluations

The multi-component reaction of 2-acetylthiophene with aromatic aldehydes and either malononitrile or ethyl cyanoacetate gave the pyran derivatives 4a–4f and pyridine derivatives 5a–5f. On the other hand, the reaction of the 2-acetylthiophene with elemental sulfur and either malononitrile or ethyl cyanoacetate gave the thiophene derivatives 6a and 6b; respectively. Compounds 6a and 6b underwent a series of heterocyclic reactions to give thiazole and thiophene derivatives. All the products were assessed for antitumor activity towards human cancer human gastric cancer (NUGC and HR), human colon cancer (DLD1), human liver cancer (HA22T and HEPG2), human breast cancer (MCF), nasopharyngeal carcinoma (HONE1) cell lines. Compounds 4e, 4f, 5e, 5f, 7b, 8b, 10e, 10f, 11e, 11f, 14d-f, 15d-f, 16a,b and 18b exhibited optimal cytotoxic effect against cancer cell lines, with IC50’s in the nM range. Moreover, 7b, 10e, 14d, 15e and 16b showed no toxicity against shrimp larvae. Anti-proliferative cell activity against cancer cell lines of the most potent compounds showed that compounds 5f and 10e achieved the highest activities among the tested compounds.

THIENOPYRIMIDINE DERIVATIVES AS POTASSIUM CHANNEL INHIBITORS

The present invention provides thienopyrimidine compounds which are potasium channels inhibitors. Pharmaceutical compositions comprising the compounds and their use in the treatment of arrhythmia are also provided.