4815-32-1

Basic information

• Product Name: 2-AMINO-5-METHYL-THIOPHENE-3-CARBOXYLIC ACID ETHYL ESTER
• Synonyms: BUTTPARK 145\06-94;ETHYL 2-AMINO-5-METHYL-3-THIOPHENECARBOXYLATE;ETHYL 2-AMINO-5-METHYLTHIOPHENE-3-CARBOXYLATE;CHEMBRDG-BB 4143064;AKOS MSC-0422;AKOS B000754;2-AMINO-5-METHYL-THIOPHENE-3-CARBOXYLIC ACID ETHYL ESTER;2-Amino-5-methyl-thiophene-3-carboxylic acid ethyl ester ,97%
• CAS NO: 4815-32-1
• Molecular Formula: C₈H₁₁NO₂S
• Molecular Weight: 185.24
• Mol File: 4815-32-1.mol
• Article Data: 26

Chemical Properties

• Melting Point: 47.0 to 51.0 °C
• Boiling Point: 292℃
• Flash Point: 131℃
• Appearance: /Solid
• Density: 1.219 g/cm³
• Vapor Pressure: 0.00182mmHg at 25°C
• Refractive Index: 1.573
• Storage Temp.: 2-8°C(protect from light)
• PKA: 0.43±0.10(Predicted)
• CAS DataBase Reference: 2-AMINO-5-METHYL-THIOPHENE-3-CARBOXYLIC ACID ETHYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: 2-AMINO-5-METHYL-THIOPHENE-3-CARBOXYLIC ACID ETHYL ESTER(4815-32-1)
• EPA Substance Registry System: 2-AMINO-5-METHYL-THIOPHENE-3-CARBOXYLIC ACID ETHYL ESTER(4815-32-1)

Safety Data

• Hazard Codes: Xi
• Statements: 20/21/22
• Safety Statements: 3/7-36/37
• HazardClass: IRRITANT
• Hazardous Substances Data: 4815-32-1(Hazardous Substances Data)

Usage

Chemical Properties

Light yellow solid

Uses

Ethyl 2-amino-5-methylthiophene-3-carboxylate is a useful intermediate for the Gewald synthesis of 2-aminothiophenes.

InChI:InChI=1/C8H11NO2S/c1-3-11-8(10)6-4-5(2)12-7(6)9/h4H,3,9H2,1-2H3

Upstream product

• 123-72-8 butyraldehyde 
• 105-56-6 ethyl 2-cyanoacetate 
• 144918-37-6 1-cyano-1-ethoxycarbonyl-1-butene 
• 123-38-6 propionaldehyde 

Downstream Products

• 108831-66-9 6-Methylthieno<2,3-d>pyrimid-4-one 
• 1028264-38-1 2-[3-(4-Bromo-2-fluoro-benzyl)-ureido]-5-methyl-thiophene-3-carboxylic acid ethyl ester 
• 934393-74-5 2-[3-(4-methoxy-phenyl)-thioureido]-5-methyl-thiophene-3-carboxylic acid ethyl ester 
• 38201-63-7 2-Mercapto-6-methyl-thieno<2,3-d>pyrimidin-4(3H)-on 
• 79927-75-6 2,6-dimethyl-thieno[2,3-d]pyrimidin-4-one 
• 41940-47-0 2-amino-5-methyl thiophene-3-carboxylic acid 

Relevant articles and documents

Synthesis and cytotoxic activity of chalcone analogues containing a thieno[2,3-d]pyrimidin-2-yl group as the A-ring or B-ring

Many natural or synthetic chalcones have potential anti-tumor activity. Here, we synthesized two series of chalcone analogues containing a thieno[2,3-d]pyrimidin-2-yl group and evaluated for their cytotoxic activity towards cultured human lung cancer A549 and colorectal HCT-116 cells. Among them, compound 8d was the most cytotoxic against HCT-116 cells, with an IC50 value of 2.65 μM. Analyses of the phenotypic changes induced by this compound found a dose-dependent accumulation of HCT-116 cells in sub-G1 phase, indicating that compound 8d might induce apoptosis. Furthermore, we found that 8d triggered mitochondrial membrane potential depolarization, promoted reactive oxygen species formation in HCT-116 cells, and increased the percentage of early and late apoptotic cells. Finally, immunoblotting indicated that 8d increased PARP-1 and caspases 3, 7 and 9 cleavage. These data suggest that compound 8d induces apoptosis via the mitochondrial death pathway.

Chalcone analogue containing thieno[2,3-d]pyrimidine-2-yl, preparation method and uses thereof

The invention discloses a chalcone analogue containing thieno[2,3-d]pyrimidine-2-yl, wherein the chalcone analogue is represented by a general formula (I), and various substituents are defined in thespecification. The invention further discloses a preparation method of the compound. According to the present invention, the compound represented by the general formula (I) has inhibiting effects on the proliferation of human breast cancer cell lines (MFC-7 and MDA-MB-231), human cervical cancer cell lines (HeLa), human colon cancer cell lines (HCT-116 and HT-29) and human lung cancer cell lines (A549), has inhibiting effect on the proliferation of human hepatoma cell lines (HepG2), and can be used as an antitumor drug.

THIENOPYRIMIDINE DERIVATIVE AND USE THEREOF

The present invention relates to a novel thienopyrimidine derivative and a use thereof, and more particularly, to a novel thienopyrimidine derivative compound and a composition for preventing or treating cancer comprising the same. The compound of the present invention can be effectively used for treating cancer with high FLT3 inhibitory activity and safety. In particular, the compound of the present invention has excellent solubility in physiological salt solutions including water, and thus can be more effectively used for development of therapeutic agents for cancer.COPYRIGHT KIPO 2018