50868-68-3

Basic information

• Product Name: (2E)-3-(5-BROMO(2-THIENYL))PROP-2-ENOIC ACID
• Synonyms: RARECHEM BK HC S239;(2E)-3-(5-BROMO(2-THIENYL))PROP-2-ENOIC ACID;(2E)-3-(5-BROMOTHIEN-2-YL)ACRYLIC ACID;(2E)-3-(5-Bromo-thiophen-2-yl)-acrylic acid;(2E)-3-(5-Bromo-2-thienyl)-2-propenoic acid
• CAS NO: 50868-68-3
• Molecular Formula: C₇H₅BrO₂S
• Molecular Weight: 233.08
• Mol File: 50868-68-3.mol
• Article Data: 10

Chemical Properties

• Boiling Point: 350.1 °C at 760 mmHg
• Flash Point: 165.5 °C
• Appearance: /
• Density: 1.783 g/cm³
• Vapor Pressure: 1.68E-05mmHg at 25°C
• Refractive Index: 1.686
• PKA: 4.03±0.10(Predicted)
• CAS DataBase Reference: (2E)-3-(5-BROMO(2-THIENYL))PROP-2-ENOIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: (2E)-3-(5-BROMO(2-THIENYL))PROP-2-ENOIC ACID(50868-68-3)
• EPA Substance Registry System: (2E)-3-(5-BROMO(2-THIENYL))PROP-2-ENOIC ACID(50868-68-3)

Safety Data

• Hazardous Substances Data: 50868-68-3(Hazardous Substances Data)

Usage

General Description

(2E)-3-(5-Bromo(2-thienyl))prop-2-enoic acid is a chemical compound with the molecular formula C8H7BrO2S. It is a derivative of propenoic acid, also known as acrylic acid, and contains a 5-bromo-2-thienyl group attached to the propenoic acid backbone. (2E)-3-(5-Bromo(2-thienyl))prop-2-enoic acid is used in organic synthesis and research as a building block for the production of various pharmaceuticals, agrochemicals, and materials. It may also have potential applications in the development of new drugs and biologically active compounds due to its unique structure and reactivity. Additionally, it is important to handle this compound with care as it may pose certain health and environmental risks due to its chemical properties.

InChI:InChI=1/C7H5BrO2S/c8-6-3-1-5(11-6)2-4-7(9)10/h1-4H,(H,9,10)/b4-2+

Upstream product

• 4701-17-1 5-bromo-2-thiophencarboxaldehyde 
• 141-82-2 malonic acid 
• 151451-43-3 ethyl (E)-3-(5-bromothiophen-2-yl)acrylate 

Downstream Products

• 62157-62-4 3-(5'-bromothiophen-2'-yl)-(E)-propenoic acid methyl ester 
• 28948-60-9 2-bromothieno[3,2-c]pyridin-4(5H)-one 

Relevant articles and documents

Novel 2-phenyl-5-[(E)-2-(thiophen-2-yl)ethenyl]-1,3,4-oxadiazole and 3-phenyl-5-[(E)-2-(thiophen-2-yl)ethenyl]-1,2,4-oxadiazole derivatives as dengue virus inhibitors targeting NS5 polymerase

Using a functional high-throughput screening (HTS) and subsequent SAR studies, we have discovered a novel series of non-nucleoside dengue viral polymerase inhibitors. We report the elaboration of SAR around hit compound 1 as well as the synthesis and anti

Synthesis and evaluation of bifunctional PTP4A3 phosphatase inhibitors activating the ER stress pathway

We developed JMS-053, a potent inhibitor of the dual specificity phosphatase PTP4A3 that is potentially suitable for cancer therapy. Due to the emerging role of the unfolded protein response (UPR) in cancer pathology, we sought to identify derivatives that combine PTP4A3 inhibition with induction of endoplasmatic reticulum (ER) stress, with the goal to generate more potent anticancer agents. We have now generated bifunctional analogs that link the JMS-053 pharmacophore to an adamantyl moiety and act in concert with the phosphatase inhibitor to induce ER stress and cell death. The most potent compound in this series, 7a, demonstrated a ca. 5-fold increase in cytotoxicity in a breast cancer cell line and strong activation of UPR and ER stress response genes in spite of a ca. 13-fold decrease in PTP4A3 inhibition. These results demonstrate that the combination of phosphatase inhibition with UPR/ER-stress upregulation potentiates efficacy.

In-flow photooxygenation of aminothienopyridinones generates iminopyridinedione PTP4A3 phosphatase inhibitors

A continuous flow photooxygenation of 7-aminothieno[3,2-c]pyridin-4(5H)-ones to produce 7-iminothieno[3,2-c]pyridine-4,6(5H,7H)-diones has been developed, utilizing ambient air as the sole reactant. N-H Imines are formed as the major products, and excellent functional group tolerance and conversion on gram-scale without the need for chromatographic purification allow for facile late-stage diversification of the aminothienopyridinone scaffold. Several analogs exhibit potent in vitro inhibition of the cancer-associated protein tyrosine phosphatase PTP4A3, and the SAR supports an exploratory docking model.