71683-02-8

Basic information

• Product Name: 3-(5-BROMO-THIOPHEN-2-YL)-3-OXO-PROPIONITRILE
• Synonyms: 3-(5-BROMO-THIOPHEN-2-YL)-3-OXO-PROPIONITRILE;3-(5-BroMothiophen-2-yl)-3-oxopropanenitrile;3-(5-Bromo-2-thienyl)-3-oxopropanenitrile
• CAS NO: 71683-02-8
• Molecular Formula: C7H4BrNOS
• Molecular Weight: 230.08
• Mol File: 71683-02-8.mol

Chemical Properties

• Appearance: /
• Density: 1.685
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 3-(5-BROMO-THIOPHEN-2-YL)-3-OXO-PROPIONITRILE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(5-BROMO-THIOPHEN-2-YL)-3-OXO-PROPIONITRILE(71683-02-8)
• EPA Substance Registry System: 3-(5-BROMO-THIOPHEN-2-YL)-3-OXO-PROPIONITRILE(71683-02-8)

Safety Data

• Hazardous Substances Data: 71683-02-8(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
3-(5-Bromo-thiophen-2-yl)-3-oxo-propionitrile is used as a chemical intermediate for the synthesis of various pharmaceutical compounds. Its unique structure, which includes a bromine atom and a thiophen group, may contribute to the development of new drugs with specific therapeutic properties.
Used in Material Science:
3-(5-Bromo-thiophen-2-yl)-3-oxo-propionitrile is used as a building block in the creation of novel materials with tailored properties. 3-(5-BROMO-THIOPHEN-2-YL)-3-OXO-PROPIONITRILE's reactivity and chemical properties can be exploited to design materials with specific characteristics, such as improved stability, enhanced reactivity, or unique optical properties, for use in various applications.

Upstream product

• 10531-44-9 2-(2-bromoacetyl)-5-bromothiophene 
• 151-50-8 potassium cyanide 
• 1094568-57-6 (2E,Z)-3-amino-3-(5-bromo-2-thienyl)-2-propenenitrile 
• 7311-63-9 5-bromothiophene-2-carboxylic acid 
• 62224-19-5 5-bromo-2-thiophenecarboxylic acid methyl ester 
• 75-05-8 acetonitrile 
• 773837-37-9 sodium cyanide 
• 942590-32-1 (2Z)-3-amino-3-(5-bromo-2-thienyl)-2-propenenitrile 

Relevant articles and documents

One-Pot Four-Component Coupling Approach to Polyheterocycles: 6 H-Furo[3,2- f]pyrrolo[1,2- d][1,4]diazepine

A novel polyheterocyclic chemical space, 6H-furo[3,2-f]pyrrolo[1,2-d][1,4]diazepine, was generated by a one-pot four-component coupling reaction where multiple bonds (three C-C, one C-O, and one C-N) were formed through a domino sequence. Two heterocyclic rings (furan and diazepine) were sequentially constructed from the monocyclic pyrrole derivative under environment-friendly reaction conditions to furnish the tricyclic fused scaffold.

Pyrazolo[1,5a]pyrimidines as a new class of FUSE binding protein 1 (FUBP1) inhibitors

The transcriptional regulator FUSE binding protein 1 (FUBP1) is aberrantly upregulated in various malignancies, fulfilling its oncogenic role by the deregulation of critical genes involved in cell cycle control and apoptosis regulation. Thus, the pharmaceutical inhibition of this protein would represent an encouraging novel targeted chemotherapy. Here, we demonstrate the identification and initial optimization of a pyrazolo[1,5a]pyrimidine-based FUBP1 inhibitor derived from medium throughput screening, which interferes with the binding of FUBP1 to its single stranded target DNA FUSE. We were able to generate a new class of FUBP1 interfering molecules with in vitro and biological activity. In biophysical assays, we could show that our best inhibitor, compound 6, potently inhibits the binding of FUBP1 to the FUSE sequence with an IC50value of 11.0 μM. Furthermore, hepatocellular carcinoma cells exhibited sensitivity towards the treatment with compound 6, resulting in reduced cell expansion and induction of cell death. Finally, we provide insights into the corresponding SAR landscape, leading to a prospective enhancement in potency and cellular efficacy.

Studies with enaminones and enaminonitriles: synthesis of 3-aroyl and 3-heteroaroyl-pyrazolo-[1,5-a]pyrimidines

The reaction of electron rich aromatics with cyanoacetic acid and acetic anhydride afforded 3-oxoalkanenitriles. Indium trichloride was used as a Lewis acid catalyst when the aromatic ring was not?sufficiently reactive. The synthesized 3-oxoalkanenitriles were subsequently condensed with dimethylformamide dimethylacetal (DMFDMA) to yield enaminones that reacted readily with hydrazine hydrate to yield 4-aroylpyrazole-3-amines. The 4-aroylpyrazole-3-amines were condensed with enaminones to yield 3-aroylpyrazolo[1,5-a]pyrimidines.

3-CARBONYLAMINOTHIOPHENE-2-CARBOXYLIC ACIDS AS HEPATITIS C VIRUS INHIBITORS

The present invention relates to novel 2-carboxy thiophene compounds of the formula (I): and salts thereof, to pharmaceutical compositions containing them and their use in medicine, as anti-viral agents. Specifically, the present invention relates to comp

ANTIVIRAL 2-CARBOXY-THIOPHENE COMPOUNDS

Anti-viral agents of compounds of Formula (I) : wherein A, R1, R2 and R3 are as defined in the specification, processes for their preparation and their use in HCV treatment are provided.

Synthesis of 2-amino-3-heteroaroylthiophenes and evaluation of their activity as potential allosteric enhancers at the human A1 receptor

2-Amino-3-benzoylthiophenes are allosteric enhancers of agonist binding to the adenosine A1 receptor. New compounds bearing an heteroaroyl instead of the benzoyl moiety at the 3-position of the thiophene were synthesized. The phenyl ring was re