28981-13-7

Basic information

• Product Name: thieno[2,3-c]pyridin-7(6H)-one
• Synonyms: thieno[2,3-c]pyridin-7(6H)-one;6H-thieno[2,3-c]pyridin-7-one;Thieno[2,3-c]pyridin-7(6H);Thieno[2,3-C]Pyridin-7(6H)-One(WX619217)
• CAS NO: 28981-13-7
• Molecular Formula: C₇H₅NOS
• Molecular Weight: 151
• Mol File: 28981-13-7.mol
• Article Data: 9

Chemical Properties

• Melting Point: 195 °C
• Boiling Point: 406.0±45.0 °C(Predicted)
• Appearance: /
• Density: 1.355±0.06 g/cm3(Predicted)
• PKA: 12.36±0.20(Predicted)
• CAS DataBase Reference: thieno[2,3-c]pyridin-7(6H)-one(CAS DataBase Reference)
• NIST Chemistry Reference: thieno[2,3-c]pyridin-7(6H)-one(28981-13-7)
• EPA Substance Registry System: thieno[2,3-c]pyridin-7(6H)-one(28981-13-7)

Safety Data

• Hazardous Substances Data: 28981-13-7(Hazardous Substances Data)

Usage

Description

Thieno[2,3-c]pyridin-7(6H)-one is a heterocyclic compound belonging to the family of pyridinones. It features a thieno-fused ring structure, which provides unique chemical and biological properties. Thieno[2,3-c]pyridin-7(6H)-one has attracted significant attention in the field of organic chemistry and medicinal chemistry due to its potential applications in various domains.

Uses

Used in Organic Chemistry:
Thieno[2,3-c]pyridin-7(6H)-one is used as a key intermediate for the synthesis of various complex organic molecules. Its unique structural features allow for the development of novel chemical reactions and the creation of new compounds with potential applications in different industries.
Used in Medicinal Chemistry:
Thieno[2,3-c]pyridin-7(6H)-one is used as a building block for the design and development of new pharmaceuticals. Its heterocyclic structure can be incorporated into drug candidates, potentially leading to improved pharmacological properties, such as enhanced potency, selectivity, and bioavailability.
Used in the Study of Direct and Regioselective Monofluorination:
Thieno[2,3-c]pyridin-7(6H)-one is used as a substrate in the study of direct and regioselective monofluorination of N-protected pyridone derivatives. This research area is of particular interest due to the importance of fluorine-containing compounds in the pharmaceutical industry, as they often exhibit improved metabolic stability and bioavailability compared to their non-fluorinated counterparts. The development of efficient and selective methods for the introduction of fluorine into complex molecular frameworks, such as Thieno[2,3-c]pyridin-7(6H)-one, is crucial for the advancement of novel drug candidates with potential therapeutic applications.

Upstream product

• 1195-52-4 trans-3-(3-thienyl)acrylic acid 
• 541-41-3 chloroformic acid ethyl ester 
• 60249-10-7 2-azido-3-(2-diethoxymethyl-thiophen-3-yl)-acrylic acid ethyl ester 
• 60248-95-5 2-azido-3-(2-formyl-thiophen-3-yl)-acrylic acid ethyl ester 
• 60249-03-8 7-ethoxy-thieno[2,3-c]pyridine-5-carboxylic acid 
• 60249-01-6 7-oxo-6,7-dihydro-thieno[2,3-c]pyridine-5-carboxylic acid 
• 28948-58-5 7-chlorothieno<2,3-c>pyridine 
• 61341-26-2 3-methylthenoyl chloride 
• 23806-24-8 3-methyl-2-thiophenecarboxylic acid 
• 5271-67-0 2-Thiophenecarbonyl chloride 
• 527-72-0 2-thiophenylcarboxylic acid 
• 108-05-4 vinyl acetate 
• 1400655-60-8 (thiophen-2-yl)formamido 2,2-dimethylpropanoate 
• 1195-52-4 3-(3-thienyl)-2-propenoic acid 

Downstream Products

• 28948-58-5 7-chlorothieno<2,3-c>pyridine 
• 1472655-18-7 C₂₈H₂₅NO₆S 
• 1472655-27-8 C₂₈H₂₄INO₅S₂ 
• 1472655-26-7 C₂₈H₂₄INO₆S 
• 1472655-23-4 C₂₈H₂₄FNO₅S₂ 
• 1472655-22-3 C₂₈H₂₄FNO₆S 
• 1472655-19-8 C₂₈H₂₅NO₅S₂ 
• 591748-95-7 6-{5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-tetrahydro-furan-2-yl}-6H-thieno[2,3-c]pyridin-7-one 
• 656820-46-1 C₂₈H₂₅NO₆S 

Relevant articles and documents

Direct and Regioselective Monofluorination of N-Protected Pyridone Derivatives using N-Fluorobenzenesulfonimide (NFSI)

The direct monofluorination of N-protected pyridone derivatives has been developed using a stable electrophilic fluorinating reagent, N-fluorobenzenesulfonimide (NFSI). Interestingly, the fluorine atom is regioselectively introduced at the position opposite the carbonyl group in the pyridone substrate during the reaction. This method is applicable to a wide range of substrates and allows the regioselective late-stage monofluorination of pyridone scaffolds.

A METHOD FOR THE SITE-SPECIFIC ENZYMATIC LABELLING OF NUCLEIC ACIDS IN VITRO BY INCORPORATION OF UNNATURAL NUCLEOTIDES

Provided herein are analogs of unnatural nucleotides bearing predominantly hydrophobic nucleobase analogs that form unnatural base pairs during DNA polymerase- mediated replication of DNA or RNA polymerase-mediated transcription of RNA. In this manner, the unnatural nucleobases can be introduced in a site-specific way into oligonucleotides (single or double stranded DNA or RNA), where they can provide for site-specific cleavage, or can provide a reactive linker than can undergo functionalization with a cargo -bearing reagent by means of reaction with a primary amino group or by means of click chemistry with an alkyne group of the unnatural nucleobase linker.

Natural-like replication of an unnatural base pair for the expansion of the genetic alphabet and biotechnology applications

We synthesized a panel of unnatural base pairs whose pairing depends on hydrophobic and packing forces and identify dTPT3-dNaM, which is PCR amplified with a natural base pair-like efficiency and fidelity. In addition, the dTPT3 scaffold is uniquely tolerant of attaching a propargyl amine linker, resulting in the dTPT3PA-dNaM pair, which is amplified only slightly less well. The identification of dTPT3 represents significant progress toward developing an unnatural base pair for the in vivo expansion of an organism's genetic alphabet and for a variety of in vitro biotechnology applications where it is used to site-specifically label amplified DNA, and it also demonstrates for the first time that hydrophobic and packing forces are sufficient to mediate natural-like replication.