59608-01-4

Basic information

• Product Name: 3-(pyridin-3-yl)propiolic acid
• Synonyms: 3-(pyridin-3-yl)propiolic acid;3-(pyridin-3-yl)prop-2-ynoic acid
• CAS NO: 59608-01-4
• Molecular Formula: C₈H₅NO₂
• Molecular Weight: 147.1308
• Mol File: 59608-01-4.mol

Chemical Properties

• Boiling Point: 341.4°Cat760mmHg
• Flash Point: 160.3°C
• Appearance: /
• Density: 1.33g/cm³
• Vapor Pressure: 3.11E-05mmHg at 25°C
• Refractive Index: 1.607
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• CAS DataBase Reference: 3-(pyridin-3-yl)propiolic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(pyridin-3-yl)propiolic acid(59608-01-4)
• EPA Substance Registry System: 3-(pyridin-3-yl)propiolic acid(59608-01-4)

Safety Data

• Hazardous Substances Data: 59608-01-4(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
3-(Pyridin-3-yl)propiolic acid is used as a synthetic building block for the preparation of various pharmaceutical compounds. Its unique structure allows for the creation of molecules with potential therapeutic applications, such as those targeting specific receptors or enzymes in the body.
Used in Chemical Research:
In the field of chemical research, 3-(Pyridin-3-yl)propiolic acid serves as a valuable reagent for the synthesis of novel compounds with potential applications in various industries. Its ability to participate in a range of chemical reactions makes it a useful tool for exploring new chemical space and developing innovative materials.
Used in Material Science:
3-(Pyridin-3-yl)propiolic acid can be utilized in the development of new materials with specific properties, such as conductivity, magnetism, or optical activity. Its incorporation into polymers or other materials can lead to the creation of advanced materials with tailored characteristics for various applications, including electronics, sensors, and energy storage.
Used in the Synthesis of β-Selenovinyl Sulfone Derivatives:
3-(Pyridin-3-yl)propiolic acid is used as a reagent for the regioand diastereoselective preparation of β-selenovinyl sulfones. These compounds have potential applications in various fields, such as pharmaceuticals, agrochemicals, and materials science, due to their unique structural features and potential biological activities.

InChI:InChI=1/C8H5NO2/c10-8(11)4-3-7-2-1-5-9-6-7/h1-2,5-6H,(H,10,11)

Upstream product

• 1120-90-7 3-iodopyridine 
• 626-55-1 3-Bromopyridine 
• 503176-36-1 3-(pyridin-3-yl)propiolaldehyde 
• 61266-33-9 1-(pyridin-3-yl)-1-propyn-3-ol 
• 2510-23-8 3-Ethynylpyridine 
• 124-38-9 carbon dioxide 
• 471-25-0 Propiolic acid 
• 78584-30-2 methyl 3-(3-pyridinyl)-2-propynoate 

Downstream Products

• 13238-38-5 3-(2-phenylethynyl)pyridine 
• 78584-30-2 methyl 3-(3-pyridinyl)-2-propynoate 
• 66869-77-0 3-chloro-thieno[2,3-b]pyridine-2-carboxylic acid ethyl ester 

Relevant articles and documents

RET INHIBITORS, PHARMACEUTICAL COMPOSITIONS AND USES THEREOF

Provided herein are a RET inhibitor, a pharmaceutical composition thereof and uses thereof. In particular, provided is a compound having Formula (I) or a stereoisomer, a geometric isomer, a tautomer, an N-oxide, a solvate, a metabolite, a pharmaceutically acceptable salt or a prodrug thereof. Provided is a pharmaceutical composition comprising the compound, and uses of the compound and pharmaceutical composition thereof for the preparation of a medicament, in particular for treatment and prevention of RET-related diseases and conditions, including cancer, irritable bowel syndrome, and/or pain associated with irritable bowel syndrome.

RET INHIBITORS, PHARMACEUTICAL COMPOSITIONS AND USES THEREOF

Provided herein are a RET inhibitor, a pharmaceutical composition thereof and uses thereof. In particular, provided is a compound having Formula (I) or a stereoisomer, a geometric isomer, a tautomer, an N-oxide, a solvate, a metabolite, a pharmaceutically acceptable salt or a prodrug thereof. Provided is a pharmaceutical composition comprising the compound, and uses of the compound and pharmaceutical composition thereof for the preparation of a medicament, in particular for treatment and prevention of RET-related diseases and conditions, including cancer, irritable bowel syndrome, and/or pain associated with irritable bowel syndrome.

Sequential protocol for C(sp)–H carboxylation with CO2: KOtBu-catalyzed C(sp)–H silylation and KOtBu-mediated carboxylation

CO2 incorporation into C–H bonds is an important and interesting topic. Herein a sequential protocol for C(sp)–H carboxylation by employing a metal-free C–H activation/catalytic silylation reaction in conjunction with KOtBu-mediated carboxylation with CO2 was established, in which KOtBu catalyzes silylation of terminal alkynes to form alkynylsilanes at low temperature, and simultaneously mediates carboxylation of the alkynesilanes with atmospheric CO2. Importantly, the carboxylation further promotes the silylation, which makes the whole reaction proceed very rapidly. Moreover, this methodology is simple and scalable, which is characterized by short reaction time, wide substrate scope, excellent functional-group tolerance and mild reaction conditions, affording a range of corresponding propiolic acid products in excellent yields in most cases. In addition, it also allows for a convenient 13C-labeling through the use of 13CO2.

Practical synthesis of unsymmetrical diarylacetylenes from propiolic acid and two different aryl bromides

A palladium catalyst that mediates the one-pot sequential Sonogashira and decarboxylative coupling of propiolic acid with two different aryl bromides has been developed. Selective coupling of the first aryl bromide was achieved in the presence of a copper-free, monometallic catalyst generated in situ from allylpalladium chloride dimer and SPhos with tetra-n-butylammonium fluoride as the base in an N-methyl-2-pyrrolidone/water solvent mixture. Upon addition of another aryl bromide and raising the temperature from 50 to 80°C, the intermediate arylpropiolic acid underwent decarboxylative coupling to give the corresponding diarylacetylene. Thus, the new system permits a one-pot three-component synthesis of unsymmetrical diarylacetylenes from widely available aryl bromides, rather than expensive aryl iodides, and propiolic acid, rather than (trimethylsilyl)acetylene, as an inexpensive and easy-to-handle acetylene synthon. The process is highly selective, modular, and gives access to a wide range of unsymmetrical diarylacetylenes in good yields. A palladium-catalyzed three component synthesis of diaryl acetylenes has been optimized. Several disubstituted alkynes have been prepared from two different arylbromides and propiolic acid in good yields. Copyright

Pd-catalyzed decarboxylative coupling of propiolic acids: One-pot synthesis of 1,4-disubstituted 1,3-diynes via Sonogashira-homocoupling sequence

One-pot synthesis of symmetric 1,4-disubstituted 1,3-diynes from iodoarenes and propiolic acid via Sonogashira reaction followed by Pd-catalyzed decarboxylative homocoupling is developed in high yields. Also, this system allows the one-pot synthesis of unsymmetric 1,4-disubstituted 1,3-diynes by cross-coupling of two different 3-substituted propiolic acids.

INHIBITORS OF UNDECAPRENYL PYROPHOSPHATE SYNTHASE

The present invention relates to compounds that are selective and/or potent inhibitors of UPPS. In addition to compounds which inhibit UPPS, the invention also provides pharmaceutical compositions comprising these compounds and methods of using these comp