61727-34-2

Basic information

• Product Name: 5-PYRIMIDINEACETIC ACID, 4-CHLORO-2-(METHYLTHIO)-, ETHYL ESTER
• Synonyms: 5-PYRIMIDINEACETIC ACID, 4-CHLORO-2-(METHYLTHIO)-, ETHYL ESTER;ethyl 2-(4-chloro-2-(Methylthio)pyriMidin-5-yl)acetate;(4-chloro-2-methylsulfanyl-pyrimidin-5-yl)-acetic acid ethyl ester;4-Chloro-2-(methylthio)-5-pyrimidineacetic acid ethyl ester;Ethyl [4-chloro-2-(methylsulfanyl)pyrimidin-5-yl]acetate;NSC 165400;Ethyl 2-(4-chloro-2-methylsulfanylpyrimidin-5-yl)acetate
• CAS NO: 61727-34-2
• Molecular Formula: C₉H₁₁ClN₂O₂S
• Molecular Weight: 246.717
• Mol File: 61727-34-2.mol
• Article Data: 4

Chemical Properties

• Melting Point: 38-39 °C(Solv: ethanol (64-17-5); water (7732-18-5))
• Boiling Point: 345.8°Cat760mmHg
• Flash Point: 162.9°C
• Appearance: /
• Density: 1.32g/cm³
• Vapor Pressure: 6.03E-05mmHg at 25°C
• Refractive Index: 1.56
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• PKA: -0.82±0.29(Predicted)
• CAS DataBase Reference: 5-PYRIMIDINEACETIC ACID, 4-CHLORO-2-(METHYLTHIO)-, ETHYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: 5-PYRIMIDINEACETIC ACID, 4-CHLORO-2-(METHYLTHIO)-, ETHYL ESTER(61727-34-2)
• EPA Substance Registry System: 5-PYRIMIDINEACETIC ACID, 4-CHLORO-2-(METHYLTHIO)-, ETHYL ESTER(61727-34-2)

Safety Data

• RIDADR: UN2811
• Hazardous Substances Data: 61727-34-2(Hazardous Substances Data)

Usage

Description

5-PYRIMIDINEACETIC ACID, 4-CHLORO-2-(METHYLTHIO)-, ETHYL ESTER, also known as Ethyl [4-Chloro-2-(methylsulfanyl)pyrimidin-5-yl]acetate, is an organic compound with a unique chemical structure. It is characterized by the presence of a pyrimidine ring, a chloro group, a methylthio group, and an ester functional group. 5-PYRIMIDINEACETIC ACID, 4-CHLORO-2-(METHYLTHIO)-, ETHYL ESTER is known for its potential applications in the pharmaceutical industry due to its specific chemical properties.

Uses

Used in Pharmaceutical Industry:
5-PYRIMIDINEACETIC ACID, 4-CHLORO-2-(METHYLTHIO)-, ETHYL ESTER is used as a key intermediate compound for the synthesis of dihydropyrrolopyrimidine-selective JAK2 inhibitors. These inhibitors play a crucial role in the development of targeted therapies for various diseases, including cancer and autoimmune disorders. 5-PYRIMIDINEACETIC ACID, 4-CHLORO-2-(METHYLTHIO)-, ETHYL ESTER's unique structure allows it to interact with specific protein targets, modulating their activity and potentially leading to therapeutic benefits.
In the preparation of JAK2 inhibitors, 5-PYRIMIDINEACETIC ACID, 4-CHLORO-2-(METHYLTHIO)-, ETHYL ESTER serves as a building block that can be further modified and optimized to enhance the potency, selectivity, and pharmacokinetic properties of the final drug candidates. This makes it a valuable asset in the ongoing efforts to develop novel and effective treatments for a wide range of medical conditions.

InChI:InChI=1/C9H11ClN2O2S/c1-3-14-7(13)4-6-5-11-9(15-2)12-8(6)10/h5H,3-4H2,1-2H3

Upstream product

• 29571-44-6 ethyl 2-[4-hydroxy-2-(methylthio)pyrimidin-5-yl]acetate 
• 5472-38-8 diethyl 2-formylbutanedioate 
• 123-25-1 succinic acid diethyl ester 
• 14273-44-0 Hydroxymethylen-bernsteinsaeure-diethylester 

Relevant articles and documents

cGAS ANTAGONIST COMPOUNDS

Disclosed are novel compounds of Formula (I) that are cGAS antagonists, methods of preparation of the compounds, pharmaceutical compositions comprising the compounds, and their use in medical therapy.

Convenient synthesis of 2-substituted 5,7-dihydro-6H-pyrrolo[2,3-d]pyrimidin-6-ones

A new synthetic route was elaborated at our laboratory providing a convenient access to 5,7-dihydro-6H-pyrrolo[2,3-d]pyrimidin-6-ones (diazaoxindoles), a compound family of biological relevance. Treatment of the easily available ethyl 2-(4-chloropyrimidin-5-yl)acetate derivatives with ammonia afforded the corresponding 2-(4-aminopyrimidin-5-yl)acetamides, which were finally cyclized to the target compounds.