34171-40-9

Basic information

• Product Name: 2,4-dichloro-5-ethylpyrimidine
• Synonyms: 2,4-dichloro-5-ethylpyrimidine;PyriMidine, 2,4-dichloro-5-ethyl-;2,4-Dichloro-5-ethyl-1,3-diazine
• CAS NO: 34171-40-9
• Molecular Formula: C₆H₆Cl₂N₂
• Molecular Weight: 177.03100
• Mol File: 34171-40-9.mol
• Article Data: 9

Chemical Properties

• Boiling Point: 246℃
• Flash Point: 126℃
• Appearance: /
• Density: 1.335
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• PKA: -2.50±0.29(Predicted)
• CAS DataBase Reference: 2,4-dichloro-5-ethylpyrimidine(CAS DataBase Reference)
• NIST Chemistry Reference: 2,4-dichloro-5-ethylpyrimidine(34171-40-9)
• EPA Substance Registry System: 2,4-dichloro-5-ethylpyrimidine(34171-40-9)

Safety Data

• Statements: 41
• Safety Statements: 26-39
• RIDADR: 3261
• HazardClass: 8
• PackingGroup: Ⅱ
• Hazardous Substances Data: 34171-40-9(Hazardous Substances Data)

Usage

Description

2,4-dichloro-5-ethylpyrimidine is an organic compound with the molecular formula C6H6Cl2N2. It is a derivative of pyrimidine, a heterocyclic aromatic organic compound that is a component of nucleic acids. 2,4-dichloro-5-ethylpyrimidine is characterized by the presence of two chlorine atoms at the 2nd and 4th positions and an ethyl group at the 5th position.

Uses

Used in Pharmaceutical Industry:
2,4-dichloro-5-ethylpyrimidine is used as a reactant for the synthesis of pyrimidine derivatives, which have various applications in the pharmaceutical industry. These derivatives act as inhibitors of dipeptidyl peptidase IV (DPP-IV), a proteolytic enzyme that plays a role in glucose regulation. Inhibiting DPP-IV can help manage blood sugar levels and is beneficial for the treatment of type 2 diabetes.
Additionally, 2,4-dichloro-5-ethylpyrimidine is used in the synthesis of pyrimidine derivatives that target TBK1/IKKε kinases. These kinases are involved in the regulation of immune responses and are potential therapeutic targets for the treatment of autoimmune diseases and inflammation.
Furthermore, this compound is utilized in the development of inhibitors for the hedgehog signaling pathway, which is crucial for embryonic development and tissue regeneration. Abnormal activation of the hedgehog pathway has been associated with various cancers, making it a potential target for cancer therapy.

Upstream product

• 4212-49-1 5-ethyluracil 
• 63857-18-1 2-formyl-butyric acid methyl ester 
• 34171-37-4 5-ethyl-2-thiouracil 

Downstream Products

• 111196-81-7 2-chloro-5-ethylpyrimidine 
• 897931-56-5 (S)-5-ethyl-1-[2-hydroxy-3-(triphenylmethoxy)propyl]-4-methoxypyrimidin-2(1H)-one 
• 897931-58-7 (S)-1-{2-[(diisopropoxyphosphoryl)methoxy]-3-(triphenylmethoxy)propyl}-5-ethyl-4-methoxypyrimidin-2(1H)-one 
• 897931-60-1 (S)-1-{2-[(diisopropoxyphosphoryl)methoxy]-3-(triphenylmethoxy)propyl}-5-ethylcytosine 
• 897931-65-6 N⁴-allyl-1-{(S)-2-[(diisopropoxyphosphoryl)methoxy]-3-(triphenylmethoxy)propyl}-5-ethylcytosine 
• 897931-62-3 N⁴-cyclopropyl-1-{(S)-2-[(diisopropoxyphosphoryl)methoxy]-3-(triphenylmethoxy)propyl}-5-ethylcytosine 
• 897931-66-7 1-{(S)-2-[(diisopropoxyphosphoryl)methoxy]-3-(triphenylmethoxy)propyl}-N⁴-[2-(dimethylamino)ethyl]-5-ethylcytosine 
• 897931-64-5 1-{(S)-2-[(diisopropoxyphosphoryl)methoxy]-3-(triphenylmethoxy)propyl}-5-ethyl-N⁴-(2-hydroxyethyl)cytosine 
• 897931-63-4 N⁴-cyclopentyl-1-{(S)-2-[(diisopropoxyphosphoryl)methoxy]-3-(triphenylmethoxy)propyl}-5-ethylcytosine 
• 156419-94-2 5-ethyl-2-methoxypyrimidine 
• 156419-96-4 1-<3,5-di-O-(4-chlorobenzoyl)-2-deoxy-β-D-ribofuranosyl>-5-ethyl-2-pyrimidinone 
• 156419-95-3 1-<3,5-di-O-(4-chlorobenzoyl)-2-deoxy-α-D-ribofuranosyl>-5-ethyl-2-pyrimidinone 
• 34171-36-3 5-ethyl-1-methyl-4-methylamino-1H-pyrimidin-2-one 
• 1262205-89-9 C₁₄H₁₂ClN₃O 

Relevant articles and documents

Discovery of a potent and highly isoform-selective inhibitor of the neglected ribosomal protein s6 kinase beta 2 (S6k2)

The ribosomal protein S6 kinase beta 2 (S6K2) is thought to play an important role in malignant cell proliferation, but is understudied compared to its closely related homolog S6 kinase beta 1 (S6K1). To better understand the biological function of S6K2, chemical probes are needed, but the high similarity between S6K2 and S6K1 makes it challenging to selectively address S6K2 with small molecules. We were able to design the first potent and highly isoform-specific S6K2 inhibitor from a known S6K1-selective inhibitor, which was merged with a covalent inhibitor engaging a cysteine located in the hinge region in the fibroblast growth factor receptor kinase (FGFR) 4 via a nucleophilic aromatic substitution (SNAr) reaction. The title compound shows a high selectivity over kinases with an equivalently positioned cysteine, as well as in a larger kinase panel. A good stability towards glutathione and Nα-acetyl lysine indicates a non-promiscuous reactivity pattern. Thus, the title compound represents an important step towards a high-quality chemical probe to study S6K2-specific signaling.

Synthesis and structure-activity relationships of a novel series of pyrimidines as potent inhibitors of TBK1/IKKε kinases

The design, synthesis and structure-activity relationships of a novel series of 2,4-diamino-5-cyclopropyl pyrimidines is described. Starting from BX795, originally reported to be a potent inhibitor of PDK1, we have developed compounds with improved selectivity and drug-like properties. These compounds have been evaluated in a range of cellular and in vivo assays, enabling us to probe the putative role of the TBK1/IKKε pathway in inflammatory diseases.

Preparation of C-5 substituted cidofovir derivatives

1-[(S)-3-Hydroxy-2-(phosphonomethoxy)propyl]cytosine (HPMPC, cidofovir) was modified by substitution on the base moiety in positions C-S and N4. Key intermediates of these syntheses, diisopropyl esters of (S)-1-[2-(phosphonomethoxy)-3-(tripheny