142885-96-9

Basic information

• Product Name: 4-CHLORO-3,5-DIMETHYL 2-CHLORMETHYL PYRIDINE.HCL
• Synonyms: 4-CHLORO-3,5-DIMETHYL 2-CHLORMETHYL PYRIDINE.HCL;4-chloro-2-(chloromethyl)-3,5-dimethylpyridine
• CAS NO: 142885-96-9
• Molecular Formula: C8H9 Cl2 N
• Molecular Weight: 190.07
• Mol File: 142885-96-9.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 299.1°C at 760 mmHg
• Flash Point: 134.7°C
• Appearance: /
• Density: 1.227±0.06 g/cm3(Predicted)
• Vapor Pressure: 0.000912mmHg at 25°C
• Storage Temp.: Amber Vial, Refrigerator, Under inert atmosphere
• Solubility: Chloroform (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly)
• PKA: 2.53±0.10(Predicted)
• CAS DataBase Reference: 4-CHLORO-3,5-DIMETHYL 2-CHLORMETHYL PYRIDINE.HCL(CAS DataBase Reference)
• NIST Chemistry Reference: 4-CHLORO-3,5-DIMETHYL 2-CHLORMETHYL PYRIDINE.HCL(142885-96-9)
• EPA Substance Registry System: 4-CHLORO-3,5-DIMETHYL 2-CHLORMETHYL PYRIDINE.HCL(142885-96-9)

Safety Data

• Hazardous Substances Data: 142885-96-9(Hazardous Substances Data)

Usage

Description

4-Chloro-3,5-dimethyl 2-chloromethyl pyridine hydrochloride (4-CHLORO-3,5-DIMETHYL 2-CHLORMETHYL PYRIDINE.HCL) is an organic compound with a unique chemical structure featuring a pyridine ring substituted with a chlorine atom at the 4th position, two methyl groups at the 3rd and 5th positions, and a chloromethyl group at the 2nd position. 4-CHLORO-3,5-DIMETHYL 2-CHLORMETHYL PYRIDINE.HCL is characterized by its potential reactivity and versatility in chemical synthesis, making it a valuable intermediate in the development of various pharmaceuticals and other applications.

Uses

Used in Pharmaceutical Industry:
4-CHLORO-3,5-DIMETHYL 2-CHLORMETHYL PYRIDINE.HCL is used as a reactant for the preparation of 2-amino-6-halopurine Hsp90 inhibitors. These inhibitors are known for their antitumor activity, making this compound a valuable intermediate in the development of cancer treatments.
In the pharmaceutical industry, 4-CHLORO-3,5-DIMETHYL 2-CHLORMETHYL PYRIDINE.HCL is used as a key building block in the synthesis of various therapeutic agents, particularly those targeting cancer cells. Its unique chemical structure allows for further functionalization and modification, enabling the creation of novel compounds with improved pharmacological properties.
Additionally, the compound may find applications in other industries, such as materials science or chemical research, where its reactivity and structural features can be exploited for the development of new materials or as a tool in understanding various chemical processes. However, the primary use of 4-CHLORO-3,5-DIMETHYL 2-CHLORMETHYL PYRIDINE.HCL, as indicated by the provided materials, is in the pharmaceutical industry for the development of antitumor agents.

InChI:InChI=1/C8H9Cl2N.ClH/c1-5-4-11-7(3-9)6(2)8(5)10;/h4H,3H2,1-2H3;1H

Upstream product

• 220771-03-9 2-chloromethyl-4-hydroxy-3,5-dimethylpyridine 
• 86604-75-3 2-(chloromethyl)-4-methoxy-3,5-dimethylpyridine hydrochloride 
• 7719-12-2 phosphorus trichloride 
• 109371-20-2 4-chloro-2,3,5-trimethylpyridine 1-oxide 
• 695-98-7 2,3,5-trimethyl-pyridine 
• 86604-79-7 2,3,5-trimethyl-4-nitropyridine N-oxide 
• 74409-42-0 2,3,5-trimethylpyridine 1-oxide 

Downstream Products

• 220757-74-4 5-methoxy-2-{[(4-chloro-3,5-dimethyl-pyridin-2-yl)methyl]thio}-1H-benzimidazole 

Relevant articles and documents

Method for preparing esomeprazole impurity

The invention discloses a method for preparing an esomeprazole impurity. 5-methoxy-2-[(S)-[(4-chloro-3,5-dimethyl-2-pyridyl)methyl]sulfinyl]-1H-benzimidazole (II) is obtained through demethylation, halogenation, condensation and asymmetric oxidation by taking 2-chloromethyl-4-methoxy-3,5-dimethylpyridine hydrochloride as a starting raw material. According to the method disclosed by the invention,a synthesis route is simple and short, the starting raw material is easy to obtain, the reaction conditions are gentle, the operation is simple and convenient, and the impurity can be obtained withoutcolumn chromatography; the purity of the prepared impurity can be up to 99 percent or above, the ee (Enantiomeric Excess) value can be up to 99 percent or above, and the impurity can be used as reference substance in quality research.

Rationally designed high-affinity 2-amino-6-halopurine heat shock protein 90 inhibitors that exhibit potent antitumor activity

Heat shock protein 90 (Hsp90) is a molecular chaperone protein implicated in stabilizing the conformation and maintaining the function of many cell-signaling proteins. Many oncogenic proteins are more dependent on Hsp90 in maintaining their conformation, stability, and maturation than their normal counterparts. Furthermore, recent data show that Hsp90 exists in an activated form in malignant cells but in a latent inactive form in normal tissues, suggesting that inhibitors selective for the activated form could provide a high therapeutic index. Hence, Hsp90 is emerging as an exciting new target for the treatment of cancer. We now report on a novel series of 2-amino-6-halopurine Hsp90 inhibitors exemplified by 2-amino-6-chloro-9-(4-iodo-3,5-dimethylpyridin- 2-ylmethyl)purine (30). These highly potent inhibitors (IC50 of 30 = 0.009 μM in a HER-2 degradation assay) also display excellent antiproliferative activity against various tumor cell lines (IC50 of 30 = 0.03 μM in MCF7 cells). Moreover, this class of inhibitors shows higher affinity for the activated form of Hsp90 compared to our earlier 8-sulfanylpurine Hsp90 inhibitor series. When administered orally to mice, these compounds exhibited potent tumor growth inhibition (>80%) in an N87 xenograft model, similar to that observed with 17-allylamino-17- desmethoxygeldanamycin (17-AAG), which is a compound currently in phase I/II clinical trials.

Organic compound synthesis

A strategy for synthesising omeprazole 10 starting from compound 1 as shown in the diagram. Individual method steps 1->2, 2->3, 3->4, 4->5, 5->6, 6->7, and intermediate compounds 2, 3, 4, 5, 6 and 9 are also claimed as new.