6299-85-0

Basic information

• Product Name: 2-(3-CHLOROPHENYL)MALONDIALDEHYDE
• Synonyms: 2-(3-CHLOROPHENYL)MALONDIALDEHYDE;NSC45044;Methyl 2,4-dichloropyrimidine-6-carboxylate 99%;Methyl2,4-dichloropyrimidine-6-carboxylate99%;2,6-DICHLORO-PYRIMIDINE-4-CARBOXYLIC ACID ETHYL ESTER;2,6-Dichloro-pyrimidine-4-carboxylic acid methyl ester;Methyl 2,6-dichloropyrimidine-4-carboxylate;4-Methyl-2-(3,4-dichlorophenyl)thiazole-5-carboxylicacid
• CAS NO: 6299-85-0
• Molecular Formula: C₆H₄Cl₂N₂O₂
• Molecular Weight: 207.02
• EINECS: 1806241-263-5
• Product Categories: pharmacetical;Heterocycle-Pyrimidine series
• Mol File: 6299-85-0.mol

Chemical Properties

• Melting Point: 54-56
• Boiling Point: 306 ºC
• Flash Point: 139 ºC
• Appearance: /
• Density: 1.503
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• PKA: -5.83±0.30(Predicted)
• CAS DataBase Reference: 2-(3-CHLOROPHENYL)MALONDIALDEHYDE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(3-CHLOROPHENYL)MALONDIALDEHYDE(6299-85-0)
• EPA Substance Registry System: 2-(3-CHLOROPHENYL)MALONDIALDEHYDE(6299-85-0)

Safety Data

• Hazard Codes: Xi
• HazardClass: IRRITANT
• Hazardous Substances Data: 6299-85-0(Hazardous Substances Data)

Usage

Uses

Used in Chemical Reactions and Synthesis:
2-(3-Chlorophenyl)malondialdehyde is used as a reagent in chemical reactions and synthesis, particularly in the production of pharmaceuticals and other organic compounds. Its unique structural properties contribute to its effectiveness in these applications.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 2-(3-Chlorophenyl)malondialdehyde is used as an intermediate for the synthesis of various heterocyclic compounds, which are essential in the development of new drugs and medicinal agents.
Used in Antimicrobial Research:
2-(3-Chlorophenyl)malondialdehyde is used as a subject of research for its potential as an antimicrobial agent. Its unique properties are being studied to understand its role in inhibiting the growth of microorganisms, which could lead to the development of new antimicrobial treatments.
Used in Biological Process Studies:
2-(3-CHLOROPHENYL)MALONDIALDEHYDE is also used in research to explore its role in biological processes. Understanding its interactions with biological systems can provide insights into various physiological and pathological mechanisms, potentially leading to new therapeutic approaches.

Upstream product

• 6153-44-2 methyl orotate 
• 65-86-1 orotic acid 
• 3346-64-3 2,4-dioxo-1,2,3,4-tetrahydro-6-pyrimidinecarbonyl chloride 
• 6153-44-2 2,6-dioxo-1,2,3,6-tetrahydro-pyrimidine-4-carboxylic acid methyl ester 
• 67-56-1 methanol 
• 16492-28-7 2,6-dichloro-4-pyrimidinecarboxylic acid 

Downstream Products

• 151323-67-0 6-{Butyl-[2'-(2-trityl-2H-tetrazol-5-yl)-biphenyl-4-ylmethyl]-amino}-2-chloro-pyrimidine-4-carboxylic acid methyl ester 
• 951004-06-1 2-chloro-6-(2,4-dichloro-phenoxy)-pyrimidine-4-carboxylic acid methyl ester 
• 149849-94-5 methyl 2,6-dichloropyrimidine-4-carboxylate 
• 127861-30-7 methyl 2-chloro-6-methoxy-pyrimidine-4-carboxylate 
• 885067-79-8 2-chloro-6-[2-(4-methoxy-phenyl)-ethylamino]-pyrimidine-4-carboxylic acid methyl ester 
• 1026764-82-8 methyl 2-chloro-6-[(4-methoxyphenyl)(methyl)amino]pyrimidine-4-carboxylate 
• 1086110-90-8 methyl 2-chloro-6-(2-(cyclohexylmethylamino)benzo[d]thiazol-6-yloxy)pyrimidine-4-carboxylate 
• 944129-00-4 methyl 6-amino-2-chloropyrimidine-4-carboxylate 
• 1114591-98-8 methyl 2-chloro-6-[(cyclohexylmethyl)amino]pyrimidine-4-carboxylate 
• 1218996-37-2 C₁₇H₂₀ClN₃O₂ 
• 1114592-06-1 methyl 2-chloro-6-[cyclohexyl(cyclopropylmethyl)amino]pyrimidine-4-carboxylate 
• 1207204-83-8 C₁₆H₁₅ClN₄O₂ 
• 1207204-84-9 C₁₇H₁₇ClN₄O₂ 
• 1207204-91-8 C₂₁H₃₀ClN₃O₃Si 

Relevant articles and documents

Design, Synthesis, and Pharmacological Evaluation of First-in-Class Multitarget N-Acylhydrazone Derivatives as Selective HDAC6/8 and PI3Kα Inhibitors

Targeting histone deacetylases (HDACs) and phosphatidylinositol 3-kinases (PI3Ks) is a very promising approach for cancer treatment. This manuscript describes the design, synthesis, in vitro pharmacological profile, and molecular modeling of a novel class of N-acylhydrazone (NAH) derivatives that act as HDAC6/8 and PI3Kα dual inhibitors. The surprising selectivity for PI3Kα may be related to differences in the conformation in the active site. Cellular studies showed that these compounds act in HDAC6 inhibition and the PI3/K/AKT/mTOR pathway. The compounds that are selective for inhibition of HDAC6/8 and inhibit PI3Kα show potential for the treatment of cancer.

TRICYCLIC COMPOUNDS FOR USE IN TREATMENT OF PROLIFERATIVE DISORDERS

The present invention relates to compounds of Formula (I) as defined herein, and salts, hydrates and solvates thereof. The present invention also relates to pharmaceutical compositions comprising compounds of Formula (I), and to the use of compounds of Formula (I) in the treatment or prevention of PRMT5-mediated disorders, such as cancer.

A novel route to 2,4-dianilino-substituted pyrimidines

A method is described to couple sterically-hindered electron-poor anilines to the 4-position of the pyrimidine core using a pyrimidine-2,4-bis(trifluoromethanesulfonate).

MORPHOLINO PYRIMIDINE DERIVATIVES AND THEIR USE IN THERAPY

A compound of formula (I) or a salt, ester or prodrug thereof, processes for their preparation, pharmaceutical compositions containing them and their use in therapy, for example in the treatment of proliferative disease such as cancer and particularly in disease mediated by an mTOR kinase and/or one or more PI3K enzyme.

Synthesis of substituted pyrimidine hydrazine acids (PHA) and their use in peptide recognition

Substituted pyrimidine-hydrazine-acids (PHA) were prepared from orotic acid in five synthetic steps and high yields. Their geometry of hydrogen bond acceptor and donor sites make them suitable for the molecular recognition of peptide β-sheets. In non-protic solvents the PHA unit emits at around 420 nm after irradiation at 281 nm. The emission intensity decreases upon peptide binding and signals the binding event. Peptides consisting of PHAs and natural amino acids or a turn structure motif were prepared. The investigation of the intramolecular binding pattern by NMR spectroscopy revealed the expected interaction of the PHA and peptide β-sheet.