59236-37-2

Basic information

• Product Name: 2-Amino-4-chlorobenzaldehyde
• Synonyms: 2-Amino-4-chlorobenzaldehyde
• CAS NO: 59236-37-2
• Molecular Formula: C₇H₆ClNO
• Molecular Weight: 155.58
• Mol File: 59236-37-2.mol
• Article Data: 26

Chemical Properties

• Boiling Point: 297.0±25.0 °C(Predicted)
• Appearance: /
• Density: 1.348±0.06 g/cm3(Predicted)
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• PKA: -0.70±0.10(Predicted)
• CAS DataBase Reference: 2-Amino-4-chlorobenzaldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Amino-4-chlorobenzaldehyde(59236-37-2)
• EPA Substance Registry System: 2-Amino-4-chlorobenzaldehyde(59236-37-2)

Safety Data

• Hazardous Substances Data: 59236-37-2(Hazardous Substances Data)

Usage

Description

2-Amino-4-chlorobenzaldehyde is an organic compound characterized by its aldehyde and amino functional groups, along with a chlorine atom attached to the benzene ring. It is a versatile intermediate in the synthesis of various chemical and pharmaceutical products due to its unique structure and reactivity.

Uses

Used in Pharmaceutical Industry:
2-Amino-4-chlorobenzaldehyde is used as a reagent for the synthesis of pharmaceuticals, specifically for the production of robenidine analogues. These analogues exhibit significant activity against multidrug-resistant bacteria, such as MRSA (Methicillin-resistant Staphylococcus aureus) and VRE (Vancomycin-resistant enterococci). 2-Amino-4-chlorobenzaldehyde plays a crucial role in the development of new antibiotics to combat the growing threat of antibiotic resistance.

Upstream product

• 5551-11-1 4-Chloro-2-nitrobenzaldehyde 
• 32989-56-3 5-chloro-trans-2-[β-(dimethylamino)vinyl]-nitrobenzene 
• 89-59-8 4-chloro-2-nitrotoluene 
• 7439-89-6 iron 
• 37585-16-3 (2-amino-4-chlorophenyl)methanol 
• 89-77-0 2-Amino-4-chlorobenzoic acid 
• 214971-18-3 4-chloroanthranilic acid N-methoxy-N-methylamide 
• 84459-33-6 2-bromo-4-chlorobenzaldehyde 
• 22996-18-5 (4-chloro-2-nitrophenyl)methanol 
• 104-88-1 4-chlorobenzaldehyde 

Downstream Products

• 171917-60-5 3-(Benzyloxy)-7-chloroquinoline-2-carboxylic acid 
• 171917-57-0 Methyl-3-(benzyloxy)-7-chloroquinoline-2-carboxylate 
• 530083-91-1 [(5-Chloro-2-formyl-phenylcarbamoyl)methyl] phosphonic Acid Diethyl Ester 
• 883149-58-4 7-chloro-3-(2,5-dimethoxyphenyl)-1H-quinolin-2-one 
• 355408-08-1 (7-chloro-2-oxo-6-sulphamoyl-1,2-dihydro-3-quinolyl)phosphonic acid 
• 355399-61-0 diethyl 7-chloro-2-oxo-6-phenyl-1,2-dihydroquinolin-3-ylphosphonate 
• 355399-80-3 [7-Chloro-6-(4-methylphenyl)-2-oxo-1,2-dihydro-3-quinolyl]-phosphonic acid diethyl ester 
• 355399-86-9 [7-Chloro-6-(4-fluorophenyl)-2-oxo-1,2-dihydro-3-quinolyl]-phosphonic acid diethyl ester 
• 355399-84-7 [7-Chloro-6-(4-cyanophenyl)-2-oxo-1,2-dihydro-3-quinolyl]-phosphonic acid diethyl ester 
• 355399-68-7 [7-Chloro-6-(4-nitrophenyl)-2-oxo-1,2-dihydro-3-quinolyl]-phosphonic acid diethyl ester 
• 355399-70-1 [7-Chloro-6-(3-nitrophenyl)-2-oxo-1,2-dihydro-3-quinolyl]-phosphonic acid diethyl ester 
• 355823-06-2 6-(Anilinosulphonyl)-7-chloro-2-oxo-1,2-dihydro-3-quinolylphosphonic Acid Diethyl Ester 

Relevant articles and documents

Cationic Iridium-Catalyzed Asymmetric Decarbonylative Aryl Addition of Aromatic Aldehydes to Bicyclic Alkenes

We report an unprecedented catalytic protocol for the enantioselective decarbonylative transformation of aryl aldehydes. In this process, the decarbonylation of aldehydes catalyzed by chiral iridium complexes enabled the formation of asymmetric C?C bonds

Visible-Light-Induced Amination of Quinoline at the C8 Position via a Postcoordinated Interligand-Coupling Strategy under Mild Conditions

The postcoordinated interligand-coupling strategy provides a useful and complementary protocol for synthesizing polydentate ligands. Herein, diastereoselective photoreactions of Λ-[Ir(pq)2(d-AA)] (Λ-d) and Λ-[Ir(pq)2(l-AA)] (Λ-l, where pq is 2-phenylquino

Non-alkylator anti-glioblastoma agents induced cell cycle G2/M arrest and apoptosis: Design, in silico physicochemical and SAR studies of 2-aminoquinoline-3-carboxamides

Malignant gliomas are the most common brain tumors, with generally dismal prognosis, early clinical deterioration and high mortality. Recently, 2-aminoquinoline scaffold derivatives have shown pronounced activity in central nervous system disorders. We herein reported a series of 2-aminoquinoline-3-carboxamides as novel non-alkylator anti-glioblastoma agents. The synthesized compounds showed comparable activity to cisplatin against glioblastoma cell line U87 MG in vitro. Among them, we found that 6a displayed good inhibitory activity against A172 and U118 MG glioblastoma cell lines and induced cell cycle arrest in the G2/M phase and apoptosis in U87 MG by flow cytometry analysis. Additionally, 6a displayed low cytotoxicity to several normal human cell lines. In silico study showed 6a had promising physicochemical properties and was predicted to cross the blood–brain barrier. Moreover, preliminary structure–activity relationships are also investigated, shedding light on further modifications towards more potent agents on this series of compounds. Our results suggest this compound has a promising potential as an anti-glioblastoma agent with a differential effect between tumor and non-malignant cells.