5467-71-0

Basic information

• Product Name: 2-AMINO-4'-CHLOROACETOPHENONE HYDROCHLORIDE
• Synonyms: 2-amino-4’-chloro-acetophenonhydrochloride;4-chloro-omega-aminoacetophenonehydrochloride;2-AMINO-4'-CHLOROACETOPHENONE HYDROCHLORIDE;2-AMINO-1-(4-CHLOROPHENYL)-1-ETHANONE HYDROCHLORIDE;2-AMINO-1-(4-CHLORO-PHENYL)-ETHANONE HYDROCHLORIDE;2-Amino-1-(4-chlorophenyl)ethan-1-one hydrochloride;4-Chlorophenacylamine hydrochloride;2-Amino-4Chloroacetophenone Hcl
• CAS NO: 5467-71-0
• Molecular Formula: C₈H₈ClNO*ClH
• Molecular Weight: 206.07
• Product Categories: Aromatic Acetophenones & Derivatives (substituted)
• Mol File: 5467-71-0.mol
• Article Data: 24

Chemical Properties

• Melting Point: 262
• Boiling Point: 301.6 °C at 760 mmHg
• Flash Point: 136.2 °C
• Appearance: /
• CAS DataBase Reference: 2-AMINO-4'-CHLOROACETOPHENONE HYDROCHLORIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-AMINO-4'-CHLOROACETOPHENONE HYDROCHLORIDE(5467-71-0)
• EPA Substance Registry System: 2-AMINO-4'-CHLOROACETOPHENONE HYDROCHLORIDE(5467-71-0)

Safety Data

• Hazard Codes: Xi
• HazardClass: IRRITANT
• Hazardous Substances Data: 5467-71-0(Hazardous Substances Data)

Usage

General Description

2-AMINO-4'-CHLOROACETOPHENONE HYDROCHLORIDE is a chemical compound with the molecular formula C8H9Cl2NO. It is a derivative of acetophenone with a chlorine atom at the 4' position and an amino group at the 2 position. 2-AMINO-4'-CHLOROACETOPHENONE HYDROCHLORIDE is typically found in the form of a white to off-white crystalline powder. It is commonly utilized as an intermediate in the synthesis of pharmaceuticals and organic compounds due to its reactivity and ability to undergo various chemical reactions. Additionally, it is also used in research and development settings for its potential biological and pharmacological properties.

Upstream product

• 5468-33-7 1-(4-chlorophenyl)-2-nitroethan-1-one 
• 127118-87-0 C₁₀H₈ClNO₃ 
• 1386376-81-3 (R)-N-tert-butanesulfinyl 2-(4-chlorophenyl)-2-oxoethylamine 
• 1386376-66-4 (R)-N-tert-butanesulfinyl 2-(4-chlorophenyl)-2,2-dimethoxyethylamine 
• 1386376-69-7 (R)-N-tert-butanesulfinyl 2-(4-chlorophenyl)-2,2-diethoxyethylamine 
• 536-38-9 4-chlorobenzoylmethyl bromide 
• 99-91-2 para-chloroacetophenone 
• 89204-93-3 5-(4-chlorophenyl)oxazole-4-carboxylic acid methyl ester 
• 937-20-2 p-chlorophenacyl chloride 
• 18197-26-7 sodium diformamide 
• 93102-91-1 2-amino-3-(4-chlorophenyl)-3-oxopropionic acid methyl ester hydrochloride 
• 7644-03-3 2-amino-1-(4-chlorophenyl)ethanone 
• 100-97-0 hexamethylenetetramine 

Downstream Products

• 24957-49-1 2-(4-chloro-phenyl)-5,7,7-trimethyl-7H-thiazolo[3,2-a]pyrimidine 
• 97509-11-0 2'-[5-(4-Chloro-phenyl)-oxazol-2-yl]-biphenyl-2-carboxylic acid 
• 96907-79-8 N-[2-(4-Chloro-phenyl)-2-oxo-ethyl]-4-methyl-benzamide 
• 64769-69-3 N-[2-(4-Chloro-phenyl)-2-oxo-ethyl]-2-[(Z)-2,4-dioxo-imidazolidin-1-ylimino]-acetamide 
• 3755-85-9 4-Chlor-ω-formylamino-acetophenon 
• 181226-61-9 3-(4'-chlorophenyl)-6,7,8,9-tetrahydro-5H-imidazo<1,2-a>azepine 
• 603069-37-0 1-[2-(4-chloro-phenyl)-2-oxo-ethyl]-3-(2-cyano-phenyl)-urea 
• 871928-39-1 4-chloro-N-[2-(4-chlorophenyl)-2-oxoethyl]-3-nitrobenzamide 
• 443922-56-3 3-(4-chloro-phenyl)-5,6,7,8-tetrahydro-imidazo[1,2-a]pyridine 
• 1240282-88-5 C₁₄H₁₂ClNO₂S 
• 1252645-47-8 3-amino-2-(4-chlorophenyl)-6-methylquinoline-4-carboxylic acid 
• 1252645-45-6 3-amino-2-(4-chlorophenyl)-6-iodoquinoline-4-carboxylic acid 
• 1252645-48-9 3-amino-2-(4-chlorophenyl)-6-methoxyquinoline-4-carboxylic acid 
• 1252645-71-8 2-amino-7-chloro-3,5-di(4-chlorophenyl)pyrimido[4,5-c]quinolin-1(2H)-one 

Relevant articles and documents

Discovery of Imidazopyridines as Potent Inhibitors of Indoleamine 2,3-Dioxygenase 1 for Cancer Immunotherapy

Indoleamine 2,3-dioxygenase 1 (IDO1) has been identified as a target for small-molecule immunotherapy for the treatment of a variety of cancers including renal cell carcinoma and metastatic melanoma. This work focuses on the identification of IDO1 inhibitors containing replacements or isosteres for the amide found in BMS-986205, an amide-containing, IDO1-selective inhibitor currently in phase III clinical trials. Detailed subsequently are efforts to identify a structurally differentiated IDO1 inhibitor via the pursuit of a variety of heterocyclic isosteres, leading to the discovery of highly potent, imidazopyridine-containing IDO1 inhibitors.

Synthesis of a New Phorbazole and Its Derivatives

Phorbazoles are chlorinated marine alkaloids containing pyrrole, oxazole and phenol ring units, and differ in the number and positions of chlorine atoms. They are isolated from sea sponges and nudibranchs. In this work, a convenient synthetic method leading to a new phorbazole and its derivatives is developed. This synthesis of synthetic phorbazole G and its derivatives is achieved in seven steps in good overall yields of 26-52%. It involves formation of the pyrrole-oxazole skeleton followed by chlorination. The pyrrole-oxazole skeleton is synthesized from pyrrole and substituted acetophenones, and the key step involves cyclodehydration of amide intermediates to give protected oxazoles, followed by hydrolysis.

Combating fluconazole-resistant fungi with novel β-azole-phenylacetone derivatives

A series of β-azole-phenylacetone derivatives with novel structures were designed and synthesized to combat the increasing incidence of susceptible fungal infections and drug-resistant fungal infections. The antifungal activity of the synthesized compounds was assessed against five susceptible strains and five fluconazole-resistant strains. Antifungal activity tests showed that most of the compounds exhibited excellent antifungal activities against five pathogenic strains with MIC values in the range of 0.03–1 μg/mL. Compounds with R1 = 3-F substituted and 15o and 15ae exhibited moderate antifungal activities against fluconazole-resistant strains 17# and CaR with MIC values in the range of 1–8 μg/mL. Compounds with R1 = H or 2-F (such as 15a, 15o, 15p) displayed moderate to good antifungal activity against fluconazole-resistant strains 632, 901 and 904 with MIC values in the range of 0.125–4 μg/mL. Notably, 15o and 15ae exhibited antifungal activity against five susceptible strains and five fluconazole-resistant strains. Preliminary mechanistic studies showed that the potent antifungal activity of compound 15ae stemmed from inhibition of C. albicans CYP51. Compounds 15o, 15z and 15ae were nearly nontoxic to mammalian A549 cells.