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

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

Uses

Used in Pharmaceutical Synthesis:
2-AMINO-4'-CHLOROACETOPHENONE HYDROCHLORIDE is used as a key intermediate in the synthesis of various pharmaceuticals for its ability to participate in a range of chemical reactions, contributing to the development of new drugs and medicinal compounds.
Used in Organic Chemistry:
In the field of organic chemistry, 2-AMINO-4'-CHLOROACETOPHENONE HYDROCHLORIDE is utilized as a reactive building block for the creation of diverse organic compounds, taking advantage of its structural features to form complex molecules.
Used in Research and Development:
2-AMINO-4'-CHLOROACETOPHENONE HYDROCHLORIDE is employed in research settings to explore its potential biological and pharmacological properties, with the aim of discovering new applications in medicine and other scientific fields.

Upstream product

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

Downstream Products

• 93103-18-5 4-(4-chloro-phenyl)-1,3-dihydro-imidazole-2-thione 
• 51641-43-1 4-[5-(4-chloro-phenyl)-oxazol-2-yl]-naphthalene-1,8-dicarboxylic acid anhydride 
• 24957-49-1 2-(4-chloro-phenyl)-5,7,7-trimethyl-7H-thiazolo[3,2-a]pyrimidine 
• 97090-93-2 1-(4-chlorophenyl)-2-(1H-pyrrol-1-yl)ethan-1-one 
• 115846-54-3 1-(4-Chloro-phenyl)-2-(4,5-dihydro-3H-pyrrol-2-ylamino)-ethanone; hydrochloride 
• 97813-93-9 5-(4-chlorophenyl)-2-(pyridin-4-yl)oxazole 
• 97509-11-0 2'-[5-(4-Chloro-phenyl)-oxazol-2-yl]-biphenyl-2-carboxylic acid 
• 94993-70-1 5-Methyl-4-nitro-2H-pyrazole-3-carboxylic acid [2-(4-chloro-phenyl)-2-oxo-ethyl]-amide 
• 93103-18-5 4-(4-Chloro-phenyl)-1H-imidazole-2-thiol 
• 72399-70-3 5-(4-chloro-phenyl)-2-(4-difluoromethanesulfonyl-phenyl)-oxazole 
• 6660-08-8 N-(2-(4-chlorophenyl)-2-oxoethyl)acetamide 
• 96907-79-8 N-[2-(4-Chloro-phenyl)-2-oxo-ethyl]-4-methyl-benzamide 
• 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 

Relevant articles and documents

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.

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.

The reaction of prop-2-ynylsulfonium salts and sulfonyl-protected β-amino ketones to epoxide-fused 2-methylenepyrrolidines and S-containing pyrroles

A novel divergent domino annulation reaction of prop-2-ynylsulfonium salts with sulfonyl-protected β-amino ketones has been developed, affording various epoxide-fused 2-methylenepyrrolidines and S-containing pyrroles in moderate to excellent yields. Prop-2-ynylsulfonium salts act as C2synthons in the reactions providing a promising epoxide-fused skeleton in a single operation with readily accessible starting materials.

Synthesis of 2-Amino Substituted Oxazoles from α-Amino Ketones and Isothiocyanates via Sequential Addition and I2-Mediated Desulfurative Cyclization

Oxazol-2-amines were synthesized by annulation of α-amino ketones and isothiocyanates. This sequential synthetic process involves addition of α-amino ketones to isothiocyanates and I2-promoted desulfurative cyclization omitting isolation of the less stable thiourea intermediates. It is transition metal-free and operationally simple, providing access to a variety of 2-amino substituted oxazole derivatives under mild reaction conditions. (Figure presented.).

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.

AMINOPYRIDINE DERIVATIVES AS TAM FAMILY KINASE INHIBITORS

Provided herein are aminopyridine derivatives and pharmaceutical compositions that are useful as TAM family kinase inhibitors.

Palladium-catalysed carbonylative α-arylation of nitromethane

A simple and mild Pd-catalysed carbonylative α-arylation of nitromethane has been realised providing access to α-nitro aryl ketones from an array of aryl and heteroaryl iodides. The methodology requires only a mild base and uses the convenient solid CO re

Rearrangement of N-tert-butanesulfinyl α-halo imines with alkoxides to N-tert-butanesulfinyl 2-amino acetals as precursors of N-protected and N-unprotected α-amino carbonyl compounds

Reaction of N-tert-butanesulfinyl α-halo imines with alkoxides afforded new N-tert-butanesulfinyl 2-amino acetals in good to excellent yield. These N-tert-butanesulfinyl 2-amino acetals are convenient precursors for the TMSOTf-promoted synthesis of the co

Compositions and Methods for Controlling Nematodes

Compositions and processes for controlling nematodes are described herein, e.g., nematodes that infest plants or animals. The compounds include oxazoles, oxadiazoles and thiadiazoles.

OXADIAZOLE- AND OXAZOLE-SUBSTITUTED BENZIMIDAZOLE- AND INDOLE-DERIVATIVES AS DGAT1 INHIBITORS

The present invention provides oxadiazolyl- substituted benzimidazole- and idole-derivates that are useful for treating conditions or disorders associated with DGAT1 activity in animals, particularly humans.