1688-71-7

Basic information

• Product Name: 4'-AMINOBUTYROPHENONE
• Synonyms: 1-(4-aminophenyl)-1-butanon;1-(4-aminophenyl)-1-butanone;1-Butanone, 1-(4-aminophenyl)-;4’-amino-butyrophenon;Butyrophenone, 4'-amino-;p-Aminobutyrophenone;4'-AMINOBUTYROPHENONE;4-AMINOBUTYROPHENONE
• CAS NO: 1688-71-7
• Molecular Formula: C₁₀H₁₃NO
• Molecular Weight: 163.22
• Product Categories: Aromatic Ketones (substituted);API intermediates
• Mol File: 1688-71-7.mol
• Article Data: 8

Chemical Properties

• Melting Point: 94 °C
• Boiling Point: 290.31°C (rough estimate)
• Flash Point: 146.1°C
• Appearance: /
• Density: 1.0508 (rough estimate)
• Refractive Index: 1.5400 (estimate)
• Storage Temp.: 2-8°C
• PKA: 2.17±0.10(Predicted)
• CAS DataBase Reference: 4'-AMINOBUTYROPHENONE(CAS DataBase Reference)
• NIST Chemistry Reference: 4'-AMINOBUTYROPHENONE(1688-71-7)
• EPA Substance Registry System: 4'-AMINOBUTYROPHENONE(1688-71-7)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• Hazardous Substances Data: 1688-71-7(Hazardous Substances Data)

Usage

General Description

4'-Aminobutyrophenone is a chemical compound with the molecular formula C10H13NO. It is a derivative of phenylethylamine and has a butyrophenone group attached to the amino group at the 4' position. 4'-AMINOBUTYROPHENONE has been studied for its potential as a medication for various conditions, including Parkinson's disease and psychosis. It is also used in research for its psychoactive and neuroprotective properties. Additionally, 4'-aminobutyrophenone is known for its potential as a precursor in the synthesis of other organic compounds. However, further research is needed to fully understand its pharmacological and therapeutic potential.

Upstream product

• 586-75-4 4-chlorobenzoyl chloride 
• 4981-64-0 1-(4-bromophenyl)-1-butanone 
• 108-86-1 bromobenzene 
• 64-17-5 ethanol 
• 100-19-6 (4-nitrophenyl)ethanone 
• 1009-11-6 1-(4-hydroxyphenyl)-butan-1-one 
• 102-82-9 tributyl-amine 
• 540-37-4 p-aminoiodobenzene 
• 103-84-4 Acetanilid 
• 1129-50-6 N-phenylbutyramide 
• 3769-94-6 1-(4-nitrophenyl)butan-1-one 
• 13211-00-2 N-(4-butyrylphenyl)acetamide 

Downstream Products

• 62237-19-8 1-(4-isothiocyanato-phenyl)-butan-1-one 
• 1351956-78-9 4-((6-(-2-(dimethylamino)-1-(1H-imidazol-1-yl)butyl)benzo[d]thiazol-2-yl)amino)benzoic acid 
• 1351956-77-8 methyl 4-((6-(-2-(dimethylamino)-1-(1H-imidazol-1-yl)butyl)benzo[d]thiazol-2-yl)amino)benzoate 
• 1351956-66-5 isopropyl 3-(((6-(-2-(dimethylamino)-1-(1H-imidazol-1-yl)butyl)benzo[d]thiazol-2-yl)amino)methyl)benzoate 
• 1351957-41-9 ethyl 3-(((6-(2-(dimethylamino)-1-(1H-imidazol-1-yl)butyl)benzo[d]thiazol-2-yl)amino)methyl)benzoate 
• 1351956-87-0 4-(6-(2-(dimethylamino)-1-(1H-imidazol-1-yl)butyl)benzo[d]thiazol-2-yl)benzoic acid 
• 1351956-86-9 methyl 4-(6-(2-(dimethylamino)-1-(1H-imidazol-1-yl)butyl)benzo[d]thiazol-2-yl)benzoate 
• 1351956-85-8 4-((6-(2-(dimethylamino)-1-(1H-imidazol-1-yl)butyl)benzo[d]thiazol-2-yl)oxy)benzoic acid 
• 1351956-84-7 methyl 4-((6-(2-(dimethylamino)-1-(1H-imidazol-1-yl)butyl)benzo[d]thiazol-2-yl)oxy)benzoate 
• 1351956-83-6 4-((6-(-2-(dimethylamino)-1-(1H-imidazol-1-yl)butyl)benzo[d]thiazol-2-yl)carbamoyl)benzoic acid 
• 1351956-82-5 methyl 4-((6-(2-(dimethylamino)-1-(1H-imidazol-1-yl)butyl)benzo[d]thiazol-2-yl)carbamoyl)benzoate 
• 1310320-05-8 N-(4-(2-bromobutanoyl)phenyl)acetamide 
• 1351956-93-8 4-(6-(2-ethyl-1-(1H-imidazol-1-yl)butyl)benzo[d]thiazol-2-yl)benzoic acid 
• 1351956-92-7 methyl 4-(6-(2-ethyl-1-(1H-imidazol-1-yl)butyl)benzo[d]thiazol-2-yl)benzoate 

Relevant articles and documents

Intramolecular N?H???F Hydrogen Bonding Interaction in a Series of 4-Anilino-5-Fluoroquinazolines: Experimental and Theoretical Characterization of Electronic and Conformational Effects

The 4-anilino-6,7-ethylenedioxy-5-fluoroquinazoline scaffold is presented as a novel model system for the characterization of the weak NH???F hydrogen bonding (HB) interaction. In this scaffold, the aniline NH proton is forced into close proximity with the nearby fluorine (dH,F～2.0 ?, ∠～138°), and a through-space interaction is observed by NMR spectroscopy with couplings (1hJNH,F) of 19±1 Hz. A combination of experimental (NMR spectroscopy and X-ray crystallography) and theoretical methods (DFT calculations) were used for the characterization of this weak interaction. In particular, the effects of conformational rigidity and steric compression on coupling were investigated. This scaffold was used for the direct comparison of fluoride with methoxy as HB acceptors, and the susceptibility of the NH???F interaction to changes in electron distribution and resonance was probed by preparing a series of molecules with different electron-donating or -withdrawing groups in the positions para to the NH and F. The results support the idea that fluorine can act as a weak HB acceptor, and the HB strength can be modulated through additive and linear electronic substituent effects.

Synthesis and methemoglobinemia-inducing properties of analogues of para-aminopropiophenone designed as humane rodenticides

A number of structural analogues of the known toxicant para- aminopropiophenone (PAPP) have been prepared and evaluated for their capacity to induce methemoglobinemia - with a view to their possible application as humane pest control agents. It was found that an optimal lipophilicity for the formation of methemoglobin (metHb) in vitro existed for alkyl analogues of PAPP (aminophenones 1-20; compound 6 metHb% = 74.1 ± 2). Besides lipophilicity, this structural sub-class suggested there were certain structural requirements for activity, with both branched (10-16) and cyclic (17-20) alkyl analogues exhibiting inferior in vitro metHb induction. Of the four candidates (compounds 4, 6, 13 and 23) evaluated in vivo, 4 exhibited the greatest toxicity. In parallel, aminophenone bioisosteres, including oximes 30-32, sulfoxide 33, sulfone 34 and sulfonamides 35-36, were found to be inferior metHb inducers to lead ketone 4. Closer examination of Hammett substituent constants suggests that a particular combination of the field and resonance parameters may be significant with respect to the redox mechanisms behind PAPPs metHb toxicity.

One-pot conversion of phenols to anilines via Smiles rearrangement

A convenient one-pot synthesis of phenols to anilines using 2-chloroacetamide/K2CO3/DMF system catalyzed by KI via Smiles rearrangement has been described. The synthesis of extensive amino aromatic products from phenols containing electron withdrawing group, has been performed in moderate to excellent yields to demonstrate the potentiality of this method in bio-medicinal and pharmaceutical applications.