40513-43-7

Basic information

• Product Name: 2-Amino-4'-methoxyacetophenone
• Synonyms: 2-AMINO-4'-METHOXYACETOPHENONE;α-Amino-4’-methoxyacetophenone;a-Amino-4methoxyacetophenone;2-Amino-4'-mthoxyacetophenone;α-Amino-4’-methoxyacetophenone hydrochloride;a-Amino-4-methoxyacetophenone hydrochloride;2-AMINO-4-METHOXYACETOPHENONE, 98+%;4-(Aminoacetyl)anisole
• CAS NO: 40513-43-7
• Molecular Formula: C₉H₁₁NO₂
• Molecular Weight: 165.19
• Mol File: 40513-43-7.mol

Chemical Properties

• Melting Point: 168 °C
• Boiling Point: 315.394 °C at 760 mmHg
• Flash Point: 166.03 °C
• Appearance: /
• Density: 1.111 g/cm³
• PKA: 7.17±0.29(Predicted)
• CAS DataBase Reference: 2-Amino-4'-methoxyacetophenone(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Amino-4'-methoxyacetophenone(40513-43-7)
• EPA Substance Registry System: 2-Amino-4'-methoxyacetophenone(40513-43-7)

Safety Data

• Hazardous Substances Data: 40513-43-7(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Synthesis:
2-Amino-4'-methoxyacetophenone is used as an intermediate in the synthesis of various pharmaceuticals, particularly for the development of analgesic and anti-inflammatory drugs. Its unique chemical structure allows for the creation of new drug molecules with potential therapeutic benefits.
Used in Organic Chemistry Reactions:
In the field of organic chemistry, 2-Amino-4'-methoxyacetophenone serves as a reagent due to its distinctive properties. It facilitates a range of chemical reactions, contributing to the synthesis of complex organic compounds and aiding researchers in exploring novel chemical pathways and mechanisms.
These applications highlight the importance of 2-Amino-4'-methoxyacetophenone in both the pharmaceutical industry for drug development and in the broader field of organic chemistry for advancing scientific understanding and innovation.

Upstream product

• 6595-28-4 2-azido-1-(4-methoxyphenyl)ethan-1-one 
• 1638623-32-1 1-((1-(4-methoxyphenyl)vinyl)oxy)-1,1-dimethyl-N,N-bis(trimethylsilyl)silanamine 
• 3883-94-1 2-amino-4'-methoxyacetophenone hydrochloride 
• 33646-40-1 4-methoxymandelonitrile 
• 2632-13-5 2-Bromo-4'-methoxyacetophenone 
• 7647-01-0 hydrogenchloride 
• 970-56-9 2-[2-(4-methoxyphenyl)-2-oxo-ethyl]-isoindole-1,3-dione 
• 100-06-1 1-(4-methoxyphenyl)ethanone 
• 6011-14-9 2-aminoacetonitrile hydrochloride 
• 100-66-3 methoxybenzene 
• 14271-83-1 4-methoxybenzoyl cyanide 

Downstream Products

• 4122-63-8 N-[2-(4-methoxy-phenyl)-2-oxo-ethyl]-nicotinamide 
• 932389-85-0 N-(2-(4-methoxyphenyl)-2-oxoethyl)isonicotinamide 
• 21213-89-8 1-(4-hydroxy-phenyl)-2-methylamino-ethanone 
• 1823-86-5 N-[2-(4-methoxyphenyl)-2-ketoethyl]benzamide 
• 912762-82-4 tert-butyl [2-amino-2-(4-methoxyphenyl)ethyl]carbamate 
• 912762-49-3 C₁₄H₂₀N₂O₄ 
• 778617-61-1 tert-butyl (2-(4-methoxyphenyl)-2-oxoethyl)carbamate 
• 1441-34-5 ethyl [2-(4-methoxyphenyl)-2-oxoethyl]amino-2-oxoethanoate 

Relevant articles and documents

Hit-to-lead evaluation of a novel class of sphingosine 1-phosphate lyase inhibitors

Inhibition of sphingosine-1-phosphate lyase has recently been proposed as a potential treatment option for inflammatory disorders such as multiple sclerosis, rheumatoid arthritis, and inflammatory bowel disease. In this report we describe our hit-to-lead evaluation of the isoxazolecarboxamide 6, a high-throughput screening hit (in vitro IC50 = 1.0 μM, cell IC50 = 1.8 μM), as a novel S1P lyase inhibitor. We were able to establish basic structure-activity relationships around 6 and succeeded in obtaining X-ray structural information which enabled structure-based design. With the discovery of 28, enzyme activity was quickly improved to IC50 = 120 nM and cell potency to IC50 = 230 nM. The main liability in the established isoxazolecarboxamide hit series was determined to be metabolic stability. In particular we identified that future lead-optimization efforts to overcome this problem should focus on blocking the N-dealkylation on the secondary amine.

Probing the 'bipolar' nature of the carbonic anhydrase active site: Aromatic sulfonamides containing 1,3-oxazol-5-yl moiety as picomolar inhibitors of cytosolic CA I and CA II isoforms

Abstract A series of potent inhibitors of human carbonic anhydrase (CA) isoforms I and II has been prepared via a direct, chemoselective sulfochlorination of a range of 1,3-oxazolyl benzenes and thiophenes, followed by primary sulfonamide synthesis. The latter functionality is a known zinc-binding group (ZBG) responsible for anchoring the inhibitors to the CA's zinc metal ion. The compound's periphery as well as the overall scaffold geometry was designed to enable optimal interactions with the two distinct sides of the enzyme's active site, one of which is lined with hydrophobic residues and while the other is predominantly hydrophilic. As a result, several compounds inhibiting the therapeutically important cytosolic CA I and CA II in picomolar range have been identified. These compounds are one of the most potent CA inhibitors identified to-date. Not only the remarkable (>10 000-fold), cytosolic CA I and CA II selectivity vs. the membrane-bound CA IX and CA XII isoforms, but also the pronounced CA II/I selectivity observed in some cases, allow considering this series as a set of isoform-selective chemical biology tools and promising starting points for drug candidate development.

Flexible stereoselective functionalizations of ketones through umpolung with hypervalent iodine reagents

The functionalization of carbonyl compounds in the α-position has gathered much attention as a synthetic route because of the wide biological importance of such products. Through polarity reversal, or "umpolung", we show here that typical nucleophiles, such as oxygen, nitrogen, and even carbon nucleophiles, can be used for addition reactions after tethering them to enol ethers. Our findings allow novel retrosynthetic planning and rapid assembly of structures previously accessible only by multistep sequences. A Nu approach: An efficient α-functionalization of ketones with a range of simple and useful nucleophiles is possible by using hypervalent iodine reagents (see scheme; Nu′ can be the Nu itself or a protected form of this nucleophile group).

Methods and compositions for treating amyloid-related diseases

Methods, compounds, pharmaceutical compositions and kits are described for treating or preventing amyloid-related disease.

The application of vinylogous iminium salt derivatives to an efficient relay synthesis of the pyrrole containing alkaloids polycitone A and B

A new and efficient relay synthesis of the marine natural products polycitone A and B is described. The new strategy relies on the formation of 2,4-disubstituted pyrroles from a vinamidinium salt followed by electrophilic substitution at the 5-position of

7-alkyl- and 7-cycloalkyl-5-aryl-pyrrolo[2,3-d]pyrimidines - Potent inhibitors of the tyrosine kinase c-Src

7-Substituted-5-aryl-pyrrolo[2,3-d]pyrimidines have been prepared starting from α-bromoacetophenones. These compounds represent a novel class of potent inhibitors of the tyrosine kinase pp60c-Src with good specificity towards other tyrosine kinases (EGF-R, v-Abl).

1-[[[5-(Substituted phenyl)-2-oxazolyl]methylene]amino]-2,4-imidazolidinediones

A series of 1-[[[5-(substituted phenyl-2-oxazolyl]methylene]amino]-2,4-imidazolidinediones are useful as muscle relaxants.