3883-94-1

Basic information

• Product Name: 2-AMINO-4'-METHOXYACETOPHENONE HYDROCHLORIDE
• Synonyms: TIMTEC-BB SBB003530;2-AMINO-1-(4-METHOXY-PHENYL)-ETHANONE HYDROCHLORIDE;2-AMINO-4'-METHOXYACETOPHENONE HYDROCHLORIDE;4-Methoxyphenacylamine hydrochloride;alpha-Amino-4'-methoxyacetophenone hydrochloride;2-AMINO-4'-METHOXYACETOPHENONE HYDRO- CHLORIDE, 90% tech.;2-Amino-4'-methoxyacetophenone hydrochloride,97%;2-Amino-4'-methoxyacetophenone hydrochloride, Technical, 90%
• CAS NO: 3883-94-1
• Molecular Formula: C₉H₁₁NO₂*ClH
• Molecular Weight: 201.65
• Product Categories: Benzene series;C9;Carbonyl Compounds;Ketones;Building Blocks;Carbonyl Compounds;Chemical Synthesis;Organic Building Blocks
• Mol File: 3883-94-1.mol

Chemical Properties

• Melting Point: 190-193 °C(lit.)
• Boiling Point: 345.4 °C at 760 mmHg
• Flash Point: 162.7 °C
• Appearance: White to off-white/Powder
• CAS DataBase Reference: 2-AMINO-4'-METHOXYACETOPHENONE HYDROCHLORIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-AMINO-4'-METHOXYACETOPHENONE HYDROCHLORIDE(3883-94-1)
• EPA Substance Registry System: 2-AMINO-4'-METHOXYACETOPHENONE HYDROCHLORIDE(3883-94-1)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 3883-94-1(Hazardous Substances Data)

Usage

Chemical Properties

White to yellow to yellow-tan crystalline powder

Preparation

Obtained by treatment of a-bromo-4-methoxyacetophenone with hexamethylenetetramine in chloroform at r.t. for 1 h.

Upstream product

• 100-97-0 hexamethylenetetramine 
• 2196-99-8 2-chloro-1-(4-methoxyphenyl)ethanone 
• 7770-25-4 (4-methoxy-phenacyl)-hexamethylenetetraminium; bromide 
• 151427-04-2 2-(p-methoxyphenyl)ethan-1,2-dion-1-oxime sodium salt 
• 6595-28-4 2-azido-1-(4-methoxyphenyl)ethan-1-one 
• 67867-35-0 (E)-2-(4-methoxyphenyl)-2-oxoacetaldehyde oxime 
• 2632-13-5 2-Bromo-4'-methoxyacetophenone 
• 1386376-83-5 (R)-N-tert-butanesulfinyl 2-(4-methoxyphenyl)-2-oxoethylamine 
• 99-90-1 para-bromoacetophenone 
• 100-06-1 1-(4-methoxyphenyl)ethanone 
• 1386376-72-2 (R)-N-tert-butanesulfinyl 2,2-dimethoxy-2-(4-methoxyphenyl)ethylamine 
• 18197-26-7 sodium diformamide 
• 93102-87-5 5-(4-Chloro-benzyl)-oxazole-4-carboxylic acid methyl ester 
• 129972-93-6 C₁₁H₁₁NO₄ 

Downstream Products

• 69163-82-2 5-(4-methoxyphenyl)-2-methyl-1,3-oxazole 
• 72997-56-9 2-(4-ethyl-phenyl)-5-(4-methoxy-phenyl)-thiazole 
• 72997-57-0 5-(4-methoxy-phenyl)-2-(4-propyl-phenyl)-thiazole 
• 72997-60-5 2-(4-hexylphenyl)-5-(4-methoxyphenyl)-1,3-thiazole 
• 72997-52-5 5-(4-methoxy-phenyl)-2-(4-octyloxy-phenyl)-thiazole 
• 72997-46-7 2-(4-ethoxy-phenyl)-5-(4-methoxy-phenyl)-thiazole 
• 72997-61-6 2-(4-decyl-phenyl)-5-(4-methoxy-phenyl)-thiazole 
• 72997-53-6 5-(4-methoxy-phenyl)-2-(4-nonyloxy-phenyl)-thiazole 
• 72997-54-7 2-(4-decyloxy-phenyl)-5-(4-methoxy-phenyl)-thiazole 
• 72997-47-8 5-(4-methoxy-phenyl)-2-(4-propoxy-phenyl)-thiazole 
• 72997-51-4 2-(4-heptyloxy-phenyl)-5-(4-methoxy-phenyl)-thiazole 
• 72997-45-6 2,5-bis(4-methoxyphenyl)-1,3-thiazole 
• 47071-05-6 2-(4-methoxy-phenyl)-5,7,7-trimethyl-7H-thiazolo[3,2-a]pyrimidine 
• 90490-64-5 1-(4-methoxyphenyl)-2-(1H-pyrrol-1-yl)ethan-1-one 

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.

Synthesis, characterization, COX1/2 inhibition and molecular modeling studies on novel 2-thio-diarylimidazoles

Heterocyclic compounds with diaryl substituents have been a milestone approach for selective cyclooxygenase 2 (COX 2) inhibition by bioisosteric replacements and modifications. It is also known that thiazole derivatives have different pharmacological acti

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.

Design, synthesis and evaluation of novel 5-phenylthiophene derivatives as potent fungicidal of Candida albicans and antifungal reagents of fluconazole-resistant fungi

A series of 5-phenylthiophene derivatives with novel structures were designed and synthesized to combat the increasing incidence of susceptible and drug-resistant fungal infections. The antifungal activity of the synthesized compounds was assessed against seven susceptible strains and six fluconazole-resistant strains. It is especially encouraging that compounds 17b and 17f displayed significant antifungal activities against all tested strains. Furthermore, the potent compounds 17b and 17f could prevent the formation of fungi biofilms and 17f displayed satisfactory fungicidal activity. Preliminary mechanistic studies showed that the potent antifungal activity of compound 17f stemmed from inhibition of C. albicans CYP51. In addition, Compounds 17b and 17f were almost nontoxic to mammalian A549, MCF-7, and THLE-2 cells. These results strongly suggested that compounds 17b and 17f are promising as novel antifungal drugs.

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.).

Toward a treatment of diabesity: In vitro and in vivo evaluation of uncharged bromophenol derivatives as a new series of PTP1B inhibitors

Protein tyrosine phosphatase 1B (PTP1B) has been considered as a validated biological target for type 2 diabetes treatment, but past endeavors to develop inhibitors of PTP1B into drugs have been unsuccessful. Two challenging aspects are selective inhibition and cell permeability. A structure-based strategy was employed to develop uncharged bromophenols as a new series of PTP1B inhibitors. The most potent compound 22 (LXQ46) inhibited PTP1B with an IC50 value of 0.190 μM, and showed remarkable selectivity over other protein tyrosine phosphatases (PTPs, 20–200 folds). In the SPR study, increasing concentrations of compound 22 led to concentration-dependent increases in binding responses, indicating that compound 22 could bind to the surface of PTP1B via noncovalent means. By treating insulin-resistant C2C12 myotubes with compound 22, enhanced insulin and leptin signaling pathways were observed. Long-term oral administration of compound 22 reduced the blood glucose level of diabetic BKS db mice. The glucose tolerance tests (OGTT) and insulin tolerance tests (ITT) in BKS db mice showed that oral administration of compound 22 could increase insulin sensitivity. In addition, long-term oral administration of compound 22 could protect mice from obesity, which was not the result of toxicity. Our pharmacokinetics results from the rat-based assays showed that orally administered compound 22 was absorbed rapidly from the gastrointestinal tract, extensively distributed to the tissues, and rapidly eliminated from the body. All these results indicate that compound 22 could serve as a qualified agent to treat type II diabetes.

Structure-Activity Relationships of New Natural Product-Based Diaryloxazoles with Selective Activity against Androgen Receptor-Positive Breast Cancer Cells

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Cholesterol absorption inhibitor (CAI) targeting Niemann-Pick C1-like1 protein was developed for the treatment of hyperlipidaemia and only ezetimibe was approved so far. For developing novel CAIs, we synthesized sixteen 2-azetidinone derivatives and thirt

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