230972-02-8

Basic information

• Product Name: 1-(5-Morpholinothiophen-2-Yl)Ethanone
• Synonyms: 1-(5-Morpholinothiophen-2-Yl)Ethanone
• CAS NO: 230972-02-8
• Molecular Formula: C₁₀H₁₃NO₂S
• Molecular Weight: 211.28072
• Mol File: 230972-02-8.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1-(5-Morpholinothiophen-2-Yl)Ethanone(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(5-Morpholinothiophen-2-Yl)Ethanone(230972-02-8)
• EPA Substance Registry System: 1-(5-Morpholinothiophen-2-Yl)Ethanone(230972-02-8)

Safety Data

• Hazardous Substances Data: 230972-02-8(Hazardous Substances Data)

Usage

Chemical Class

Thiophene derivatives

Molecular Weight

209.31 g/mol

Applications

Synthesis of pharmaceuticals
Synthesis of agrochemicals
Chemical research and development

Physical State

Colorless liquid

Boiling Point

305.9 °C

Melting Point

47-51 °C

Role

Intermediate in the production of various organic compounds

Biological Activities

Potential biological activities (not specified in the material)

Upstream product

• 110-91-8 morpholine 
• 5370-25-2 2-Acetyl-5-bromothiophene 
• 6310-09-4 2-acetyl-5-chlorothiophene 
• 864053-43-0 4-[3-(N,N-dimethylamino)-2-propene-1-thione]morpholine 
• 78-95-5 chloroacetone 

Downstream Products

• 856014-36-3 2-amino-4-(3-bromophenyl)-6-[5-(morpholin-4-yl)thiophen-2-yl]nicotinonitrile 
• 856014-37-4 N-{4-(3-bromophenyl)-3-cyano-6-[5-(morpholin-4-yl)thiophen-2-yl]pyridin-2-yl}formamidine 

Relevant articles and documents

THIOPHENE DERIVATIVES AS KINASE INHIBITORS

A series of thiophene derivatives which are substituted in the 2 -position by a morphoIin-4-yl substituent, and in the 3 -position by a substituted ethynyl moiety, being selective inhibitors of PI3 kinase enzymes, are accordingly of benefit in medicine, for example in the treatment of inflammatory, autoimmune, cardiovascular, neurodegenerative, metabolic, oncological, nociceptive or ophthalmic conditions.

5-(3-Bromophenyl)-7-(6-morpholin-4-ylpyridin-3-yl)pyrido[2,3-d] pyrimidin-4-ylamine: Structure-activity relationships of 7-substituted heteroaryl analogs as non-nucleoside adenosine kinase inhibitors

4-Amino-5,7-disubstituted pyridopyrimidines are potent, non-nucleoside inhibitors of adenosine kinase (AK). We recently identified a potent, orally efficacious analog, 4 containing a 7-pyridylmorpholine substituted ring system as the key structural element of this template. In this report, we disclose the pharmacologic effects of five- and six-membered heterocyclic ring replacements for the pyridine ring in 4. These replacements were found to have interesting effects on in vivo efficacy and genotoxicity as well as in vitro potency. We discovered that the nitrogen in the heterocyclic ring at C(7) is important for the modulation of mutagenic side effects (Ames assay).

Synthesis and characterisation of N,N-disubstituted 2-amino-5-acylthiophenes and 2-amino-5-acylthiazoles

Starting from halomethyl-ketones 8 and N,N′-persubstituted thioacrylamides 7 or their 2-aza analogues 11 a series of N,N-disubstituted 2-amino-5-acylthiophenes 10 and 2-amino-5-acylthiazoles 12, respectively are available. By starting from 1,3-dichloroacetone and using the same thioacrylamide derivatives 7 and 11 N,N-disubstituted 2-amino-5-(chloroacetyl)thiophenes 13 and 2-amino-5-(chloroacetyl)thiazoles 14 as well as N,N′-persubstituted bis-(2-amino-5-thienyl)ketones 15, 2-amino-5-thienyl-(2-amino-5-thiazolyl)ketones 16, and bis-(2-amino-5-thiazolyl)ketones 17, respectively are available.

On the coupling of aryldiazonium salts with N,N-disubstituted 2-aminothiophenes and some of their carbocyclic and heterocyclic analogues

As exemplified with the morpholino derivatives 7, N,N-disubstituted 2-aminothiophenes couple, depending on the substitution pattern at C(5), with aryldiazonium salts 1 either at their C(3) or C(5) position yielding the corresponding 3-arylazo-2-morpholinothiophenes 9 or, under elimination of the substituent at C(5), 5-arylazo-2-morpholinothiophenes 10. This reaction contrasts to the behaviour of 5-morpholinothiazoles 8 and dimethylaniline 13 towards the same diazonium salts 1 which are unable to couple with these compounds if their C(5) or C(4) position, respectively, is not substituted by H, COOH or CHO. The Royal Society of Chemistry 2000.

Convenient amination of weakly activated thiophenes, furans and selenophenes in aqueous media

We describe herein a new amination procedure of weakly activated heterocyclic bromo derivatives in aqueous media. The base catalysed mechanism of this reaction is also confirmed. Moreover, the application of this strategy to the preparation of amino furans and selenophenes is outlined.