Azetidine Derivatives in Drug Design

Azetidine Derivatives in Drug Design

Azetidines possess a favorable balance between satisfactory stability and strong molecular rigidity, enabling efficient adjustment of pharmacological properties exhibited by molecules containing this moiety. Consequently, azetidine is regarded as a favored framework in the realm of drug discovery.

Drug Structure Target Drug Categories
Edonerpic maleate Amyloid-β Neurotrophic Agents

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A144460519187-23-699%

1-(3-(2-(Benzo[b]thiophen-5-yl)ethoxy)propyl)azetidin-3-ol

A492718110-16-799%

Maleic acid

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Drug Structure Target Drug Categories
Ezetimibe LDL-C Anticholesteremic Agents

Related Intermediates:

A104063190595-65-498%

(3R,4S)-4-(4-(Benzyloxy)phenyl)-1-(4-fluorophenyl)-3-(3-(4-fluorophenyl)-3-oxopropyl)azetidin-2-one

A115873163222-32-097%

(3R,4S)-4-(4-(Benzyloxy)phenyl)-1-(4-fluorophenyl)-3-((S)-3-(4-fluorophenyl)-3-hydroxypropyl)azetidin-2-one

A415517272778-12-897%

(S)-3-((2R,5S)-5-(4-Fluorophenyl)-2-((S)-((4-fluorophenyl)amino)(4-((trimethylsilyl)oxy)phenyl)methyl)-5-((trimethylsilyl)oxy)pentanoyl)-4-phenyloxazolidin-2-one

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Drug Structure Target Drug Categories
Cobimetinib MEK Antineoplastic Agents

Related Intermediates:

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Drug Structure Target Drug Categories
Baricitinib JAK Antirheumatic Agents

Related Intermediates:

A1458753680-69-198%

4-Chloro-7H-pyrrolo[2,3-d]pyrimidine

A1756281187595-85-297%

2-(1-(Ethylsulfonyl)azetidin-3-ylidene)acetonitrile

A495132594-44-598%

Ethanesulfonyl chloride

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Example Reaction of Piperidines:

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References:

[1]Antermite D, Degennaro L, Luisi R. Recent advances in the chemistry of metallated azetidines[J]. Organic & Biomolecular Chemistry, 2017, 15(1): 34-50.

[2]Kirichok A A, Shton I O, Pishel I M, et al. Synthesis of multifunctional spirocyclic azetidines and their application in drug discovery[J]. Chemistry–A European Journal, 2018, 24(21): 5444-5449.

[3] Ye Y, Wang H, Fan R. Stereoselective construction of highly functionalized azetidines via a [2+ 2]-cycloaddition[J]. Organic Letters, 2010, 12(12): 2802-2805.