606129-56-0

Usage

Chemical class

Azetidines

Structure

Ester form of azetidinecarboxylic acid

Cyclic amino acid

Yes

Presence of 4-chlorophenyl group

Indicates potential use in medicinal chemistry

1,1-Dimethylethyl ester group

Makes the compound volatile and flammable

Handling and storage

Must be handled and stored with care due to volatility and flammability

Applications

Drug development, material science, and other industries

Unique structure

Contributes to its potential applications

Properties

Volatile, flammable, and potentially useful in pharmaceuticals due to the presence of the 4-chlorophenyl group.

Upstream product

• 177947-96-5 tert-butyl 3-formylazetidine-1-carboxylate 
• 873-77-8 (4-chlorphenyl)magnesium bromide 
• 142253-55-2 1-(t-butyloxycarbonyl)-azetidine-3-carboxylic acid 
• 104-88-1 4-chlorobenzaldehyde 
• 254454-54-1 tert-butyl-3-iodoazetidine-1-carboxylate 
• 142253-56-3 3-hydroxymethyl-azetidine-1-carboxylic acid tert-butyl ester 
• 606129-45-7 3-(4-chloro-benzoyl)-azetidine-1-carboxylic acid tert-butyl ester 

Downstream Products

• 606129-57-1 3-[(4-chloro-phenyl)-iodo-methyl]-azetidine-1-carboxylic acid tert-butyl ester 
• 1398705-32-2 C₂₂H₂₆ClNO₃ 
• 1398708-31-0 C₂₂H₂₄ClNO₄ 
• 1398706-84-7 3-((benzyloxy)(4-chlorophenyl)methyl)azetidine hydrochloride 
• 1398705-11-7 (azetidin-3-yl)(4-chlorophenyl)methanol hydrochloride 
• 1398706-66-5 3-((4-chlorophenyl)(methoxy)methyl)azetidine hydrochloride 
• 1398706-68-7 3-((4-chlorophenyl)(ethoxy)methyl)azetidine hydrochloride 
• 1398705-18-4 C₁₇H₂₄ClNO₃ 
• 1398705-16-2 C₁₆H₂₂ClNO₃ 

Relevant academic research and scientific papers

Development of a Continuous Flow Synthesis of 2-Substituted Azetines and 3-Substituted Azetidines by Using a Common Synthetic Precursor

The generation and functionalization, under continuous flow conditions, of two different lithiated four-membered aza-heterocycles is reported. N-Boc-3-iodoazetidine acts as a common synthetic platform for the genesis of C3-lithiated azetidine and C2-lithiated azetine depending on the lithiation agent. Flow technology enables easy handling of such lithiated intermediates at much higher temperatures compared to batch processing. Flow technology combined with cyclopentylmethyl ether as an environmentally responsible solvent allows us to address sustainability concerns.

Exploration of novel 3-substituted azetidine derivatives as triple reuptake inhibitors

Novel azetidines based on the 3-aryl-3-oxypropylamine scaffold were designed, synthesized, and evaluated as TRIs. Reduction of 1 followed by Swern oxidation and then Grignard reaction gave 3. The alkylation of 3 provided the corresponding azetidine derivatives 6, of which the two most promising, 6bd and 6be, were selected from 86 prepared analogues based on their biological profiles. Compound 6be showed activity in vivo in FST at 10 mg/kg IV or 20-40 mg/kg PO.

1,3-DISUBSTITUTED AZETIDINE DERIVATIVES FOR USE AS CCR-3 RECEPTOR ANTAGONISTS IN THE TREATMENT OF INFLAMMATORY AND ALLERGIC DISEASES

Compounds of formula Ia or Ib in free or salt form, wherein Ar, X1, X2, m, R1, Q, Y, R2 and R3 have the meanings as indicated in the specification, are useful for treating conditions that are mediated by CCR-3, for example an inflammatory or allergic cond