Description

 2-Oxa-6-azaspiro[3.4]octane (1408075-00-2) video

It was studied the design and synthesis of novel azaspirocycle or azetidine substituted 4-anilinoquinazoline derivatives. The EGFR inhibitory activities and in vitro antitumor potency of these newly synthesized compounds against two lung cancer cell lines HCC827 and A549 were evaluated. Find out that most of the target compounds possess good inhibitory potency. In particular, compounds 21g with 2-oxa-6-azaspiro[3.4]octane substituent was found to possess higher EGFR inhibitory activities and similar antitumor potency comparing to the lead compound gefitinib with improved water solubility.

In addition, piperazine and morpholine are common modules in drugs. Design and synthesis of their surrogates may help to explore the chemical in medicinal chemistry.  Through [3+2] cycloaddition, the improved synthesis of 6-benzyl-2,6-diazaspiro[3.4]octane oxalate and 2-oxa-6-azaspiro[3.4]octane as substitutes of piperazine and morpholine was provided, respectively. Multi-gram quantities of the compounds could be easily obtained in relatively high yields.

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2-Oxa-6-azaspiro[3.4]octane (1408075-00-2) Specifications

CAS	1408075-00-2
CAS Min %	95.0
CAS Max %	97.0
MDL Number	MFCD22123302
InChI Key	ZHAIMJRKJKQNQI-UHFFFAOYSA-N
Chemical Name or Material	2-Oxa-6-azaspiro[3.4]octane
Infrared Spectrum	N/A
Physical Form	N/A
Packaging	Standard packing
Molecular Formula	C6H11NO
Molecular Weight (g/mol)	113.16 g/mol
SMILES	C1CNCC12COC2
Color	white
Melting Point	N/A
Assay	≥97%

2-Oxa-6-azaspiro[3.4]octane (1408075-00-2) Safety and Handling

2-Oxa-6-azaspiro[3.4]octane Hazard description:

w Causes skin irritation [Warning Skin corrosion/irritation]

w Causes serious eye irritation [Warning Serious eye damage/eye irritation]

w May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

(1408075-00-2) Precautionary statement:

w  Avoid breathing dust/fume/gas/mist/vapors/spray.

w  Wash … thoroughly after handling.

w  Use only outdoors or in a well-ventilated area.

w  Wear protective gloves/protective clothing/eye protection/face protection.

w  IF ON SKIN:Wash with plenty of water.

w  IF INHALED: Remove person to fresh air and keep comfortable for breathing.

w  IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses if present and easy to do – continue rinsing.

w  Call a POISON CENTER or doctor/… if you feel unwell.

w  Specific treatment (see … on this label).

w  IF SKIN irritation occurs:Get medical advice/attention.

w  If eye irritation persists:Get medical advice/attention.

w  Take off contaminated clothing.

w  Store in a well-ventilated place. Keep container tightly closed.

w  Store locked up.

w  Dispose of contents/container to …

WARNING: The information provided on this web site was developed in compliance with European Union (EU) regulations and is correct to the best of our knowledge, information and belief at the date of its publication. The information given is designed only as a guide for safe handling and use. It is not to be considered as either a warranty or quality specification.

Articles

Synthesis of azaspiro[3.4]octanes via [3+2] cycloadditionWang

Through [3+2] cycloaddition, the improved synthesis of 6-benzyl-2,6-diazaspiro[3.4]octane oxalate and 2-oxa-6-azaspiro[3.4]octane as substitutes of piperazine and morpholine was provided, respectively…

Chinese Journal of Organic Chemistry 2015.

Four-membered heterocycles-containing 4-anilino-quinazoline derivatives as epidermal growth factor receptor (EGFR) kinase inhibitors

In particular, compounds 21g with 2-oxa-6-azaspiro[3.4]octane substituent was found to possess higher EGFR inhibitory activities and similar antitumor potency comparing to the lead compound gefitinib with improved water solubility…

Bioorganic and Medicinal Chemistry Letters 2013.

2-Oxa-6-azaspiro[3.4]octane (1408075-00-2) Technical Service:

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