36520-39-5

Basic information

• Product Name: Azetidine hydrochloride
• Synonyms: AZETIDINE HCL;AZETIDINE HYDROCHLORIDE;TRIMETHYLENEIMINE HYDROCHLORIDE;Azetidine (trimethyleneimine) hydrochloride;Azetidine hydrochloride ,99%;Azetidine hydrochloride ,98%;Trimethylene imine hydrochloride, 1,3-Propylenimine hydrochloride, Azacyclobutane hydrochloride;1,3-PropyleniMine Hydrochloride
• CAS NO: 36520-39-5
• Molecular Formula: C₃H₇N*ClH
• Molecular Weight: 93.56
• EINECS: 207-963-8
• Product Categories: Heterocycles series;Heterocyclic Compounds;Azetidines;Amino Acids & Derivatives;Heterocycles;Intermediates;Building Blocks;Chemical Synthesis;Heterocyclic Building Blocks;N-Containing;Others
• Mol File: 36520-39-5.mol
• Article Data: 6

Chemical Properties

• Melting Point: >300 °C(lit.)
• Flash Point: 152 °C
• Appearance: White powder
• Storage Temp.: Room temperature.
• Water Solubility: Soluble in water (103.8°C at 760 mmHg).
• Sensitive: Hygroscopic
• CAS DataBase Reference: Azetidine hydrochloride(CAS DataBase Reference)
• NIST Chemistry Reference: Azetidine hydrochloride(36520-39-5)
• EPA Substance Registry System: Azetidine hydrochloride(36520-39-5)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26
• RIDADR: UN1325
• WGK Germany: 3
• HazardClass: IRRITANT, HYGROSCOPIC
• Hazardous Substances Data: 36520-39-5(Hazardous Substances Data)

Usage

Chemical Properties

White powder

Uses

Different sources of media describe the Uses of 36520-39-5 differently. You can refer to the following data:
1. Basic building block for synthesizing azetidines.1,2
2. Azetidine hydrochloride is a four-membered ring nitrogen-containing heterocycle. Useful building block in the synthesis of polypeptides and other nitrogen containing compounds with potential biological properties.
3. Azetidine hydrochloride is a building block for azetidine synthesis and a pharmaceutical intermediate.

InChI:InChI=1/C3H7N.ClH/c1-2-4-3-1;/h4H,1-3H2;1H

Upstream product

• 107128-00-7 N-benzhydryl azetidine 
• 144266-58-0 3-azidopropyl diethylboronate 
• 109-77-3 malononitrile 

Downstream Products

• 51425-91-3 azetidin-1-yl(p-tolyl)methanone 
• 438487-42-4 phenyl azetidine-1-carboxylate 
• 918308-81-3 tert-butyl (2E)-3-(2-[4-(azetidin-1-ylmethyl)phenyl]-8-{[(4-tert-butyl-1,3-thiazol-2-yl)amino]carbonyl}-4-oxo-4H-pyrido[1,2-a]pyrimidin-3-yl)acrylate 
• 230617-65-9 1-(6-chloro-pyridin-3-ylmethyl)-azetidine 
• 64295-04-1 2,4,6-tris-(1'-azetidinyl)-1,3,5-triazine 
• 1029649-99-7 C₂₆H₃₁ClN₂O₆ 
• 455956-57-7 4-[2-(2-azetidin-1-yl-1-methyl-2-oxoethyl)-4-chlorophenyl]-1-{[(3S,4R)-1-tert-butyl-4-(2,4-difluorophenyl)pyrrolidin-3-yl]carbonyl}piperidine trifluoroacetic acid salt 
• 1018479-18-9 O-[(E)-4-(tert-butyldiphenylsilyloxy)but-2-enyl] azetidine-1-carbothioate 
• 1018479-20-3 O-[(E)-4-(tert-butoxycarbonyl(phenyl)amino)but-2-enyl] azetidine-1-carbothioate 
• 1189352-64-4 2-(4-azetidin-1-ylphenyl)-4,5,6,7-tetrahydro-1,3-benzothiazol-7-ol 
• 1080062-67-4 5-(azetidin-1-ylcarbonyl)-2-(5-{1-[4-(cyclopropylsulfonyl)phenyl]-2-(tetrahydro-2H-pyran-4-yl)ethyl}-1H-pyrrol-2-yl)pyridine 
• 1080062-78-7 5-(2-(azetidin-1-yl)-2-oxoethyl)-2-(5-{1-[4-(cyclopropylsulfonyl)phenyl]-2-(tetrahydro-2H-pyran-4-yl)ethyl}-1H-pyrrol-2-yl)pyridine 
• 1208536-47-3 1-[4-(benzyloxy)-benzoyl]azetidine 
• 1253575-03-9 4-(5-(azetidin-1-ylmethyl)-2-(6-methoxypyridin-3-ylamino)pyridin-3-yl)-N,N-bis(4-methoxybenzyl)-6-methyl-1,3,5-triazin-2-amine 

Relevant articles and documents

Amine protection/α-activation with the tert -butoxythiocarbonyl group: Application to azetidine lithiation-electrophilic substitution

tert-Butoxythiocarbonyl (Botc), the long-neglected thiocarbonyl analogue of Boc, facilitates (unlike its alkoxycarbonyl cousin) α-lithiation and electrophile incorporation on N-Botc-azetidine. N,N,N′,N′-endo,endo-Tetramethyl-2,5-diaminonorbornane proved optimal as a chiral ligand, generating adducts with er up to 92:8. Facile deprotection, under conditions that left the corresponding N-Boc systems intact, was achieved using either TFA or via thermolysis in ethanol.

Heterocyclic derivatives and their use as antithrombotic agents

The present invention relates to antithrombotic compounds comprising the group Q, Q having formula (I), wherein the substructure (i) is a structure selected from (a, b and c), wherein X is O or S; X′ being independently CH or N; and m is 0, 1, 2 or 3; wherein the group Q is bound through an oxygen atom or an optionally substituted nitrogen or carbon atom, or a pharmaceutically acceptable salt thereof or a prodrug thereof. The compounds of the invention are therapeutically active and in particular are antithrombotic agents.

Process for synthesis of azetidine and novel intermediates therefor

A novel process is described for preparing azetidine and 2 or 3 methyl and ethyl azetidine free bases by reacting primary arylmethylamine having suitable bulk providing substituents attached to the methyl carbon and an appropriate propane derivative havin