174-78-7

Basic information

• Product Name: 2-oxa-6-azaspiro[3.3]heptane
• Synonyms: 2-oxa-6-azaspiro[3.3]heptane;2-Oxa-6-aza-spiro[3.3]heptane oxalic acid salt;2-oxa-6-azaspiro[3,3]heptanes oxalic acid salt;2-oxa-6-azaspiro[3.3]heptanes (ForM: oxalate);2-oxa-6-azaspiro[3.3]heptanes oxalate;2-OXA-6-AZASPIRO[3.3]HEPTANE HCL
• CAS NO: 174-78-7
• Molecular Formula: C₅H₉NO
• Molecular Weight: 99.1321
• Mol File: 174-78-7.mol

Chemical Properties

• Boiling Point: 166℃
• Flash Point: 51℃
• Appearance: /
• Density: 1.12
• Vapor Pressure: 1.85mmHg at 25°C
• Refractive Index: 1.4750 to 1.4790
• Storage Temp.: 2-8°C(protect from light)
• PKA: 9.73±0.20(Predicted)
• CAS DataBase Reference: 2-oxa-6-azaspiro[3.3]heptane(CAS DataBase Reference)
• NIST Chemistry Reference: 2-oxa-6-azaspiro[3.3]heptane(174-78-7)
• EPA Substance Registry System: 2-oxa-6-azaspiro[3.3]heptane(174-78-7)

Safety Data

• RIDADR: UN 1993 3/PG III
• HazardClass: 3
• PackingGroup: III
• Hazardous Substances Data: 174-78-7(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
2-Oxa-6-azaspiro[3.3]heptane is utilized as a key intermediate in the synthesis of pharmaceuticals for its ability to contribute to the development of biologically active compounds. Its unique spiro ring system and the presence of heteroatoms make it a promising candidate for the creation of novel drug molecules with potential therapeutic applications.
Used in Organic Synthesis:
In the field of organic synthesis, 2-Oxa-6-azaspiro[3.3]heptane is employed as a versatile building block. It is used for the construction of complex organic molecules, taking advantage of its reactive functional groups and the structural rigidity provided by the spiro ring system, which can lead to the production of compounds with specific properties and applications.
Used in Chemical Research:
2-Oxa-6-azaspiro[3.3]heptane also serves as an important molecule in chemical research, where it is studied for its unique properties and reactivity. Researchers use this compound to explore new reaction pathways, understand the influence of spiro ring systems on molecular behavior, and develop innovative synthetic methodologies.

InChI:InChI=1/C5H9NO/c1-5(2-6-1)3-7-4-5/h6H,1-4H2

Upstream product

• 46246-91-7 2-benzyl-6-oxa-2-azaspiro[3.3]-heptane 
• 78-71-7 3,3-bis(chloromethyl)oxetane 
• 2402-83-7 3,3-bis(bromomethyl)oxetane 
• 1522-92-5 2,2-bis(bromomethyl)-3-bromo-propan-1-ol 
• 13573-28-9 6-(p-toluenesulfonyl)-2-oxa-6-azaspiro[3.3]heptane 

Downstream Products

• 1045709-32-7 bis(2-oxa-6-azaspiro[3.3]heptan-6-ium) ethanedioate 
• 1200131-25-4 6-(4-bromobenzyl)-2-oxa-6-azaspiro[3.3]heptane 
• 1353623-42-3 C₂₇H₃₂ClN₇O₅S 
• 1361218-86-1 1,1,1-trifluoro-2-(4-((2S)-2-(2-oxa-6-azaspiro[3.3]hept-6-ylmethyl)-4-(2-thiophenylsulfonyl)-1-piperazinyl)phenyl)-2-propanol 
• 1420890-70-5 C₂₁H₂₄ClN₇O₂ 
• 1439358-11-8 C₁₈H₂₀N₄O₄S 
• 1445861-29-9 4-(3'-chloro-4'-fluorophenylamino)-6-[2-(2-oxa-6-azaspiro[3.3]heptane-6-yl)oxethyl]-7-methoxyquinazoline 
• 1445860-67-2 4-(3'-chloro-4'-fluorophenylamino)-6-[3-(2-oxa-6-azaspiro[3.3]heptane-6-yl)propoxy]-7-methoxyquinazoline 
• 1258444-30-2 (1R,2R,4R)-4-(benzenesulfonyl)-N-(1-cyanocyclopropyl)-2-({2-oxa-6-azaspiro[3.3]heptan-6-yl}carbonyl)cyclopentane-1-carboxamide 
• 1449279-89-3 (4S,5R)-(3-benzoyl-2-(4-methoxyphenyl)-4-phenyloxazolidin-5-yl)(2-oxa-6-azaspiro[3.3]heptan-6-yl)methanone 
• 1449279-90-6 (4S,5R)-tert-butyl-2-(4-methoxyphenyl)-4-phenyl-5-(2-oxa-6-azaspiro[3.3]heptane-6-carbonyl)oxazolidine-3-carboxylate 
• 1449279-91-7 N-((1S,2R)-2-hydroxy-3-oxo-1-phenyl-3-(2-oxa-6-azaspiro[3.3]heptan-6-yl)propyl)-benzamide 
• 1449279-92-8 tert-butyl (1S,2R)-2-hydroxy-3-oxo-1-phenyl-3-(2-oxa-6-azaspiro[3.3]heptan-6-yl)-propylcarbamate 
• 1159599-99-1 2-oxa-6-azaspiro[3.3]heptan-6-ium carboxyformate 

Relevant articles and documents

Synthesis and Properties of 2-Oxa-6-azaspiro[3.3]heptane Sulfonate Salts

An improved synthesis of the bicyclic spiro compound 2-oxa-6-azaspiro[3.3]heptane is presented. While this compound is often isolated as an oxalate salt, its isolation as a sulfonic acid salt yields a more stable and more soluble product. With these improved properties access to a wider range of reaction conditions with the spirobicyclic 2-oxa-6-azaspiro[3.3]heptane has been enabled.

SUBSTITUTED PHENYLOXAZOLIDINONES FOR ANTIMICROBIAL THERAPY

The present invention relates to novel oxazolidinones (Formula I): or a pharmaceutically acceptable salt having ring A characterized by N-containing monocyclic, bicyclic or spirocyclic substituents, to their preparation, and to their use as drugs for treating Mycobacterium tuberculosis and other microbial infections, either alone or in combination with other anti-infective treatments.

The Development of a Manufacturing Route to an MCHr1 Antagonist

Process development work to provide an efficient manufacturing route to a MCHr1 antagonist is presented herewith. Features of this development work include a scalable manufacturing route to the useful 6-oxa-2-azaspiro[3.3]heptane building block and the use of a (soluble) alternative to sodium triacetoxyborohydride.

PHENYL AMINO PYRIMIDINE BICYCLIC COMPOUNDS AND USES THEREOF

The present invention relates to phenyl amino pyrimidine bicyclic compounds formula (I) which are inhibitors of protein kinases including JAK kinases. In particular the compounds are active against JAK1, JAK2, JAK3 and TYK2 kinases. The kinase inhibitors can be used in the treatment of kinase associated diseases such as immunological and inflammatory diseases including organ transplants; hyperproliferative diseases including cancer and myeloproliferative diseases; viral diseases; metabolic diseases; and vascular diseases.

Design, synthesis and biological evaluation of paclitaxel-mimics possessing only the oxetane D-ring and side chain structures

Two spiro paclitaxel-mimics consisting only of an oxetane D-ring and a C-13 side chain were designed and synthesized on the basis of analysis of structure-activity relationships (SAR) of paclitaxel. In vitro microtubule-stabilizing and antiproliferative assays indicated a moderate weaker activity of the mimics than paclitaxel, but which still represented the first example of simplified paclitaxel analogues with significant anti-tumor biological activity.

QUINAZOLINE DERIVATIVES AS HISTAMINE H4-RECEPT0R INHIBITORS FOR USE IN THE TREATMENT OF INFLAMMATORY DISORDERS

Compounds that modulate the histamine H4 receptor, and which may be useful for treating or preventing disorders and conditions mediated by the histamine H4 receptor, e.g. inflammation, are of Formula (I):

Spirocyclic oxetanes: Synthesis and properties

(Chemical Presented) Wormholes through chemical space: Spirocyclic oxetanes are described as analogues of morpholine and also as topological siblings of their carbonyl counterparts. They are particularly promising in terms of both their physicochemical properties and the ease with which they can be grafted onto molecular structures. The data collected highlight oxetanes as both the hydrophilic sister of a gem-dimethyl unit and the carbonyl group's lipophilic brother.