151860-17-2

Basic information

• Product Name: 6-Amino-3-benzyl-3-azabicyclo[3.1.0]hexane
• Synonyms: 6-Amino-3-benzyl-3-azabicyclo[3.1.0]hexane;3-Benzyl-3-aza-bicyclo[3.1.0]hex-6-ylamine;3-(3-Methylphenyl)bicyclo[3.1.0]hexan-6-aMine;(1R,5S,6s)-3-Benzyl-3-azabicyclo[3.1.0]hexan-6-aMine
• CAS NO: 151860-17-2
• Molecular Formula: C₁₂H₁₆N₂
• Molecular Weight: 188.27
• Product Categories: pharmacetical
• Mol File: 151860-17-2.mol

Chemical Properties

• Boiling Point: 280.2 °C at 760 mmHg
• Flash Point: 111.5 °C
• Appearance: /
• Density: 1.145 g/cm³
• Vapor Pressure: 0.004mmHg at 25°C
• Refractive Index: 1.615
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 6-Amino-3-benzyl-3-azabicyclo[3.1.0]hexane(CAS DataBase Reference)
• NIST Chemistry Reference: 6-Amino-3-benzyl-3-azabicyclo[3.1.0]hexane(151860-17-2)
• EPA Substance Registry System: 6-Amino-3-benzyl-3-azabicyclo[3.1.0]hexane(151860-17-2)

Safety Data

• Hazardous Substances Data: 151860-17-2(Hazardous Substances Data)

Usage

Uses

Due to the limited information available on 6-Amino-3-benzyl-3-azabicyclo[3.1.0]hexane, its uses are not well-documented. However, based on its chemical structure and classification, it can be inferred that it may have potential applications in the following areas:
Used in Advanced Chemical Research:
6-Amino-3-benzyl-3-azabicyclo[3.1.0]hexane is used as a research compound for studying its chemical properties and potential applications in various fields.
Used in Pharmaceutical Development:
Although not explicitly mentioned, the compound's structure suggests that it may have potential uses in the development of pharmaceuticals, particularly in the synthesis of new drug molecules or as a building block for more complex molecules.
Used in Material Science:
6-Amino-3-benzyl-3-azabicyclo[3.1.0]hexane's aromatic nature and unique structure may make it a candidate for use in the development of new materials with specific properties, such as in the field of polymer chemistry or as a component in the synthesis of advanced materials.

InChI:InChI=1/C12H16N2/c13-12-10-7-14(8-11(10)12)6-9-4-2-1-3-5-9/h1-5,10-12H,6-8,13H2

Upstream product

• 232598-24-2 (1α, 5α, 6α)-6-Acetamido-3-benzyl-3-azabicyclo[3.1.0]hexane 
• 151860-15-0 (1α,5α,6α)-3-N-benzyl-6-nitro-2,4-dioxo-3-azabicyclo[3.1.0]hexane 
• 1631-26-1 1-benzyl-1H-pyrrole-2,5-dione 
• 151860-16-1 (1α,5α,6α)-3-N-benzyl-6-nitro-3-azabicyclo[3.1.0]hexane 

Downstream Products

• 712356-53-1 (1α, 5α, 6α)-6N-(3-azabicyclo [3.1.0] hexyl-3-benzyl)-2-chloro acetamide 
• 712355-73-2 (1α, 5α, 6α)-6-N-(3-azabicyclo [3.1. 0] hexyl-3-benzyl)-2-cyclohexyl-2-hydroxy-2-phenyl acetamide 
• 845626-36-0 3-benzyl-N,N-dimethyl-3-azabicyclo[3.1.0]hexan-6-amine 
• 858342-02-6 C₁₅H₂₀N₂O₂ 
• 845626-26-8 C₁₈H₂₈N₂O₂Si 
• 134575-66-9 7-([1α,5α,6α]-6-tert-Butoxycarbonylamino-3-azabicyclo[3.1.0]hex-3-yl)-6-fluoro-1-(2,4-difluorophenyl)-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylic acid,ethyl ester 
• 256369-34-3 (1α,5α,6α)-6-Amino-3-azabicyclo[3.1.0]hexane ditosylate salt 
• 146836-84-2 trovafloxacin mesylate 
• 134575-17-0 tert-butyl (1R,5S,6R)-3-azabicyclo[3.1.0]hexan-6-ylcarbamate 

Relevant articles and documents

Synthesis of azabicyclo[3.1.0]amine analogues of anacardic acid as potent antibacterial agents

Azabicyclo[3.1.0]amine analogues of anacardic acid (16a, 16b, 18a, 18b, 19 and 19b) were synthesized from anacardic acid and tested for their antibacterial activity against Gram positive and Gram negative bacteria. Most of the compounds are having potency at par with ampicillin and inferior with other standard drugs.

Synthesis of an amino moiety in trovafloxacin by using an in-expensive amidine base, N, N-diethylacetamidine

The simple and in-expensive amidine base, N.N-diethylacetamidine, has been prepared and utilized in the construction of bicyclic hetero compound, 4 and employed for further reduction of amidic carbonyl groups of 4 by using NaBH 4I2-THF condition which is an efficient and commercially viable method to prepare 5 towards the synthesis of amino moiety I, in Trovafloxacin 2 an antibacterial agent.

Discovery of conformationally rigid 3-azabicyclo[3.1.0]hexane-derived dipeptidyl peptidase-IV inhibitors

The induction of conformationally restricted N-(aryl or heteroaryl)-3-azabicyclo[3.1.0]hexane derivatives at P2 region of compounds of 2-cyanopyrrolidine class was explored to develop novel DPP-IV inhibitors. The synthesis, structure-activity r

Mechanisms of trovafloxacin hepatotoxicity: Studies of a model cyclopropylamine-containing system

The mechanism for the hepatotoxicity of trovafloxacin remains unresolved. Trovafloxacin contains a cyclopropylamine moiety which has a potential to be oxidized to reactive intermediate(s) although other putative elements may exist. In this study, a drug model of trovafloxacin containing the cyclopropylamine substructure was synthesized. Chemical oxidation of the drug model by K3Fe(CN)6 and NaClO revealed that both oxidants oxidize this drug model to a reactive α,β-unsaturated aldehyde, 11. The structure of 11 was fully elucidated by LC/MS/MS and NMR analysis. These results suggested that P450s with heme-iron center and myeloperoxidase generating hypochlorous acid in the presence of chloride ion are capable of bioactivating the cyclopropylamine moiety of trovafloxacin. This deleterious metabolism may lead to eventual hepatotoxicity.

SUBSTITUTED AZABICYCLO HEXANE DERIVATIVES AS MUSCARINIC RECEPTOR ANTAGONISTS

The present invention relates to a radio telephony network (1) supporting at least one link of a radio channel (6) for a packet data transmission service. The radio telephony network (1) comprises a plurality of network controllers (RNC). Each network con

Synthesis of trovafloxacin using various (1α,5α,6α)-3-azabicyclo[3.1.0]hexane derivatives

Trovafloxacin, a novel broad spectrum antibacterial, contains the unusual (1α,5α,6α)-3-azabicyclo[3.1.0]hexane ring system. The prototype of the industrial synthesis of this ring system and possible mechanistic pathways to exclusive formation of the exo or 6α-nitro derivative 4 are described, which leads to the key 6a-nitro-3-azabicyclo[3.1.0]hexane intermediate 10. The synthesis of 6a-amino-3-azabicyclo[3.1.0]hexane 16 and useful protected cxo 6-amino derivatives 15 and 17 follows from 10. These can be coupled with the 7-chloronaphthyridone 18 to yield protected trovafloxacin compounds 20-22 in good yield. The ethyl ester of trovafloxacin 21 can also be accessed from the product of coupling 19, derived from 18 and the exo 6-nitro-3-azabicyclo[3.1.0]hexane compound 12. Removal of protecting groups from 20-22 with methanesulfonic acid yields trovafloxacin mesylate from which trovafloxacin zwitterion 1 can be liberated with base treatment. Zwitterion l can also be prepared directly from 16 tosylate salt and naphthyridone-2-carboxylic acid 26. The Royal Society of Chemistry 2000.

Process for preparing quinolone and naphthyridone carboxylic acids

Antibacterial quinolone carboxylic acids and naphthyridone carboxylic acids, having an external amino group attached to their 7-substituent are prepared without the use, and subsequent removal, of blocking groups on the external amino group. In a preferre

Intermediates in the synthesis of quinoline antibiotics

This invention relates to compounds of the formulae STR1 wherein R and X are defined as below. These compounds are useful as intermediates in the syntheses of azabicyclo quinoline carboxylic acids having antibacterial activity.

Preparation of intermediates in the synthesis of quinoline antibiotics

This invention relates to novel processes for preparing compounds of the formulae STR1 wherein R and X defined as below. Compounds of the formulae VII are useful as intermediates in the syntheses of azabicyclo quinoline carboxylic acids having antibacteri