279-24-3

Basic information

• Product Name: 2-AZABICYCLO[2.2.1]HEPTANE
• Synonyms: CHEMBRDG-BB 4100721;2-AZABICYCLO[2.2.1]HEPTANE;2-Azanorbornane;2-azabicyclo[2.2.1]heptane(SALTDATA: HCl)
• CAS NO: 279-24-3
• Molecular Formula: C₆H₁₁N
• Molecular Weight: 97.16
• EINECS: 205-997-8
• Mol File: 279-24-3.mol
• Article Data: 6

Chemical Properties

• Melting Point: 70-80 °C
• Boiling Point: 144.1 °C at 760 mmHg
• Flash Point: 30.6 °C
• Appearance: /
• Density: 0.96 g/cm³
• Vapor Pressure: 5.169mmHg at 25°C
• Refractive Index: 1.486
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• PKA: 11.44±0.20(Predicted)
• CAS DataBase Reference: 2-AZABICYCLO[2.2.1]HEPTANE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-AZABICYCLO[2.2.1]HEPTANE(279-24-3)
• EPA Substance Registry System: 2-AZABICYCLO[2.2.1]HEPTANE(279-24-3)

Safety Data

• Hazard Codes: Xn
• Statements: 22-37/38-41-52
• Safety Statements: 26-39
• Hazardous Substances Data: 279-24-3(Hazardous Substances Data)

Usage

General Description

2-Azabicyclo[2.2.1]heptane, also known as norbornane, is a bicyclic organic compound consisting of a six-membered ring fused to a four-membered ring with a nitrogen atom in the bridgehead position. It is a colorless liquid with a camphor-like odor and is widely used as a chemical intermediate in the production of pharmaceuticals, agrochemicals, and other organic compounds. It is also used as a solvent and as a building block for the synthesis of various organic compounds due to its unique ring strain and stability. Additionally, 2-Azabicyclo[2.2.1]heptane is used as a chiral auxiliary in asymmetric synthesis and is an important starting material in the synthesis of bicycles and organic molecules with medicinal properties.

InChI:InChI=1/C6H11N/c1-2-6-3-5(1)4-7-6/h5-7H,1-4H2/t5-,6+/m0/s1

Upstream product

• 49805-30-3 2-azabicyclo[2.2.1.]hept-5-en-3-one 
• 542-92-7 cyclopenta-1,3-diene 
• 85689-06-1 2-(Benzoyloxy)-2-azabicyclo<2.2.1>heptan 
• 24647-29-8 2-Azabicyclo[2.2.1]heptan-3-one 

Downstream Products

• 85689-07-2 2-(4-Methylphenylsulfonyl)-2-azabicyclo<2.2.1>heptan 
• 933690-44-9 2-(2-azabicyclo[2.2.1]hept-2-yl)acetic acid 
• 1200131-54-9 2-(4-bromobenzyl)-2-azabicyclo[2.2.1]heptane 
• 38118-79-5 1-cyclopentylethan-1-amine 
• 166975-48-0 methanesulfonic acid 3-{4-[2-(2-aza-bicyclo[2.2.1]hept-2-yl)-ethoxy]-benzoyl}-2-(4-methanesulfonyloxy-phenyl)-benzo[b]thiophen-6-yl ester 
• 947263-58-3 4-acetamido-N-(4-(2-azanorborn-2-yl)butyl)-2-methoxybenzamide 
• 947263-49-2 4-(2-azanorborn-2-yl)butyronitrile 
• 85689-06-1 2exo-(Benzoyloxy)-2-azabicyclo<2.2.1>heptan 
• 85689-06-1 endo-2-(Benzoyloxy)-2-azabicyclo<2.2.1>heptan 

Relevant articles and documents

Zirconium-hydride-catalyzed site-selective hydroboration of amides for the synthesis of amines: Mechanism, scope, and application

Developing mild and efficient catalytic methods for the selective synthesis of amines is a longstanding research objective. In this respect, catalytic deoxygenative amide reduction has proven to be promising but challenging, as this approach necessitates selective C–O bond cleavage. Herein, we report the selective hydroboration of primary, secondary, and tertiary amides at room temperature catalyzed by an earth-abundant-metal catalyst, Zr-H, for accessing diverse amines. Various readily reducible functional groups, such as esters, alkynes, and alkenes, were well tolerated. Furthermore, the methodology was extended to the synthesis of bio- and drug-derived amines. Detailed mechanistic studies revealed a reaction pathway entailing aldehyde and amido complex formation via an unusual C–N bond cleavage-reformation process, followed by C–O bond cleavage.

Cyclosporins

The present invention relates to novel cyclosporins, processes for their preparation, their use as pharmaceuticals and pharmaceutical compositions comprising them. The novel cyclosporins are represented by the compound of formula I or a pharmaceutically acceptable salt thereof, wherein the letters A to L represent residues of amino acids.

PEPTIDE COMPOUNDS DERIVED FROM BORONIC ACID

A compound of formula (I): STR1 in which: R 1 represents hydrogen or acyl, alkyl, benzyl, alkoxycarbonyl, benzyloxycarbonyl, phenoxycarbonyl, 5-[(dimethyl)amino]naphthylsulfonyl, alkoxycarbonylmethyl or carboxymethyl,R 2 represents hydrogen or phenyl, substituted or unsubstituted benzyl, 3-thienylmethyl, 2-pyridylmethyl, diphenylmethyl, fluorenyl, naphthylmethyl, benzocyclobutyl, (dicyclopropylmethyl)methyl, indanyl or (C 3-C 7 cycloalkyl)methyl,R' 2 represents hydrogen or benzylor alternativelyR 2 and R'. sub.2 together represent C 6 H 5--CH=,R. sub.3 represents substituted alkyl or guanidinophenyl, amidinophenyl, aminophenyl, guanidinobenzyl, amidinobenzyl, aminobenzyl or cycloalkyl, R 4 and R 5 each represent hydrogen or alkyl, or STR2 forms a boronic ester of pinanediol, A represents any one of the groups as defined in the description.Medicinal products.