CAS 49805-30-3

2-Azabicyclo[2.2.1]hept-5-en-3-one

Description:

2-Azabicyclo[2.2.1]hept-5-en-3-one, with the CAS number 49805-30-3, is a bicyclic organic compound characterized by a seven-membered ring structure that includes a nitrogen atom. This compound features a double bond and a ketone functional group, contributing to its reactivity and potential applications in organic synthesis. The bicyclic framework provides unique steric and electronic properties, making it a valuable intermediate in the synthesis of various pharmaceuticals and agrochemicals. Its nitrogen atom introduces basicity and potential for nucleophilic reactions, while the unsaturation and carbonyl group can participate in electrophilic addition reactions. The compound is typically colorless to pale yellow and may exhibit moderate solubility in organic solvents. Due to its structural features, 2-Azabicyclo[2.2.1]hept-5-en-3-one can serve as a building block for more complex molecules, and its derivatives may possess interesting biological activities, making it a subject of interest in medicinal chemistry. Safety data should be consulted for handling and storage, as with all chemical substances.

Formula: C₆H₇NO

InChI: InChI=1S/C6H7NO/c8-6-4-1-2-5(3-4)7-6/h1-2,4-5H,3H2,(H,7,8)

InChI key: InChIKey=DDUFYKNOXPZZIW-UHFFFAOYSA-N

SMILES: O=C1C2CC(N1)C=C2

Synonyms:

• 2-Azabicyclo[2,2,1]hept-5-en-3-one
• 3-Azabicyclo[2.2.1]hept-5-en-2-one
• Rac-Vince lactam
• Vince Lactam
• 2-azabicyclo(2.2.1)hept-5-en-3-one
• (±)-2-Azabicyclo[2.2.1]hept-5-en-3-one
• (+/-)-2-Azabicyclo[2.2.1]hept-5-en-3-one
• 2-Azabicyclo[2.2.1]hept-5-en-3-one
• Vince Lactam (2-azabicyclo[2.2.1]hept-5-en-3-one)
• 2-AZABICYCLO(2.2.1)HEPT-5-EN-3-ONE, (VINCE LACTAM)
• 2-AZABICYCLO(2.2.1)HEPT-5-EN-3-ONE, 99% (VINCE LACTAM)
• 2-Arabicyclo[2.2.1]hept-5-en-3-one
• 2-Azabicyclo(2,2,1,)hept-5-en-3-on
• (±)-2-Azabicyclo[2.2.1]hept-5-en-3-one, 4-Amino-2-cyclopentene-1-carboxylic acid lactam
• 2-Azabicyclo-(2,2,1)-heptan-5-ene-3-one
• 3-Azabicyclo[2.2.1]hepta-5-ene-2-one
• (+/-)-2-Azabicyclo[2.2.1]hept-
• 4-AMINO-2-CYCLOPENTENE-1-CARBOXYLIC ACID LACTAM

2-Azabicyclo[2.2.1]hept-5-en-3-one

CAS: 49805-30-3

Formula: C₆H₇NO

Purity: >98.0%(GC)

Color and Shape: White - Yellow Solid Form

Molecular weight: 109.13

Ref: 3B-A1359

2-Azabicyclo[2.2.1]hept-5-en-3-one

CAS: 49805-30-3

Formula: C₆H₇NO

Purity: 98%

Color and Shape: Solid

Molecular weight: 109.1259

Ref: IN-DA00334L

Peramivir Impurity 11

CAS: 49805-30-3

Formula: C₆H₇NO

Color and Shape: White To Off-White Solid

Molecular weight: 109.13

Ref: 4Z-P-124015

(+/-)-2-Azabicyclo(2.2.1)hept-5-en-3-one

CAS: 49805-30-3

Formula: C₆H₇NO

Molecular weight: 109.13

Ref: 7W-GK7893

(+/-)-2-Azabicyclo[2.2.1]hept-5-en-3-one

CAS: 49805-30-3

Formula: C₆H₇NO

Purity: 98%

Color and Shape: Crystalline

Molecular weight: 109.128

Ref: 10-F069189

2-Azabicyclo[2.2.1]hept-5-en-3-one

CAS: 49805-30-3

2-Azabicyclo[2.2.1]hept-5-en-3-one

Formula: C₆H₇NO

Purity: 98%

Color and Shape: pale yellow solid

Molecular weight: 109.13g/mol

Ref: 54-OR22930

2-Azabicyclo[2.2.1]hept-5-en-3-one

CAS: 49805-30-3

2-Azabicyclo[2.2.1]hept-5-en-3-one is a carbocyclic nucleoside that is synthesized from cyclopentyl and organic solvent, imine, lactam, and fluorine. It has been shown to have potential as a prodrug for the treatment of cancer when it is converted to 2-azabicyclo[2.2.1]heptane by an enzyme called lactamase in the body. Molecular modeling studies show that this compound has a high level of fluidity and can be used in liquid chromatography methods. The enantiomer of this molecule has also been identified and is being studied as a possible drug candidate for the treatment of malaria.

Formula: C₆H₇NO

Purity: Min. 95%

Color and Shape: Powder

Molecular weight: 109.13 g/mol

Ref: 3D-FA10344

rac 2-Azabicyclo[2.2.1]hept-5-en-3-one

Controlled Product

CAS: 49805-30-3

Impurity Abacavir - In House Impurity
Applications rac 2-Azabicyclo[2.2.1]hept-5-en-3-one (Abacavir - In House Impurity) is a useful reagent in the synthesis of carbocyclic sugar amines, carbanucleosides, and carbocyclic dinucleotide analogues (1). rac 2-Azabicyclo[2.2.1]hept-5-en-3-one is also an intermediate of Abacavir (A104990), a carbocyclic 2'-deoxyguanosine nucleoside reverse transcriptase inhibitor and anti-HIV drug used to treat HIV infection (1). Intracellular enzymes convert Abacavir to its active form, carbovir-triphosphate (CBV-TP), which then selectively inhibits HIV reverse transcriptase by incorporating into viral DNA (2). Abacavir is metabolized in the liver by uridine diphosphate glucuronyltransferase and alcohol dehydrogenase resulting in inactive glucuronide and carboxylate metabolites, respectively.
References (1) Slama, J.T., et al.: Biochemistry, 27, 183 (1988) (2) Jackson, A., et al.: Antivir Ther. 17, 19 (2012) (3) Yuen, G. J., et al.: Clin Pharmacokinet. 47, 351 (2008)

Formula: C₆H₇NO

Color and Shape: Neat

Molecular weight: 109.13

Ref: TR-A795200