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


Catalogue number: A795200
Chemical name: rac 2-Azabicyclo[2.2.1]hept-5-en-3-one
Synonyms: (+/-)-2-Azabicyclo[2.2.1]hept-5-en-3-one; (+/-)-Vince Lactam; Vince Lactam; Abacavir - In House Impurity; Abacavir Impurities
Impurity: Abacavir - In House Impurity
CAS Number: 49805-30-3
Possible CAS #: NA
Molecular form.: C₆H₇NO
Appearance: No Data Available
Melting Point: 55-57°C
Mol. Weight: 109.13
Storage: Refrigerator
Solubility: No Data Available
Stability: No Data Available
Category: Heterocycles, Intermediates,
Boiling Point: No Data Available
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.
Dangerous Goods Info: NA
References: PMID: 2831953
PMID: 22267465
PMID: 18479171
Peer Review Product Citations:
Product Reviews:

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Inventory Status:   Pending QC



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