441287
(1S)-(+)-2-Azabicyclo[2.2.1]hept-5-en-3-one
≥98%
Sign Into View Organizational & Contract Pricing
All Photos(1)
About This Item
Empirical Formula (Hill Notation):
C6H7NO
CAS Number:
Molecular Weight:
109.13
MDL number:
UNSPSC Code:
12352005
PubChem Substance ID:
NACRES:
NA.22
Recommended Products
![2-Azabicyclo[2.2.1]heptane AldrichCPR](/deepweb/assets/sigmaaldrich/product/structures/170/107/017bcb2c-9bcc-4f6c-a79d-459fb692e4bb/640/017bcb2c-9bcc-4f6c-a79d-459fb692e4bb.png)
![(1R)-(−)-2-Azabicyclo[2.2.1]hept-5-en-3-one ≥98%](/deepweb/assets/sigmaaldrich/product/structures/143/106/ed651024-4d6b-4603-9933-8a8f6e9f4dab/640/ed651024-4d6b-4603-9933-8a8f6e9f4dab.png)
![2-Azabicyclo[2.2.1]hept-5-en-3-one 98%](/deepweb/assets/sigmaaldrich/product/structures/155/017/1874f631-2345-407a-83c6-4ef0fa3f35a3/640/1874f631-2345-407a-83c6-4ef0fa3f35a3.png)
![(1R*,5S*)-3,6-Diazabicyclo[3.2.2]nonan-7-one AldrichCPR](/deepweb/assets/sigmaaldrich/product/structures/751/710/010bdd67-3771-42e6-99fe-16deab3a4cb8/640/010bdd67-3771-42e6-99fe-16deab3a4cb8.png)
![(1R,3S,4S)-N-Boc-2-azabicyclo[2.2.1]heptane-3-carboxylic acid 97%](/deepweb/assets/sigmaaldrich/product/structures/123/723/f5a1e57d-d379-489e-b485-8cc12c9a3c51/640/f5a1e57d-d379-489e-b485-8cc12c9a3c51.png)
![8-oxa-3-azabicyclo[3.2.1]octane hydrochloride AldrichCPR](/deepweb/assets/sigmaaldrich/product/structures/377/548/4c0e6dc7-e315-43c4-98e4-9bf1e85b0e0b/640/4c0e6dc7-e315-43c4-98e4-9bf1e85b0e0b.png)
Quality Level
Assay
≥98%
optical activity
[α]20/D +565°, c = 1 in chloroform
optical purity
ee: 99% (HPLC)
mp
94-97 °C (lit.)
SMILES string
O=C1N[C@H]2C[C@@H]1C=C2
InChI
1S/C6H7NO/c8-6-4-1-2-5(3-4)7-6/h1-2,4-5H,3H2,(H,7,8)/t4-,5+/m0/s1
InChI key
DDUFYKNOXPZZIW-CRCLSJGQSA-N
Related Categories
Application
This lactam and its antipode are precursors to the enantiomers of the carbocyclic nucleoside carbovir. It has been demonstrated that (-)-carbovir is a potent inhibitor of HIV-1 and based on clinical trials it could become an alternative to AZT. AZT is a trademark of The Wellcome Foundation Ltd.
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
Target Organs
Respiratory system
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Choose from one of the most recent versions:
Already Own This Product?
Find documentation for the products that you have recently purchased in the Document Library.
Evans, C.T. et al.
Journal of the Chemical Society. Perkin Transactions 1, 589-589 (1992)
E L White et al.
Biochemical and biophysical research communications, 161(2), 393-398 (1989-06-15)
Carbocylic 2',3'-didehydro-2',3'-dideoxyguanosine (Carbovir; NSC 614846) is an antiretroviral agent which may be useful in the treatment of AIDS. We have synthesized the 5'-triphosphate of Carbovir and examined its ability to inhibit human immunodeficiency virus type 1 (HIV-1) reverse transcriptase (EC
Jung. M.E. Rhee, H.
The Journal of Organic Chemistry, 59, 4719-4719 (1994)
Campbell, J.A. et al.
The Journal of Organic Chemistry, 60, 4602-4602 (1995)
R Vince et al.
Journal of medicinal chemistry, 33(1), 17-21 (1990-01-01)
(+-)-cis-[4-[(2,5-Diamino-6-chloropyrimidinyl)amino]-2- cyclopentenyl]carbinol (5a) was synthesized from 2-amino-4,6-dichloropyrimidine and cis-4-(hydroxymethyl)cyclopentenylamine (2a) by subsequent preparation of the 5-[(4-chlorophenyl)azo] derivative of the resulting pyrimidine (3a) and reduction of the azo moiety with zinc and acetic acid. The carbocyclic analogue of 2',3'-didehydro-2',3'-dideoxy 2-amino-6-chloropurine (6a)
Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.
Contact Technical Service