Description
8-Azabicyclo[3.2.1]octane (CAS No. 280-05-7) is a bicyclic organic compound with the molecular formula C7H13N. This heterocyclic amine, also known as Nortropane, features a rigid bicyclic scaffold consisting of a six-membered ring fused to a five-membered ring with a bridging nitrogen atom. Its unique structure makes it a valuable intermediate in organic synthesis and pharmaceutical research, particularly in the development of tropane alkaloids and related bioactive molecules. The compound is supplied as a high-purity solid or solution, ensuring consistency for research applications. Store in a cool, dry place under inert conditions to maintain stability.
Properties
- CAS Number: 280-05-7
- Complexity: 80.4
- IUPAC Name: 8-azabicyclo[3.2.1]octane
- InChI: InChI=1S/C7H13N/c1-2-6-4-5-7(3-1)8-6/h6-8H,1-5H2
- InChI Key: DGGKXQQCVPAUEA-UHFFFAOYSA-N
- Exact Mass: 111.104799419
- Molecular Formula: C7H13N
- Molecular Weight: 111.18
- SMILES: C1CC2CCC(C1)N2
- Topological: 12
- Monoisotopic Mass: 111.104799419
- Synonyms: 8-Azabicyclo[3.2.1]octane, 280-05-7, Nortropane, 8-Azabicyclo(3.2.1)octane, Nortropan, 1.alpha.H,5.alpha.H-Nortropane, DTXSID90950681, 1alphaH,5alphaH-Nortropane, DTXCID20965228, dggkxqqcvpauea-uhfffaoysa-n, 8-aza-bicyclo[3.2.1]octane, MFCD13196389, SCHEMBL34529, SCHEMBL59510, 8-Azabicyclo[3,2,1]octane, SCHEMBL241903, SCHEMBL328894, SCHEMBL662816, SCHEMBL664010, SCHEMBL4206166, SCHEMBL4514843, SCHEMBL7059856, SCHEMBL9469727, AKOS006240286, PB15162, BS-12970, CS-0183362, EN300-89017, F2147-1257
Application
8-Azabicyclo[3.2.1]octane serves as a key precursor in the synthesis of tropane alkaloids, such as atropine and cocaine derivatives, which are studied for their pharmacological properties. Researchers utilize this compound to explore neurotransmitter interactions, particularly in the central nervous system, due to its structural similarity to bioactive tropanes. It is also employed in medicinal chemistry for the design of novel therapeutics targeting neurological disorders.
Safety and Hazards
GHS Hazard Statements
- H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
- H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
- H335 (100%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]
Precautionary Statements
- P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501
Hazard Classes and Categories
- Skin Irrit. 2 (100%)
- Eye Irrit. 2 (100%)
- STOT SE 3 (100%)
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