380253
Ethyl pipecolinate hydrochloride
97%
Synonym(s):
Ethyl 2-piperidinecarboxylate hydrochloride
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About This Item
Empirical Formula (Hill Notation):
C8H15NO2 · HCl
CAS Number:
Molecular Weight:
193.67
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
Assay
97%
mp
211-213 °C (lit.)
SMILES string
Cl[H].CCOC(=O)C1CCCCN1
InChI
1S/C8H15NO2.ClH/c1-2-11-8(10)7-5-3-4-6-9-7;/h7,9H,2-6H2,1H3;1H
InChI key
KGAWPIXNSIYQPC-UHFFFAOYSA-N
General description
Ethyl pipecolinate hydrochloride is a heterocyclic building block. It is reported to participate in the total synthesis of the (+)-epiquinamide, a quinolizidine alkaloid.
Application
Ethyl pipecolinate hydrochloride (Ethyl 2-piperidinecarboxylate hydrochloride) may be used in the preparation of:
- 1,4-diazabicyclo[4.4.0]decane
- small molecule inhibitors of Legionella MIP protein
- antiinflammatory and analgesic molecules
- anti-amnesic agents
Signal Word
Danger
Hazard Statements
Precautionary Statements
Hazard Classifications
Eye Dam. 1
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
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Syntheses of 1, 4-Diazabicyclo [4.4. 0] decanes, 1, 4-Diazabicyclo [4.3. 0] nonanes and 1, 8-Diazabicyclo [4.3. 0] nonanes.
Freed ME and Day AR.
J. Org. React., 25(12), 2108-2113 (1960)
Christina Juli et al.
Journal of medicinal chemistry, 54(1), 277-283 (2010-12-15)
The macrophage infectivity potentiator (MIP) protein is a major virulence factor of Legionella pneumophila, the causative agent of Legionnaires' disease. MIP belongs to the FK506-binding proteins (FKBP) and is necessary for optimal intracellular survival and lung tissue dissemination of L.
A concise synthesis of (?) and a total synthesis of (+)-epiquinamide.
Tong STA and Barker D.
Tetrahedron Letters, 47(29), 5017-5020 (2006)
G. A. Gevorgyan, et al.,
Khim.-Farm. Zh., 37, 152-154 (2003)
S Zhao et al.
Bioorganic & medicinal chemistry, 7(8), 1637-1646 (1999-09-11)
Tacrine, one of the drugs available for Alzheimer's disease based on the cholinergic approach, suffers from considerable toxicity. Many analogues of tacrine have been prepared which retain the pharmacologically rich aminopyridine or aminoquinoline motifs. The current research was undertaken to
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