463485
Methyl isonipecotate
technical grade
Synonym(s):
Methyl 4-piperidinecarboxylate
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About This Item
Empirical Formula (Hill Notation):
C7H13NO2
CAS Number:
Molecular Weight:
143.18
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
Recommended Products
grade
technical grade
refractive index
n20/D 1.465 (lit.)
bp
85-90 °C (lit.)
density
1.06 g/mL at 25 °C (lit.)
functional group
ester
SMILES string
COC(=O)C1CCNCC1
InChI
1S/C7H13NO2/c1-10-7(9)6-2-4-8-5-3-6/h6,8H,2-5H2,1H3
InChI key
RZVWBASHHLFBJF-UHFFFAOYSA-N
General description
Methyl isonipecotate can be obtained by the reduction of methyl isonicotinate in methanol with ruthenium at 100-150°C.
Application
Methyl isonipecotate may be used for the synthesis of a series of potent non-urea soluble epoxide hydrolase (sEH) inhibitors via high throughput screens.
Precipitate may form upon standing which should not affect application.
Reactant for C-2 arylation of piperidines through directed transition metal-catalyzed sp3 C-H activation
Reactant for synthesis of:
Antitubercular agents
Anti-HIV-1 agents
Aminopyrazine inhibitors
Orally available naphthyridine protein kinase D inhibitors
A Scalable catalyst from asymmetric hydrogenation of sterically demanding aryl enamide
Reactant for synthesis of:
Antitubercular agents
Anti-HIV-1 agents
Aminopyrazine inhibitors
Orally available naphthyridine protein kinase D inhibitors
A Scalable catalyst from asymmetric hydrogenation of sterically demanding aryl enamide
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
10 - Combustible liquids
WGK
WGK 3
Flash Point(F)
192.2 °F - closed cup
Flash Point(C)
89 °C - closed cup
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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Yuli Xie et al.
Bioorganic & medicinal chemistry letters, 19(8), 2354-2359 (2009-03-24)
Soluble epoxide hydrolase (sEH) is a novel target for the treatment of hypertension and vascular inflammation. A new class of potent non-urea sEH inhibitors was identified via high throughput screening (HTS) and chemical modification. IC(50)s of the most potent compounds
The Reaction of Calcium with Pyridine and Its Methyl Derivatives1.
Utke AR and Sanderson RT.
The Journal of Organic Chemistry, 28(12), 3582-3584 (1963)
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