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
Quality Level
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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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)
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
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