4-Piperidinecarboxamide

Base Information

• Chemical Name: 4-Piperidinecarboxamide
• CAS No.: 39546-32-2
• Deprecated CAS: 65360-53-4
• Molecular Formula: C6H12N2O
• Molecular Weight: 128.174
• Hs Code.: 29339900
• European Community (EC) Number: 254-501-6
• NSC Number: 82318
• UNII: CZE2810T4X
• DSSTox Substance ID: DTXSID7068182
• Nikkaji Number: J208.629H
• Wikidata: Q63392690
• Metabolomics Workbench ID: 78512
• Mol file: 39546-32-2.mol

Synonyms:piperidine-4-carboxamide

Chemical Property of 4-Piperidinecarboxamide

Chemical Property:

• Appearance/Colour: White to light yellow crystalline powder
• Vapor Pressure: 0.000553mmHg at 25°C
• Melting Point: 145-148 °C(lit.)
• Refractive Index: 1.4880 (estimate)
• Boiling Point: 311.7 °C at 760 mmHg
• PKA: 16.48±0.20(Predicted)
• Flash Point: 142.3 °C
• PSA: 55.12000
• Density: 1.06 g/cm³
• LogP: 0.50040
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Sensitive.: Hygroscopic
• Solubility.: DMSO (Sparingly), Methanol (Slightly)
• Water Solubility.: Soluble in water.
• XLogP3: -1.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 128.094963011
• Heavy Atom Count: 9
• Complexity: 108

Purity/Quality:

99% ^*data from raw suppliers

Isonipecotamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1CNCCC1C(=O)N
• Uses: Anesthetic, analgesic, antimicrobial and cooling agent for prevention or treatment of skin irritation. Reactant for synthesis of:? ;Survival motor neuron (SMN) protein modulators1? ;Diaminotriazine hNav1.7 inhibitors2? ;Heteroalicyclic carboxamidines as inhibitors of inducible nitric oxide synthase3? ;Orally available naphthyridine protein kinase D inhibitors4? ;Phosphodiesterase 5 inhibitors5Reactant for identification of small molecular inhibitors of importin-β mediated nublear import6 Isonipecotamide is used as a reactant for the preparation of Survival motor neuron (SMN) protein modulators, orally available naphthyridine protein kinase D inhibitors and heteroalicyclic carboxamidines as inhibitors of inducible nitric oxide synthase. It is also used to prepare phosphodiesterase 5 inhibitors. It is also used as a reactant for identification of small molecular inhibitors of importin-beta mediated nuclear import. It is also used as a fluorenylmethyloxycarbonyl - deprotection agent in organic synthesis.

Technology Process of 4-Piperidinecarboxamide

There total 13 articles about 4-Piperidinecarboxamide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 95.0%

isonicotinamide (1453-82-3) → 4-carboxamidopiperidine (39546-32-2)

Guidance literature:

With hydrogen; In water; at 160 ℃; for 24h; under 45004.5 Torr; chemoselective reaction; Autoclave;

DOI:10.1002/anie.201803426

Reference yield: 68.0%

2-[2-(ethyloxy)phenyl]quinazoline-4(3H)-one (64055-53-4) → 4-carboxamidopiperidine (39546-32-2) + 2-[2-Ethoxy-5-(4-carbamoylpiperidinosulphonyl)phenyl]-quinazolin-4(3H)-one (150479-48-4)

Guidance literature:

Reference yield:

isonipecotic acid methyl ester (2971-79-1) → 4-carboxamidopiperidine (39546-32-2)

Guidance literature:

With ammonia; potassium carbonate; In methanol; at 140 - 150 ℃;

upstream raw materials:

isonicotinamide

piperidine-4-carboxylic acid hydrazide

piperidine-4-carboxylic acid-(N'-isopropyl-hydrazide)

4-carbamoyl-piperidine-1-carboxylic acid tert-butyl ester

Downstream raw materials:

1-methylpiperidine-4-carboxamide

4-cyanopiperidine

1-[3-(3-phenyl-[1,2,4]oxadiazol-5-yl)-propyl]-piperidine-4-carboxylic acid amide

1-{3-[3-(4-methoxy-phenyl)-[1,2,4]oxadiazol-5-yl]-propyl}-piperidine-4-carboxylic acid amide