39546-32-2

Basic information

• Product Name: Hexahydroisonicotinamide
• Synonyms: Piperidine-4-carboxylic acid aMide;IsonipecotaMide, 98% 100GR;Isonipecotamide, 4-Carbamoylpiperidine, 4-(Aminocarbonyl)piperidine;4 - piperidine forMaMide;4-Piperidinecarboxamide 97%;Hexahydroisonicotimide;HEXAHYDROISONICOTINAMIDE;LABOTEST-BB LT00848032
• CAS NO: 39546-32-2
• Molecular Formula: C₆H₁₂N₂O
• Molecular Weight: 128.17
• EINECS: 254-501-6
• Product Categories: Heterocycles;Intermediates & Fine Chemicals;Pharmaceuticals;Building Blocks;C5 to C7;Chemical Synthesis;Heterocyclic Building Blocks;Piperidines;Heterocyclic Compounds;Piperazine;Pyrans, Piperidines & Piperazines;Amines
• Mol File: 39546-32-2.mol
• Article Data: 10

Chemical Properties

• Melting Point: 145-148 °C(lit.)
• Boiling Point: 237.61°C (rough estimate)
• Flash Point: 142.3 °C
• Appearance: White to light yellow/Crystalline Powder
• Density: 1.0754 (rough estimate)
• Vapor Pressure: 0.000553mmHg at 25°C
• Refractive Index: 1.4880 (estimate)
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Solubility: DMSO (Sparingly), Methanol (Slightly)
• PKA: 16.48±0.20(Predicted)
• Water Solubility: Soluble in water.
• Sensitive: Hygroscopic
• Stability: Hygroscopic
• BRN: 112554
• CAS DataBase Reference: Hexahydroisonicotinamide(CAS DataBase Reference)
• NIST Chemistry Reference: Hexahydroisonicotinamide(39546-32-2)
• EPA Substance Registry System: Hexahydroisonicotinamide(39546-32-2)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39-36
• WGK Germany: 3
• TSCA: Yes
• Hazardous Substances Data: 39546-32-2(Hazardous Substances Data)

Usage

Chemical Properties

WHITE TO LIGHT YELLOW CRYSTALLINE POWDER

Uses

Different sources of media describe the Uses of 39546-32-2 differently. You can refer to the following data:
1. Anesthetic, analgesic, antimicrobial and cooling agent for prevention or treatment of skin irritation.
2. 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
3. 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.

InChI:InChI=1/C6H12N2O/c7-6(9)5-1-3-8-4-2-5/h5,8H,1-4H2,(H2,7,9)/p+1

Upstream product

• 91419-48-6 4-carbamoyl-piperidine-1-carboxylic acid tert-butyl ester 
• 498-94-2 isonipecotic acid 
• 2971-79-1 isonipecotic acid methyl ester 
• 64055-53-4 2-[2-(ethyloxy)phenyl]quinazoline-4(3H)-one 
• 54-85-3 isoniazid 
• 142851-03-4 1-tert-butyl 4-ethyl piperidine-1,4-dicarboxylate 
• 84358-13-4 N-[(tert-butoxy)carbonyl]piperidine-4-carboxylic acid 
• 1126-09-6 4-carbethoxypiperidine 
• 99706-49-7 piperidine-4-carboxylic acid-(N'-isopropyl-hydrazide) 
• 42596-58-7 piperidine-4-carboxylic acid hydrazide 
• 1453-82-3 isonicotinamide 

Downstream Products

• 62124-30-5 N-(2-hydroxyethyl)-4-carbamoylpiperidine 
• 72278-97-8 <2-<2-<4-(4-carbamoylpiperidino)butoxy>phenyl>ethyl>benzene 
• 129846-90-8 1,3-bis(4-aminocarbonyl-1-piperidinyl)propane 
• 129846-88-4 1-(3-chloropropyl)piperidine-4-carboxamide 
• 76447-96-6 1-(3-phenyl-2-propenyl)-4-piperidinecarboxamide 
• 86543-06-8 N-(3,4-dimethoxy-6-cyanophenyl)-N',N'-(3-carboxamidopentamethylene)thiourea 
• 62992-68-1 1-benzyl-piperidine-4-carboxylic acid amide 
• 261787-94-4 1-[3-(phenylmethoxy)butyl]-4-piperidinecarboxamide 
• 380424-07-7 1-(3-methyl-benzyl)-piperidine-4-carboxylic acid amide 
• 380424-14-6 1-(4-phenoxy-benzyl)-piperidine-4-carboxylic acid amide 
• 380424-32-8 1-(2,5-difluoro-benzyl)-piperidine-4-carboxylic acid amide 
• 380424-30-6 1-(3,5-dimethoxy-benzyl)-piperidine-4-carboxylic acid amide 
• 380423-91-6 1-(2,4-difluoro-benzyl)-piperidine-4-carboxylic acid amide 
• 380424-43-1 1-(4-trifluoromethoxy-benzyl)-piperidine-4-carboxylic acid amide 

Relevant articles and documents

A General Catalyst Based on Cobalt Core–Shell Nanoparticles for the Hydrogenation of N-Heteroarenes Including Pyridines

Herein, we report the synthesis of specific silica-supported Co/Co3O4 core–shell based nanoparticles prepared by template synthesis of cobalt-pyromellitic acid on silica and subsequent pyrolysis. The optimal catalyst material allows for general and selective hydrogenation of pyridines, quinolines, and other heteroarenes including acridine, phenanthroline, naphthyridine, quinoxaline, imidazo[1,2-a]pyridine, and indole under comparably mild reaction conditions. In addition, recycling of these Co nanoparticles and their ability for dehydrogenation catalysis are showcased.

Corresponding amine nitrile and method of manufacturing thereof

The invention relates to a manufacturing method of nitrile. Compared with the prior art, the manufacturing method has the characteristics of significantly reduced using amount of an ammonia source, low environmental pressure, low energy consumption, low production cost, high purity and yield of a nitrile product and the like, and nitrile with a more complex structure can be obtained. The invention also relates to a method for manufacturing corresponding amine from nitrile.

The effect of substitution on the utility of piperidines and octahydroindoles for reversible hydrogen storage

Substituted piperidines and octahydroindoles are compared in terms of their usability as reversible organic hydrogen storage liquids for hydrogen-powered fuel cells. Theoretical Gaussian calculations indicate which structural features are likely to lower the enthalpy of dehydrogenation. Experimental results show that attaching electron donating or conjugated substituents to the piperidine ring greatly increases the rate of catalytic dehydrogenation, with the greatest rates being observed with 4-aminopiperidine and piperidine-4-carboxamide. Undesired side reactions were observed with some compounds such as alkyl transfer reactions during the dehydrogenation of 4-dimethylaminopiperidine, C-O and C-N cleavage reactions during hydrogenation and/or subsequent dehydrogenation of 4-alkoxy and 4-amino indoles, and disproportionation during the hydrogenation of 4-aminopyridine. The Royal Society of Chemistry and the Centre National de la Recherche Scientifique.