| Identification | More | [Name]
Hexahydroisonicotinamide | [CAS]
39546-32-2 | [Synonyms]
4-PIPERIDINECARBOXAMIDE
HEXAHYDROISONICOTINAMIDE
ISONIPECOTAMIDE
LABOTEST-BB LT00848032
PIPERIDINE-4-CARBOXAMIDE
TIMTEC-BB SBB004237
Isonipecotinamide
Isonipecotamide,98%
4-Piperazine-D9-carboxamide
Isonipectoamide
PIPERIDINE-4-CARBALDEHYDE
Hexahydroisonicotinamide, Isonipecotamide | [EINECS(EC#)]
254-501-6 | [Molecular Formula]
C6H12N2O | [MDL Number]
MFCD00038012 | [Molecular Weight]
128.17 | [MOL File]
39546-32-2.mol |
| Chemical Properties | Back Directory | [Appearance]
WHITE TO LIGHT YELLOW CRYSTALLINE POWDER | [Melting point ]
145-148 °C(lit.)
| [Boiling point ]
237.61°C (rough estimate) | [density ]
1.0754 (rough estimate) | [refractive index ]
1.4880 (estimate) | [storage temp. ]
Keep in dark place,Inert atmosphere,Room temperature | [solubility ]
DMSO (Sparingly), Methanol (Slightly) | [form ]
Crystalline Powder | [pka]
16.48±0.20(Predicted) | [color ]
White to light yellow | [Water Solubility ]
Soluble in water. | [Sensitive ]
Hygroscopic | [BRN ]
112554 | [Stability:]
Hygroscopic | [InChIKey]
DPBWFNDFMCCGGJ-UHFFFAOYSA-N | [LogP]
-0.88 | [CAS DataBase Reference]
39546-32-2(CAS DataBase Reference) | [EPA Substance Registry System]
39546-32-2(EPA Substance) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S37/39:Wear suitable gloves and eye/face protection .
S36:Wear suitable protective clothing . | [WGK Germany ]
3
| [Hazard Note ]
Irritant | [TSCA ]
Yes | [HS Code ]
29339900 |
| Hazard Information | Back Directory | [Chemical Properties]
WHITE TO LIGHT YELLOW CRYSTALLINE POWDER | [Uses]
Anesthetic, analgesic, antimicrobial and cooling agent for prevention or treatment of skin irritation.
| [Uses]
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 | [Application]
Isonipecotamide is an important substrate for organic synthesis reactions and can be used to prepare a wide range of inhibitors:
(1) Dual inhibitors of thrombin and cholinesterase with therapeutic potential for Alzheimer's disease[1].
(2) 5-HT receptor inhibitors, based on Isonipecotamide synthesised piperidine carboxamide derivatives showing signs of decreasing 5-HT levels alone while increasing dopamine levels, with antidepressant drug effects[2].
(3) Reversible inhibitors of coagulation factor Xa (fXa) and thrombin (thr) (cmpds 1-3), which have the ability to impede the infection of VERO cells with SARS-CoV-2, with cmpds3 showing a significant inhibitory effect on SARS-CoV-2 infection (~30%) at lower concentrations (3-50 μM)[3]. | [Definition]
ChEBI: 4-Piperidine carboxamide is a piperidinecarboxamide. | [References]
[1] ROSA PURGATORIO. First-in-Class Isonipecotamide-Based Thrombin and Cholinesterase Dual Inhibitors with Potential for Alzheimer Disease.[J]. Molecules, 2021. DOI:10.3390/molecules26175208.
[2] SHAMIM AKHTAR. Behavioral and neurochemical profile of some novel phenacyl based isonipecotamide derivatives.[J]. Pakistan journal of pharmaceutical sciences, 2012.
[3] FLAVIO DE MAIO. Evaluation of Novel Guanidino-Containing Isonipecotamide Inhibitors of Blood Coagulation Factors against SARS-CoV-2 Virus Infection.[J]. Viruses-Basel, 2022. DOI:10.3390/v14081730.
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