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| | Isonipecotamide Basic information |
| | Isonipecotamide Chemical Properties |
| 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 | 4-Piperidinecarboxamide (39546-32-2) |
| Hazard Codes | Xi | | Risk Statements | 36/37/38 | | Safety Statements | 26-37/39-36 | | WGK Germany | 3 | | Hazard Note | Irritant | | TSCA | Yes | | HS Code | 29339900 |
| | Isonipecotamide Usage And Synthesis |
| Chemical Properties | WHITE TO LIGHT YELLOW CRYSTALLINE POWDER | | Uses | 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. | | 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 | | Uses | Anesthetic, analgesic, antimicrobial and cooling agent for prevention or treatment of skin irritation. | | 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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| | Isonipecotamide Preparation Products And Raw materials |
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