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Isonipecotamide

CAS No.
39546-32-2
Chemical Name:
Isonipecotamide
Synonyms
PIPERIDINE-4-CARBALDEHYDE;PIPERIDINE-4-CARBOXAMIDE;ISONIPECOTAMIDE;4-PIPERIDINECARBOXAMIDE;Isonipectoamide;Isonepicotamide;Isonipecotinamide;Isonipecotamide>TIMTEC-BB SBB004237;Isonipecotamide,98%
CBNumber:
CB3411759
Molecular Formula:
C6H12N2O
Molecular Weight:
128.17
MDL Number:
MFCD00038012
MOL File:
39546-32-2.mol
MSDS File:
SDS
Last updated:2024-04-09 09:12:24

Isonipecotamide 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)
FDA UNII CZE2810T4X
EPA Substance Registry System 4-Piperidinecarboxamide (39546-32-2)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P261-P264-P271-P280-P302+P352-P305+P351+P338
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
NFPA 704
1
2 0

Isonipecotamide price More Price(38)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich I17907 4-Piperidinecarboxamide 97% 39546-32-2 25g $46 2024-03-01 Buy
Sigma-Aldrich I17907 4-Piperidinecarboxamide 97% 39546-32-2 100g $145 2024-03-01 Buy
TCI Chemical I0255 Isonipecotamide >98.0%(GC) 39546-32-2 25g $70 2024-03-01 Buy
TCI Chemical I0255 Isonipecotamide >98.0%(GC) 39546-32-2 250g $377 2024-03-01 Buy
Alfa Aesar A13442 Isonipecotamide, 98% 39546-32-2 10g $20.65 2024-03-01 Buy
Product number Packaging Price Buy
I17907 25g $46 Buy
I17907 100g $145 Buy
I0255 25g $70 Buy
I0255 250g $377 Buy
A13442 10g $20.65 Buy

Isonipecotamide Chemical Properties,Uses,Production

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.

2971-79-1
39546-32-2
Synthesis of Isonipecotamide from Methyl isonipecotate
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View Lastest Price from Isonipecotamide manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Piperidine-4-carboxamide pictures 2023-12-09 Piperidine-4-carboxamide
39546-32-2
US $0.00-0.00 / kg 1kg 99% 50000kg Hebei Yibangte Import and Export Co. , Ltd.
Hexahydroisonicotinamide pictures 2023-11-03 Hexahydroisonicotinamide
39546-32-2
US $10.00 / kg 1kg 99% 100tons Anhui Zhongda Biotechnology Co., Ltd
Hexahydroisonicotinamide pictures 2023-09-21 Hexahydroisonicotinamide
39546-32-2
US $0.00-0.00 / kg 1kg 0.99 100tons Hebei Yanxi Chemical Co., Ltd.
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 TIMTEC-BB SBB004237 Isonipecotinamide Isonipecotamide,98% 4-Piperazine-D9-carboxamide Isonipectoamide Hexahydroisonicotinamide, Isonipecotamide 4-Piperidinecarboxamide ,98% Piperidine-4-carboxamide 98% China HEXAHYDROISONICOTINAMIDE Isonipecotamide> Piperidine-4-carboxylamide ISONIPECOTAMIDE PIPERIDINE-4-CARBOXAMIDE 4-PIPERIDINECARBOXAMIDE PIPERIDINE-4-CARBALDEHYDE 4-Piperidinecarboxamide (9CI, ACI) Isonipecotamide /4-Piperidinecarboxamide Raffenacin impurity 42 (zopiclone impurity 7) (piperidine-4-carboxamide) Piperdine-4-carboxamide Piperidine-4-formamide Revefenacin Impurity 40 Isonepicotamide lsonipecotamide /4-Piperidinecarboxamide 4-piperdinecarboxamide 39546-32-2 AMINE Piperidines Heterocyclic Building Blocks Building Blocks Building Blocks C5 to C7 Chemical Synthesis Heterocyclic Building Blocks Piperidines Heterocycles Intermediates & Fine Chemicals Pharmaceuticals Amines Heterocyclic Compounds Piperazine Pyrans, Piperidines & Piperazines