| Identification | More | [Name]
NIPECOTAMIDE | [CAS]
4138-26-5 | [Synonyms]
3-PIPERIDINECARBOXAMIDE
HEXAHYDRONICOTINAMIDE
NIPECOTAMIDE
PIPERIDINE-3-CARBOXAMIDE
TIMTEC-BB SBB004239
Nipecotamide,97%
nipecotic acid amide
3-Piperdine carboxamide | [EINECS(EC#)]
223-962-5 | [Molecular Formula]
C6H12N2O | [MDL Number]
MFCD00005993 | [Molecular Weight]
128.17 | [MOL File]
4138-26-5.mol |
| Chemical Properties | Back Directory | [Appearance]
YELLOW CRYSTALLINE POWDER | [Melting point ]
103-106 °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 | [form ]
Crystalline Powder | [pka]
16.50±0.20(Predicted) | [color ]
Yellow | [InChI]
InChI=1S/C6H12N2O/c7-6(9)5-2-1-3-8-4-5/h5,8H,1-4H2,(H2,7,9) | [InChIKey]
BVOCPVIXARZNQN-UHFFFAOYSA-N | [SMILES]
N1CCCC(C(N)=O)C1 | [CAS DataBase Reference]
4138-26-5(CAS DataBase Reference) |
| 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 . | [WGK Germany ]
3
| [HS Code ]
29339900 |
| Hazard Information | Back Directory | [Chemical Properties]
YELLOW CRYSTALLINE POWDER | [Uses]
Reactant for synthesis of:• ;DPP-4 inhibitors1• ;IKKβ inhibitors2• ;Spiroimidazolidinone NPC1L1 inhibitors3• ;Sulfamides4• ;Phosphodiesterase 5 inhibtors5• ;Anti-HIV agents6 | [Definition]
ChEBI: The amide resulting from the formal condensation of nipecotic acid with ammonia. | [Synthesis]
122.12 g (1.00 mol) of nicotinamide was dissolved in 500 mL of 2-propanol. To this solution was added 14.4 g of 10% palladium-carbon catalyst, followed by stirring the reaction for 4 hours at 75 °C under 0.5 MPa hydrogen pressure. Upon completion of the reaction, the palladium-carbon catalyst was removed by filtration and the filter cake was washed with 100 mL of 2-propanol. The filtrate and washings were combined and concentrated to give 126.08 g of racemic 3-piperidinecarboxamide white crystals in 98.4% yield. The structure of the product was confirmed by NMR characterization. | [References]
[1] Patent: US2012/123128, 2012, A1. Location in patent: Page/Page column 3
[2] Synlett, 2006, # 9, p. 1440 - 1442
[3] Chemistry - A European Journal, 2009, vol. 15, # 28, p. 6953 - 6963
[4] Synlett, 2008, # 8, p. 1125 - 1128
[5] Journal of the American Chemical Society, 1949, vol. 71, p. 1680 |
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