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N8105

Sigma-Aldrich

Nipecotamide

95%

Synonym(s):

3-Carbamoylpiperidine, 3-Piperidinecarboxamide

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About This Item

Empirical Formula (Hill Notation):
C6H12N2O
CAS Number:
4138-26-5
Molecular Weight:
128.17
EC Number:
223-962-5
MDL number:
MFCD00005993
UNSPSC Code:
12352100
PubChem Substance ID:
24897851

assay

95%

form

solid

mp

103-106 °C (lit.)

SMILES string

NC(=O)C1CCCNC1

InChI

1S/C6H12N2O/c7-6(9)5-2-1-3-8-4-5/h5,8H,1-4H2,(H2,7,9)

InChI key

BVOCPVIXARZNQN-UHFFFAOYSA-N

Application

Reactant for synthesis of:
  • DPP-4 inhibitors
  • IKKβ inhibitors
  • Spiroimidazolidinone NPC1L1 inhibitors
  • Sulfamides
  • Phosphodiesterase 5 inhibtors
  • Anti-HIV agents

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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S Puglisi-Allegra et al.
Psychopharmacology, 70(3), 287-290 (1980-01-01)
An inhibitor of GABA-T (sodium n-dipropylacetate), a GABA agonist (muscimol hydrobromide) and an inhibitor of GABA uptake (R,S) nipecotic acid amide were administered to DBA/2 isolated aggressive mice throughout three successive daily experimental sessions. Aggressive responses, measured by an automated
Relationships between the chemical constitution of carbamoylpiperidines and related compounds, and their inhibition of ADP-induced human blood platelet aggregation.
R P Quintana et al.
Thrombosis research, 22(5-6), 665-680 (1981-06-01)
C Zhou et al.
Bioorganic & medicinal chemistry letters, 11(3), 415-417 (2001-02-24)
N-Substituted nipecotic and iso-nipecotic amides of beta-methylTrpLys tert-butyl ester were found to be novel, selective and potent agonists of the somatostatin subtype-2 receptor in vitro. For example iso-nipecotic amide 8a showed high hsst2 binding affinity (Ki = 0.5 nM) and
A Depaulis et al.
Psychopharmacology, 83(4), 367-372 (1984-01-01)
When GABA-potentiating compounds were administered IP to rats with prior experience of mouse-killing behaviour, a reduction of killing was observed with gamma-vinyl GABA (200 and 400 mg/kg) and nipecotic acid amide (400 mg/kg), while no significant effect was noted following

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