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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

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

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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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)
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
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
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

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