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Merck
CN

P49007

Piperine

≥97%

Synonym(s):

(E,E)-5-(3,4-Methylenedioxyphenyl)-2,4-pentadienoylpiperidide, 1-Piperoylpiperidine

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About This Item

Empirical Formula (Hill Notation):
C17H19NO3
CAS Number:
Molecular Weight:
285.34
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
202-348-0
Beilstein/REAXYS Number:
90741
MDL number:
Assay:
≥97%
Form:
crystalline, powder, crystals or chunks, solid
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Quality Level

assay

≥97%

form

crystalline, powder, crystals or chunks, solid

mp

131-135 °C (lit.)

SMILES string

O=C(\C=C\C=C\c1ccc2OCOc2c1)N3CCCCC3

InChI

1S/C17H19NO3/c19-17(18-10-4-1-5-11-18)7-3-2-6-14-8-9-15-16(12-14)21-13-20-15/h2-3,6-9,12H,1,4-5,10-11,13H2/b6-2+,7-3+

InChI key

MXXWOMGUGJBKIW-YPCIICBESA-N

Gene Information

human ... CYP3A4(1576)

Application

Reactant for synthesis of:
  • Dimeric amide alkaloids
  • Piperoyl-amino acid conjugates used for antileishmanial activity
  • Piperine derived amides with TRPV1 activity
  • Piperine analogues as S. aureus NorA efflux pump inhibitors
  • Bioactive conjugates of curcumin with antimicrobial and antiproliferative properties
  • Piperine derivatives for use as trypanocidal agents


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Warning

hcodes

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Chronic 2

Storage Class

11 - Combustible Solids

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

涉药品监管产品

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Jiu-Wang Yu et al.
Molecular diversity, 25(1), 233-248 (2020-03-05)
Piperine is the main active component of Piper longum L., which is also the main component of anti-sciatica Mongolian medicine Naru Sanwei pill. It has many pharmacological activities such as anti-inflammatory and immune regulation. This paper aims to preliminarily explore
V. R. S. Rao, et al.,
Tetrahedron, 67, 1885-1892 (2011)
Welisson da Silva Ferreira et al.
Bioorganic & medicinal chemistry, 16(6), 2984-2991 (2008-01-30)
We herein describe the synthesis and characterization of nine new 1,3,4-thiadiazolium-2-phenylamine chlorides derived from natural piperine. We evaluate their toxic effects against the different evolutive forms of Trypanosoma cruzi, and the host cell (murine macrophages). The results obtained show that



Global Trade Item Number

SKUGTIN
P49007-1G04061834375333
P49007-5G04061834375364