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经验公式(希尔记法):
C17H19NO3
化学文摘社编号:
分子量:
285.34
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
202-348-0
Beilstein/REAXYS Number:
90741
MDL number:
产品名称
胡椒碱, ≥97%
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
SMILES string
O=C(\C=C\C=C\c1ccc2OCOc2c1)N3CCCCC3
assay
≥97%
form
crystalline
powder, crystals or chunks
solid
mp
131-135 °C (lit.)
Quality Level
Gene Information
human ... CYP3A4(1576)
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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
signalword
Warning
hcodes
Hazard Classifications
Acute Tox. 4 Oral - Aquatic Chronic 2
存储类别
11 - Combustible Solids
wgk
WGK 2
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
法规信息
涉药品监管产品
此项目有
V. R. S. Rao, et al.,
Tetrahedron, 67, 1885-1892 (2011)
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
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
Janine Zaugg et al.
Journal of natural products, 73(2), 185-191 (2010-01-21)
A plant extract library was screened for GABA(A) receptor activity making use of a two-microelectrode voltage clamp assay on Xenopus laevis oocytes. An ethyl acetate extract of black pepper fruits [Piper nigrum L. (Piperaceae) 100 microg/mL] potentiated GABA-induced chloride currents
Clara Grosso et al.
Phytochemical analysis : PCA, 24(2), 141-147 (2012-09-19)
Depression is a mental disease causing large personal and socio-economic problems, and new improved drugs are therefore needed. Selective monoamine oxidase A (MAO-A) inhibitors are potential anti-depressants, but discovering new MAO-A inhibitors from natural sources by bioassay-guided approaches are a
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