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Piperine

Product Name
Piperine
CAS No.
94-62-2
Chemical Name
Piperine
Synonyms
Bioperine;Piperin;1-PIPERYLPIPERIDINE;1-PIPEROYLPIPERIDINE;(E,E)-1-[5-(1,3-Benzodioxol-5-yl)-1-oxo-2,4-pentadienyl]-piperidine;(2E,4E)-5-(benzo[d][1,3]dioxol-5-yl)-1-(piperidin-1-yl)penta-2,4-dien-1-one;PIPERINE;FEMA 2909;NSC 21727;PIPERLINE
CBNumber
CB1249813
Molecular Formula
C17H19NO3
Formula Weight
285.34
MOL File
94-62-2.mol
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Piperine Property

Melting point:
131-135 °C(lit.)
Boiling point:
427.77°C (rough estimate)
Density 
1.0864 (rough estimate)
refractive index 
1.5400 (estimate)
FEMA 
2909 | PIPERINE
storage temp. 
Sealed in dry,Room Temperature
solubility 
Slightly soluble in water, 10% soluble in alcohol, soluble only in certain oils
form 
Crystalline Powder
pka
12.22(at 18℃)
color 
Off-white to tan or yellow-tan
Odor
at 1.00 % in propylene glycol. pepper animal
Odor Type
spicy
Water Solubility 
40 mg/L (18 ºC)
JECFA Number
1600
Merck 
14,7472
BRN 
90741
Stability:
Stable. Incompatible with strong oxidizing agents.
InChIKey
MXXWOMGUGJBKIW-YPCIICBESA-N
LogP
2.66
CAS DataBase Reference
94-62-2(CAS DataBase Reference)
NIST Chemistry Reference
Piperine(94-62-2)
EPA Substance Registry System
2,4-Pentadien-1-one, 5-(1,3-benzodioxol-5-yl)-1-(1-piperidinyl)-, (2E,4E)- (94-62-2)
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Safety

Hazard Codes 
Xn,Xi,N
Risk Statements 
22-21/22-20/21/22-51/53
Safety Statements 
22-24/25-36/37-36-61
RIDADR 
UN 3077 9 / PGIII
WGK Germany 
3
RTECS 
TN2321500
Hazard Note 
Irritant
TSCA 
Yes
HS Code 
29399990
Toxicity
LD50 orally in Rabbit: 514 mg/kg
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H411Toxic to aquatic life with long lasting effects

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P273Avoid release to the environment.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P391Collect spillage. Hazardous to the aquatic environment

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
W290904
Product name
Piperine
Purity
≥95%, FG
Packaging
100g
Price
$263
Updated
2024/03/01
Sigma-Aldrich
Product number
W290904
Product name
Piperine
Purity
≥95%, FG
Packaging
1kg
Price
$1500
Updated
2024/03/01
Sigma-Aldrich
Product number
PHR2211
Product name
Piperine
Purity
Pharmaceutical Secondary Standard; Certified Reference Material
Packaging
50mg
Price
$156
Updated
2024/03/01
Sigma-Aldrich
Product number
8.21036
Product name
Piperine
Purity
for synthesis
Packaging
10g
Price
$129
Updated
2024/03/01
Sigma-Aldrich
Product number
75047
Product name
Piperine
Purity
analytical standard
Packaging
50mg
Price
$92.1
Updated
2024/03/01
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Piperine Chemical Properties,Usage,Production

Description

Piperine is an alkaloid responsible for the taste and fl avor of pepper. In pure form it exists as a yellow to pale-yellow crystal, with a burning taste and pungent order. It is found naturally in plants in the Piperaceae family, particularly Piper nigrum (black pepper) and Piper longum (Indian long pepper). Piper nigrum is a perennial woody vine that grows to approximately 30 feet. It produces spikelike flowers that hold berries called peppercorns.

Chemical Properties

light yellow powder

Chemical Properties

Piperine is odorless. It is tasteless at first, but develops a burning aftertaste of pepper.

Occurrence

Reported found in black pepper; also in Piper longum, Piper officinarum, Piper lowong BI., Piper famechoni, Piper chaba and the leaves of Rhododendron fauriae var. rupescens.

History

Hans Christian Oersted (1777 1851) isolated piperine from black pepper in 1819 and published his findings in 1820. Oersted extracted a resin from pepper plants with alcohol, formed a soluble saltby adding hydrochloric acid with alcohol, and then separated piperine from solution by precipitation and distillation. In 1882, Leopold Rügheimer (1850 1917) synthesized piperine from piperinic acid chloride and piperidine. The complete synthesis of piperine was reported in 1894 by Albert Ladenburg (1842 1911) and M. Scholtz. Ladenburg and Scholtz used piperonal (C8H6O3) and acetaldehyde (CH3CHO) to produce piperinic acid (C12H10O4), which was then reacted with thionyl chloride (COCl2) and piperidine (C5H11N) to produce piperine.

Uses

Piperine is used in granular formulations as a pesticide against small animals such as dogs, cats, skunks, raccoons, and squirrels. Piperine pesticides are nontoxic and operate as a repellant when animals smell or test them. Piperine is also incorporated with other compounds to make insecticides; it is effective against houseflies, lice, and various other pests.
Piperine has been used medicinally for thousands of years and this continues today. It is used to treat asthma and chronic bronchitis. It also has putative analgesic and antiinfl ammatory properties that stem from its antioxidant properties. Research is examining the use of piperine in treating malaria. Antiepilepsirine is a derivative of piperine that is used to treat different types of epilepsy, especially in China. A current area of interest is the efficacy of piperine in increasing the bioavailability of certain nutrients and drugs. It is thought to possibly aid digestion and increase the absorption in the digestive tract of numerous drugs used as cancer treatments, antihistamines, steroidal inflammation reducers, and antibiotics.

Uses

analeptic, antibacterial

Uses

The alkaloid which gives pepper its spiciness, and has been used as an organic insecticide.

Uses

A black pepper extract TRPV1 activator.
It finds use in flavor compositions, not only as ingredient in artificial Black Pepper, but also in various spice blends, and as an additive to the flavor composition used in "Celery Soda" (a carbonated beverage of sweet, but pungent Celery flavor, sometimes used as an appetizer).

Definition

ChEBI: Piperine is a N-acylpiperidine that is piperidine substituted by a (1E,3E)-1-(1,3-benzodioxol-5-yl)-5-oxopenta-1,3-dien-5-yl group at the nitrogen atom. It is an alkaloid isolated from the plant Piper nigrum. It has a role as a NF-kappaB inhibitor, a plant metabolite, a food component and a human blood serum metabolite. It is a member of benzodioxoles, a N-acylpiperidine, a piperidine alkaloid and a tertiary carboxamide. It is functionally related to an (E,E)-piperic acid.

Preparation

From piperoyl chloride and piperidine.

Safety Profile

Poison by ingestion and intraperitoneal routes. An experimental teratogen. Experimental reproductive effects. When heated to decomposition it emits toxic fumes of NOx.

Purification Methods

Piperine crystallises as light yellow crystals from EtOH or EtOAc (m 132o), aqueous EtOH (m 128-129o), Et2O (m129o), or*benzene/ligroin. [Beilstein 20 H 79, 20 I 23, 20 II 53, 20 III/IV 1341, 20/3 V 469.]

References

Oersred., Schweigger's Journal, 29, 80 (1819)
Fliickiger, Hanbury., Pharmacographica, 584 London (1879)
Stenhouse., Pharm. J., 14,363 (1855)
Cazeneuve, Caillot., Bull. Soc. Chim. Fr., 27,291 (1877)
Riigheimer., Ber., 15, 1391 (1882)
Peinemann., Arch. Pharm., 234, 245 (1896)
Newman., Chem. Products, 16,379 (1953)

Piperine Preparation Products And Raw materials

Raw materials

Preparation Products

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Piperine Suppliers

Xi 'an feida biotechnology co. LTD
Tel
029-88891595 15029904120
Email
23151292@qq.com
Country
China
ProdList
2
Advantage
58
Shanxi Yuning Biotechnology Co., Ltd.
Tel
13623677056
Email
1639455302@qq.com
Country
China
ProdList
265
Advantage
58
Shaanxi Pioneer Biotech Co.,Ltd
Tel
029-86107037-8021 15353537425
Email
sales@pioneerbiotech.com
Country
China
ProdList
203
Advantage
58
Nanjing Shangshu Biotechnology Co., Ltd
Tel
18266960953 18266960953
Email
907697096@qq.com
Country
China
ProdList
3033
Advantage
58
Xi 'an Jiuqi Biotechnology Co., LTD
Tel
029-13186100227 13186100227
Email
3147904319@qq.com
Country
China
ProdList
89
Advantage
58
Kono Chem Co.,Ltd
Tel
15829389671
Fax
029-86107037
Email
info@konochemical.com
Country
China
ProdList
255
Advantage
55
J & K SCIENTIFIC LTD.
Tel
010-82848833 400-666-7788
Fax
86-10-82849933
Email
jkinfo@jkchemical.com
Country
China
ProdList
96815
Advantage
76
Meryer (Shanghai) Chemical Technology Co., Ltd.
Tel
021-61259108 18621169109
Fax
86-21-61259102
Email
market03@meryer.com
Country
China
ProdList
40228
Advantage
62
INTATRADE GmbH
Tel
+49 3493/605464
Fax
+49 3493/605470
Email
sales@intatrade.de
Country
Germany
ProdList
3572
Advantage
66
3B Pharmachem (Wuhan) International Co.,Ltd.
Tel
821-50328103-801 18930552037
Fax
86-21-50328109
Email
3bsc@sina.com
Country
China
ProdList
15839
Advantage
69
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View Lastest Price from Piperine manufacturers

Changsha Staherb Natural Ingredients Co., Ltd.
Product
Piperine; Sichuan?Pepper oil
Price
US $0.00/KG
Min. Order
1KG
Purity
>99% HPLC
Supply Ability
1000KG
Release date
2022-09-19
Hebei Zhuanglai Chemical Trading Co.,Ltd
Product
Piperine Powder 94-62-2
Price
US $120.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
20ton
Release date
2024-05-14
Wuhan Senwayer Century Chemical Co.,Ltd
Product
Piperine 94-62-2
Price
US $400.00/kg
Min. Order
1kg
Purity
99% HPLC
Supply Ability
20 tons
Release date
2022-10-20

94-62-2, PiperineRelated Search:


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