ChemicalBook > CAS DataBase List > Piperine

Piperine

CAS No.94-62-2
Chemical Name:Piperine
CBNumber:CB1249813
Molecular Formula:C17H19NO3
Formula Weight:285.34
MOL File:94-62-2.mol

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)
Merck 14,7472
JECFA Number 1600
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)
Substances Added to Food (formerly EAFUS) PIPERINE
EWG's Food Scores 1
FDA UNII U71XL721QK
NCI Drug Dictionary Bioperine
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)
UNSPSC Code 12352100
NACRES NA.22

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

NFPA 704:

	0
1		0

Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal wordWarning
Hazard statements H302-H411
Precautionary statements P264-P270-P273-P301+P312-P391-P501

Piperine Price More Price(12)

Brand: Sigma-Aldrich(India)
Product number: W290904
Product name : Piperine
Purity: ≥95%, FG
Packaging: 1SAMPLE-K
Price: ₹5141.88
Updated: 2022/06/14
Buy: Buy

Brand: Sigma-Aldrich(India)
Product number: W290904
Product name : Piperine
Purity: ≥95%, FG
Packaging: 100G
Price: ₹24886.68
Updated: 2022/06/14
Buy: Buy

Brand: Sigma-Aldrich(India)
Product number: W290904
Product name : Piperine
Purity: ≥95%, FG
Packaging: 1KG
Price: ₹140151.28
Updated: 2022/06/14
Buy: Buy

Brand: Sigma-Aldrich(India)
Product number: PHR2211
Product name : Piperine
Purity: Pharmaceutical Secondary Standard; Certified Reference Material
Packaging: 50MG
Price: ₹13520.43
Updated: 2022/06/14
Buy: Buy

Brand: Sigma-Aldrich(India)
Product number: P49007
Product name : Piperine
Purity: ≥97%
Packaging: 1G
Price: ₹1890
Updated: 2022/06/14
Buy: Buy

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)