피퍼린

피퍼린
피퍼린 구조식 이미지
카스 번호:
94-62-2
한글명:
피퍼린
동의어(한글):
피퍼린;피페린
상품명:
Piperine
동의어(영문):
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;PIPERLINE;NSC 21727
CBNumber:
CB1249813
분자식:
C17H19NO3
포뮬러 무게:
285.34
MOL 파일:
94-62-2.mol

피퍼린 속성

녹는점
131-135 °C(lit.)
끓는 점
427.77°C (rough estimate)
밀도
1.0864 (rough estimate)
굴절률
1.5400 (estimate)
FEMA
2909 | PIPERINE
저장 조건
Sealed in dry,Room Temperature
용해도
0.04g/L
물리적 상태
결정성 분말
산도 계수 (pKa)
12.22(at 18℃)
색상
황백색에서 황갈색 또는 노란색 황갈색
냄새
프로필렌 글리콜 중 1.00%. 고추 동물
?? ??
매운
수용성
40mg/L(18℃)
Merck
14,7472
JECFA Number
1600
BRN
90741
안정성
안정적인. 강한 산화제와 호환되지 않습니다.
InChIKey
MXXWOMGUGJBKIW-YPCIICBESA-N
LogP
2.66
CAS 데이터베이스
94-62-2(CAS DataBase Reference)
NIST
Piperine(94-62-2)
EPA
2,4-Pentadien-1-one, 5-(1,3-benzodioxol-5-yl)-1-(1-piperidinyl)-, (2E,4E)- (94-62-2)
안전
  • 위험 및 안전 성명
  • 위험 및 사전주의 사항 (GHS)
위험품 표기 Xn,Xi,N
위험 카페고리 넘버 22-21/22-20/21/22-51/53
안전지침서 22-24/25-36/37-36-61
유엔번호(UN No.) UN 3077 9 / PGIII
WGK 독일 3
RTECS 번호 TN2321500
위험 참고 사항 Irritant
TSCA Yes
HS 번호 29399990
독성 LD50 orally in Rabbit: 514 mg/kg
그림문자(GHS): GHS hazard pictogramsGHS hazard pictograms
신호 어: Warning
유해·위험 문구:
암호 유해·위험 문구 위험 등급 범주 신호 어 그림 문자 P- 코드
H302 삼키면 유해함 급성 독성 물질 - 경구 구분 4 경고 GHS hazard pictograms P264, P270, P301+P312, P330, P501
H411 장기적 영향에 의해 수생생물에 유독함 수생 환경유해성 물질 - 만성 구분 2
예방조치문구:
P264 취급 후에는 손을 철저히 씻으시오.
P264 취급 후에는 손을 철저히 씻으시오.
P270 이 제품을 사용할 때에는 먹거나, 마시거나 흡연하지 마시오.
P273 환경으로 배출하지 마시오.
P301+P312 삼켜서 불편함을 느끼면 의료기관(의사)의 진찰을 받으시오.
P391 누출물을 모으시오.
P501 ...에 내용물 / 용기를 폐기 하시오.
NFPA 704
0
1 0

피퍼린 MSDS


(E,E)-1-[5-(1,3-Benzodioxol-5-yl)-1-oxo-2,4-pentadienyl]-piperidine

피퍼린 C화학적 특성, 용도, 생산

개요

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.

화학적 성질

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

출처

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.

역사

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.

용도

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.

제조 방법

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.]

참고 문헌

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)

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