펜콘(--)

펜콘(--)
펜콘(--) 구조식 이미지
카스 번호:
7787-20-4
한글명:
펜콘(--)
동의어(한글):
펜콘(--);L-펜콘
상품명:
(-)-FENCHONE
동의어(영문):
L-FENCHONE;(-)-FENCHONE;L(-)-FENCHONE;FENCHONE, (-)-;ALPHA-FENCHONE;laevo-fenchone;(-)-Fenchone>L-ALPHA-FENCHONE;(1R,4S)-fenchone;L-FENCHONE 98+%
CBNumber:
CB2283113
분자식:
C10H16O
포뮬러 무게:
152.23
MOL 파일:
7787-20-4.mol
MSDS 파일:
SDS

펜콘(--) 속성

녹는점
5-6 °C(lit.)
끓는 점
192-194 °C(lit.)
알파
[α]D20 -50~-60° (c=4, C2H5OH)
밀도
0.948 g/mL at 25 °C(lit.)
증기압
2.149hPa at 20℃
FEMA
4519 | L-FENCHONE
굴절률
n20/D 1.461(lit.)
인화점
127 °F
저장 조건
2-8°C
용해도
클로로포름(약간 용해됨), 에탄올(약간 용해됨, 초음파처리)
물리적 상태
액체
색상
무색투명~연황색
냄새
100.00%에서. 장뇌 허브 흙 같은 우디
?? ??
녹나무 같은
optical activity
[α]24/D 50.5°, neat
수용성
1.983g/L at 20℃
JECFA Number
2200
BRN
2042710
Dielectric constant
12.0(20℃)
LogP
2.54 at 20℃
CAS 데이터베이스
7787-20-4(CAS DataBase Reference)
EPA
Bicyclo[2.2.1]heptan-2-one, 1,3,3-trimethyl-, (1R,4S)- (7787-20-4)
안전
  • 위험 및 안전 성명
  • 위험 및 사전주의 사항 (GHS)
위험 카페고리 넘버 10
안전지침서 23-24/25
유엔번호(UN No.) UN 1224 3/PG 3
WGK 독일 3
RTECS 번호 RB7875000
TSCA Yes
위험 등급 3
포장분류 III
HS 번호 29142900
독성 The acute oral LD50 value in rats was reported as 616 g/kg (Jenner, Hagan, Taylor. Cook & Fitzhugh, 1964) and the acute dermal LD50 value in rabbits exceeded 5 g/kg (Leven-stein, 1975).
그림문자(GHS): GHS hazard pictograms
신호 어: Warning
유해·위험 문구:
암호 유해·위험 문구 위험 등급 범주 신호 어 그림 문자 P- 코드
H411 장기적 영향에 의해 수생생물에 유독함 수생 환경유해성 물질 - 만성 구분 2
예방조치문구:
P273 환경으로 배출하지 마시오.
P391 누출물을 모으시오.
P501 ...에 내용물 / 용기를 폐기 하시오.
NFPA 704
2
0 0

펜콘(--) C화학적 특성, 용도, 생산

화학적 성질

CLEAR COLOURLESS TO SLIGHTLY YELLOW LIQUID

출처

Reported to be found in many essential oils, including those of Thuja plicata, T.occiden-talis, T.standi shii, Russian anise, fennel, a few Artemisia varieties (A. frigida, A . verlotorum and A . santolinaefolia), Lavandula stoechas and L. burmannii. The highest levels (12-19%) are found in fennel oil (Fenarolis Handbook of Flavor Ingredients, 1975; Gildemeister & Hoffman, 1963).

용도

(1R,?4S)?-1,?3,?3-?Trimethylbicyclo[2.2.1]?heptan-?2-?one also known more commonly as (-)-Fenchone is a chiral intermediate of Fenchone and is currently being used for studies ranging from inhibitory effects of monoterpenes on human TRPA1 and odorant receptor of the malaria vector Anopheles gambiae.

제조 방법

By isolation from cedar leaf oil (Thuja oil) or by various synthetic methods (Arctander, 1969).

정의

ChEBI: A fenchone that has (1R,4S)-stereochemistry. It is a constituent of the essential oils obtained from fennel.

일반 설명

(1R)-(-)-Fenchone is a bridged bicyclic ketone found in fennel oil and thuja oil.

Pharmacology

In mice, fenchone injected sc in sesame oil produced clonic convulsions at non-lethal doses, with a median convulsive dose (CD50) of 1133 mg/kg, and a dose of 500 mg/kg given sc was an effective arousal agent, reducing the hexobarbitone sleep time (Wenzel & Ross, 1957). In rats, an ip dose of 500 mg/kg had no effect on pentobarbitone-depressed respiration, while ip doses of 50-400 mg/kg increased running activity but did not affect total activity (Wenzel & Ross, 1957). Fenchone showed some antispasmodic action on excised mouse intestine (Haginiwa, Harada & Morishita, 1963), and at 260 mmol/kg showed good choleretic properties of moderately long duration when given orally in olive oil to rats (M?rsdorf, 1966). Thomas (1958) reported that it acted as a central nervous system stimulant. Fenchone has been used medically as a counter-irritant (Merck Index, 1968).

신진 대사

Rimini (1901 & 1909) showed that, in the dog, fenchone was probably oxidized to 4-hydroxyfenchone. Reinartz & Zanke (1936) showed that there were other products. They separated, as lead salts, the glucuronides from the urine of dogs receiving d-fenchone. The lead was removed with sulphuric acid and the resulting solution was hydrolysed. In the resulting mixture of hydroxyfen chones, the presence of 4- and 5-hydroxyfenchones and 7r-apofenchone-3-carboxylic acid was demon strated (Williams, 1959).

Purification Methods

Purification is as for the (+)-enantiomer above and should have the same physical properties except for opposite optical rotations. UV has max 285nm ( 12.29). [Braun & Jacob Chem Ber 66 1461 1933, UV: Ohloff et al. Chem Ber 90 106 1957.] [Beilstein 7 III 392, 7 IV 212.]

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