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로베린

Lobeline

HCID 101616
노트반응

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기본 정보이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트
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기본 정보

CAS
90-69-7
표준 SMILES
CN1[C@@H](CC(=O)c2ccccc2)CCC[C@H]1C[C@H](O)c1ccccc1
InChIKey
MXYUKLILVYORSK-HBMCJLEFSA-N
분자식
C22H27NO2
평균 분자량
337.463 g/mol
단동위원소 질량
337.2041791

이름 및 식별자

우선 이름
Lobeline
IUPAC
2-{(2R,6S)-6-[(2S)-2-Hydroxy-2-phenylethyl]-1-methylpiperidin-2-yl}-1-phenylethan-1-one
현지명
로베린
영어명
Lobeline
분자식
C22H27NO2
분자량
337.46

이름 및 동의어

로베린로벨린로벨린및그염류C07475LobelinLobelineInflatineLOBELIDINE95%,98%Lobeline USP/EP/BPLOBELINE HCl, a-(P)L-lobeline free baseLobeline (base and/or unspecified salts)
이름 더 보기
2-(6-[2-Hydroxy-2-phenylethyl]-1-methyl-2-piperidinyl)-1-phenylethanone

데이터베이스 식별자

CAS
90-69-7
PubChem CID
101616
DTXSID
DTXSID3023219
ChEMBL
CHEMBL122270
ChEBI
CHEBI:48723
UNII
D0P25S3P81
EC Number
202-012-3
Nikkaji
J9.320C

물성

물리화학적 성질

녹는점
130 · 130-131°
끓는 점
473.76 °C · 473.76°C (rough estimate)
밀도
1.0909 · 1.0909 (rough estimate)
굴절률
1.5614 · 1.5614 (estimate)
산도 계수 (pKa)
14.34 · 14.34±0.20(Predicted)
InChI
InChI=1S/C22H27NO2/c1-23-19(15-21(24)17-9-4-2-5-10-17)13-8-14-20(23)16-22(25)18-11-6-3-7-12-18/h2-7,9-12,19-21,24H,8,13-16H2,1H3/t19-,20+,21-/m0/s1
InChIKey
MXYUKLILVYORSK-HBMCJLEFSA-N
SMILES
C(=O)(C1=CC=CC=C1)C[C@H]1CCC[C@@H](C[C@H](O)C2=CC=CC=C2)N1C

화학적 성질

Crystalline solid; melts at 130°C (266°F);slightly soluble in water, dissolves readily inhot alcohol, ether, chloroform, and benzene.

안전 및 규제

안전 정보는 참고용이며, 공급업체의 물질안전보건자료(SDS), 관련 법규 및 전문가 평가를 대체하지 않습니다.

안전 데이터

ridadr
1544
risk_code
23/24/25
hazard_code
T
safety_code
36/37/39-45
포장분류
III
위험 등급
6.1(b)

화학 및 산업

응용 분야 · 4건

개요Lobeline is mainly present in Lobelia chinensis, Lobelia inflata, Campanula medium, Lobelia hassleri, and Lobelia nicotianaefolia . Lobelia inflata has also been considered as an Indian tobacco and has been used for the treatment of respiratory diseases for a long history. It was also a treatment of asthma by American Aborigines. In the United States during the nineteenth century, doctors use Lobelia inflata as a vomiting agent, to remove the poison from the body. It is also called “vomit grass.” Now Lobelia inflata is still used to clear throat, bronchial, lung, and other respiratory mucus .

역사In the 1930s, the chemical synthesis process of lobeline was completed, and its artificial synthesis was realized, which was found in Lobelia inflata from the North American Campanulaceae. It was commonly used as a lobeline hydrochloride. Because of its structure similar to nicotine, it was initially used for the treatment of respiratory diseases. Further study found that lobeline can selectively excite the carotid sinus peripheral chemoreceptors, then reflect the excitement of the medullary breathing center, and enhance respiratory function. Therefore, it is widely used as a respiratory stimulant .Although lobeline showed similar biological activity with nicotine, its potency is just only 1/5~1/20 of nicotine. Hence, lobeline was used as a substitute for nicotine in many smoking cessation products. However, in 1993, the Food and Drug Administration (FDA) banned the sale of smoking cessation products containing lobeline because it was ineffective in helping people quit smoking. However, the research of lobeline in drug addiction still continues.

용도Lobeline is the principal lobelia alkaloid.It occurs in the seeds and herb of Indiantobacco (Lobelia inflata and Lobeliaceae). Itis used as a respiratory stimulant. Its sulfatesalt is used in antismoking tablets.

용도The action of lobeline is in many respects similar to nicotine; however, it is 50–100 times weaker than nicotine. It is also first, a stimulant, and second, a depressant of sympathetic ganglia, parasympathetic ganglia, adrenal glands, and others. It can be used as a drug to assist with quitting smoking.

공급사43 곳

成都乐美天医药科技有限公司17308096051 17308096051 · [email protected]

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추가 설명

정의ChEBI: An optically active piperidine alkaloid having a 2-oxo-2-phenylethyl substituent at the 2-position and a 2-hydroxy-2-phenylethyl group at the 6-position.