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712264

金雀花碱

Name: 金雀花碱
Brand: ALDRICH

≥99.0% (HPLC), ≥99%

别名:

(-)-金雀花碱, (1S,9S)-3,11-二氮杂三环[7.3.1.0^3,8]三癸-5,7-二烯-4-酮, 野靛碱

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关于此项目

经验公式（希尔记法）:

C₁₁H₁₄N₂O

化学文摘社编号:

485-35-8

分子量:

190.24

NACRES:

NA.22

PubChem Substance ID:

329763123

UNSPSC Code:

12352200

EC Number:

207-616-0

MDL number:

MFCD00136048

Assay:

≥99%, ≥99.0% (HPLC)

Form:

powder

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属性

Quality Level

100

assay

≥99%, ≥99.0% (HPLC)

form

powder

optical activity

[α]/D -108±3°, c = 1% in ethanol

bp

218 °C/2 mmHg (lit.)

mp

154-156 °C (lit.)

SMILES string

O=C1C=CC=C2C3CNCC(C3)CN12

InChI

1S/C11H14N2O/c14-11-3-1-2-10-9-4-8(5-12-6-9)7-13(10)11/h1-3,8-9,12H,4-7H2/t8-,9+/m0/s1

InChI key

ANJTVLIZGCUXLD-DTWKUNHWSA-N

说明

General description

Cystine ((1R,5S)-1,2,3,4,5,6-hexahydro-1,5-methano-8H-pyrido[1,2a][1,5]diazocin-8-one) displays classical antidepressant action in various animal models of antidepressant efficacy. Infrared and Raman spectral studies suggest that it has two stable conformers.

Cytisine was found to be more effective than nicotine-replacement therapy in helping smokers to quit smoking. It is an α₄ β₂ nicotinic receptor partial agonist. It is a plant alkaloid which is commercially extracted for use as a smoking cessation medication. Preparation of nicotine partial agonist cytisine via “in situ” Stille or Suzuki biaryl pyridine coupling has been reported. Cytisine is a competitive partial agonist at α4 subunit-containing nicotinic acetylcholine (nACh) receptors while at homomeric α7-nACh receptors it behaves as a full agonist with a relatively lower potency.

Application

Cystine may be used as nicotine substitute in nicotine addiction therapy.

Cytisine is suitable for use in a study to compare the effects of varenicline and cytisine on ethanol consumption by rats bred for many generations as high ethanol drinkers.

Biochem/physiol Actions

α3β4 和 α7 烟碱型乙酰胆碱受体的强效激动剂，α4β2 烟碱型乙酰胆碱受体的部分激动剂。

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

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pictograms

GHS06

signalword

Danger

hcodes

H301 + H311 + H331

pcodes

P261 - P264 - P280 - P301 + P310 - P302 + P352 + P312 - P304 + P340 + P311

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral

存储类别

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges

法规信息

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Experimental (FT-IR and Raman) and theoretical (DFT) studies on the vibrational dynamics in cytisine.

Gornicka E, et al.

Vibrational Spectroscopy, 36(1), 105-115 (2004)

Halogenated cytisine derivatives as agonists at human neuronal nicotinic acetylcholine receptor subtypes.

Y E Slater et al.

Neuropharmacology, 44(4), 503-515 (2003-03-21)

Cytisine (cy) is a potent and competitive partial agonist at alpha4 subunit-containing nicotinic acetylcholine (nACh) receptors while at homomeric alpha7-nACh receptors it behaves as a full agonist with a relatively lower potency. In the present study, we assessed the effects

Total synthesis of (+/-)-cytisine.

B T O'Neill et al.

Organic letters, 2(26), 4201-4204 (2001-01-11)

[reaction:see text] The nicotine partial agonist cytisine was prepared in five steps featuring an "in situ" Stille or Suzuki biaryl pyridine coupling. Differentiation of the pyridyl rings was accomplished via selective benzylation and then reduction of a pyridinium ring. The

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全球贸易项目编号

货号	GTIN
712264-500MG	04061833228807
712264-100MG	04061832844046