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Lycorin

LYCORINE Struktur
476-28-8
CAS-Nr.
476-28-8
Bezeichnung:
Lycorin
Englisch Name:
LYCORINE
Synonyma:
LYCORIN;LYCORINE;Licorine;Amaryline;Belamarine;amarylline;narcissine;NSC 401360;NSC 683873;galanthidine
CBNumber:
CB6226644
Summenformel:
C16H17NO4
Molgewicht:
287.31
MOL-Datei:
476-28-8.mol

Lycorin Eigenschaften

Schmelzpunkt:
253-255℃ (dec.)
alpha 
D16 -129° (c = 0.16 in 98% alc)
Siedepunkt:
429.61°C (rough estimate)
Dichte
1.53
Brechungsindex
1.5500 (estimate)
storage temp. 
2-8°C
L?slichkeit
Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
pka
13.55±0.40(Predicted)
Aggregatzustand
powder
Farbe
White to off-white
Optische Aktivit?t
-12916 (c 0.16, 98% ethanol)
Sicherheit
  • Risiko- und Sicherheitserkl?rung
  • Gefahreninformationscode (GHS)
Kennzeichnung gef?hrlicher T
R-S?tze: 25
S-S?tze: 45
RIDADR  UN 2811 6.1/PG 3
WGK Germany  3
Bildanzeige (GHS) GHS hazard pictograms
Alarmwort Achtung
Gefahrenhinweise
Code Gefahrenhinweise Gefahrenklasse Abteilung Alarmwort Symbol P-Code
H301 Giftig bei Verschlucken. Akute Toxizit?t oral Kategorie 3 Achtung GHS hazard pictogramssrc="/GHS06.jpg" width="20" height="20" /> P264, P270, P301+P310, P321, P330,P405, P501
Sicherheit
P264 Nach Gebrauch gründlich waschen.
P264 Nach Gebrauch gründlich waschen.
P270 Bei Gebrauch nicht essen, trinken oder rauchen.
P301+P310 BEI VERSCHLUCKEN: Sofort GIFTINFORMATIONSZENTRUM/Arzt/... (geeignete Stelle für medizinische Notfallversorgung vom Hersteller/Lieferanten anzugeben) anrufen.
P321 Besondere Behandlung
P330 Mund ausspülen.
P405 Unter Verschluss aufbewahren.
P501 Inhalt/Beh?lter ... (Entsorgungsvorschriften vom Hersteller anzugeben) zuführen.

Lycorin Chemische Eigenschaften,Einsatz,Produktion Methoden

R-S?tze Betriebsanweisung:

R25:Giftig beim Verschlucken.

S-S?tze Betriebsanweisung:

S45:Bei Unfall oder Unwohlsein sofort Arzt zuziehen (wenn m?glich, dieses Etikett vorzeigen).

Beschreibung

Lycoris radiate, a traditional Chinese medicine (TCM), is the bulb of the amaryllidaceous Lycoris radiata herb. It has been applied for clinical purposes for centuries. It is firstly recorded in Tujing Bencao and mainly used for the pyogenic infections. According to A Supplement to Compendium of Materia Medica, lycoris radiate may be used for treating acute throat trouble, phlegm node, baihuodan, and pulmonary abscess.
There are about 20 Lycoris species in the world, which are widely distributed in China and Japan. Lycoris radiate is an amazing horticultural plant with a graceful shape and a bright color. In TCM, it is acrid in taste and neutral in nature, with functions of detoxication, easy expectoration, and diuresis and emesis promotion. According to the modern medicine, lycoris radiate is considered to be in favor of the central nervous system and cardiovascular system.
The main active ingredients extracted from the lycoris herbs are about 40 alkaloids with various contents. Pharmacological tests indicate that galanthamine, lycorine, lycoramine, lycorenine, and crinine are the major effective medicinal ingredients. Lycorine may be used to treat amebic dysentery and against cancer. Moreover, galanthamine, dihydrogalanthamine, and lycoramine may be used to treat infantile paralysis and restore nerve functions and against traumatic paraplegia, etc. Lycoris radiate is famous because galanthamine has been approved by FDA as an anti-Alzheimer disease drug. Lycoris radiate is the only natural source for galanthamine with extremely low content (<0.02%).

Physikalische Eigenschaften

Appearance: colorless prismatic crystal. Solubility: insoluble in water; sparingly soluble in ethyl alcohol and diethyl ether. Melting point: 275–280?°C (decomposition). Specific optical rotation: right-handed optical rotation with a specific optical rotation of ?129° (98% ethyl alcohol).

History

In 1895, Morishima successfully extracted lycorine from the bulb of Lycoris radiata. However, its structure was unidentified until in 1935. In 1959, its stereochemical structure was dissected by monocrystal.
The solvent extraction method, chromatographic separation, and resin absorption are commonly used for lycorine extraction. However, lycorine obtained from these techniques is not pure enough and often mixed with other alkaloids. The great differences in the efficacies of different alkaloids prevent such blending from being directly used. Furthermore, the separation and purification process so required has an adverse effect on and limits the development and utilization of the medicinal value of lycorine.

Verwenden

Lycorine is an analgesic, more so than aspirin, and a hypotensive, as are caranine and galanthine . The analgesic activity exhibited by the Amaryllidaceae alkaloids is attributed to their resemblance to the morphine and codeine skeletons. Lycorine also has antiarrhythmic action, and lycorine hydrochloride is a strong broncholytic. In fact, lycorine shows a relaxant effect on an isolated epinephrine-precontracted pulmonary artery and increases contractility and the rate of an isolated perfused heart. These effects are mediated by stimulation of b-adrenergic receptors.
Lycorine also has a strong inhibitory effect on parasite (Encephalitozoon intestinalis) development and antifungal activity against Candida albicans. Additionally, lycorine has antifeedant, antimalarial, emetic, anti-inflammatory, antiplatelet , as well as antifertility activities. Galanthine, in turn, shows mild in vitro activity against Tripanosoma brucei rhodesiense and Plasmodium falciparum.

Definition

ChEBI: An indolizidine alkaloid that is 3,12-didehydrogalanthan substituted by hydroxy groups at positions and 2 and a methylenedioxy group across positions 9 and 10. Isolated from Crinum asiaticum, it has been shown to exhibit antimalarial activit .

Indications

Injection: 25?mg/ml, for resistance to amebic protozoa and treatment of intraintestinal/extraintestinal amebiasis. Subcutaneous injection: 25–50? mg/injection and 50?mg/day.

Clinical Use

Dihydrolycorine, generated through the hydrogenation of lycorine, has been used clinically due to its better resistance against amebic dysentery and lower toxicity. The amine salt made of lycorine has an antitumor effect in animals.
Lycorine exposure may cause skin irritation (red and swollen) and itching. Nosebleed may be induced in case of inhalation. In case of overdose, it may cause salivation, emesis, diarrhea, bradycardia, cold hands/feet, or even death due to respiratory center paralysis. The major studies of clinical application are focused on (1) antitumor effect, (2) effect on the central nervous system, (3) effect on the cardiovascular system, (4) anti-inflammatory effect, (5) effect on smooth muscle, and (6) emetic effect.

l?uterung methode

It crystallises as orange crystals from MeOH (m 281-283o), CHCl3/EtOH (m 272-274o), pyridine or from EtOH (m 277o, dec). It has been distilled under high vacuum. The hydrochloride has m 288o (from MeOH/HCl), and the picrate has m 196-197o(from EtOH), [Cook et al. J Chem Soc 4176 1954, Martin & Tu J Org Chem 46 3763 1981, Beilstein 27 II 547, 27 III/IV 6463.]

Lycorin Upstream-Materialien And Downstream Produkte

Upstream-Materialien

Downstream Produkte


Lycorin Anbieter Lieferant Produzent Hersteller Vertrieb H?ndler.

Global( 145)Lieferanten
Firmenname Telefon E-Mail Land Produktkatalog Edge Rate
Shanghai Zheyan Biotech Co., Ltd.
18017610038
zheyansh@163.com CHINA 3619 58
Chengdu Greenpure Biopharma CO.,Ltd
18283602253; +8618283602253
jancyzheng@gcgreenpure.com China 953 58
career henan chemical co
+86-0371-86658258 +8613203830695
sales@coreychem.com China 29880 58
Chengdu GLP biotechnology Co Ltd
028-87075086 13350802083
scglp@glp-china.com CHINA 1824 58
Nanjing Dolon Biotechnology Co.,Ltd.
18905173768
sales@dolonchem.com CHINA 2972 58
Hubei Jusheng Technology Co.,Ltd.
18871490254
linda@hubeijusheng.com CHINA 28172 58
Chongqing Chemdad Co., Ltd
+86-023-6139-8061 +86-86-13650506873
sales@chemdad.com China 39894 58
CONIER CHEM AND PHARMA LIMITED
+8618523575427
sales@conier.com China 49374 58
SIMAGCHEM CORP
+86-13806087780
sale@simagchem.com China 17365 58
Wuhan ChemNorm Biotech Co.,Ltd.
+86-27-8439 4403 18971486879
sales@chemnorm.com CHINA 2935 58

476-28-8(Lycorin)Verwandte Suche:


  • 2-beta-diol,3,3-alpha-didehydro-lycoran-1-alph
  • Amaryline
  • amarylline
  • Belamarine
  • galanthan-1,2-diol,3,12-didehydro-9,10-(methylenebis(oxy))-,(1-alpha,2-beta
  • galanthidine
  • narcissine
  • LYCORINE HPLC 98+%
  • (-)-LYCORINE
  • LYCORINE
  • LYCORIN
  • LYCORINE HCL
  • (1S,2S,12BS,12CS)-1,2,4,5,12B,12C-HEXAHYDRO-7H-[1,3]DIOXOLO[4,5-J]PYRROLO[3,2,1-DE]PHENANTHRIDINE-1,2-DIOL
  • Galanthan-1,2-diol,3,12-didehydro-9,10-[methylenebis(oxy)]-,(1α,2β)-
  • NSC 401360
  • NSC 683873
  • 5,7-dioxa-12-azapentacyclo[10.6.1.0^{2,10}.0^{4,8}.0^{15,19}]nonadeca-2,4(8),9,15-tetraene-17,18-diol
  • Lycoris radiata extract/Lycorine
  • Lycorine NSC 401360
  • Licorine
  • 1H-[1,3]Dioxolo[4,5-j]pyrrolo[3,2,1-de]phenanthridine-1,2-diol, 2,4,5,7,12b,12c-hexahydro-, (1S,2S,12bS,12cS)-
  • LYCORINE USP/EP/BP
  • (-)-Lycorine
  • (1S,2S,3a1S,12bS)-2,3a1,4,5,7,12b-Hexahydro-1H-[1,3]dioxolo[4,5-j]pyrrolo[3,2,1-de]phenanthridine-1,2-diol
  • Lycorine in methanol
  • 476-28-8
  • BioChemical
  • Cell Signaling and Neuroscience
  • Cell Biology
  • RNA-Protein Translation Inhibitors
  • Gene Regulation and Expression
  • Alkaloids
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