Chelidonin

CHELIDONINE Struktur
476-32-4
CAS-Nr.
476-32-4
Bezeichnung:
Chelidonin
Englisch Name:
CHELIDONINE
Synonyma:
CHELIDONIN;khelidonin;helidonine;Aids002651;STYLOPHORIN;CHELIDONINE;chelidoniny;STYLOPHORON;Aids-002651;STYLOPHORINE
CBNumber:
CB8347796
Summenformel:
C20H19NO5
Molgewicht:
353.37
MOL-Datei:
476-32-4.mol

Chelidonin Eigenschaften

Schmelzpunkt:
135-140°C
alpha 
D22 +115 ±3° (ethanol); D20 +117° (c = 3 in CHCl3)
Siedepunkt:
bp0.002 220° (air-bath temp)
Dichte
1.2976 (rough estimate)
Brechungsindex
1.5800 (estimate)
storage temp. 
Sealed in dry,2-8°C
Löslichkeit
Soluble in chloroform; slightly soluble in methan
Aggregatzustand
powder
pka
14.11±0.20(Predicted)
Farbe
Colorless
Merck 
13,2061
InChIKey
GHKISGDRQRSCII-ZOCIIQOWSA-N
LogP
2.899 (est)
CAS Datenbank
476-32-4(CAS DataBase Reference)

Sicherheit

Kennzeichnung gefährlicher Xn
R-Sätze: 25-20/21/22
S-Sätze: 20-45-36/37
RIDADR  2811
WGK Germany  3
RTECS-Nr. FL9450000
Toxizität LD50 in mice (mg/kg): 34.6 ±2.44 i.v. (Anderson, Chen)

Chelidonin Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:

R25:Giftig beim Verschlucken.
R20/21/22:Gesundheitsschädlich beim Einatmen,Verschlucken und Berührung mit der Haut.

S-Sätze Betriebsanweisung:

S20:Bei der Arbeit nicht essen und trinken.
S45:Bei Unfall oder Unwohlsein sofort Arzt zuziehen (wenn möglich, dieses Etikett vorzeigen).
S36/37:Bei der Arbeit geeignete Schutzhandschuhe und Schutzkleidung tragen.

Beschreibung

Chelidonine, also named ranunculine, is a kind of alkaloid isolated from the whole plant of Chelidonium majus. L . As a kind of traditional Chinese medicine, Chelidonium majus. L was firstly recorded in Chiu Huang Pen Ts’ao of Ming dynasty. In the seventeenth century, it has been used for the treatment of jaundice, biliary colic, and cholelithiasis. In 1941, a researcher from Soviet Union reported that it showed good effect for the treatment of cutaneous tuberculosis. This plant has multiple effects on different diseases, including anti-inflammatory, analgesia, relieving cough, inducing diuresis, anticancer, antifungal, relieving asthma, and detoxification. It was recorded in the Pharmacopoeia of the People’s Republic of China (1977) .
The material basis for Chelidonium majus. L is alkaloid. Among which, chelidonine, a benzophenanthridine alkaloid, is the main effective ingredient . Although great progresses have been made in the chemical synthesis of chelidonine recently, the biosynthetic pathways of chelidonine remain unclear, which still need in-depth study and exploration in the future

Chemische Eigenschaften

White, crystalline powder alkaloid.

Physikalische Eigenschaften

Appearance: white crystal or crystalline powder, monoclinic prism crystal. Solubility: insoluble in water; soluble in ethanol, chloroform, and amyl alcohol. Melting point: 135–136 °C. Boiling point: 220 °C. Specific optical rotation: +115°.

History

Chelidonine was isolated from Chelidonium majus. L in 1824 for the first time. Pharmacological studies found that it exerted antitumor effect via different mechanisms. However, its poor bioavailability limited its application. Some researchers developed a chelidonine/polylactic acid copolymer nanoparticle using nanotechnology. The nano-chelidonine showed good tissue distribution without causing any toxicity in mice and could enter into the brain tissues, showing great application potential. In addition, nano-chelidonine showed protective effect on liver injury induced by cadmium in mice .
In 1981, an Austrian researcher isolated a novel compound ukrain (phosphorothioate derivative of chelidonine) from Chelidonium majus. L. Ukrain could inhibit tumor cell proliferation through a variety of mechanisms. Currently, ukrain is used as an antitumor drug for the clinical treatment of lung cancer, breast cancer, prostate cancer, and pancreatic cancer . In 2004, quarter amine chelidonine phosphorothioate derivatives have been applied for an invention patent as anticancer drugs in China.
Chelidonine has morphine-like analgesic effects suggesting that its analgesic effect is mainly peripheral and cannot be antagonized by the morphine receptor antagonist naloxone . The 6-alkoxy and 6-acyloxy derivatives of chelidonine can inhibit the central nervous system, especially for nerve terminal, and show sedative and hypnotic effects .

Verwenden

Poison; central nervous system depres- sant causing sleepiness, depression, slowing of the pulse, coma and circulatory failure.

Clinical Use

Chelidonine has been used as a painkiller in clinical application due to its significant analgesic effect. Chelidonine phosphate can be used for treatment of gastrointestinal and ulcer pain, as a substitute of morphine preparations. Wei Tong Shu capsule is used to treat pain caused by gastric convulsion, chronic gastritis, gastric ulcer, and duodenal ulcer. Its main effective compositions are chelidonine and protopine. Fu Fang Zhong Yao Tong An injection has collateral dredging and analgesic effects and can be used for the treatment of moderate pain caused by chemoradiotherapy or non-chemoradiotherapy of gastric cancer, lung cancer, and liver cancer. Its two main components are chelidonine and sinomenine. Ukrain (NSC-631570), a phosphorothioate derivative of chelidonine, has been used in clinical treatment as an effective antitumor drug for the treatment of lung cancer, breast cancer, prostate cancer, and pancreatic cancer.

Chelidonin Upstream-Materialien And Downstream Produkte

Upstream-Materialien

Downstream Produkte


Chelidonin Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

Global( 193)Lieferanten
Firmenname Telefon E-Mail Land Produktkatalog Edge Rate
Chengdu Greenpure Biopharma CO.,Ltd
18283602253
jancyzheng@gcgreenpure.com China 952 58
Hangzhou FandaChem Co.,Ltd.
008657128800458; +8615858145714
fandachem@gmail.com China 9348 55
Shanghai Zheyan Biotech Co., Ltd.
18017610038
zheyansh@163.com CHINA 3620 58
Chengdu Biopurify Phytochemicals Ltd.
+8618080483897
sales@biopurify.com China 3424 58
Shaanxi Pioneer Biotech Co., Ltd .
+8613259417953
sales@pioneerbiotech.com China 3000 58
NanJing Spring & Autumn Biological Engineering CO., LTD.
+8613815430202
sale02@cqherb.com CHINA 376 58
Shanghai Standard Technology Co., Ltd.
18502101150
ft-sales@nature-standard.com CHINA 1923 58
TopScience Biochemical
00852-68527855
info@itopbiochem.com China Hong Kong 902 58
career henan chemical co
+86-0371-86658258 15093356674;
factory@coreychem.com China 29826 58
Shaanxi Dideu Medichem Co. Ltd
+86-29-87569265 +86-18612256290
1056@dideu.com China 3632 58

476-32-4(Chelidonin)Verwandte Suche:


  • chelidoniny
  • helidonine
  • khelidonin
  • STYLOPHORIN
  • STYLOPHORINE
  • STYLOPHORON
  • CHELIDONIN
  • (+)-CHELIDONINE
  • CHELIDONINE
  • CHELIDONINE, (+)-
  • (+)-CHELIDONINE FREE BASE MONOHYDRATE
  • CHELIDONINE HYDROCHLORIDE, (+)-(RG)
  • 11β-Hydroxychelidonane
  • [1,3]benzodioxolo[5,6-C]-1,3-dioxolo[4,5-I]phenanthridin-6-ol, 5B,6,7,12B,13,14-hexahydro-13-methyl-, (5br,6S,12bs)-
  • 5B,6,7,12B,13,14-Hexahydro-13-methyl[1,3]benzodioxolo[5,6-C]-1,3-dioxolo[4,5-I]phenan-thridin-6-ol
  • Aids002651
  • Aids-002651
  • Benzophenanthridine alkaloid
  • Nsc646661 (free base)
  • Chelidonine 476-32-4
  • Chelidonine, 98%, from Chelidonium majus L.
  • CHELIDONINE USP/EP/BP
  • (+)-Chelidonine
  • 476-32-4
  • C20H19NO5H2O
  • C20H19NO5
  • Alkaloids
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