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Colchicin Produkt Beschreibung

Colchicine Struktur
64-86-8
CAS-Nr.
64-86-8
Bezeichnung:
Colchicin
Englisch Name:
Colchicine
Synonyma:
nsc757;COLCIN;NSC 757;Condylon;Colchicin;Colsaloid;COLCHISOL;len-7-yl)-;Colchlcine;Colchicina
CBNumber:
CB6391144
Summenformel:
C22H25NO6
Molgewicht:
399.44
MOL-Datei:
64-86-8.mol

Colchicin Eigenschaften

Schmelzpunkt:
150-160 °C (dec.)(lit.)
alpha 
-250 º (c=1, alcohol)
Siedepunkt:
522.37°C (rough estimate)
Dichte
1.2770 (rough estimate)
Brechungsindex
1.5614 (estimate)
storage temp. 
Poison room
Löslichkeit
H2O: 10 mg/mL
pka
12.36(at 20℃)
Aggregatzustand
powder
Farbe
white to yellow with a green cast
Wasserlöslichkeit
45 g/L (20 ºC)
Sensitive 
Light Sensitive
Merck 
14,2471
BRN 
2228813
Stabilität:
Stable. Light sensitive. Incompatible with strong oxidizing agents.
CAS Datenbank
64-86-8(CAS DataBase Reference)
NIST chemische Informationen
Colchicine(64-86-8)
EPA chemische Informationen
Acetamide, N-[(7S)-5,6,7,9-tetrahydro- 1,2,3,10-tetramethoxy-9-oxobenzo[ a]heptalen-7-yl]-(64-86-8)
Sicherheit
  • Risiko- und Sicherheitserklärung
  • Gefahreninformationscode (GHS)
Kennzeichnung gefährlicher T+,T,Xi
R-Sätze: 26/28-41-46
S-Sätze: 13-45-36/37/39-28-26-53
RIDADR  UN 1544 6.1/PG 1
WGK Germany  3
RTECS-Nr. GH0700000
TSCA  Yes
HazardClass  6.1
PackingGroup  I
HS Code  29399990
Giftige Stoffe Daten 64-86-8(Hazardous Substances Data)
Toxizität LD50 in rats (mg/kg): 1.6 i.v. (Rosenbloom, Ferguson); in mice (mg/kg): 4.13 i.v. (Beliles)
Bildanzeige (GHS)
Alarmwort Achtung
Gefahrenhinweise
Code Gefahrenhinweise Gefahrenklasse Abteilung Alarmwort Symbol P-Code
H300 Lebensgefahr bei Verschlucken. Akute Toxizität oral Kategorie 2 Achtung P264, P270, P301+P310, P321, P330,P405, P501
H318 Verursacht schwere Augenschäden. Schwere Augenschädigung Kategorie 1 Achtung P280, P305+P351+P338, P310
H340 Kann genetische Defekte verursachen. Keimzellmutagenität Kategorie 1B Achtung
H371 Kann die Organe schädigen. Spezifische Zielorgan-Toxizität Kategorie 2 Warnung P260, P264, P270, P309+P311, P405,P501
Sicherheit
P201 Vor Gebrauch besondere Anweisungen einholen.
P202 Vor Gebrauch alle Sicherheitshinweise lesen und verstehen.
P270 Bei Gebrauch nicht essen, trinken oder rauchen.
P280 Schutzhandschuhe/Schutzkleidung/Augenschutz tragen.
P405 Unter Verschluss aufbewahren.
P501 Inhalt/Behälter ... (Entsorgungsvorschriften vom Hersteller anzugeben) zuführen.

Colchicin Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:

R26/28:Sehr giftig beim Einatmen und Verschlucken.

S-Sätze Betriebsanweisung:

S13:Von Nahrungsmitteln, Getränken und Futtermitteln fernhalten.
S45:Bei Unfall oder Unwohlsein sofort Arzt zuziehen (wenn möglich, dieses Etikett vorzeigen).

Aussehen Eigenschaften

C22H25NO6, Colchicin für biochemische Zwecke. Colcemid (N-Deacetyl-N-methyl-colchicin)

Gefahren für Mensch und Umwelt

Zu vermeidende Stoffe: Oxidationsmittel.
Gefährliche Zersetzungsprodukte: Kohlenmonoxid, Kohlendioxid,
Stickoxide
Kann tödlich sein beim Verschlucken oder Einatmen.
LDL0 (oral, Mensch) 0,086 mg/kg.
Nach Verschlucken: Erbrechen, Durchfall, Lähmungen, Herz-Kreislaufstörungen; Tod. Nierenschädigung ist möglich.
Stark wassergefährdender Stoff (WGK 3). Substanz nicht in Gewässer, Abwasser oder Erdreich gelangen lassen.

Schutzmaßnahmen und Verhaltensregeln

Lagerung: dicht verschlossen, an gut belüftetem Ort, Nur für Sachkundige zugänglich.
Arbeiten nur im Abzug durchführen. Staub nicht einatmen.
Beim Auftreten von Stäuben Schutzmaske tragen.
Schutzbrille mit Seitenschutz und oberer Augenraumabdeckung
Chemikalienresistente Schutzhandschuhe (nur als kurzzeitiger Staubschutz)
Schutzkittel mit langen Ärmeln tragen.

Verhalten im Gefahrfall

Reinigungsverfahren: In einen Plastikbeutel aufnehmen und entsorgen. Staubbildung vermeiden. Betroffene Zone nach völliger Beseitigung des Materials gründlich lüften und reinigen.
Wassersprühstrahl, Kohlendioxid, Trockenlöschmittel oder geeigneter Schaum.
Im Falle eines Brandes entstehen gefährliche Dämpfe (NOx).

Erste Hilfe

Nach Hautkontakt: Nach Berührung sofort mit Seife und viel Wasser abwaschen.
Nach Augenkontakt: 15 Minuten bei gespreizten Lidern unter fließendem Wasser mit Augendusche ausspülen. Augenarzt konsultieren!
Nach Einatmen: Nach Einatmen, Person sofort an die frische Luft bringen. Notarzt verständigen.
Nach Verschlucken: Reichlich Wasser trinken lassen, Erbrechen auslösen, Gabe von Aktivkohle (20-40g als 10%ige Aufschlämmung) und unverzüglich Arzt zu Rate ziehen.
Nach Kleidungskontakt: Verunreinigte Kleidung sofort ausziehen.
Ersthelfer: siehe gesonderten Anschlag

Sachgerechte Entsorgung

Falls Recycling nicht möglich, als Sonderabfall entsorgen, zuständige Stellen: Hubland-Herr Riepl:8884711, Klinikum-Herr Uhl:2015557.

Chemische Eigenschaften

Yellow Solid

Chemische Eigenschaften

Colchicine is a pale yellow powder. It has little or no odor. It darkens on contact with light.

Verwenden

Binds specifically with tubulin thus interfering with microtubule organization.

Verwenden

antimitotic, antigout agent

Verwenden

An antimitotic agent that disrupts microtubles by binding to tubulin and preventing its polymerization. Stimulates the intrinsic GTPase activity of tubulin. Induces apoptosis in several normal and t umor cell lines and activates the JNK/SAPK signaling pathway.

Verwenden

anti-inflammatory agent, mitosis inhibitor

Verwenden

For treatment and relief of pain in attacks of acute gouty arthritis.

Verwenden

In research in plant genetics (for doubling chromosomes).

Verwenden

Colchicine is present in the poisonous autumncrocus (meadow saffron). It is the major alkaloid of Colchicum autumnale L. and Liliaceae. It was used in poison potions in theancient kingdom of Colchis (Greece). It isused therapeutically as an antineoplast, for thesuppression of gout, and in the treatment ofMediterranean fever. It is used in plant studiesfor doubling chromosome groups.

Definition

An alkaloid plant hormone.

Definition

colchicine: An alkaloid derivedfrom the autumn crocus, Colchicumautumnale. It inhibits cell division.Colchicine is used in genetics, cytology,and plant breeding research andalso in cancer therapy to inhibit celldivision.

Indications

Colchicine, an alkaloid obtained from the autumn crocus, has long been used and is relatively selective for the treatment of acute gouty arthritis. Unlike many of the newer agents for use in gout, colchicine has minimal effects on uric acid synthesis and excretion; it decreases inflammation associated with this disorder. It is thought that colchicine somehow prevents the release of the chemotactic factors and/or inflammatory cytokines from the neutrophils, and this in turn decreases the attraction of more neutrophils into the affected area .The ability of colchicine to bind to leukocyte microtubules in a reversible covalent complex and cause their depolymerization also may be a factor in decreasing the attraction of the motile leukocytes into the inflamed area.

Allgemeine Beschreibung

Colchicine is an alkaloid isolated from the dried corns andseeds of Colchicum autumnale L., commonly known as autumncrocus or meadow saffron.It is specifically indicated for acute treatment of goutyarthritis because of its ability to block the production and releaseof the CCF that mediates the inflammatory responsebecause of urate crystals, a mechanism different fromcolchicine’s antimitotic action, which is being investigatedfor its anticancer properties. It is often quite effective inaborting an acute gouty attack if given within the first 10 to12 hours after the onset of arthritis.

Allgemeine Beschreibung

Odorless or nearly odorless pale yellow needles or powder that darkens on exposure to light. Used to treat gouty arthritis, pseudogout, sarcoidal arthritis and calcific tendinitis.

Air & Water Reaktionen

Slowly hydrolyzed in acidic solution, but unbuffered solutions are stable at 68°F for at least six months. Isomerizes on exposure to ultraviolet radiation.

Reaktivität anzeigen

Colchicine darkens on exposure to light. Incompatible with strong oxidizing agents. Also incompatible with mineral acids .

Hazard

As little as 20 mg may be fatal if ingested.

Health Hazard

Colchicine is a highly toxic alkaloid. Thetarget organs are the lungs, kidney, gastrointestinal tract, and blood. The toxiceffects include drowsiness, nausea, hypermotility, diarrhea, lowering of body temperature, lowering of blood pressure, tremors,convulsions, and respiratory distress. Chronicingestion may cause aplastic anemia andhemorrhage.
LD50 value, oral (mice): 5.9 mg/kg
Colchicine solution at 10,000 ppm concentration caused severe irritation whenapplied repeatedly to rabbits’ eyes. Colchicine produced teratogenic effects in testanimals. It caused fetal death, cytologicalchanges, and developmental abnormalitiesin hamsters, rabbits, domestic animals,and mice. It tested positive to in vitromammalian nonhuman micronucleus andD. melanogaster — nondisjunction tests formutagenicity (U.S. EPA 1986; NIOSH1986).

Health Hazard

Colchicine is classified as super toxic. Probable oral lethal dose in humans is less than 5 mg/kg, i.e. less than 7 drops for a 70 kg (150 lb.) person. Death results from respiratory arrest. The fatal dose varies considerably; as little as 7 mg of Colchicine has proved fatal.

Brandgefahr

Stable.

Biologische Aktivität

Plant-derived alkaloid that binds to tubulin and depolymerizes microtubules.

Mechanism of action

Colchicine is rapidly absorbed after oral administration and tends to concentrate in the spleen, kidney, liver, and gastrointestinal tract. Leukocytes also avidly accumulate and store colchicine even after a single intravenous injection. Since colchicine can accumulate in cells against a concentration gradient, it is postulated that an active transport process may be involved in its cellular uptake. The drug is metabolized, primarily in the liver, by deacetylation. Fecal excretion plays a major role in colchicine elimination, since it and its metabolites are readily secreted into the bile. Only about 15 to 30% of the drug is eliminated in the urine except in patients with liver disease; urinary excretion is more important in these individuals.

Pharmakologie

The drug can be given intravenously as well as orally, but care must be exercised, since extravasated drug may result in local sloughing of skin and subcutaneous tissues. Relief of pain and inflammation usually occurs within 48 hours. Small doses of colchicine can be used during asymptomatic periods to minimize the reappearance or severity of acute attacks. It should be used with caution in patients with preexisting compromised heart, kidney, gastrointestinal tract, and liver disease. Diarrhea, nausea, vomiting, and abdominal pain are the major limiting side effects that ultimately determine the tolerated dosage. These symptoms occur in approximately 80% of patients who take colchicine, especially in those taking high dosages. The hepatobiliary recycling of colchicine and its antimitotic effect on cells that are rapidly turning over, such as those of the intestinal epithelium, account for its gastrointestinal toxicity. Gastrointestinal symptoms generally intervene before the appearance of more serious toxicity and thereby provide a margin of safety in drug administration. Ingestion of large doses of colchicine may be followed by a burning sensation in the throat, bloody diarrhea, shock, hematuria, oliguria, and central nervous system (CNS) depression.

Clinical Use

The major use of colchicine is as an antiinflammatory agent in the treatment of acute gouty arthritis; it is not effective in reducing inflammation in other disorders. It also can be used to prevent attacks. Since colchicine is so rapidly effective in relieving the acute symptoms of gout (substantial improvement is achieved within hours), it has been used as a diagnostic aid in this disorder. Therapy with colchicine is usually begun at the first sign of an attack and is continued until symptoms subside, adverse gastrointestinal reactions appear, or a maximum dose of 6 to 7 mg has been reached.

Anticancer Research

It is a natural toxic secondary metabolite, extracted from Colchicum genus plants. Itprevents gastric cancer by upregulating the dual specificity phosphatase 1 (DUSP1)gene. It is also reported to upregulate transforming growth factor beta 2 (TGF-β2)and A-kinase anchoring protein 12 (AKAP12) in hepatocellular carcinoma (Singhet al. 2016b).

Sicherheitsprofil

experimentally by most routes. Human systemic effects: aplastic anemia, blood pressure depression, body temperature decrease, changes in kidney tubules, dyspnea, flaccid paralysis without anesthesia, gastrointestinal effects, kidney damage and hemorrhaging, muscle contraction or spasticity, muscle weakness, nausea or vomiting, respiratory stimulation, and somnolence. An experimental teratogen. Experimental reproductive effects. A severe eye irritant. Human mutation data reported. Inhibits the formation of microtubules and thus impairs cell division. When heated to decomposition it emits toxic fumes of NOx.

mögliche Exposition

Colchicine is a drug used to treat gouty arthritis, pseudogout, sarcoidal arthritis; and calcific tendonitis.

Veterinary Drugs and Treatments

In veterinary medicine, colchicine has been proposed as a treatment in small animals for amyloidosis. For colchicine to be effective, however, it must be given early in the course of the disease and it will be ineffective once renal failure has occurred. At the time of writing, no conclusive evidence exists for its efficacy for this indication in dogs.
Colchicine has also been proposed for treating chronic hepatic fibrosis presumably by decreasing the formation and increasing the breakdown of collagen.

Versand/Shipping

UN1544 Alkaloids, solid, n.o.s. or Alkaloid salts, solid, n.o.s. poisonous, Hazard Class: 6.1; Labels: 6.1- Poisonous materials, Technical Name Required. UN3249 Medicine, solid, toxic, n.o.s., Hazard Class: 6.1; Labels: 6.1-Poisonous materials

läuterung methode

Commercial material contains up to 4% desmethylcolchicine. Purify colchicine by chromatography on alumina and eluting with CHCl3 [Ashley & Harris J Chem Soc 677 1944]. Alternatively, an acetone solution on alkali-free alumina has been used, and eluting with acetone [Nicholls & Tarbell J Am Chem Soc 75 1104 1953]. It crystallises as yellow needles from EtOAc or CHCl3 with solvent of crystallisation which can be removed at ~70o. It is soluble in Et2O (0.5%), *C6H6 (1%) and H2O (4%). It is sold as “Colgout” for the treatment of gout and binds to tubulin. [Schreiber et al. Helv Chim Acta 44 540 1961, Scott et al. Tetrahedron 21 3605 1965, van Tamelen et al. Tetrahedron 14 8 1961, Beilstein 14 IV 946.]

Inkompatibilitäten

Incompatible with oxidizers (chlorates, nitrates, peroxides, permanganates, perchlorates, chlorine, bromine, fluorine, etc.); contact may cause fires or explosions. Keep away from alkaline materials, strong bases, strong acids, oxoacids, epoxides, mineral acids. Keep away from light.

Colchicin Upstream-Materialien And Downstream Produkte

Upstream-Materialien

Downstream Produkte


Colchicin Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

Global( 323)Lieferanten
Firmenname Telefon Fax E-Mail Land Produktkatalog Edge Rate
Shenzhen Sendi Biotechnology Co.Ltd.
0755-23311925 18102838259
0755-23311925 Abel@chembj.com CHINA 3203 55
Henan DaKen Chemical CO.,LTD.
+86-371-55531817
info@dakenchem.com CHINA 21935 58
Henan Tianfu Chemical Co.,Ltd.
0371-55170693
0371-55170693 info@tianfuchem.com CHINA 20676 55
Mainchem Co., Ltd.
+86-0592-6210733
+86-0592-6210733 sales@mainchem.com CHINA 32452 55
PI & PI BIOTECH INC.
020-81716320
020-81716319 Sales@pipitech.com CHINA 2543 55
Nanjing Finetech Chemical Co., Ltd.
025-85710122 17714198479
025-85710122 sales@fine-chemtech.com CHINA 892 55
Xiamen AmoyChem Co., Ltd
+86 (0)592-605 1114
sales@amoychem.com CHINA 6374 58
Chengdu Biopurify Phytochemicals Ltd.
18080483897
maggie@biopurify.com CHINA 2236 58
Nanjing Dolon Biotechnology Co.,Ltd.
18905173768
sales@dolonchem.com CHINA 2972 58
Chemwill Asia Co.,Ltd.
86-21-51086038
86-21-51861608 chemwill_asia@126.com;sales@chemwill.com;chemwill@hotmail.com;chemwill@gmail.com CHINA 23958 58

64-86-8(Colchicin)Verwandte Suche:


  • Colchicine Acetamide 64-86-8
  • IMp. D (EP): N-[(7S,12aRa)-3-(β-D-Glucopyranosyloxy)-1,2,10-triMethoxy-9-oxo-5,6,7,9-tetrahydrobenzo[a]heptalen-7-yl]acetaMide (Colchicoside)
  • N-[(7S)-1,2,3,10-tetraMethoxy-9-oxo-6
  • Colchicine, 95% (dry wt.)
  • Colchicine 7-Acetamido-6,7-dihydro-1,2,3,10-tetramethoxybenzo[a]heptalen-9(5H)-one
  • 20575-57- 9
  • Colchicine, >=98%
  • SILICA GEL 40-63 ΜM NORMASIL 60
  • Colchicine, 95% dry weight
  • len-7-yl)-
  • N-(1,2,3,10-Tetramethoxy-9-oxo-5,6,7,9-tetrahydrobenzo[a]heptalen-7-yl)acetamide
  • n-(5,6,7,9-tetrahydro-1,2,3,10-tetramethoxy-9-oxobenzo(a)heptalen-7-acetamid
  • n-(5,6,7,9-tetrahydro-1,2,3,10-tetramethoxy-9-oxobenzo[a]heptalen-7-acetamid
  • N-(5,6,7,9-tetrahydro-1,2,3,10-tetramethoxy-9-oxobenzo[a]heptalen-7-yl)-,(S)-Acetamide
  • n-(5,6,7,9-tetrahydro-1,2,3,10-tetramethoxy-9-oxobenzo[a]heptalen-7-yl)acetamid
  • N-Acetyl trimethylcolchicinic acid methylether
  • n-acetyltrimethylcolchicinicacidmethylether
  • NSC 757
  • Acetamide, N-(5,6,7,9-tetrahydro-1,2,3,10-
  • tetramethoxy-9-oxobenzo[a]heptalen-7-yl)-,(S)-
  • (S)-colchicine
  • Colchicine 64-86-8
  • COLCHICINE extrapure
  • Colchicine99%
  • (S)-N-(5,6,7,9-Tetrahydro-1,2,3,10-tetramethoxy-9-oxobenzo[alpha]heptalen-7-yl)acetamide
  • (-)-N-[(S)-5,6,7,9-Tetrahydro-1,2,3,10-tetramethoxy-9-oxobenzo[a]heptalen-7-yl]acetamide
  • Colchicine, 95% (dry wt.), may cont. up to 2% water and 8% ethyl acetate
  • Colchicine,97%
  • Colchicine (dry wt.), may cont. up to 2% water and 8% ethyl acetate
  • (S)-Colchicine >95%
  • COLCHICINE CRYST. RESEARCH GRADE
  • Colchicine (350 mg)
  • Colchlcine
  • Colchicine, 97% 500MG
  • 7-acetamido-6,7-dihydro-1,2,3,10-tetramethoxy-benzo(a)heptalen-9(5h)-on
  • 7-alpha-h-colchicine
  • 7alpha-h-colchicine
  • 7alphaH-Colchicine
  • Acetamide, N-(5,6,7,9-tetrahydro-1,2,3,10-tetramethoxy-9-oxobenzo(alpha)heptalen-7-yl)-
  • acetamide,n-(5,6,7,9-tetrahydro-1,2,3,10-tetramethoxy-9-oxobenzo(alpha)hepta
  • benzo(a)heptalen-9(5h)-one
  • Benzo(a)heptalen-9(5H)-one, 7-acetamido-6,7-dihydro-1,2,3,10-tetramethoxy-
  • Colchicin
  • Colchicina
  • Colchicine bp
  • (S)-N-(5,6,7,9-TETRAHYDRO-1,2,3,10-TETRAMETHOXY-9-OXOBENZO[A]HEPTALEN-7-YL)ACETAMIDE
  • N-((S)-1,2,3,10-TETRAMETHOXY-9-OXO-5,6,7,9-TETRAHYDRO-BENZO[A]HEPTALEN-7-YL)-ACETAMIDE
  • n-(5,6,7,9-tetrahydro-1,2,3,10-tetramethoxy-9-oxobenzo[a]heptalen-7-yl)-acetamide
  • Tropolones
  • Tropolones & Azulenes
  • Plant Growth Trgulators (Others)
  • Alkaloids
  • Alkaloids (Others)
  • Plant Growth Regulators
  • C2H25NO6
  • 4-86-8
  • Enzyme Inhibitors by Type
  • Enzymes, Inhibitors, and Substrates
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