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Related articles - Uses of Colchicine
- Colchicine is obtained from the autumn crocus, Colchicum autumnale, or the glory lily, Gloriosa superba.Descriptions regarding....
- Jan 11,2022
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Product Name: | Colchicin | Synonyms: | 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;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 | CAS: | 64-86-8 | MF: | C22H25NO6 | MW: | 399.44 | EINECS: | 200-598-5 | Product Categories: | Amines;Chiral Reagents;Heterocycles;Caspases/Apoptosis;API's;Antitumor Agents;Cell Signaling and Neuroscience;Cytoskeleton and Extracellular Matrix;Microtobule InhibitorsCancer Research;Microtubule Inhibitors;Inhibitors;Intermediates & Fine Chemicals;Pharmaceuticals;Tropolones & Azulenes;Antibiotic Explorer;plantgrowth;chemical reagent;pharmaceutical intermediate;phytochemical;reference standards from Chinese medicinal herbs (TCM).;standardized herbal extract;Alkaloids;All Inhibitors;Alkaloids (Others);Biochemistry;Plant Growth Regulators;Plant Growth Trgulators (Others);Tropolones;64-86-8 | Mol File: | 64-86-8.mol | |
| Colchicin Chemical Properties |
Melting point | 150-160 °C (dec.)(lit.) | alpha | -250 º (c=1, alcohol) | Boiling point | 522.37°C (rough estimate) | density | 1.2770 (rough estimate) | refractive index | 1.5614 (estimate) | storage temp. | 2-8°C | solubility | H2O: 10 mg/mL | pka | 12.36(at 20℃) | form | powder | color | white to yellow with a green cast | Water Solubility | 45 g/L (20 ºC) | Sensitive | Light Sensitive | Merck | 14,2471 | BRN | 2228813 | BCS Class | 3 | Stability: | Stable. Light sensitive. Incompatible with strong oxidizing agents. | InChIKey | IAKHMKGGTNLKSZ-INIZCTEOSA-N | LogP | 1.300 | CAS DataBase Reference | 64-86-8(CAS DataBase Reference) | NIST Chemistry Reference | Colchicine(64-86-8) | EPA Substance Registry System | Colchicine (64-86-8) |
| Colchicin Usage And Synthesis |
Description | Colchicin is a kind of alkaloid extracted from the crom or seed of the lily family plants, Colchicum autumnale, and is naturally presented in the Liliaceae Garland and Iphigenia with the contents being 0.11% and 0.1%. It is pale yellow needle crystals. It has slight odor and bitter taste with the melting point being 157℃. It is soluble in cold water, alcohol, chloroform and formaldehyde with poor solubility in hot water and is not easily soluble in benzene and ether. | Physical properties |
Colchicin appears as odorless or nearly odorless pale yellow needles or powder that darkens on exposure to light.
| Uses | Colchicin is an alkaloid drug derived from a plant belonging to the Lily family, known as Colchicum autumnale, or "autumn crocus."Colchicine is used in the treatment of gout flares and Familial Mediterranean fever, and prevention of major cardiovascular events.
| Biological Functions |
Colchicin interacts with albumin and binds to tubulin. Its association with tubulin impacts autophagic vacuole fusion with lysosomes. It inhibits tyrosine kinases and phospholipases. Colchicin may be useful for treating acute coronary syndromes. It is prescribed for treating rheumatologic conditions including familial mediterranean fever (FMF) and acute gouty arthritis.
| Hazard |
Colchicin poisoning has a certain incubation period with symptoms often happening at 3d~6d after oral administration or injection. Symptoms include throat burning, nausea, vomiting, abdominal pain, diarrhea, watery stools, hematuria, urine retention, numbness, aching limbs, muscle cramps, hair loss, dilated pupils, and convulsion, paralysis of the central nervous system, and respiratory depression and death. In addition, it can also produce local reactions such as when the drug liquid is leaked out from the blood vessel upon injection, local tissue necrosis can occur. Poisoning is usually caused by ingestion or drug overdose.
| Health Hazard | Main risks and target organs: Colchicin exerts a multiorgan toxicity. The main toxic effects are related to the effects of colchicine on cellular division and account for diarrhea, bone marrow depression, alopecia. Other acute effects are hypovolemia, shock, and coagulation disturbances, which may lead to death.
| Physiological effects | Colchicin ameliorates the symptoms of gout and Familial Mediterranean fever. It possesses anti-inflammatory, anti-fibrotic, and cardiovascular protective effects. Colchicin was shown to exhibit anticancer properties, such as the inhibition of cancer cell migration and angiogenesis. | Metabolism |
Colchicin undergoes some hepatic metabolism. Colchicin is partially deacetylated in the liver. Large amounts of colchicin and of its metabolites undergo enterohepatic circulation. This may explain the occurrence of a second plasma peak concentration observed 5 to 6 hours after ingestion.
| Toxicity |
The human lethal dose of colchicine is 6mg~7mg. Mouse oral-LD was 66.6mg/kg; LD50-intraperitoneal injection of mice is 3.5mg/kg. LD50-subcutaneous injection of rat is 4mg/kg.
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| Colchicin Preparation Products And Raw materials |
Preparation Products | Acetamide, N,N'-[(7S,7bR,8aS,8bS,9aR,10S,16cS,16dR,16eR,16fS)-5,6,7,7b,8,8a,8b,9,9a,10,11,12,16c,16d,16e,16f-hexadecahydro-1,2,3,8a,8b,14,15,16-octamethoxy-8,9-dioxobisbenzo[3',4']cyclohepta[1',2':3,4]cyclobuta[1,2-c:1',2'-c']cyclobuta[1,2-a:4,3-a']dicyclopentene-7,10-diyl]bis--->GAMMA-LUMICOLCHICINE-->thiocolchicine |
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