5320-47-8

Basic information

• Product Name: Colchiceine, 7-deacetoamino-
• Synonyms: Colchiceine, 7-deacetoamino-
• CAS NO: 5320-47-8
• Molecular Formula: C19H20O5
• Molecular Weight: 328.36
• Mol File: 5320-47-8.mol
• Article Data: 4

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Colchiceine, 7-deacetoamino-(CAS DataBase Reference)
• NIST Chemistry Reference: Colchiceine, 7-deacetoamino-(5320-47-8)
• EPA Substance Registry System: Colchiceine, 7-deacetoamino-(5320-47-8)

Safety Data

• Hazardous Substances Data: 5320-47-8(Hazardous Substances Data)

Upstream product

• 5320-31-0 3,4,5-trimethoxyphenylacetaldehyde 
• 14492-10-5 α-Carboxy-β-carboxy-methyl-tropolon 
• 5320-48-9 Desmethyl-desacetyl-colchicin 
• 74-88-4 methyl iodide 
• 97860-63-4 6',7'-dihydro-13'-oxo-1',2',3'-trimethoxyspiro<1,3-dioxane-2,10'(5'H)-<7a,11>(epoxymethano)benzoheptalene> 
• 103532-92-9 C₂₀H₂₀O₆ 
• 97827-49-1 deacetamidoisocolchicide 
• 3476-63-9 Eschenmoser's α-pyrone 
• 24543-54-2 4-<3-(3,4,5-Trimethoxyphenyl)-propyl>-5-aminotropolon 
• 3660-48-8 deacetamidoisocolchiceinamide 

Downstream Products

• 1420-08-2 deacetamidocolchicine 
• 5320-48-9 Desmethyl-desacetyl-colchicin 
• 1935-02-0 desacetamidoisocolchicine 

Relevant articles and documents

Discovery of structurally simplified analogs of colchicine as an immunosuppressant

We have discovered a new class of colchicine-derived therapeutic agents for immune diseases including rejection of organ-transplantation and autoimmune disease. Compound 2, which had been developed to overcome poor pharmacokinetic properties of compound 1, a first-generation colchicine analog, turned out to show toxicity such as intestinal toxicity and loss of weight during in vivo tests. The deletion of 7-carboxamide group and middle ring-truncation in colchicine allowed us to have structurally simplified analogs with strong immunosuppressive activity. Herein, we report non-alkaloid tricyclic compound 7 and 12 as immunosuppressants which exhibited a strong immunosuppressive in vivo efficacy on the T-dependent antibody response, the Zymosan A-induced arthritis model and the Carrageenan-induced edema model. Compound 7 and 12 revealed less toxicity than the previous lead compound 2, and their minimum lethal doses (MLD) were proved to exceed 100 mg/kg.

Das Prinzip der minimalen chemischen Distanz (PMCD)

Die Ableitung der Isoprenregel, der Mechanismus der Umlagerung von Tetrahydrodicyclopentadien zu Adamantan, fuenf Colchicinsynthesen sowie die Synthese von C16-Hexaquinacen, Morphin und Strychnin werden durch das Prinzip der minimalen chemischen Distanz (PMCD) als Optimierungsprobleme formulierbar und zu Fragen, die mit Computern in der Regel in weniger als einer Sekunde loesbar sind.Das Prinzip der minimalen chemischen Distanz beruht auf einer algebraischen Theorie der konstitutionellen Chemie.Das PMCD, ein Korollar des wohlbekannten Prinzips der minimalen Strukturaenderung, ist eine quantitative heuristische Regel, welche bei der computer-unterstuetzten kombinatorischen Loesung einer Vielfalt chemischer Probleme nuetzlich ist.Dazu zaehlen insbesondere die Strukturanalyse, die Untersuchung von Reaktionsmechanismen und die Syntheseplanung.