15503-86-3 Usage
Description
Isatidine is a hepatotoxic alkaloid that can be found in certain Senecio species, such as S. isatideus D.C., S. retrorsus D.C., and S. scleratus Schw. It crystallizes in rhombic prisms as the dihydrate and has specific optical rotation values. Isatidine is soluble in MeOH, hot EtOH, and hot H2O but virtually insoluble in Et2O, Me2CO, or CHCl3. Upon reduction, it absorbs 4 molecules of H2 to form hexahydrodeoxyisatidine, which has a melting point of 115-120°C and then remelts at 183-184°C after an intermediate solidification. Isatidine can be further transformed into various compounds through hydrolysis and reduction reactions.
Uses
1. Used in Pharmaceutical Industry:
Isatidine is used as a starting material for the synthesis of various alkaloids and pharmaceutical compounds due to its unique chemical properties and reactivity. Its ability to undergo reduction, hydrolysis, and other chemical transformations makes it a valuable compound for the development of new drugs and therapeutic agents.
2. Used in Chemical Research:
Isatidine serves as a subject of study in chemical research, particularly in the fields of natural products chemistry and alkaloid chemistry. Its unique structure and reactivity provide insights into the synthesis and properties of related compounds, contributing to the advancement of chemical knowledge and the development of new synthetic methods.
3. Used in Toxicological Studies:
As a hepatotoxic alkaloid, isatidine can be used in toxicological studies to understand the mechanisms of liver toxicity and to develop potential treatments or countermeasures against similar toxic effects caused by other compounds.
4. Used in Plant Taxonomy and Systematics:
The presence of isatidine in certain Senecio species can be utilized in plant taxonomy and systematics to differentiate between species and to study the chemical evolution of these plants. This information can be valuable for understanding the biodiversity and ecological roles of these species in their natural habitats.
Safety Profile
Poison by ingestion and intraperitoneal routes. Moderately toxic by intravenous route. Questionable carcinogen with experimental neoplastigenic and tumorigenic data. Mutation data reported. When heated to decomposition it emits toxic fumes of NO,. See also ESTERS.
References
Blackie., Pharrn. J., 138, 102 (1937)
de Waal., Onderstepoort J., 12, 155 (1939)
de Waal., Nature, 146, 777 (1940)
de Waal., Pretorius., OnderstepoortJ., 17,181 (1941)
Leisegang, Warren., J. Chern. Soc., 702 (1950)
Check Digit Verification of cas no
The CAS Registry Mumber 15503-86-3 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,5,5,0 and 3 respectively; the second part has 2 digits, 8 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 15503-86:
(7*1)+(6*5)+(5*5)+(4*0)+(3*3)+(2*8)+(1*6)=93
93 % 10 = 3
So 15503-86-3 is a valid CAS Registry Number.
InChI:InChI=1/C18H25NO7/c1-3-12-8-11(2)18(23,10-20)17(22)25-9-13-4-6-19(24)7-5-14(15(13)19)26-16(12)21/h3-4,11,14-15,20,23H,5-10H2,1-2H3/t11-,14-,15?,18-,19?/m1/s1
