4839-19-4 Usage
Uses
1. Used in Pharmaceutical Industry:
N-Demethylloine is used as a pharmaceutical compound for its potential therapeutic applications. The alkaloid nature of N-Demethylloine allows it to interact with various biological targets, making it a candidate for the development of new drugs.
2. Used in Chemical Research:
As a unique amino-pyrrolizidine alkaloid, N-Demethylloine can be utilized in chemical research to study its properties, reactivity, and potential applications in the synthesis of other compounds.
3. Used in Analytical Chemistry:
The dextrorotatory optical rotation of N-Demethylloine can be employed in analytical chemistry for the determination of its concentration and purity, as well as for the study of its stereochemistry and optical activity.
4. Used in Natural Products Chemistry:
N-Demethylloine, being a natural product derived from the seeds of Lolium cuneatum, can be used in the study of natural products chemistry. This can lead to a better understanding of its biological activities and potential applications in various fields.
5. Used in Toxicological Studies:
Due to its alkaloid nature, N-Demethylloine can be used in toxicological studies to investigate its potential toxic effects and safety profile, which is essential for its application in the pharmaceutical industry.
References
Yunusov, Akramov., Dokl. Akad. Nauk. Uzbek, SSR, 28 (1959)Yunusov, Akramov.,J. Gen. Chem. USSR, 30,677,3132 (1960)Absolute configuration:
Bates, Morehead., Tetrahedron Lett., 1629 (1972)Structure:
Ribas-Barcelo, Ribas-Marques., An. Quim., 64,637 (1968)
Check Digit Verification of cas no
The CAS Registry Mumber 4839-19-4 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 4,8,3 and 9 respectively; the second part has 2 digits, 1 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 4839-19:
(6*4)+(5*8)+(4*3)+(3*9)+(2*1)+(1*9)=114
114 % 10 = 4
So 4839-19-4 is a valid CAS Registry Number.
InChI:InChI=1/C7H12N2O/c8-6-5-3-9-2-1-4(10-5)7(6)9/h4-7H,1-3,8H2/t4-,5?,6+,7+/m1/s1
4839-19-4Relevant articles and documents
An efficient synthesis of loline alkaloids
Cakmak, Mesut,Mayer, Peter,Trauner, Dirk
supporting information; experimental part, p. 543 - 545 (2012/04/04)
Loline (1) is a small alkaloid that, in spite of its simple-looking structure, has posed surprising challenges to synthetic chemists. It has been known for more than a century and has been the subject of extensive biological investigations, but only two total syntheses have been achieved to date. Here, we report an asymmetric total synthesis of loline that, with less then ten steps, is remarkably short. Our synthesis incorporates a Sharpless epoxidation, a Grubbs olefin metathesis and an unprecedented transannular aminobromination, which converts an eight-membered cyclic carbamate into a bromopyrrolizidine. The synthesis is marked by a high degree of chemo- and stereoselectivity and gives access to several members of the loline alkaloid family. It delivers sufficient material to support a programme aimed at studying the complex interactions between plants, fungi, insects and bacteria brokered by loline alkaloids.
Synthesis of the Lolium Alkaloids
Tufariello, Joseph J.,Meckler, Harold,Winzenberg, Kevin
, p. 3556 - 3557 (2007/10/02)
The total synthesis of loline and norloline using a nitrone-based methodology is reported herein.
