Noscapine N-Oxide

Base Information

• Chemical Name: Noscapine N-Oxide
• CAS No.: 54383-36-7
• Molecular Formula: C22H23NO8
• Molecular Weight: 429.4199
• Mol file: 54383-36-7.mol

Synonyms:Noscapine N-Oxide;

Chemical Property of Noscapine N-Oxide

Chemical Property:

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• PSA: 101.88000
• Density: g/cm³
• LogP: 2.85320
• Storage Temp.: Refrigerator, under inert atmosphere

Purity/Quality:

99% ^*data from raw suppliers

Noscapine N-oxide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: An oxidized Noscapine derivative.

Technology Process of Noscapine N-Oxide

There total 2 articles about Noscapine N-Oxide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

noscapine (128-62-1) → α-narcotine N-oxide (54383-36-7,1850-90-4)

Guidance literature:

With hydrogenchloride; 3-chloro-benzenecarboperoxoic acid; In chloroform; at -5 ℃; for 1h;

DOI:10.1002/cmdc.201300395

Reference yield:

noscapine (10421-76-8) → α-narcotine N-oxide (54383-36-7,1850-90-4) + acetic acid (64-19-7,77671-22-8)

Guidance literature:

With dihydrogen peroxide;

Reference yield: 78.0%

α-narcotine N-oxide (54383-36-7,1850-90-4) → (3S)-6,7-dimethoxy-3-((R)-4-methoxy-5,6,7,8-tetrahydro-[1,3]dioxolo [4,5-g]isoquinolin-5-yl)isobenzofuran-1(3H)-one (92621-03-9,36017-64-8)

Guidance literature:

With ferrous(II) sulfate heptahydrate; In methanol; at -5 ℃; for 8h;

DOI:10.1002/cmdc.201300395

upstream raw materials:

noscapine

noscapine

Downstream raw materials:

(3S)-6,7-dimethoxy-3-((R)-4-methoxy-5,6,7,8-tetrahydro-[1,3]dioxolo [4,5-g]isoquinolin-5-yl)isobenzofuran-1(3H)-one

noscapine

(R)-5-((S)-4,5-dimethoxy-1,3-dihydroisobenzofuran-1-yl)-N-ethyl-4-methoxy-9-phenyl-7,8-dihydro-[1,3]dioxolo[4,5-g]isoquinoline-6(5H)-carboxamide

(5R)-5-((S)-4,5-dimethoxy-1,3-dihydroisobenzofuran-1-yl)-Nethyl-4-methoxy-9-(2-methoxyphenyl)-7,8-dihydro-[1,3]dioxolo-[4,5-g]isoquinoline-6(5H)-carboxamide

Refernces

• 1、 DeBono, Aaron J.,Mistry, Sarah J.,Xie, Jinhan,Muthiah, Divya,Phillips, Jackson,Ventura, Sabatino,Callaghan, Richard,Pouton, Colin W.,Capuano, Ben,Scammells, Peter J.. "The synthesis and biological evaluation of multifunctionalised derivatives of noscapine as cytotoxic agents". . p. 399 - 410. Retrieved 2014/04/03.
• 2、 Uhrin, Dusan,Proksa, Bohumil. "STUDY OF CONFORMATION OF α-NARCOTINE N-OXIDE AND RELATED COMPOUNDS". . p. 498 - 505. Retrieved 2007/10/02.