Strychnine N-oxide

Base Information

• Chemical Name: Strychnine N-oxide
• CAS No.: 7248-28-4
• Molecular Formula: C21H22 N2 O3
• Molecular Weight: 350.417
• European Community (EC) Number: 230-656-5
• NSC Number: 127569,24951
• UNII: 774C760V46
• DSSTox Substance ID: DTXSID80993305
• Nikkaji Number: J8.917F
• Wikidata: Q27225624
• Metabolomics Workbench ID: 123409
• ChEMBL ID: CHEMBL138585
• Mol file: 7248-28-4.mol

Synonyms:Movellan;strychnine N-oxide;strychnine N-oxide hydrochloride

Chemical Property of Strychnine N-oxide

Chemical Property:

• PKA: 5.17(at 25℃)
• PSA: 58.97000
• LogP: 2.12890
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 350.16304257
• Heavy Atom Count: 26
• Complexity: 737

Purity/Quality:

98%min ^*data from raw suppliers

STRYCHNINE N6-OXIDE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C[N+]2(CC3=CCOC4CC(=O)N5C6C4C3CC2C61C7=CC=CC=C75)[O-]
• Isomeric SMILES: C1C[N+]2(CC3=CCO[C@H]4CC(=O)N5[C@H]6[C@H]4[C@H]3C[C@H]2[C@@]61C7=CC=CC=C75)[O-]

Technology Process of Strychnine N-oxide

There total 5 articles about Strychnine 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: 98.0%

strychnidin-10-one (57-24-9) → strychnine-N-oxide (7248-28-4)

Guidance literature:

With dihydrogen peroxide; In water; acetonitrile; at 20 ℃; for 48h;

DOI:10.1002/chem.201602663

Reference yield: 5.0%

strychnidin-10-one (57-24-9) → 20-oxostrychnine + (R,R)-21α,22α-epoxystrychnine + (R,R)-21α,22α-epoxy-18α-hydroxystrychnine + strychnine-N-oxide (7248-28-4)

Guidance literature:

With human P₄₅₀ 3A₄ monooxygenase; In methanol; aq. phosphate buffer; dimethyl sulfoxide; at 28 ℃; for 24h; pH=7.4; Enzymatic reaction;

DOI:10.1002/cctc.202101564

Reference yield:

strychnidin-10-one (57-24-9) → strychnine-N-oxide (7248-28-4) + (+)-isostrychnine (467-16-3)

Guidance literature:

at 235 ℃; Product distribution;

DOI:10.1248/cpb.38.1295

upstream raw materials:

strychnidin-10-one

Downstream raw materials:

strychnidin-10-one

18-Oxostrychnin

(-)-pseudostrychnine

Strychninonsaeure

Refernces

• 1、 Zhao, Senzhi,Teijaro, Christiana N.,Chen, Heng,Sirasani, Gopal,Vaddypally, Shivaiah,O’Sullivan, Owen,Zdilla, Michael J.,Dobereiner, Graham E.,Andrade, Rodrigo B.. "Synthesis of bis-strychnos alkaloids (–)-sungucine, (–)-isosungucine, and (–)-strychnogucine B from (–)-strychnine". . p. 436 - 453. Retrieved 2019/08/26.
• 2、 Hadden, Chad E.,Kaluzny, Brian D.,Robins, Russell H.,Martin, Gary E.. "Effects of N-oxidation on the 15N chemical shifts in the Strychnos alkaloids strychnine and brucine". . p. 325 - 327. Retrieved 2007/10/03.