Nitidine chloride

Base Information

• Chemical Name: Nitidine chloride
• CAS No.: 13063-04-2
• Molecular Formula: C21H18ClNO4
• Molecular Weight: 383.831
• Hs Code.: 29399990
• European Community (EC) Number: 683-192-4
• NSC Number: 146397
• UNII: XO8WQL69T8
• DSSTox Substance ID: DTXSID50926842
• Metabolomics Workbench ID: 143516
• ChEMBL ID: CHEMBL8443
• Mol file: 13063-04-2.mol

Synonyms:nitidine;nitidine cation;nitidine chloride;nitidine nitrate;NSC 146397

Chemical Property of Nitidine chloride

Chemical Property:

• Vapor Pressure: 3.01E-15mmHg at 25°C
• Melting Point: 281-282oC
• Refractive Index: 1.696
• Boiling Point: 619oC at 760 mmHg
• Flash Point: 189.4oC
• PSA: 40.80000
• Density: 1.35g/cm3
• LogP: 3.71660
• Storage Temp.: ?20°C
• Solubility.: DMSO: soluble1mg/mL, clear (warmed)
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 383.0924357
• Heavy Atom Count: 27
• Complexity: 516

Purity/Quality:

98% ^*data from raw suppliers

Nitidine Chloride ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C[N+]1=CC2=CC(=C(C=C2C3=C1C4=CC5=C(C=C4C=C3)OCO5)OC)OC.[Cl-]
• Description: This quaternary alkaloid occurs primarily in Zanthoxylum nitidum (Lam.) DC but has also been found in several species of Fagara. It is normally isolated as the chloride which forms bright yellow needles when recrystallized from EtOH-HCl. The crystals decompose on heating to 240°C yielding a product having m.p. 285-6°C. The iodide also forms yellow needles and undergoes a similar trans_x0002_formation at the same temperature to yield a product with the same melting point, possibly identical to that obtained from the chloride. The crystalline acetate, m.p. 255-260°C and the pseudocyanide, m.p. 215-6°C and decomposing completely at 234°C in vacuo have also been prepared. A periodide, which fonns chocolate-brown needles when crystallized from Me2CO, m.p. 300-1 °c (dec.) is useful for characterizing the base.

Technology Process of Nitidine chloride

There total 49 articles about Nitidine chloride 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%

2-(3,4-dimethoxyphenyl)-6,7-methylenedioxy-1-(N-methylformamido)naphthalene (105594-89-6) → nitidine chloride (13063-04-2)

Guidance literature:

With trichlorophosphate; In acetonitrile; for 50h; Heating;

DOI:10.1039/p19960001647

Reference yield: 97.0%

oxynitidine (548-31-2) → nitidine chloride (13063-04-2)

Guidance literature:

oxynitidine; With lithium aluminium tetrahydride; In tetrahydrofuran; at 20 ℃; for 0.333333h; Inert atmosphere;

With hydrogenchloride; In water; at 20 ℃;

DOI:10.1039/c0ob01208d

Reference yield: 92.3%

dihydronitidine (13063-06-4) → nitidine chloride (13063-04-2)

Guidance literature:

With hydrogenchloride; sodium hydroxide; jones reagent; In acetone; at 0 ℃; for 0.5h;

DOI:10.1248/cpb.32.2984

upstream raw materials:

nornitidine

dimethyl sulfate

oxynitidine

2,3-dimethoxy-12-methyl-(4br,11bt)-4b,5,6,11b,12,13-hexahydro-[1,3]dioxolo[4',5':4,5]benzo[1,2-c]phenanthridin-6ξ-ol

Downstream raw materials:

5,6-dihydro-6-methoxynitidine

oxynitidine

nornitidine

2-(4,5-dimethoxy-2-hydroxyphenyl)-6,7-methylenedioxy-1-(N-methylformamido)naphthalene

Refernces

• 1、 Ishii,Ishikawa,Ichikawa,Sakamoto,Ishikawa,Takahashi. "Studies on the chemical constituents of rutaceous plants. LV. The development of a versatile method for the synthesis of antitumor-active benzo[c]phenanthridine alkaloids. (5). A new method for quaternization of the benzo[c]phenanthridine nucleus". . p. 2984 - 2994. Retrieved 1984.
• 2、 -. "Preparation method of nitidine chloride". Paragraph 0016; 0020; 0021. . Retrieved 2019/07/10.