9-(Methylamino)acridine

Base Information

• Chemical Name: 9-(Methylamino)acridine
• CAS No.: 22739-29-3
• Molecular Formula: C₁₄H₁₂N₂
• Molecular Weight: 208.263
• Hs Code.: 2933990090
• NSC Number: 337980
• UNII: 4MJJ5REA9L
• DSSTox Substance ID: DTXSID70177278
• Nikkaji Number: J55.106F
• Wikidata: Q83047595
• ChEMBL ID: CHEMBL169969
• Mol file: 22739-29-3.mol

Synonyms:N-methylacridin-9-amine;9-(Methylamino)acridine;N-Methyl-9-acridinamine;22739-29-3;9-Acridinamine, N-methyl-;5-Methylaminoacridine;ACRIDINE, 9-(METHYLAMINO)-;NSC 337980;BRN 0159148;9-Acridinamine, N-methyl- (9CI);NSC-337980;5-22-11-00010 (Beilstein Handbook Reference);9-methylaminoacridine;4MJJ5REA9L;N(C)c1c2ccccc2nc3ccccc13;B9A;(Acridin-9-yl)(methyl)amine;CHEMBL169969;SCHEMBL5410460;DTXSID70177278;IEM 2129;N-9(10H)-Acridinylidenemethanamine;NSC337980;STL353260;AKOS001628371;Methanamine, N-9(10H)-acridinylidene-;EN300-10844533;SR-01000081231;SR-01000081231-1;213623-42-8

Chemical Property of 9-(Methylamino)acridine

Chemical Property:

• Vapor Pressure: 1.68E-06mmHg at 25°C
• Melting Point: 173-174 °C
• Boiling Point: 396.7°Cat760mmHg
• PKA: 10.24±0.10(Predicted)
• Flash Point: 193.7°C
• PSA: 24.92000
• Density: 1.222g/cm³
• LogP: 3.50270
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 208.100048391
• Heavy Atom Count: 16
• Complexity: 219

Purity/Quality:

95% ^*data from raw suppliers

N-METHYLACRIDIN-9-AMINE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CNC1=C2C=CC=CC2=NC3=CC=CC=C31

Technology Process of 9-(Methylamino)acridine

There total 12 articles about 9-(Methylamino)acridine 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: 92.0%

9-Chloroacridine (1207-69-8) + methylamine (74-89-5) → N-methyl-9-acridinamine (22739-29-3)

Guidance literature:

In 1-methyl-pyrrolidin-2-one; at 80 ℃; for 3.5h;

Reference yield: 87.0%

2-methyl-1-phenyl-1H-indazolium hexafluorophosphate → N-methyl-9-acridinamine (22739-29-3)

Guidance literature:

With potassium phosphate; In 1,4-dioxane; for 3h; Inert atmosphere; Reflux;

DOI:10.1039/c3ob40379c

Reference yield:

1-phenyl-1H-indazole (7788-69-4) → N-methyl-9-acridinamine (22739-29-3)

Guidance literature:

Multi-step reaction with 2 steps

1: toluene / 24 h / Reflux

2: potassium phosphate / 1,4-dioxane / 3 h / Inert atmosphere; Reflux

With potassium phosphate; In 1,4-dioxane; toluene;

DOI:10.1039/c3ob40379c

upstream raw materials:

9-methoxyacridine

methylamine hydrochloride

9-phenoxyacridine

aminacrine

Refernces

• 1、 -. "Preparation method of 9-aminoacridine and derivatives thereof". Paragraph 0048-0051. . Retrieved 2020/05/01.
• 2、 Guan, Zong,Wiechmann, Sascha,Drafz, Martin,Hübner, Eike,Schmidt, Andreas. "Pericyclic rearrangements of N-heterocyclic carbenes of indazole to substituted 9-aminoacridines". . p. 3558 - 3567. Retrieved 2013/06/05.