9-Methylacridine

Base Information

• Chemical Name: 9-Methylacridine
• CAS No.: 611-64-3
• Molecular Formula: C14H11N
• Molecular Weight: 193.248
• Hs Code.: 29339900
• European Community (EC) Number: 210-272-4
• NSC Number: 1234
• UNII: 1F3Q4U9UIS
• DSSTox Substance ID: DTXSID60862287
• Nikkaji Number: J55.346H
• Wikidata: Q27252344
• ChEMBL ID: CHEMBL1883643
• Mol file: 611-64-3.mol

Synonyms:9-Methylacridine;611-64-3;ACRIDINE, 9-METHYL-;5-Methylacridine;9-Methylakridin;9-Methylakridin [Czech];5-Methylacridine (European);NSC 1234;EINECS 210-272-4;UNII-1F3Q4U9UIS;BRN 0133084;1F3Q4U9UIS;NSC-1234;MFCD00143523;9-methyl acridine;5-20-08-00253 (Beilstein Handbook Reference);9-Methylacridin;9-Methyl-acridine;SCHEMBL50940;MLS001178347;CHEMBL1883643;FLDRLXJNISEWNZ-UHFFFAOYSA-;DTXSID60862287;NSC1234;WLN: T C666 BNJ I1;HMS2795J23;9-METHYLACRIDINE [USP-RS];AMY41959;CARBAMAZEPINE IMPURITY B [IP];AKOS005208327;CS-O-07532;CS-W015767;DS-7478;SMR000475881;SY051181;FT-0762093;M1237;CARBAMAZEPINE IMPURITY B [EP IMPURITY];EN300-235746;F30121;AE-641/02557061;J-640193;Q27252344;F2174-0001;9-Methylacridine, United States Pharmacopeia (USP) Reference Standard;88813-63-2

Chemical Property of 9-Methylacridine

Chemical Property:

• Appearance/Colour: Yellow crystalline powder
• Vapor Pressure: 4.19E-05mmHg at 25°C
• Melting Point: 114-119 °C
• Refractive Index: 1.703
• Boiling Point: 361.9 °C at 760 mmHg
• PKA: 6.68±0.10(Predicted)
• Flash Point: 160 °C
• PSA: 12.89000
• Density: 1.155g/cm³
• LogP: 3.69640
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 3.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 193.089149355
• Heavy Atom Count: 15
• Complexity: 203

Purity/Quality:

98% ^*data from raw suppliers

9-Methylacridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn; Xi
• Hazard Codes: Xn,Xi
• Statements: 68-36/37/38
• Safety Statements: 45-36/37/39-26-37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1=C2C=CC=CC2=NC3=CC=CC=C13
• Uses: 9-Methylacridine is an derivative of Acridine (A190900), a quinoline derivative used as manufacturing dyes and as an intermediate for the synthesis of antileishmanial agents.

Technology Process of 9-Methylacridine

There total 65 articles about 9-Methylacridine 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: 84.0%

acetic acid (64-19-7,77671-22-8) + diphenylamine (122-39-4) → 9-methyl-acridine (611-64-3)

Guidance literature:

With 2,2-dimethoxy-propane; zinc(II) chloride; In neat (no solvent); at 100 ℃; for 0.133333h; Microwave irradiation; Green chemistry;

DOI:10.3987/COM-14-13007

Reference yield: 22.0%

[1-(2-Phenylamino-phenyl)-eth-(E)-ylideneaminooxy]-ethaneperoxoic acid tert-butyl ester (209412-71-5) → 9-methyl-acridine (611-64-3) + 1-(2-anilinophenyl)ethan-1-one O-(tert-butoxymethyl)oxime

Guidance literature:

In various solvent(s); for 1h; Heating;

DOI:10.1039/a800868j

Reference yield: 22.0%

[1-(2-Diphenylamino-phenyl)-eth-(E)-ylideneaminooxy]-ethaneperoxoic acid tert-butyl ester → 9-methyl-acridine (611-64-3) + 1-(2-anilinophenyl)ethan-1-one (23699-74-3) + 1-(2-Diphenylamino-phenyl)-ethanone O-tert-butyl-oxime + 1-(2-Diphenylamino-phenyl)-ethanone O-tert-butoxymethyl-oxime

Guidance literature:

In various solvent(s); for 1h; Yields of byproduct given; Heating;

DOI:10.1039/a800868j

upstream raw materials:

9-methyl-9,10-dihydroacridine

N,N-diphenylacetamide

(E)-3-Ureido-but-2-enoic acid ethyl ester

3-acridin-9-yl-1,1,1-trichloro-propan-2-ol

Downstream raw materials:

9,9‐dimethyl‐10H‐acridine

9-(3-nitro-2-phenyl-propyl)-acridine

(E)-9-(4-aminostyryl)acridine

N'-acridin-9-ylmethylene-N,N-diethyl-p-phenylenediamine

Refernces

• 1、 Xue, Pengchong,Ding, Jipeng,Shen, Yanbing,Gao, Hongqiang,Zhao, Jinyu,Sun, Jingbo,Lu, Ran. "Aggregation-induced emission nanofiber as a dual sensor for aromatic amine and acid vapor". . p. 11532 - 11541. Retrieved 2017.
• 2、 Baker,Frigerio,Morselli,Pifferi. "Identification of a rearranged degradation product from carbamazepine-10,11-epoxide.". . p. 475 - 476. Retrieved 1973.
• 3、 Fukuzumi, Shunichi,Kuroda, Sadaki,Tanaka, Toshio. "Selective Photoalkylation of 10-Methylacridinium Ion with Tetra-alkykstannanes or Diethylmercury using Visible Irradiation". . p. 1553 - 1554. Retrieved 1986.
• 4、 Wera, Micha?,Storoniak, Piotr,Serdiuk, Illia E.,Zadykowicz, Beata. "Structural considerations on acridine/acridinium derivatives: Synthesis, crystal structure, Hirshfeld surface analysis and computational studies". . p. 41 - 53. Retrieved 2016.
• 5、 -. "Compound, pharmaceutical composition, medicine and application of compound, pharmaceutical composition and medicine in preparation of antibacterial products". Paragraph 0087-0089. . Retrieved 2021/07/17.
• 6、 Cao, Zifeng,Zhu, Yuan,Li, Xiaoman,He, Yang,Zhang, Jinli,Xu, Liang,Wei, Yu. "Tert-Butyl Bromide-Promoted Intramolecular Cyclization of 2-Arylamino Phenyl Ketones and Its Combination with Cu-Catalyzed C-N Coupling: Synthesis of Acridines at Room Temperature". . p. 10167 - 10174. Retrieved 2020/09/03.