Ethacridine

Base Information

• Chemical Name: Ethacridine
• CAS No.: 442-16-0
• Molecular Formula: C15H15N3O
• Molecular Weight: 253.304
• Hs Code.: 2933990090
• European Community (EC) Number: 207-130-9
• NSC Number: 163296
• UNII: WIX85M1A6R
• DSSTox Substance ID: DTXSID2048402
• Nikkaji Number: J2.045A
• Wikidata: Q27292662
• NCI Thesaurus Code: C169967
• ChEMBL ID: CHEMBL94007
• Mol file: 442-16-0.mol

Synonyms:2,5 Diamino 7 ethoxyacridine;2,5-Diamino-7-ethoxyacridine;Acrinol;Acrolactine;Ethacridine;Ethacridine Lactate;Ethacridine Lactate, Monohydrate;Ethacridine Monohydrate;Ethodin;Lactate, Ethacridine;Metifex;Monohydrate Ethacridine Lactate;Monohydrate, Ethacridine;Neo Chinosol;Rimaon;Rivanol;Uroseptol

Chemical Property of Ethacridine

Chemical Property:

• Melting Point: 226°
• Refractive Index: 1.5700 (estimate)
• Boiling Point: 523.5 °C at 760 mmHg
• PKA: 11.22±0.10(Predicted)
• Flash Point: 270.4 °C
• PSA: 74.16000
• Density: 1.292 g/cm³
• LogP: 4.11350
• Storage Temp.: 2-8°C
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 253.121512110
• Heavy Atom Count: 19
• Complexity: 312

Purity/Quality:

98%,99%, ^*data from raw suppliers

7-Ethoxyacridine-3,9-diamine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCOC1=CC2=C(C3=C(C=C(C=C3)N)N=C2C=C1)N
• Uses: 7-ethoxyacridine-3,9-diamine is used in biological studies for cancer regression by inducing a regeneration-like response by activating expression and/or function of YAP and/or TAZ.

Technology Process of Ethacridine

There total 11 articles about Ethacridine 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: 77.0%

9-amino-2-ethoxy-6-nitroacridine (20304-70-5) → 6,9-diamino-2-ethoxyacridine (442-16-0)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In N,N-dimethyl-formamide;

DOI:10.1016/j.bmc.2017.05.034

Reference yield:

9-chloro-2-ethoxy-6-nitro-acridine (20304-69-2) → 6,9-diamino-2-ethoxyacridine (442-16-0)

Guidance literature:

Multi-step reaction with 2 steps

1: phenol / 120 °C

2: FeSO₄; CaCO₃; H₂O

With water; iron(II) sulfate; calcium carbonate; phenol;

Reference yield:

6-amino-9-chloro-2-ethoxy-acridine (183484-74-4) → 6,9-diamino-2-ethoxyacridine (442-16-0)

Guidance literature:

Multi-step reaction with 2 steps

2: ortho-cresol / 150 - 160 °C

With ortho-cresol;

upstream raw materials:

6-amino-9-chloro-2-ethoxy-acridine

9-amino-2-ethoxy-6-nitroacridine

9-chloro-2-ethoxy-6-nitro-acridine

phenylhydrazine

Downstream raw materials:

6-amino-9-chloro-2-ethoxy-acridine

6,9-Diamino-2-ethoxy-5-(4-nitro-phenylazo)acridin

Refernces

• 1、 Ishigami-Yuasa, Mari,Watanabe, Yuko,Mori, Takayasu,Masuno, Hiroyuki,Fujii, Shinya,Kikuchi, Eriko,Uchida, Shinichi,Kagechika, Hiroyuki. "Development of WNK signaling inhibitors as a new class of antihypertensive drugs". . p. 3845 - 3852. Retrieved 2017/06/13.