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| | 2-ETHOXY-6,9-DIAMINOACRIDINE Basic information |
| Product Name: | 2-ETHOXY-6,9-DIAMINOACRIDINE | | Synonyms: | 2-ETHOXY-6,9-DIAMINOACRIDINE;6,9-DIAMINO-2-ETHOXYACRIDINE;7-ETHOXY-ACRIDINE-3,9-DIAMINE;ACRINOL;RIVANOL;Ethacridine;6,9-DIAMINO-2-ETHOXYACRIDINEHYDROCHLORIDE;7-Ethoxy-3,9-acridinediamine | | CAS: | 442-16-0 | | MF: | C15H15N3O | | MW: | 253.3 | | EINECS: | 207-130-9 | | Product Categories: | | | Mol File: | 442-16-0.mol |  |
| | 2-ETHOXY-6,9-DIAMINOACRIDINE Chemical Properties |
| Melting point | 226° | | Boiling point | 396.5°C (rough estimate) | | density | 1.0966 (rough estimate) | | refractive index | 1.5700 (estimate) | | storage temp. | 2-8°C | | pka | 11.22±0.10(Predicted) |
| | 2-ETHOXY-6,9-DIAMINOACRIDINE Usage And Synthesis |
| Originator | Rivanol,Sopharma | | 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. | | Definition | ChEBI: Ethacridine is a member of acridines. | | Manufacturing Process | A mixture of 250 parts by volume of ethylene glycol, 50 parts by weight of 6-
nitro-9-chloro-2-ethoxyacridine (obtained by reaction of 52 parts by weight of
30 nitro-4-ethoxy-diphenylamine-6-carboxylic acid with phosphorous
oxychloride), 10 parts by weight of ammonium chloride, and 11 parts by
weight of urea were heated to 170°C and stirred for 1 hour at 170°-175°C.
Subsequently, the whole was cooled to 100°C, the reaction mixture was
introduced into 1000 parts by volume of water, rendered acidic to Congo
paper by means of hydrochloric acid and the 6-nitro-9-amino-2-ethoxyacridine
precipitated was filtered off. By reduction iron according to Bechamp, 6,9-
diamino-2-ethoxy-acridine hydrochloride was obtained with yield of 83% as
the yellow needles. The base was prepared by adding an equivalent of NaOH.
MP: 124°C.
In practice it is usually used as lactate. | | Therapeutic Function | Antiseptic, Antibacterial | | Purification Methods | It crystallises from 50% EtOH or EtOH as orange-yellow crystals. It also crystallises as a monohydrate m 116-118o. It has a pK2 0 of 11.04 in 50% aqueous EtOH. The methiodide is soluble in H2O and has m 332-334o (dec) (from aqueous Me2CO). [Albert & Gledhill J Soc Chem Ind 61 159 1942, Foye et al. J Pharm Sci 57 1795 1968, Albert & Goldacre J Chem Soc 708 1946, Beilstein 22 II 458, 22 III/IV 6679, 22/12 V 243.] |
| | 2-ETHOXY-6,9-DIAMINOACRIDINE Preparation Products And Raw materials |
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