| Identification | Back Directory | [Name]
2-ETHOXY-6,9-DIAMINOACRIDINE | [CAS]
442-16-0 | [Synonyms]
ACRINOL
RIVANOL
Etakridin
Ethacridine
Ethacrindine
2-ETHOXY-6,9-DIAMINOACRIDINE
6,9-DIAMINO-2-ETHOXYACRIDINE
7-Ethoxy-3,9-acridinediamine
2-Ethoxy-6,9-acridinediamine
7-ETHOXY-ACRIDINE-3,9-DIAMINE
3,9-Acridinediamine, 7-ethoxy-
2-ETHOXY-6,9-DIAMINOACRIDINE USP/EP/BP
6,9-DIAMINO-2-ETHOXYACRIDINEHYDROCHLORIDE | [EINECS(EC#)]
207-130-9 | [Molecular Formula]
C15H15N3O | [MDL Number]
MFCD00438481 | [MOL File]
442-16-0.mol | [Molecular Weight]
253.3 |
| Chemical Properties | Back Directory | [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) |
| Hazard Information | Back Directory | [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.] |
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LGM Pharma
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Alfa Chemistry
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InvivoChem
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