12-06678. Nitroakridin 3582 [Archived]

Nomenclature

CAS number: 6035-39-8
1-Diethylamino-3-[(2,3-dimethoxy-6-nitro-9-acridinyl)amino]-2-propanol; 5-(γ-diethylamino-β-hydroxypropyl)amino-2-nitro-7,8-dimethoxyacridine; 9-(3-diethylamino-2-hydroxypropylamino)-6,7-dimethoxy-3-nitroacridine; nitroacridine 3582; W-1889; Entozon.
C22H28N4O5; mol wt 428.48.
C 61.67%, H 6.59%, N 13.08%, O 18.67%.

Description and references

Nitroacridine dye with antimicrobial activity. Prepn: Bockmühl, Fehrle, US 2040070 (1936 to Winthrop); BIOS Final Report No. 766 (1946); Miller, Wagner, J. Org. Chem. 13, 891 (1948); Steck et al., J. Am. Chem. Soc. 79, 4414 (1957). Exptl use for in vitro identification of hypoxic cells: A. C. Begg et al., Br. J. Radiol. 56, 970 (1983).

Chemical structure

Properties

Crystals from acetone, mp 168-169°.

Derivative

Dihydrochloride.

Nomenclature

CAS number: 73972-50-6
C22H28N4O5.2HCl; mol wt 501.40.
C 52.70%, H 6.03%, N 11.17%, O 15.95%, Cl 14.14%.

Properties

Orange crystals, dec 219-220°.

Therapeutic Category

Antiseptic.

Status

This monograph has been retired and is no longer subject to revision or update.