Аминоэтилизоселеноуроний

Description

Aminoethylisoselenouronium (full name 2-aminoethylisoselenouronium bromide hydrobromide, AE-SeU) is a selenium-containing analogue of the well-studied radioprotector S-(2-aminoethyl)isothiouronium bromide hydrobromide (AET). Replacing the sulfur atom with selenium in the isothiouronium fragment retains the common structural motif - pseudourea with a 2-aminoethyl substituent on the chalcogen - which in the sulfur analogue AET is responsible for the radioprotective effect through the binding of sulfhydryl/selenol groups and the interception of free radicals formed by ionizing radiation. The compound exists as a dihydrobromide and belongs to the group of aminothiol (aminoselenol) radioprotectors, which are being studied as a means of reducing radiation damage to tissues. AET itself has been studied as a radioprotective agent in radiation therapy for cancer patients and as a protector of the eye lens from radiation damage; selenium analogues of this class are of interest for radiobiology due to the higher reactivity of selenol compared to thiol in reactions with free radicals and reactive oxygen species formed during irradiation.

Basic Attributes

• CAS No: 1704-04-7
• Chemical formula: C3H11Br2N3Se
• Molecular Weight: 327.921
• Exact weight: 328.846
• PSA specifications: 79.1

Synonyms

AE-SeU; aminoethyl isoselenourea; aminoethyl isoselenouronium bromide hydrobromide; 2-aminoethyl isoselenouronium bromide hydrobromide; isoselenouronium, aminoethyl-, bromide, hydrobromide; pseudourea, 2-(2-aminoethyl)-2-seleno-, dihydrobromide; carbamimidoselenic acid, 2-aminoethyl ester, dihydrobromide.

Toxicity

• Subcutaneous, mouse, LD50: 50 mg/kg
• Intraperitoneal, mouse, LD50: 51 mg/kg

Similar LD50 values ​​for the subcutaneous and intraperitoneal routes of administration indicate rapid systemic absorption of the substance, regardless of the route of parenteral administration.

Fire hazard

Highly flammable substance; When burning, toxic vapors of nitrogen oxides, bromine compounds and hydrogen chloride are formed.

Scope of application

A research reagent in radiobiology as a selenium analogue of the radioprotector AET - the ability of aminoselenouronium compounds to bind sulfhydryl groups and intercept free radicals under ionizing radiation is being studied. It is also of interest as a reagent for introducing selenium into biomolecules in the study of organoselenium chemistry and the synthesis of selenocysteine ​​analogues. In the general scheme of radioprotective mechanisms, aminothiol and aminoselenol compounds act in several ways: interception of free radicals, creation of local hypoxia in tissues and participation in the repair of damaged macromolecules due to the donation of a hydrogen atom - the same mechanisms are considered in relation to selenium analogues of the AET series.

Storage and transportation

Storage features: the warehouse is ventilated, low-temperature and dry. The substance is flammable and toxic when administered parenterally - store in a tightly closed container away from sources of heat and open flame, work with gloves, safety glasses and using exhaust ventilation, avoid inhalation of dust.