Study on the metabolism of 5,6-methylenedioxy-2-aminoindane (MDAI) in rats: identification of urinary metabolites

Result code in IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F60193697%3A_____%2F17%3AN0000039" target="_blank" >RIV/60193697:_____/17:N0000039 - isvavai.cz</a>

Alternative codes found

RIV/00216208:11110/17:10361099 RIV/60461373:22310/17:43913321 RIV/00023752:_____/17:43915067

Result on the web

<a href="http://dx.doi.org/10.1080/00498254.2016.1199919" target="_blank" >http://dx.doi.org/10.1080/00498254.2016.1199919</a>

DOI - Digital Object Identifier

<a href="http://dx.doi.org/10.1080/00498254.2016.1199919" target="_blank" >10.1080/00498254.2016.1199919</a>

Result language

angličtina

Original language name

Study on the metabolism of 5,6-methylenedioxy-2-aminoindane (MDAI) in rats: identification of urinary metabolites

Original language description

5,6-Methylenedioxy-2-aminoindane (MDAI) is a member of aminoindane drug family with serotoninergic effect, which appeared on illicit drug market as a substitute for banned stimulating and entactogenic drugs. Metabolism of MDAI, which has been hitherto unexplored, was studied in rats dosed with a subcutaneous dose of 20 mg MDAI.HCl/kg body weight. The urine of rats was collected within 24 h after dosing for analyses by HPLC-ESI-HRMS and GC/MS. The main metabolic pathways proceeding in parallel were found to be oxidative demethylenation followed by O-methylation and N-acetylation. These pathways gave rise to five metabolites, namely, 5,6-dihydroxy-2-aminoindane, 5-hydroxy-6-methoxy-2-aminoindane, N-acetyl-5,6-methylenedioxy-2-aminoindane, N-acetyl-5,6-dihydroxy-2-aminoindane and N-acetyl-5-hydroxy-6-methoxy-2-aminoindane, which were found predominantly in the form of corresponding glucuronides and sulphates. However, the main portion of administered MDAI was excreted unchanged. Minor metabolites formed primarily by hydroxylation at various sites include cis- and trans-1-hydroxy-5,6-methylenedioxy-2-aminoindane, 5,6-methylenedioxyindan-2-ol and 4-hydroxy-5,6-methylenedioxy-2-aminoindane. Identification of all metabolites except for glucuronides, sulphates and tentatively identified 4-hydroxy-5,6-methylenedioxy-2-aminoindane was supported by synthesised reference standards.

Czech name

—

Czech description

—

Type

J_imp - Article in a specialist periodical, which is included in the Web of Science database

CEP classification

—

OECD FORD branch

30104 - Pharmacology and pharmacy

Project

<a href="/en/project/VG20122015075" target="_blank" >VG20122015075: New synthetic drugs (NSD) - creation of toxicological database, development and validation of detection methods including fast imunochemical tests, behavioral pharmacology, pharmacokinetics and biotransformation in rats, epidemiology</a><br>

Continuities

N - Vyzkumna aktivita podporovana z neverejnych zdroju

Publication year

2017

Confidentiality

S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

Name of the periodical

XENOBIOTICA

ISSN

0049-8254

e-ISSN

1366-5928

Volume of the periodical

47

Issue of the periodical within the volume

6

Country of publishing house

GB - UNITED KINGDOM

Number of pages

10

Pages from-to

505-514

UT code for WoS article

000399917500006

EID of the result in the Scopus database

—