Page last updated: 2024-12-07
5,6-methylenedioxy-2-aminoindane
Description
Research Excerpts
Clinical Trials
Roles
Classes
Pathways
Study Profile
Bioassays
Related Drugs
Related Conditions
Protein Interactions
Research Growth
Market Indicators
Description
5,6-methylenedioxy-2-aminoindane: structure given in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]
Cross-References
ID Source | ID |
---|---|
PubMed CID | 125558 |
CHEMBL ID | 162375 |
CHEBI ID | 189818 |
SCHEMBL ID | 5318502 |
MeSH ID | M0182949 |
Synonyms (29)
Synonym |
---|
AC-3402 |
mdai |
6,7-dihydro-5h-cyclopenta[f][1,3]benzodioxol-6-amine |
5,6-methylenedioxy-2-aminoindan |
bdbm50010589 |
6,7-dihydro-5h-indeno[5,6-d][1,3]dioxol-6-ylamine |
CHEMBL162375 , |
132741-81-2 |
CHEBI:189818 |
6,7-dihydro-5h-cyclopenta[][1,3]benzodioxol-6-amine |
A806492 |
AKOS005762887 |
6,7-dihydro-5h-indeno(5,6-d)-1,3-dioxol-6-amine |
5,6-methylenedioxy-2-aminoindane |
5h-indeno(5,6-d)-1,3-dioxol-6-amine, 6,7-dihydro- |
0dmj6g3xbf , |
unii-0dmj6g3xbf |
6,7-dihydro-5h-cyclopenta(f)(1,3)benzodioxol-6-amine |
SCHEMBL5318502 |
6,7-dihydro-5h-indeno[5,6-d][1,3]dioxol-6-amine |
FQDRMHHCWZAXJM-UHFFFAOYSA-N |
5h-indeno[5,6-d]-1,3-dioxol-6-amine, 6,7-dihydro- |
DTXSID60157741 |
mdai; 5,6-methylenedioxy-2-aminoindane |
5,6-methylenedioxy-2-aminoindane (mdai) |
mdai (5,6-methylenedioxy-2-aminoindane) 1.0 mg/ml in acetonitrile |
BCP06557 |
E10132 |
Q6715120 |
Research Excerpts
Toxicity
Excerpt | Reference | Relevance |
---|---|---|
" Unexpectedly, 40mg/kg MDAI killed 90% of animals in the first behavioural test, hence LD50 tests were conducted which yielded 28." | ( Emerging toxicity of 5,6-methylenedioxy-2-aminoindane (MDAI): Pharmacokinetics, behaviour, thermoregulation and LD50 in rats. Balíková, M; Čegan, M; Himl, M; Horsley, RR; Kuchař, M; Lhotková, E; Mikšátková, P; Páleníček, T; Tylš, F; Valeš, K; Žídková, M, 2016) | 0.75 |
" The present study showed strong cytotoxic potential for the NPS 5F-PB-22 and MDAI, moderate effects for MDMA, MDPV, methylone, cathinone, 4-MEC, and mephedrone, and no toxic effects for methamphetamine." | ( Cytotoxicity of new psychoactive substances and other drugs of abuse studied in human HepG2 cells using an adopted high content screening assay. Beck, A; Flockerzi, V; Maurer, HH; Meyer, MR; Richter, LHJ, 2019) | 0.51 |
Dosage Studied
Excerpt | Relevance | Reference |
---|---|---|
" More importantly, if a subacute dosing regimen (every 12 hours for 4 days) was utilized, the combination of S-amphetamine with MDAI resulted in a marked long-term decrease in the levels of cortical, hippocampal and striatal 5-HT, 5-HIAA and the number of 5-HT uptake sites." | ( Serotonin neurotoxicity in rats after combined treatment with a dopaminergic agent followed by a nonneurotoxic 3,4-methylenedioxymethamphetamine (MDMA) analogue. Huang, XM; Johnson, MP; Nichols, DE, 1991) | 0.28 |
" Metabolism of MDAI, which has been hitherto unexplored, was studied in rats dosed with a subcutaneous dose of 20 mg MDAI." | ( Study on the metabolism of 5,6-methylenedioxy-2-aminoindane (MDAI) in rats: identification of urinary metabolites. Balíková, M; Dušek, M; Himl, M; Lhotková, E; Linhart, I; Páleníček, T; Váňa, L; Vetýška, M; Židková, M, 2017) | 0.75 |
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
Drug Classes (1)
Class | Description |
---|---|
benzodioxoles | |
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res] |
Bioassays (32)
Assay ID | Title | Year | Journal | Article |
---|---|---|---|---|
AID189911 | Tested for disruption in more than 50% rats trained to discriminate LSD from saline at a dose 9.36(uM/kg) (no. of animals =6) | 1990 | Journal of medicinal chemistry, Feb, Volume: 33, Issue:2 | Nonneurotoxic tetralin and indan analogues of 3,4-(methylenedioxy)amphetamine (MDA). |
AID175188 | Percentage of animals disrupted was determined in groups of LSD trained rats at a dose of 4.68(uM/kg) (no. of animals = 15) | 1990 | Journal of medicinal chemistry, Feb, Volume: 33, Issue:2 | Nonneurotoxic tetralin and indan analogues of 3,4-(methylenedioxy)amphetamine (MDA). |
AID190063 | Tested for stimulus generation in rats trained to discriminate +/-MDMA from saline at 2.34 (umol/kg), (number of animals = 10) | 1990 | Journal of medicinal chemistry, Feb, Volume: 33, Issue:2 | Nonneurotoxic tetralin and indan analogues of 3,4-(methylenedioxy)amphetamine (MDA). |
AID175192 | Percentage of animals disrupted was determined in groups of MDMA trained rats at a dose 9.36 (uM/kg), (no.of animals=10) | 1990 | Journal of medicinal chemistry, Feb, Volume: 33, Issue:2 | Nonneurotoxic tetralin and indan analogues of 3,4-(methylenedioxy)amphetamine (MDA). |
AID175189 | Percentage of animals disrupted was determined in groups of LSD trained rats at a dose of 9.36(uM/kg) (no. of animals =6) | 1990 | Journal of medicinal chemistry, Feb, Volume: 33, Issue:2 | Nonneurotoxic tetralin and indan analogues of 3,4-(methylenedioxy)amphetamine (MDA). |
AID184520 | Monoamine levels in rat hippocampus were evaluated after subcutaneous administration of 40 mg/kg for 5-HIAA | 1990 | Journal of medicinal chemistry, Feb, Volume: 33, Issue:2 | Nonneurotoxic tetralin and indan analogues of 3,4-(methylenedioxy)amphetamine (MDA). |
AID175197 | Percentage of animals disrupted was determined in groups of MDMA trained rats at a dose 4.68 (uM/kg), (no.of animals=8) | 1990 | Journal of medicinal chemistry, Feb, Volume: 33, Issue:2 | Nonneurotoxic tetralin and indan analogues of 3,4-(methylenedioxy)amphetamine (MDA). |
AID184521 | Monoamine levels in rat hippocampus were evaluated after subcutaneous administration of 40 mg/kg for 5-HT | 1990 | Journal of medicinal chemistry, Feb, Volume: 33, Issue:2 | Nonneurotoxic tetralin and indan analogues of 3,4-(methylenedioxy)amphetamine (MDA). |
AID190092 | Tested for stimulus generation in rats trained to discriminate LSD from saline at a dose 1.17 (umol/kg) (number of animals =16) | 1990 | Journal of medicinal chemistry, Feb, Volume: 33, Issue:2 | Nonneurotoxic tetralin and indan analogues of 3,4-(methylenedioxy)amphetamine (MDA). |
AID190070 | Tested for stimulus generation in rats trained to discriminate +/-MDMA from saline at 4.68 (umol/kg), (number of animals = 8) | 1990 | Journal of medicinal chemistry, Feb, Volume: 33, Issue:2 | Nonneurotoxic tetralin and indan analogues of 3,4-(methylenedioxy)amphetamine (MDA). |
AID184514 | Monoamine levels in rat brain were evaluated after subcutaneous administration of 40 mg/kg for 5-HIAA | 1990 | Journal of medicinal chemistry, Feb, Volume: 33, Issue:2 | Nonneurotoxic tetralin and indan analogues of 3,4-(methylenedioxy)amphetamine (MDA). |
AID184515 | Monoamine levels in rat brain were evaluated after subcutaneous administration of 40 mg/kg for 5-HT | 1990 | Journal of medicinal chemistry, Feb, Volume: 33, Issue:2 | Nonneurotoxic tetralin and indan analogues of 3,4-(methylenedioxy)amphetamine (MDA). |
AID184516 | Monoamine levels in rat brain were evaluated after subcutaneous administration of 40 mg/kg for DA | 1990 | Journal of medicinal chemistry, Feb, Volume: 33, Issue:2 | Nonneurotoxic tetralin and indan analogues of 3,4-(methylenedioxy)amphetamine (MDA). |
AID174867 | Hallucinogenic property was determined in groups of LSD trained rats and percentage of animals disrupted was reported at a dose 0.59(uM/kg), (number of animals = 11) | 1990 | Journal of medicinal chemistry, Feb, Volume: 33, Issue:2 | Nonneurotoxic tetralin and indan analogues of 3,4-(methylenedioxy)amphetamine (MDA). |
AID184518 | Monoamine levels in rat brain were evaluated after subcutaneous administration of 40 mg/kg for HVA | 1990 | Journal of medicinal chemistry, Feb, Volume: 33, Issue:2 | Nonneurotoxic tetralin and indan analogues of 3,4-(methylenedioxy)amphetamine (MDA). |
AID189916 | Tested for stimulus generation in rats trained to discriminate +/-MDMA from saline at 1.17 (umol/kg), (number of animals = 8) | 1990 | Journal of medicinal chemistry, Feb, Volume: 33, Issue:2 | Nonneurotoxic tetralin and indan analogues of 3,4-(methylenedioxy)amphetamine (MDA). |
AID184513 | Monoamine levels in at hippocampus were evaluated after subcutaneous administration of 40 mg/kg for NE | 1990 | Journal of medicinal chemistry, Feb, Volume: 33, Issue:2 | Nonneurotoxic tetralin and indan analogues of 3,4-(methylenedioxy)amphetamine (MDA). |
AID190096 | Tested for stimulus generation in rats trained to discriminate LSD from saline at a dose 2.34 (umol/kg) (number of animals = 10) | 1990 | Journal of medicinal chemistry, Feb, Volume: 33, Issue:2 | Nonneurotoxic tetralin and indan analogues of 3,4-(methylenedioxy)amphetamine (MDA). |
AID175044 | Percentage of animals disrupted was determined in groups of LSD trained rats at a dose of 2.34(uM/kg) (no. of animals = 10) | 1990 | Journal of medicinal chemistry, Feb, Volume: 33, Issue:2 | Nonneurotoxic tetralin and indan analogues of 3,4-(methylenedioxy)amphetamine (MDA). |
AID175042 | Percentage of animals disrupted was determined in groups of LSD trained rats at a dose of 1.17(uM/kg)(no. of animals =16) | 1990 | Journal of medicinal chemistry, Feb, Volume: 33, Issue:2 | Nonneurotoxic tetralin and indan analogues of 3,4-(methylenedioxy)amphetamine (MDA). |
AID190090 | Tested for stimulus generation in rats trained to discriminate LSD from saline at a dose 0.59(uM/kg), (number of animals = 11) | 1990 | Journal of medicinal chemistry, Feb, Volume: 33, Issue:2 | Nonneurotoxic tetralin and indan analogues of 3,4-(methylenedioxy)amphetamine (MDA). |
AID88605 | Bmax for compound was evaluated in rat hippocampal homogenate | 1990 | Journal of medicinal chemistry, Feb, Volume: 33, Issue:2 | Nonneurotoxic tetralin and indan analogues of 3,4-(methylenedioxy)amphetamine (MDA). |
AID205028 | Binding affinity was determined towards serotonin uptake site in presence of [3H]paroxetine radioligand in rat brain cortical homogenate | 1990 | Journal of medicinal chemistry, Feb, Volume: 33, Issue:2 | Nonneurotoxic tetralin and indan analogues of 3,4-(methylenedioxy)amphetamine (MDA). |
AID205029 | Binding affinity was determined towards serotonin uptake site in presence of [3H]paroxetine radioligand in rat hippocampal homogenate | 1990 | Journal of medicinal chemistry, Feb, Volume: 33, Issue:2 | Nonneurotoxic tetralin and indan analogues of 3,4-(methylenedioxy)amphetamine (MDA). |
AID184517 | Monoamine levels in rat brain were evaluated after subcutaneous administration of 40 mg/kg for DOPAC | 1990 | Journal of medicinal chemistry, Feb, Volume: 33, Issue:2 | Nonneurotoxic tetralin and indan analogues of 3,4-(methylenedioxy)amphetamine (MDA). |
AID175014 | Hallucinogenic property was determined in groups of MDMA trained rats and percentage of animals disrupted was reported at a dose 1.17 (umol/kg), (number of animals = 8) | 1990 | Journal of medicinal chemistry, Feb, Volume: 33, Issue:2 | Nonneurotoxic tetralin and indan analogues of 3,4-(methylenedioxy)amphetamine (MDA). |
AID176238 | Inhibitory activity was determined MDMA trained rats | 1990 | Journal of medicinal chemistry, Feb, Volume: 33, Issue:2 | Nonneurotoxic tetralin and indan analogues of 3,4-(methylenedioxy)amphetamine (MDA). |
AID190247 | Tested for stimulus generation in rats trained to discriminate LSD from saline at a dose 4.68 (umol/kg),(number of animals = 15) | 1990 | Journal of medicinal chemistry, Feb, Volume: 33, Issue:2 | Nonneurotoxic tetralin and indan analogues of 3,4-(methylenedioxy)amphetamine (MDA). |
AID190077 | Tested for stimulus generation in rats trained to discriminate +/-MDMA from saline at 9.36 (umol/kg), (number of animals = 10) | 1990 | Journal of medicinal chemistry, Feb, Volume: 33, Issue:2 | Nonneurotoxic tetralin and indan analogues of 3,4-(methylenedioxy)amphetamine (MDA). |
AID184519 | Monoamine levels in rat brain were evaluated after subcutaneous administration of 40 mg/kg for NE | 1990 | Journal of medicinal chemistry, Feb, Volume: 33, Issue:2 | Nonneurotoxic tetralin and indan analogues of 3,4-(methylenedioxy)amphetamine (MDA). |
AID175191 | Percentage of animals disrupted was determined in groups of MDMA trained rats at a dose 2.34 (uM/kg), (no.of animals=10) | 1990 | Journal of medicinal chemistry, Feb, Volume: 33, Issue:2 | Nonneurotoxic tetralin and indan analogues of 3,4-(methylenedioxy)amphetamine (MDA). |
AID51040 | Bmax for compound was evaluated in rat cortical homogenate | 1990 | Journal of medicinal chemistry, Feb, Volume: 33, Issue:2 | Nonneurotoxic tetralin and indan analogues of 3,4-(methylenedioxy)amphetamine (MDA). |
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023] |
Research
Studies (16)
Timeframe | Studies, This Drug (%) | All Drugs % |
---|---|---|
pre-1990 | 0 (0.00) | 18.7374 |
1990's | 4 (25.00) | 18.2507 |
2000's | 0 (0.00) | 29.6817 |
2010's | 12 (75.00) | 24.3611 |
2020's | 0 (0.00) | 2.80 |
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023] |
Market Indicators
Research Demand Index: 20.73
According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be moderate demand-to-supply ratio for research on this compound.
| This Compound (20.73) All Compounds (24.57) |
Study Types
Publication Type | This drug (%) | All Drugs (%) |
---|---|---|
Trials | 0 (0.00%) | 5.53% |
Reviews | 4 (23.53%) | 6.00% |
Case Studies | 3 (17.65%) | 4.05% |
Observational | 0 (0.00%) | 0.25% |
Other | 10 (58.82%) | 84.16% |
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023] |