N,N-Diethyl-2-((4-(1-methylethoxy)phenyl)methyl)-5-nitro-1H-benzimidazole-1-ethanamine
PubChem CID
145721979
Molecular Formula
Synonyms
- Isotonitazene
- 14188-81-9
- ZFY1ZBQ8AV
- N,N-diethyl-2-[[4-(1-methylethoxy)phenyl]methyl]-5-nitro-1H-benzimidazole-1-ethanamine
- DTXSID201126188
Molecular Weight
410.5 g/mol
Computed by PubChem 2.2 (PubChem release 2025.09.15)
Dates
- Create:2020-01-16
- Modify:2026-05-30
Description
Isotonitazene is a member of the class of benzimidazoles that is 1H-benzimidazole substituted by 2-(diethylamino)ethyl, 4-(propan-2-yloxy)benzyl, and nitro groups at positions 1, 2, and 5, respectively. It is a synthetic opioid. It has a role as an opioid analgesic and a mu-opioid receptor agonist. It is a member of benzimidazoles, an aromatic ether, a C-nitro compound and a tertiary amino compound.
Isotonitazene is a DEA Schedule I controlled substance. Substances in the DEA Schedule I have no currently accepted medical use in the United States, a lack of accepted safety for use under medical supervision, and a high potential for abuse. It is a Opiates substance.
synthetic opioid
Chemical Structure Depiction
Interactive Chemical Structure Model
Conformer of 10
N,N-diethyl-2-[5-nitro-2-[(4-propan-2-yloxyphenyl)methyl]benzimidazol-1-yl]ethanamine
Computed by Lexichem TK 2.9.3 (PubChem release 2025.09.15)
InChI=1S/C23H30N4O3/c1-5-25(6-2)13-14-26-22-12-9-19(27(28)29)16-21(22)24-23(26)15-18-7-10-20(11-8-18)30-17(3)4/h7-12,16-17H,5-6,13-15H2,1-4H3
Computed by InChI 1.07.4 (PubChem release 2025.09.15)
OIOQREYBGDAYGT-UHFFFAOYSA-N
Computed by InChI 1.07.4 (PubChem release 2025.09.15)
CCN(CC)CCN1C2=C(C=C(C=C2)[N+](=O)[O-])N=C1CC3=CC=C(C=C3)OC(C)C
Computed by OEChem 4.2.0 (PubChem release 2025.09.15)
C23H30N4O3
Computed by PubChem 2.2 (PubChem release 2025.09.15)
9614 (DEA schedule I controlled substance)
isotonitazene
- Isotonitazene
- 14188-81-9
- ZFY1ZBQ8AV
- N,N-diethyl-2-[[4-(1-methylethoxy)phenyl]methyl]-5-nitro-1H-benzimidazole-1-ethanamine
- DTXSID201126188
- N,N-Diethyl-2-(2-((4-isopropoxyphenyl)methyl)-5-nitro-benzimidazol-1-yl)ethanamine
- N,N-diethyl-2-[5-nitro-2-[(4-propan-2-yloxyphenyl)methyl]benzimidazol-1-yl]ethanamine
- N,N-DIETHYL-2-((4-(1-METHYLETHOXY)PHENYL)METHYL)-5-NITRO-1H-BENZIMIDAZOLE-1-ETHANAMINE
- N,N-diethyl-2-(5-nitro-2-((4-propan-2-yloxyphenyl)methyl)benzimidazol-1-yl)ethanamine
- RefChem:150058
- DTXCID001557703
- CHEBI:234360
- diethyl-{2-[2-(4-isopropoxy-benzyl)-5-nitro-benzoimidazol-1-yl]-ethyl}-amine
- diethyl[2-(5-nitro-2-{[4-(propan-2-yloxy)phenyl]methyl}-1H-1,3-benzodiazol-1-yl)ethyl]amine
- 1-(Diethylamino)ethyl-2-(4-isopropoxybenzyl)-5-nitrobenzimidazole
- N,N-diethyl-2-[5-nitro-2-({4-[(propan-2-yl)oxy]phenyl}methyl)-1H-benzimidazol-1-yl]ethan-1-amine
- TONI
- UNII-ZFY1ZBQ8AV
- Epitope ID:2278937
- SCHEMBL30541549
- GTPL12955
- PAA18881
- ISO (OPIOID RECEPTOR AGONIST)
- C22725
- 1-[2-(diethylamino)ethyl]-2-(p-isopropoxybenzyl)-5-nitrobenzimidazole
- N,N-DIETHYL-2-(2-(4 ISOPROPOXYBENZYL)-5-NITRO-1H-BENZIMIDAZOL-1-YL)ETHAN-1-AMINE
- N,N-diethyl-2-{5-nitro-2-[4-(propan-2-yloxy)benzyl]-1H-benzimidazol-1-yl}ethanamine
Property Name
Property Value
Reference
Property Name
Molecular Weight
Property Value
410.5 g/mol
Reference
Computed by PubChem 2.2 (PubChem release 2025.09.15)
Property Name
XLogP3-AA
Property Value
4.7
Reference
Computed by XLogP3 3.0 (PubChem release 2025.09.15)
Property Name
Hydrogen Bond Donor Count
Property Value
0
Reference
Computed by Cactvs 3.4.8.24 (PubChem release 2025.09.15)
Property Name
Hydrogen Bond Acceptor Count
Property Value
5
Reference
Computed by Cactvs 3.4.8.24 (PubChem release 2025.09.15)
Property Name
Rotatable Bond Count
Property Value
9
Reference
Computed by Cactvs 3.4.8.24 (PubChem release 2025.09.15)
Property Name
Exact Mass
Property Value
410.23179083 Da
Reference
Computed by PubChem 2.2 (PubChem release 2025.09.15)
Property Name
Monoisotopic Mass
Property Value
410.23179083 Da
Reference
Computed by PubChem 2.2 (PubChem release 2025.09.15)
Property Name
Topological Polar Surface Area
Property Value
76.1 Ų
Reference
Computed by Cactvs 3.4.8.24 (PubChem release 2025.09.15)
Property Name
Heavy Atom Count
Property Value
30
Reference
Computed by PubChem
Property Name
Formal Charge
Property Value
0
Reference
Computed by PubChem
Property Name
Complexity
Property Value
529
Reference
Computed by Cactvs 3.4.8.24 (PubChem release 2025.09.15)
Property Name
Isotope Atom Count
Property Value
0
Reference
Computed by PubChem
Property Name
Defined Atom Stereocenter Count
Property Value
0
Reference
Computed by PubChem
Property Name
Undefined Atom Stereocenter Count
Property Value
0
Reference
Computed by PubChem
Property Name
Defined Bond Stereocenter Count
Property Value
0
Reference
Computed by PubChem
Property Name
Undefined Bond Stereocenter Count
Property Value
0
Reference
Computed by PubChem
Property Name
Covalently-Bonded Unit Count
Property Value
1
Reference
Computed by PubChem
Property Name
Compound Is Canonicalized
Property Value
Yes
Reference
Computed by PubChem (release 2025.09.15)
DEA NFLIS-Drug Category -> Narcotic Analgesics
DEA Schedule I Controlled Substance -> Opiates
Follow these links to do a live 2D search or do a live 3D search for this compound, sorted by annotation score. This section is deprecated (see the neighbor discontinuation help page for details), but these live search links provide equivalent functionality to the table that was previously shown here.
Same Connectivity Count
Same Parent, Connectivity Count
Mixtures, Components, and Neutralized Forms Count
Similar Compounds (2D)
Similar Conformers (3D)
PubChem SID: 485289228
Purchasable Chemical: TRC-I141880
PubChem SID: 496048362
Purchasable Chemical: TRC-I141880-100MG
PubChem SID: 496048361
Purchasable Chemical: TRC-I141880-250MG
PubChem SID: 480443883
Purchasable Chemical: 2023-05-1B018076
PubChem SID: 470357560
Purchasable Chemical: CQ_14188-81-9
DEA NFLIS Substance
Isotonitazene (Class: Narcotic Analgesics, Added Date: 01-2020)
(Street Names:Nitazene, “ISO”, Toni)
Substance
Isotonitazene
Synonym(s)
N,N-diethyl-2-(2-(4-isopropoxybenzyl)-5-nitro-1H-benzimidazol-1-yl)ethan-1-amine
DEA Controlled Substances Code Number
9614
Controlled Substances Act Schedule
Schedule I - Substances in the DEA Schedule I have no currently accepted medical use in the United States, a lack of accepted safety for use under medical supervision, and a high potential for abuse.
Class
Opiates
DEA Controlled Substances
DEA schedule I controlled substance
21 CFR Sections 1308.11-1308.15 https://www.ecfr.gov/current/title-21/chapter-II/part-1308
- Publication Name: Journal of Analytical ToxicologyPublication Date: 2023-08-28PMID: 37638699DOI: 10.1093/jat/bkad062
- Publication Name: Drug and Alcohol DependencePublication Date: 2023-08-01
Page of 4
- Publication Date: 2022Publication Name: Psychopharmacology
Chemical
Selected evidence
Chemical
Selected evidence
28 articles
View All- Validation of an analytical method for quantitation of metonitazene and isotonitazene in plasma, blood, urine, liver and brain and application to authentic postmortem casework in New York CityPMID 37638699; DOI 10.1093/jat/bkad062; Journal of Analytical Toxicology 2023-08-28Name matches: metonitazene isotonitazene
- Evaluation of the metabolites 5‐aminoisotonitazene, 4′‐hydroxy nitazene, N‐desethyl isotonitazene, and N‐desethyl metonitazene in authentic isotonitazene and metonitazene positive postmortem casesPMID 41116598; DOI 10.1111/1556-4029.70196; Journal of Forensic Sciences 2025-10-20Name matches: metonitazene; mtz isotonitazene; itz
- Pharmacological characterization of novel synthetic opioids: Isotonitazene, metonitazene, and piperidylthiambutene as potent μ-opioid receptor agonistsPMID 36154843; DOI 10.1016/j.neuropharm.2022.109263; Neuropharmacology 2022-12-15Name matches: metonitazene; mtz isotonitazene; itz
Chemical
Selected evidence
34 articles
View All- Detection of N-desethyl etonitazene in a drug checking sample: Chemical analysis and pharmacological characterization of a recent member of the 2-benzylbenzimidazole “nitazene” classPMID 39216307; DOI 10.1016/j.jpba.2024.116453; Journal of Pharmaceutical and Biomedical Analysis 2024-12-15Name matches: etonitazene isotonitazene
- Is nitazene-related mortality underestimated? Findings from an in vivo and ex vivo rat study and pharmacoepidemiological analysis of coroner-reported deathsPMID 41655595; DOI 10.1080/15563650.2025.2601141; Clinical toxicology (Philadelphia, Pa.) 2026-02-08Name matches: etonitazene isotonitazene
- Naloxone Dosing and Hospitalization for Nitazene Overdose: A Scoping ReviewPMID 39904921; DOI 10.1007/s13181-025-01059-8; Journal of medical toxicology : official journal of the American College of Medical Toxicology 2025-02-04 (Review Article)Name matches: eto-nitazene; etonitazene isotonitazene
Chemical
Selected evidence
51 articles
View All- Membrane Permeability Drives the Extreme Potency of Fentanyl but not IsotonitazenePMID 40777490; DOI 10.1101/2025.07.22.666146; bioRxiv : the preprint server for biology 2025-10-16Name matches: fentanyl isotonitazene
- The Rise and Fall of Isotonitazene and Brorphine: Two Recent Stars in the Synthetic Opioid FirmamentPMID 34233349; DOI 10.1093/jat/bkab082; Journal of Analytical Toxicology 2021-07-31Name matches: fentanyl isotonitazene
- Membrane Permeability Drives the Extreme Potency of FentanylPMID 41889761; DOI 10.1021/jacsau.5c01666; JACS Au 2026-02-18Name matches: fentanyl isotonitazene
Gene/Protein/Enzyme
Selected evidence
Gene/Protein/Enzyme
Selected evidence
22 articles
View All- Pharmacological characterization of novel synthetic opioids: Isotonitazene, metonitazene, and piperidylthiambutene as potent μ-opioid receptor agonistsPMID 36154843; DOI 10.1016/j.neuropharm.2022.109263; Neuropharmacology 2022-12-15
- Development of a non-radioactive mass spectrometry-based binding assay at the μ-opioid receptor and its application for the determination of the binding affinities of 17 opiates/opioids as well as of the designer opioid isotonitazene and five further 2-benzylbenzimidazolesPMID 35715126; DOI 10.1016/j.aca.2022.339978; Analytica Chimica Acta 2022-08-01
- Report on a novel emerging class of highly potent benzimidazole NPS opioids: Chemical and in vitro functional characterization of isotonitazenePMID 31743619; DOI 10.1002/dta.2738; Drug Testing and Analysis 2020-01-08
Gene/Protein/Enzyme
Selected evidence
4 articles
View All- The synthetic opioid isotonitazene induces locomotor activity and reward effects through modulation of the central dopaminergic system in micePMID 40324537; DOI 10.1016/j.taap.2025.117361; Toxicology and Applied Pharmacology 2025-07-01
- Pharmacologic Characterization of Substituted Nitazenes at μ, κ, and Δ Opioid Receptors Suggests High Potential for ToxicityPMID 38453524; DOI 10.1124/jpet.123.002052; The Journal of Pharmacology and Experimental Therapeutics 2024-04-18
- The emergence of nitazenes: a new chapter in the synthetic opioid crisisPMID 40490529; DOI 10.1007/s00204-025-04102-3; Archives of Toxicology 2025-06-09 (Review Article)
Gene/Protein/Enzyme
Selected evidence
3 articles
View All- Report on a novel emerging class of highly potent benzimidazole NPS opioids: Chemical and in vitro functional characterization of isotonitazenePMID 31743619; DOI 10.1002/dta.2738; Drug Testing and Analysis 2020-01-08Name matches: nps isotonitazene
- Temporal and geographical patterns of nitazene detections in drug samples and biospecimens in the United States, 2019–2024PMID 41785913; DOI 10.1111/add.70378; Addiction (Abingdon, England) 2026-03-05Name matches: nps isotonitazene
- A comprehensive analytical process, from NPS threat identification to systematic screening: Method validation and one-year prevalence studyPMID 33279767; DOI 10.1016/j.forsciint.2020.110595; Forensic Science International 2021-01-01Name matches: nps isotonitazene
Disease
Selected evidence
Disease
Selected evidence
28 articles
View All- Emerging Characteristics of Isotonitazene-Involved Overdose Deaths: A Case-Control StudyPMID 33234804; DOI 10.1097/adm.0000000000000775; Journal of Addiction Medicine 2020-11-23Name matches: overdose; overdoses isotonitazene
- Isotonitazene, a synthetic opioid from an emerging family: The nitazenesPMID 38845278; DOI 10.1016/j.therap.2024.05.004; Therapies 2024-11-01Name matches: overdose; overdoses isotonitazene; izn
- Unraveling isotonitazene: Insights into chemistry, pharmacology, and analytical techniques in forensic toxicologyPMID 41490351; DOI 10.1016/j.jflm.2026.103069; Journal of Forensic and Legal Medicine 2026-02-01 (Review Article)Name matches: overdoses isotonitazene
Disease
Selected evidence
10 articles
View All- Isotonitazene, a novel psychoactive substance opioid, detected in two cases following a local surge in opioid overdosesPMID 35169852; DOI 10.1093/qjmed/hcac039; QJM : monthly journal of the Association of Physicians 2022-02-16Name matches: opioid overdoses isotonitazene
- New Psychoactive Substances and receding COVID-19 pandemic: really going back to "normal"?PMID 35545997; DOI 10.23750/abm.v93i2.13008; Acta bio-medica : Atenei Parmensis 2022-05-11Name matches: opioid overdose isotonitazene
- Emerging Characteristics of Isotonitazene-Involved Overdose Deaths: A Case-Control StudyPMID 33234804; DOI 10.1097/adm.0000000000000775; Journal of Addiction Medicine 2020-11-23Name matches: opioid overdose isotonitazene
Disease
Selected evidence
6 articles
View All- New Psychoactive Substances and receding COVID-19 pandemic: really going back to "normal"?PMID 35545997; DOI 10.23750/abm.v93i2.13008; Acta bio-medica : Atenei Parmensis 2022-05-11Name matches: opioid addiction; opioids abuse isotonitazene
- Emerging Characteristics of Isotonitazene-Involved Overdose Deaths: A Case-Control StudyPMID 33234804; DOI 10.1097/adm.0000000000000775; Journal of Addiction Medicine 2020-11-23Name matches: opioid use disorder isotonitazene
- Pharmacological characterization of novel synthetic opioids: Isotonitazene, metonitazene, and piperidylthiambutene as potent μ-opioid receptor agonistsPMID 36154843; DOI 10.1016/j.neuropharm.2022.109263; Neuropharmacology 2022-12-15Name matches: opioid abuse isotonitazene; itz
Organism
Selected evidence
Organism
Selected evidence
22 articles
View All- Quantification of the benzimidazole opioid analog isotonitazene in human hair using liquid chromatography-tandem mass spectrometryPMID 37418781; DOI 10.1016/j.legalmed.2023.102295; Legal medicine (Tokyo, Japan) 2023-09-01Name matches: human isotonitazene
- Human metabolism of four synthetic benzimidazole opioids: isotonitazene, metonitazene, etodesnitazene, and metodesnitazenePMID 38582802; DOI 10.1007/s00204-024-03735-0; Archives of Toxicology 2024-04-06Name matches: human isotonitazene
- Isotocyanozene: detection of the 5-cyano analog of isotonitazene in human biological samplesPMID 40625206; DOI 10.1080/15563650.2025.2528990; Clinical toxicology (Philadelphia, Pa.) 2025-07-08Name matches: human isotonitazene
Organism
Selected evidence
3 articles
View All- Unraveling isotonitazene: Insights into chemistry, pharmacology, and analytical techniques in forensic toxicologyPMID 41490351; DOI 10.1016/j.jflm.2026.103069; Journal of Forensic and Legal Medicine 2026-02-01 (Review Article)Name matches: scopus isotonitazene
- Acute Intoxications and Fatalities Associated With Benzimidazole Opioid (Nitazene Analog) Use: A Systematic ReviewPMID 35149665; DOI 10.1097/ftd.0000000000000970; Therapeutic Drug Monitoring 2022-08-01 (Review Article)Name matches: scopus isotonitazene
- Nitazenes: review of comparative pharmacology and antagonist actionPMID 40422647; DOI 10.1080/15563650.2025.2504133; Clinical toxicology (Philadelphia, Pa.) 2025-05-27 (Review Article)Name matches: scopus isotonitazene
Organism
Selected evidence
7 articles
View All- LCMS Detection and Characterization of In Vitro Metabolites of Isotonitazene, a Targeted Strategy for Novel Psychoactive Substance Control in Camel RacingPMID 39757356; DOI 10.1002/rcm.9982; Rapid communications in mass spectrometry : RCM 2025-01-05Name matches: animal isotonitazene
- Quantification of the benzimidazole opioid analog isotonitazene in human hair using liquid chromatography-tandem mass spectrometryPMID 37418781; DOI 10.1016/j.legalmed.2023.102295; Legal medicine (Tokyo, Japan) 2023-09-01Name matches: animal isotonitazene
- DARK Classics in Chemical Neuroscience: Etonitazene and Related BenzimidazolesPMID 33760580; DOI 10.1021/acschemneuro.1c00037; ACS Chemical Neuroscience 2021-03-24Name matches: animals isotonitazene
- Publication Number: CN-119431596-APriority Date: 2024-12-10
- Publication Number: CN-119264057-APriority Date: 2024-09-30
- Publication Number: CN-119530169-APriority Date: 2024-09-30
- Publication Number: WO-2025128946-A1Priority Date: 2023-12-15
- Publication Number: WO-2025111546-A1Priority Date: 2023-11-22
Page of 54
Chemical
Selected evidence
Chemical
Selected evidence
7 patents from 7 patent families
View All- Use of thioredoxin, thioredoxin-derived, or thioredoxin-like dithiol peptides in hair care preparationsUS-4919924-A; Grant Date: 1990-04-24
- Hair removing composition and method containing thioredoxin, thioredoxin-derived, or thioredoxin-like dithiol peptidesUS-4941885-A; Grant Date: 1990-07-17
- Use of thioredoxin, thioredoxin-derived, or thioredoxin-like dithiol peptides in hair care preparationsUS-4738841-A; Grant Date: 1988-04-19
Chemical
Selected evidence
7 patents from 7 patent families
View All- Use of thioredoxin, thioredoxin-derived, or thioredoxin-like dithiol peptides in hair care preparationsUS-4919924-A; Grant Date: 1990-04-24
- Hair removing composition and method containing thioredoxin, thioredoxin-derived, or thioredoxin-like dithiol peptidesUS-4941885-A; Grant Date: 1990-07-17
- Use of thioredoxin, thioredoxin-derived, or thioredoxin-like dithiol peptides in hair care preparationsUS-4738841-A; Grant Date: 1988-04-19
Chemical
Selected evidence
4 patents from 4 patent families
View All- Use of thioredoxin, thioredoxin-derived, or thioredoxin-like dithiol peptides in hair care preparationsUS-4919924-A; Grant Date: 1990-04-24
- Hair removing composition and method containing thioredoxin, thioredoxin-derived, or thioredoxin-like dithiol peptidesUS-4941885-A; Grant Date: 1990-07-17
- Use of thioredoxin, thioredoxin-derived, or thioredoxin-like dithiol peptides in hair care preparationsUS-4738841-A; Grant Date: 1988-04-19
Disease
Selected evidence
Disease
Selected evidence
1 patent from 1 patent family
View All- Method for creating an animal model having traumatic optical nerve injuryUS-10959412-B2; Grant Date: 2021-03-30
Disease
Selected evidence
1 patent from 1 patent family
View All- Method for creating an animal model having traumatic optical nerve injuryUS-10959412-B2; Grant Date: 2021-03-30
Disease
Selected evidence
1 patent from 1 patent family
View All- Method for creating an animal model having traumatic optical nerve injuryUS-10959412-B2; Grant Date: 2021-03-30
Gene
Selected evidence
Gene
Selected evidence
4 patents from 4 patent families
View All- Hair removing composition and method containing thioredoxin, thioredoxin-derived, or thioredoxin-like dithiol peptidesUS-4941885-A; Grant Date: 1990-07-17
- Use of thioredoxin, thioredoxin-derived, or thioredoxin-like dithiol peptides in hair care preparationsUS-4919924-A; Grant Date: 1990-04-24
- Use of thioredoxin, thioredoxin-derived, or thioredoxin-like dithiol peptides in hair care preparationsUS-4738841-A; Grant Date: 1988-04-19
Gene
Selected evidence
4 patents from 4 patent families
View All- Hair removing composition and method containing thioredoxin, thioredoxin-derived, or thioredoxin-like dithiol peptidesUS-4941885-A; Grant Date: 1990-07-17
- Use of thioredoxin, thioredoxin-derived, or thioredoxin-like dithiol peptides in hair care preparationsUS-4919924-A; Grant Date: 1990-04-24
- Use of thioredoxin, thioredoxin-derived, or thioredoxin-like dithiol peptides in hair care preparationsUS-4935231-A; Grant Date: 1990-06-19
Gene
Selected evidence
1 patent from 1 patent family
View All- Methods for detecting susceptible mutations in ototoxic hearing lossJP-2858047-B2; Grant Date: 1999-02-17
Organism
Selected evidence
Organism
Selected evidence
1 patent from 1 patent family
View All- Apparatus for the treatment of kauri and other like gums.US-1249493-A; Grant Date: 1917-12-11
Organism
Selected evidence
2 patents from 2 patent families
View All- Cocoa based composition for the preparation of drinks by dissolution in waterUS-4882181-A; Grant Date: 1989-11-21
- Controller for use with communications systems for converting a voice message to a text messageUS-6687339-B2; Grant Date: 2004-02-03
Organism
Selected evidence
5 patents from 5 patent families
View All- Hair removing composition and method containing thioredoxin, thioredoxin-derived, or thioredoxin-like dithiol peptidesUS-4941885-A; Grant Date: 1990-07-17
- Use of thioredoxin, thioredoxin-derived, or thioredoxin-like dithiol peptides in hair care preparationsUS-4919924-A; Grant Date: 1990-04-24
- Use of thioredoxin, thioredoxin-derived, or thioredoxin-like dithiol peptides in hair care preparationsUS-4935231-A; Grant Date: 1990-06-19
Protein
Gene
Taxonomy
Action
Evidence
Data Source
Protein
Gene
Taxonomy
Action
Raclopride inhibits the reaction [isotonitazene results in increased expression of FOSB protein alternative form]isotonitazene results in increased expression of FOSB protein alternative formsch 23390 inhibits the reaction [isotonitazene results in increased expression of FOSB protein alternative form]
Evidence
Data Source
Protein
Gene
Taxonomy
Action
Isotonitazene results in increased activity of OPRM1 protein
Evidence
Data Source
Protein
Gene
Taxonomy
Action
Agonist
Evidence
Data Source
Protein
Gene
Taxonomy
Action
Full agonist
Evidence
Data Source
Protein
Gene
Taxonomy
Action
Full agonist
Evidence
Data Source
Page of 2
- A member of the class of benzimidazoles that is 1H-benzimidazole substituted by 2-(diethylamino)ethyl, 4-(propan-2-yloxy)benzyl, and nitro groups at positions 1, 2, and 5, respectively. It is a synthetic opioid.
- CTDComparative Toxicogenomics Database - CTD selects and organizes gene, sequence, chemical, reference, and taxonomic data about gene-chemical interactions. It is hosted at North Carolina State University (NCSU).
- DrugPortalDrug Information Portal - Portal to selected drug information from the U.S. National Library of Medicine and other key U.S. Government agencies
- MeSHMedical Subject Heading and Supplementary Concept Records - ChemIDplus includes only the chemical names and chemical MeSH headings from this file. This search retrieves information from both MeSH headings andSupplementary Concept Records
- PubChemPubChem Substance Database - The PubChem Substance Database contains the chemical structures of small organic molecules and information on their biological activities
- PubMedPubMed - PubMed comprises over 20 million citations for biomedical literature from MEDLINE, life science journals, and online books
Page of 2
- Opioid and opioid-like receptors are activated by a variety of endogenous peptides including [Met]enkephalin (met), [Leu]enkephalin (leu), β-endorphin (β-end), α-neodynorphin, dynorphin A (dynA), dynorphin B (dynB), big dynorphin (Big dyn), nociceptin/orphanin FQ (N/OFQ); endomorphin-1 and endomorphin-2 are also potential endogenous peptides. The Greek letter nomenclature for the opioid receptors, μ, δ and κ, is well established, and NC-IUPHAR considers this nomenclature appropriate, along with the symbols spelled out (mu, delta, and kappa), and the acronyms, MOP, DOP, and KOP. However the acronyms MOR, DOR and KOR are still widely used in the literature. The human N/OFQ receptor, NOP, is considered 'opioid-related' rather than opioid because, while it exhibits a high degree of structural homology with the conventional opioid receptors , it displays a distinct pharmacology. Currently there are numerous clinically used drugs, such as morphine and many other opioid analgesics, as well as antagonists such as naloxone. The majority of clinically used opiates are relatively selective μ agonists or partial agonists, though there are some μ/κ compounds, such as butorphanol, in clinical use. κ opioid agonists, such as the alkaloid nalfurafine and the peripherally acting peptide difelikefalin, are in clinical use for itch.
- Schedule ISubstances in the DEA Schedule I have no currently accepted medical use in the United States, a lack of accepted safety for use under medical supervision, and a high potential for abuse.
- Substance Class: Opiates
- Narcotic AnalgesicsNFLIS substances under class: Narcotic Analgesics
- Short_Description: Wikipedia includes data for thousands of chemicals. ChemBoxes and DrugBoxes includes data such as CAS Registry Numbers, SMILES and InChIs.
- Short_Description: FDA’s Global Substance Registration System Unique Ingredient Identifiers (UNIIs) file: April 12th 2021 download subset of chemicals with CASRN and/or structure SMILES
- Short_Description: HighResNPS is a crowdsourced mass spectral database for HR-MS screening of New Psychoactive Substances (NPS).
- Short_Description: The Scientific Working Group for the Analysis of Seized Drugs (SWGDRUG) mass spectral library
- Short_Description: Schedule I drugs, substances, or chemicals are defined as drugs with no currently accepted medical use and a high potential for abuse.
- drug like compoundsUsing a Fragment Based Druglikeness from OpenChemLib > -1
- high risk irritant
- benzenes
- 1H-1,3-benzodiazoles
- aryl alkyl ethers
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- Substances in the DEA Schedule I have no currently accepted medical use in the United States, a lack of accepted safety for use under medical supervision, and a high potential for abuse.
- CAS Common ChemistryLICENSEThe data from CAS Common Chemistry is provided under a CC-BY-NC 4.0 license, unless otherwise stated.https://creativecommons.org/licenses/by-nc/4.0/N,N-Diethyl-2-[[4-(1-methylethoxy)phenyl]methyl]-5-nitro-1H-benzimidazole-1-ethanaminehttps://commonchemistry.cas.org/detail?cas_rn=14188-81-9
- ChemIDplusChemIDplus Chemical Information Classificationhttps://pubchem.ncbi.nlm.nih.gov/source/chemidplus
- EPA DSSToxN,N-Diethyl-2-[[4-(1-methylethoxy)phenyl]methyl]-5-nitro-1H-benzimidazole-1-ethanaminehttps://comptox.epa.gov/dashboard/DTXSID201126188CompTox Chemicals Dashboard Chemical Listshttps://comptox.epa.gov/dashboard/chemical-lists/
- FDA Global Substance Registration System (GSRS)LICENSEUnless otherwise noted, the contents of the FDA website (www.fda.gov), both text and graphics, are not copyrighted. They are in the public domain and may be republished, reprinted and otherwise used freely by anyone without the need to obtain permission from FDA. Credit to the U.S. Food and Drug Administration as the source is appreciated but not required.https://www.fda.gov/about-fda/about-website/website-policies#linking
- ChEBIChEBI Ontologyhttps://www.ebi.ac.uk/chebi/
- Drug Enforcement Administration (DEA)LICENSEUnless otherwise indicated, information on Department of Justice websites is in the public domain and may be copied and distributed without permission. Citation of the Department of Justice as source of the information is appreciated, as appropriate.https://www.justice.gov/legalpoliciesIsotonitazenehttps://www.deadiversion.usdoj.gov/schedules/Isotonitazenehttps://www.deadiversion.usdoj.gov/drug_chem_info/DEA Drug and Chemical Classificationhttps://www.dea.gov/drug-information/drug-scheduling
- Comparative Toxicogenomics Database (CTD)LICENSEIt is to be used only for research and educational purposes. Any reproduction or use for commercial purpose is prohibited without the prior express written permission of NC State University.http://ctdbase.org/about/legal.jsp
- Drug Gene Interaction database (DGIdb)LICENSEThe data used in DGIdb is all open access and where possible made available as raw data dumps in the downloads section.http://www.dgidb.org/downloadsISOTONITAZENEhttps://www.dgidb.org/drugs/iuphar.ligand:12955
- IUPHAR/BPS Guide to PHARMACOLOGYLICENSEThe Guide to PHARMACOLOGY database is licensed under the Open Data Commons Open Database License (ODbL) https://opendatacommons.org/licenses/odbl/. Its contents are licensed under a Creative Commons Attribution-ShareAlike 4.0 International License (http://creativecommons.org/licenses/by-sa/4.0/)https://www.guidetopharmacology.org/about.jsp#licenseGuide to Pharmacology Target Classificationhttps://www.guidetopharmacology.org/targets.jsp
- Japan Chemical Substance Dictionary (Nikkaji)
- KEGGLICENSEAcademic users may freely use the KEGG website. Non-academic use of KEGG generally requires a commercial licensehttps://www.kegg.jp/kegg/legal.html
- SpectraBaseIsotonitazenehttps://spectrabase.com/spectrum/8JVY5JRPbuK
- Springer Nature
- Wikidata
- WikipediaIsotonitazenehttps://en.wikipedia.org/wiki/Isotonitazene
- Medical Subject Headings (MeSH)LICENSEWorks produced by the U.S. government are not subject to copyright protection in the United States. Any such works found on National Library of Medicine (NLM) Web sites may be freely used or reproduced without permission in the U.S.https://www.nlm.nih.gov/copyright.htmlisotonitazenehttps://id.nlm.nih.gov/mesh/M000738767.html
- PubChemChemicals in PubChem from Regulatory Sources
- MolGenieMolGenie Organic Chemistry Ontologyhttps://github.com/MolGenie/ontology/
- NCBI
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