Nile Blue chloride
PubChem CID
16938
Structure
Molecular Formula
Synonyms
- Nile Blue chloride
- 2381-85-3
- Basic Blue 12
- Nile blue
- Nile Blue A
Molecular Weight
353.8 g/mol
Computed by PubChem 2.2 (PubChem release 2021.10.14)
Parent Compound
Component Compounds
Dates
- Create:2005-08-08
- Modify:2025-01-04
Description
Nile blue A is an organic chloride salt having 5-amino-9-(diethylamino)benzo[a]phenoxazin-7-ium as the couterion. fluorescent dye which is also a potent photosensitiser for photodynamic therapy. It has a role as a fluorochrome and a histological dye. It contains a nile blue(1+).
Chemical Structure Depiction
3D Conformer of Parent
(5-aminobenzo[a]phenoxazin-9-ylidene)-diethylazanium;chloride
Computed by Lexichem TK 2.7.0 (PubChem release 2021.10.14)
InChI=1S/C20H19N3O.ClH/c1-3-23(4-2)13-9-10-17-18(11-13)24-19-12-16(21)14-7-5-6-8-15(14)20(19)22-17;/h5-12,21H,3-4H2,1-2H3;1H
Computed by InChI 1.0.6 (PubChem release 2021.10.14)
SHXOKQKTZJXHHR-UHFFFAOYSA-N
Computed by InChI 1.0.6 (PubChem release 2021.10.14)
CC[N+](=C1C=CC2=NC3=C(C=C(C4=CC=CC=C43)N)OC2=C1)CC.[Cl-]
Computed by OEChem 2.3.0 (PubChem release 2024.12.12)
C20H20N3O.Cl
C20H20ClN3O
Computed by PubChem 2.2 (PubChem release 2021.10.14)
2381-85-3
3625-57-8 (sulfate)
53340-16-2 (perchlorate)
1026018-39-2, 1026232-05-2, 105480-57-7, 1063750-19-5, 114567-73-6, 20517-93-5, 298209-62-8, 299426-03-2, 348637-62-7, 415902-65-7, 832733-89-8, 874358-59-5, 89168-53-6, 898282-92-3, 927191-06-8
- Cresyl Fast Violet
- Nile Blue
- nile blue A perchlorate
- Nile Blue perchlorate
- nile blue sulfate
- Nile Blue tetrafluoroborate
- Nile Blue chloride
- 2381-85-3
- Basic Blue 12
- Nile blue
- Nile Blue A
- Cresol Fast Violet
- Nile Blue AX
- Cresyl Fast Violet
- C.I. Basic Blue 12
- Nile Blue Base
- Nile Blue hydrochloride
- C.I. 51180
- NSC 146184
- Benzo[a]phenoxazin-7-ium, 5-amino-9-(diethylamino)-, chloride
- 5-amino-9-(diethylamino)benzo[a]phenoxazin-7-ium chloride
- MFCD00011936
- 5-Amino-9-(diethylamino)benzo(a)phenoxazin-7-ium chloride
- E58RL8T2X3
- 5H-Benzo(a)phenazoxazine, 9-diethylamino-5-imino-, hydrochloride
- NSC-146184
- (5-aminobenzo[a]phenoxazin-9-ylidene)-diethylazanium;chloride
- 12-amino-N,N-diethyl-8H-10-oxa-5-azatetraphen-8-iminium chloride
- BENZO(a)PHENOXAZIN-7-IUM, 5-AMINO-9-(DIETHYLAMINO)-, CHLORIDE
- Nile blue A chloride
- Benzo(a)phenoxazin-7-ium, 5-amino-9-(diethylamino)-, chloride (1:1)
- N-(5-amino-9H-benzo[a]phenoxazin-9-ylidene)-N-ethylethanaminium chloride
- NILEBLUECHLORIDE
- EINECS 219-181-4
- Benzo(a)phenazoxonium, 5-amino-9-(diethylamino)-, chloride
- UNII-E58RL8T2X3
- SCHEMBL26061
- SCHEMBL344996
- CHEMBL407862
- CHEBI:52163
- DTXSID40883834
- XJCPMUIIBDVFDM-UHFFFAOYSA-M
- Nile Blue chloride, for fluorescence
- NSC146184
- AKOS004901433
- AKOS004901544
- AKOS024353698
- HY-W110898
- 5H-Benzo[a]phenazoxazine, hydrochloride
- Nile Blue chloride, Dye content 85 %
- Basic Blue 12 (Nile Blue hydrochloride)
- BS-32169
- DA-76184
- SY074371
- 5H-Benzo[a]phenazoxazine, sulfate (2:1)
- Benzo[a]phenoxazin-7-ium, sulfate (2:1)
- CS-0169074
- N0317
- NS00048827
- D91676
- J-015226
- Q27123279
- Benzo(a)phenazoxonium, 5-amino-9-(diethylamino)-,chloride
- WLN: T D6 B666 CN JOJ GN2&2 MZ &G &15/28
- Benzo[a]phenoxazin-7-ium,5-amino-9-(diethylamino)-,chloride(1:1)
- 12-AMINO-N,N-DIETHYL-10-OXA-5-AZATETRAPHEN-8-IMINIUM CHLORIDE
- 9-N,N-DIETHYLAMINO-5-IMINOBENZO(A)PHENOXAZINE MONOHYDROCHLORIDE
Property Name
Property Value
Reference
Property Name
Molecular Weight
Property Value
353.8 g/mol
Reference
Computed by PubChem 2.2 (PubChem release 2021.10.14)
Property Name
Hydrogen Bond Donor Count
Property Value
1
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2021.10.14)
Property Name
Hydrogen Bond Acceptor Count
Property Value
4
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2021.10.14)
Property Name
Rotatable Bond Count
Property Value
2
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2021.10.14)
Property Name
Exact Mass
Property Value
353.1294900 Da
Reference
Computed by PubChem 2.2 (PubChem release 2021.10.14)
Property Name
Monoisotopic Mass
Property Value
353.1294900 Da
Reference
Computed by PubChem 2.2 (PubChem release 2021.10.14)
Property Name
Topological Polar Surface Area
Property Value
50.6 Ų
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2021.10.14)
Property Name
Heavy Atom Count
Property Value
25
Reference
Computed by PubChem
Property Name
Formal Charge
Property Value
0
Reference
Computed by PubChem
Property Name
Complexity
Property Value
625
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2021.10.14)
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
2
Reference
Computed by PubChem
Property Name
Compound Is Canonicalized
Property Value
Yes
Reference
Computed by PubChem (release 2021.10.14)
Green, blue, steel gray, or black powder; [Acros Organics MSDS]
Dyes -> Azine Dyes
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 here for details), but these live search links provide equivalent functionality to the table that was previously shown here.
Same Parent, Exact Count
Mixtures, Components, and Neutralized Forms Count
Similar Compounds (2D)
Similar Conformers (3D)
Same Count
Fluorescent Dyes
Chemicals that emit light after excitation by light. The wave length of the emitted light is usually longer than that of the incident light. Fluorochromes are substances that cause fluorescence in other substances, i.e., dyes used to mark or label other compounds with fluorescent tags. (See all compounds classified as Fluorescent Dyes.)
EPA TSCA Commercial Activity Status
Benzo[a]phenoxazin-7-ium, 5-amino-9-(diethylamino)-, chloride (1:1): ACTIVE
Causes lung changes in intravenous lethal-dose studies of mice (LDLo = 33 mg/kg); [RTECS] May cause irritation; [Acros Organics MSDS] See Cresyl violet acetate.
The Australian Inventory of Industrial Chemicals
Chemical: Benzo[a]phenoxazin-7-ium, 5-amino-9-(diethylamino)-, chloride
Patents are available for this chemical structure:
https://patentscope.wipo.int/search/en/result.jsf?inchikey=SHXOKQKTZJXHHR-UHFFFAOYSA-N
- Australian Industrial Chemicals Introduction Scheme (AICIS)Benzo[a]phenoxazin-7-ium, 5-amino-9-(diethylamino)-, chloridehttps://services.industrialchemicals.gov.au/search-inventory/
- ChemIDplusChemIDplus Chemical Information Classificationhttps://pubchem.ncbi.nlm.nih.gov/source/ChemIDplus
- DTP/NCILICENSEUnless otherwise indicated, all text within NCI products is free of copyright and may be reused without our permission. Credit the National Cancer Institute as the source.https://www.cancer.gov/policies/copyright-reuse
- EPA Chemicals under the TSCABenzo[a]phenoxazin-7-ium, 5-amino-9-(diethylamino)-, chloride (1:1)https://www.epa.gov/chemicals-under-tscaEPA TSCA Classificationhttps://www.epa.gov/tsca-inventory
- EPA DSSTox5-Amino-9-(diethylamino)benzo(a)phenoxazin-7-ium chloridehttps://comptox.epa.gov/dashboard/DTXSID40883834CompTox Chemicals Dashboard Chemical Listshttps://comptox.epa.gov/dashboard/chemical-lists/
- European Chemicals Agency (ECHA)LICENSEUse of the information, documents and data from the ECHA website is subject to the terms and conditions of this Legal Notice, and subject to other binding limitations provided for under applicable law, the information, documents and data made available on the ECHA website may be reproduced, distributed and/or used, totally or in part, for non-commercial purposes provided that ECHA is acknowledged as the source: "Source: European Chemicals Agency, http://echa.europa.eu/". Such acknowledgement must be included in each copy of the material. ECHA permits and encourages organisations and individuals to create links to the ECHA website under the following cumulative conditions: Links can only be made to webpages that provide a link to the Legal Notice page.https://echa.europa.eu/web/guest/legal-notice5-amino-9-(diethylamino)benzo[a]phenoxazin-7-ium chloridehttps://echa.europa.eu/substance-information/-/substanceinfo/100.017.439
- 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
- ChEBI
- ChEMBLLICENSEAccess to the web interface of ChEMBL is made under the EBI's Terms of Use (http://www.ebi.ac.uk/Information/termsofuse.html). The ChEMBL data is made available on a Creative Commons Attribution-Share Alike 3.0 Unported License (http://creativecommons.org/licenses/by-sa/3.0/).http://www.ebi.ac.uk/Information/termsofuse.html
- Haz-Map, Information on Hazardous Chemicals and Occupational DiseasesLICENSECopyright (c) 2022 Haz-Map(R). All rights reserved. Unless otherwise indicated, all materials from Haz-Map are copyrighted by Haz-Map(R). No part of these materials, either text or image may be used for any purpose other than for personal use. Therefore, reproduction, modification, storage in a retrieval system or retransmission, in any form or by any means, electronic, mechanical or otherwise, for reasons other than personal use, is strictly prohibited without prior written permission.https://haz-map.com/AboutNile Bluehttps://haz-map.com/Agents/15954
- IUPAC Digitized pKa Dataset
- SpectraBase9-(diethylamino)-5H-benzo[a]phenoxazin-5-iminium chloridehttps://spectrabase.com/spectrum/I6vM95AjhLqNile Blue chloridehttps://spectrabase.com/spectrum/nVz26lT5aRNile Blue chloridehttps://spectrabase.com/spectrum/4IPbnIjKFBl
- Springer Nature
- Thieme ChemistryLICENSEThe Thieme Chemistry contribution within PubChem is provided under a CC-BY-NC-ND 4.0 license, unless otherwise stated.https://creativecommons.org/licenses/by-nc-nd/4.0/
- WikidataN,N-Diethyl-5-imino-5H-benzo[a]phenoxazin-9-amine--hydrogen chloride (1/1)https://www.wikidata.org/wiki/Q82879185
- Wikipedia
- PubChem
- 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.htmlFluorescent Dyeshttps://www.ncbi.nlm.nih.gov/mesh/68005456
- NORMAN Suspect List ExchangeLICENSEData: CC-BY 4.0; Code (hosted by ECI, LCSB): Artistic-2.0https://creativecommons.org/licenses/by/4.0/NORMAN Suspect List Exchange Classificationhttps://www.norman-network.com/nds/SLE/
- EPA Substance Registry ServicesEPA SRS List Classificationhttps://sor.epa.gov/sor_internet/registry/substreg/LandingPage.do
- MolGenieMolGenie Organic Chemistry Ontologyhttps://github.com/MolGenie/ontology/
- PATENTSCOPE (WIPO)SID 403461848https://pubchem.ncbi.nlm.nih.gov/substance/403461848
CONTENTS