Basic information
- CAS
10127-02-3- Standard SMILES
CN(C)c1ccc2cc3ccc(N(C)C)cc3nc2c1.Cl.[Cl-].[Cl-].[Zn+2]- InChIKey
VADJQOXWNSPOQA-UHFFFAOYSA-L- Molecular formula
- C17H20Cl3N3Zn
- Average molar mass
- 438.1 g/mol
- Monoisotopic mass
- 435.00142288
Overview
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Names & identifiers
- Preferred name
- N,N,N',N'-Tetramethylacridine-3,6-diamine monohydrochloride, compound with zinc dichloride
- IUPAC
- zinc;3-N,3-N,6-N,6-N-tetramethylacridine-3,6-diamine;dichloride;hydrochloride
- English name
- Basic Orange 14
- Molecular formula
- C17H20Cl3N3Zn
- Molecular weight
- 438.1
Names & synonyms
N,N,N',N'-Tetramethylacridine-3,6-diamine monohydrochloride, compound with zinc dichlorideRefChem:822058233-353-610127-02-3Euchrysine 3RXEuchrysin GNYBasicOrange14DTXSID20906035Acridine Orange hemi(zinc chloride) saltAKOS027250830C.I. 46005zinc;3-N,3-N,6-N,6-N-tetramethylacridine-3,6-diamine;dichloride;hydrochloride
Show more names
ACRIDINE ORANGEBASIC ORANGE 3RNAcridine orange, hemi saltCI 46025CI 46005hemisaltCI NO 46005BASIC ORANGE 14Acridine Orange hemi
acridine orange biological stainN,N,N inverted exclamation marka,N inverted exclamation marka-Tetramethylacridine-3,6-diamine monohydrochloride compd. with zinc dichlorideEINECS 233-353-6N,N,N',N'-TetrametC17H20Cl3N3Znorb1940883SCHEMBL5859403SCHEMBL29837411
Database identifiers
Properties
Computed structural properties
- Topological polar surface area
- 19.4 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 5
- Rotatable bonds
- 2
- Heavy atoms
- 24
- Formal charge
- 0
- Complexity
- 298
Physicochemical properties
- Melting point
- 165 °C · 165 °C
- bulk density
- 200 kg/m3 · 200kg/m3
- storage temp.
- room temp
- solubility
- 2 O: · H2O: soluble1mg/mL, clear, orange to very deep orange
- form
- Solid
- Colour Index
- 46005 · 46005
- pka
- -3.3 · pKa -3.3(H2O T=room temperature(RT) Iunspecied) (Uncertain);0.2(H2O T=room temperature(RT) Iunspecied) (Uncertain);10.1(H2O T=room temperature(RT) Iunspecied) (Uncertain)
- color
- Red brown
- PH
- 3.9 · 3.9 (10g/l, H2O, 20℃)
- Water Solubility
- soluble
- Sensitive
- Hygroscopic
- λmax
- 489 nm · 489 nm
- BRN
- 3734978 · 3734978
- Stability
- Stable. Incompatible with strong oxidizing agents. Protect from moisture. Hygroscopic.
- InChI
- 1S/2C17H19N3.4ClH.Zn/c2*1-19(2)14-7-5-12-9-13-6-8-15(20(3)4)11-17(13)18-16(12)10-14;;;;;/h2*5-11H,1-4H3;4*1H;/q;;;;;;+2/p-2
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Warning
H341 (97.9%): Suspected of causing genetic defects [Warning Germ cell mutagenicity]
P203, P280, P318, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 47 reports by companies from 5 notifications to the ECHA C&L Inventory.
Hazard information
Hazard Classes and CategoriesMuta. 2 (97.9%)
Safety data
- PPE
- Eyeshields, Gloves, type N95 (US)
- wgk
- 3
- rtecs
- AR7600000
- hs_code
- 32041300
- Toxicity
- A dye used to stain nucleic acids. It fluoresces at 530 nm when intercalated into double stranded DNA, or at 640 nm when ionically bound to single stranded DNA. It produces mutations, some involving reading frame shifts, other deletions or insertions and is carcinogenic. It is also known to be a dermal phototoxicant.
- risk_code
- 68-20/21/22-36/37/38
- Signal word
- Warning
- Symbol(GHS)
- GHS08
- hazard_code
- Xn,Xi
- safety_code
- 45-36/37-36-26
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H341
- Hazard Classifications
- Muta. 2
- Precautionary statements
Chemistry & industry
Applications
UsesFluorescent stain for nucleic acids. An RNA polymerase inhibitorAcridine Orange acts as a lysosomal dye. It is used for cell-cycle studies. It plays an important role as a nucleic acid-selective fluorescent cationic dye, which is useful for cell cycle determination. Further, it serves as an inhibitor of RNA polymerase.
UsesAcridine Orange, a cell-permeable metachromatic fluorescent cationic dye that intercalates DNA and RNA, is used in fluorescence and epiflouresence microscopy. Acridine Orange dye has been used to analyze mitochondria and lysosomal content by flow cytometry, characterize multidrug resistance, and measure changes in mitochondrial mass during apoptosis in rat thymocytes.
General DescriptionAcridine orange is a metachromatic fluorescent cationic dye that permeates the cell membrane and intercalates DNA and RNA. It allows for visual detection of nucleic acids on agarose and polyacrylamide gels.
Upstream & downstream products
Upstream raw materials
Suppliers100 total
国药集团化学试剂有限公司86-21-63210123 · [email protected]
北京华美互利生物化工010-56205725 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
湖北永阔科技有限公司027-59223108 15972152991 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
Related reactions
0 records
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Compound notes
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