CAS 65-61-2|Acridine Orange hydrochloride

Introduction:Basic information about CAS 65-61-2|Acridine Orange hydrochloride, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Common NameAcridine Orange hydrochloride
CAS Number65-61-2Molecular Weight301.81400
Density1.001 g/mL at 20ºCBoiling Point468.6ºC at 760 mmHg
Molecular FormulaC17H20ClN3Melting Point284-287ºC(lit.)
MSDSUSAFlash Point237.2ºC

Names

Nameacridine orange
SynonymMore Synonyms

Acridine Orange hydrochloride BiologicalActivity

DescriptionAcridine orange is a cell-permeable fluorescent dye that binds to nucleic acids, resulting in an altered spectral emission.
Related CatalogSignaling Pathways >>Others >>OthersDye ReagentsResearch Areas >>Others
In VitroAcridine orange has been employed extensively as a cytochemical stain and has shown to stain differentially DNA and RNA, and double-restranded nucleic acids in situ. Acridine orange can either intercalate into double helical nucleic acids (green fluorescence at 530 nm), or bind electrostatically to phosphate groups of single-stranded molecules (red fluorescence at 640 nm). This unique characteristic makes acridine orange useful for cell-cycle studies[1]. Acridine orange staining of unfixed cells may be used as a simple, fast means of obtaining information on cell ploidy levels and cell cycle status from DNA measurements (green fluorescence), and cell transcriptional activity from RNA staining (red fluorescence), in human and murine cells lines, peripheral blood and bone marrow specimens from patients with leukemia and mitogenically (phytohemagglutinin) or antigenically (mixed lymphocyte culture) stimulated human peripheral blood cultures[2].
Cell AssayTwo-step, pH 3.0: Aliquots (0.2 mL, containing approximately 2-5x105 cells) are withdrawn from cultures and are added to 0.5 mL of a solution containing: 0.1% (v/v) Triton X-100, 0.2 M sucrose, 10-4 M EDTA and 2x10-2 M citrate-phosphate buffer, at pH 3.0. Triton X-100 is included in the various procedures at the indicated pH to increase cell permeability yet maintain cellular integrity. The chelating agent EDTA is used to facilitate RNA denaturation. The cells are stained one minute later by addition of 1 mL of a solution containing 0.002% (20 μg/mL) AO, 0.1 M NaCl and 10-2 M citrate-phosphate buffer, pH 3.8. Cations are included in the staining mixture to ensure staining specificity. The final AO concentration is approximately 4x10-5 M[2].
References

[1]. McMaster GK, et al. Analysis of single- and double-stranded nucleic acids on polyacrylamide and agarosegels by using glyoxal and acridine orange. Proc Natl Acad Sci U S A. 1977 Nov;74(11):4835-8.

[2]. Traganos F, et al. Simultaneous staining of ribonucleic and deoxyribonucleic acids in unfixed cells using acridine orange in a flow cytofluorometric system. J Histochem Cytochem. 1977 Jan;25(1):46-56.

Chemical & Physical Properties

Density1.001 g/mL at 20ºC
Boiling Point468.6ºC at 760 mmHg
Melting Point284-287ºC(lit.)
Molecular FormulaC17H20ClN3
Molecular Weight301.81400
Flash Point237.2ºC
Exact Mass301.13500
PSA19.37000
LogP4.32200
Index of Refractionn20/D 1.338
InChIKeyVSTHNGLPHBTRMB-UHFFFAOYSA-N
SMILESCN(C)c1ccc2cc3ccc(N(C)C)cc3nc2c1.Cl
Water SolubilitySoluble in water, ethanol, dimethyl sulfoxide

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
AR7601000
CHEMICAL NAME :
Acridine, 3,6-bis(dimethylamino)-, monohydrochloride
CAS REGISTRY NUMBER :
65-61-2
LAST UPDATED :
199701
DATA ITEMS CITED :
20
MOLECULAR FORMULA :
C17-H19-N3.Cl-H
MOLECULAR WEIGHT :
301.85
WISWESSER LINE NOTATION :
T C666 BNJ EN1&1 MN1&1 &GH

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
Sex chromosome loss and nondisjunction
TYPE OF TEST :
Micronucleus test

MUTATION DATA

TYPE OF TEST :
DNA adduct
TEST SYSTEM :
Mammal - species unspecified Lymphocyte
DOSE/DURATION :
10 pph
REFERENCE :
BIPMAA Biopolymers. (John Wiley & Sons, Inc., 605 Third Ave., New York, NY 10158) V.1- 1963- Volume(issue)/page/year: 11,2537,1972 *** NIOSH STANDARDS DEVELOPMENT AND SURVEILLANCE DATA *** NIOSH OCCUPATIONAL EXPOSURE SURVEY DATA : NOES - National Occupational Exposure Survey (1983) NOES Hazard Code - X3803 No. of Facilities: 29 (estimated) No. of Industries: 1 No. of Occupations: 3 No. of Employees: 625 (estimated) No. of Female Employees: 403 (estimated) NOES - National Occupational Exposure Survey (1983) NOES Hazard Code - X8883 No. of Facilities: 10 (estimated) No. of Industries: 1 No. of Occupations: 1 No. of Employees: 114 (estimated) No. of Female Employees: 31 (estimated)

Safety Information

Personal Protective EquipmentEyeshields;Gloves;half-mask respirator (US);multi-purpose combination respirator cartridge (US)
Safety PhrasesS22-S24/25
RIDADRNONH for all modes of transport
WGK Germany3
RTECSAR7601000
HS Code32041300

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Synonyms

RHODULINE ORANGE
Acridiniumorange-Kation
Acridinorangekation
EUCHRYSINE 3RX
Acridin-orange
acridineorangens
acridineoranger
MFCD00150070
BASIC ORANGE
Zamifenacin fumarate
acridineorangeno
EINECS 200-614-0
Acridine Orange (hydrochloride)
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