9-Amino-6-chloro-2-methoxyacridine

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9-Amino-6-chloro-2-methoxyacridine

9-Amino-6-chloro-2-methoxyacridine | 3548-09-2

Catelog Number A19-0004
Category DNA Stains
Molecular Formula C14H11ClN2O
Molecular Weight 258.7
Catalog Number Size Price Quantity
A19-0004 -- $--

Product Introduction

9-Amino-6-chloro-2-methoxyacridine (ACMA) is a cell-permeable fluorescent probe for labeling DNA with selectivity for poly(dA-dT) sequences. ACMA fluorescence is quenched when a pH gradient is established, a property that has been utilized in animal- and plant-based studies. It also inhibits acetylcholinesterase with a Ki value of 49 nM.

Chemical Information

Synonyms ACMA; 6-chloro-2-methoxy-9-acridinamine
Purity ≥98%
IUPAC Name 6-chloro-2-methoxyacridin-9-amine
Canonical SMILES COC1=CC2=C(C3=C(C=C(C=C3)Cl)N=C2C=C1)N
InChI InChI=1S/C14H11ClN2O/c1-18-9-3-5-12-11(7-9)14(16)10-4-2-8(15)6-13(10)17-12/h2-7H,1H3,(H2,16,17)
InChI Key IHHSSHCBRVYGJX-UHFFFAOYSA-N
Appearance Solid Powder

Product Specification

Excitation 411 nm
Emission 475 nm
Storage Store at -20°C
Signal Warning
GHS Hazard Statements H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation] H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation] H335 (100%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation] H351 (100%): Suspected of causing cancer [Warning Carcinogenicity]
Precautionary Statement Codes P203, P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P318, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (The corresponding statement to each P-code can be found at the GHS Classification page.)

Computed Properties

XLogP3 3.4
Hydrogen Bond Donor Count 1
Hydrogen Bond Acceptor Count 3
Rotatable Bond Count 1
Exact Mass 258.0559907 g/mol
Monoisotopic Mass 258.0559907 g/mol
Topological Polar Surface Area 48.1Ų
Heavy Atom Count 18
Formal Charge 0
Complexity 302
Isotope Atom Count 0
Defined Atom Stereocenter Count 0
Undefined Atom Stereocenter Count 0
Defined Bond Stereocenter Count 0
Undefined Bond Stereocenter Count 0
Covalently-Bonded Unit Count 1
Compound Is Canonicalized Yes

Literatures

PMIDPublication DateTitleJournal
23123248 2013-03-25 Inhibition of human carboxylesterases hCE1 and hiCE by cholinesterase inhibitors Chemico-biological interactions
22362183 2012-04-07 The mode of binding ACMA-DNA relies on the base-pair nature Organic & biomolecular chemistry
21971327 2011-11-21 ACMA (9-amino-6-chloro-2-methoxy acridine) forms three complexes in the presence of DNA Physical chemistry chemical physics : PCCP
21926988 2011-09-18 Bcl-xL regulates metabolic efficiency of neurons through interaction with the mitochondrial F1FO ATP synthase Nature cell biology
21619897 2011-08-01 Acridine derivatives as anti-BVDV agents Antiviral research

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