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A5806

Sigma-Aldrich

9-Amino-6-chloro-2-methoxyacridine

suitable for fluorescence, ≥95%

Synonym(s):

ACMA

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About This Item

Empirical Formula (Hill Notation):
C14H11ClN2O
CAS Number:
3548-09-2
Molecular Weight:
258.70
MDL number:
MFCD07374304
UNSPSC Code:
12352200
PubChem Substance ID:
24891024

assay

≥95%

suitability

suitable for fluorescence

storage temp.

−20°C

SMILES string

COc1ccc2nc3cc(Cl)ccc3c(N)c2c1

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

pictograms

Health hazardExclamation mark
GHS08,GHS07

signalword

Warning

Hazard Classifications

Carc. 2 - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

13 - Non Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type P3 (EN 143) respirator cartridges

Certificates of Analysis (COA)

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William B Davis et al.
Journal of the American Chemical Society, 124(11), 2422-2423 (2002-03-14)
The recent investigation of the apparently anomalous attenuation factor (beta > 1.5 A(-1)) for photoinduced hole injection into DNA duplexes modified by protonated 9-amino-6-chloro-2-methoxyacridine (X+) led to the conclusion that in addition to the electronic couplings, the activation energy must
Oliver Inhoff et al.
Journal of medicinal chemistry, 45(20), 4524-4530 (2002-09-20)
9-Aminoacridines and (terpyridine)platinum(II) complexes are competitive and irreversible inhibitors, respectively, of trypanothione reductase from Trypanosoma cruzi, the causative agent of Chagas' disease. Four chimeric compounds in which 2-methoxy-6-chloro-9-aminoacridine was covalently linked to the (2-hydroxyethanethiolate)(2,2':6',2' '-terpyridine)platinum(II) complex were synthesized and studied
A Baracca et al.
The Journal of biological chemistry, 275(6), 4177-4182 (2000-02-08)
We investigated the biochemical phenotype of the mtDNA T8993G point mutation in the ATPase 6 gene, associated with neurogenic muscle weakness, ataxia, and retinitis pigmentosa (NARP), in three patients from two unrelated families. All three carried >80% mutant genome in
Yun Shi et al.
Bioconjugate chemistry, 16(2), 306-311 (2005-03-17)
Chirally pure phosphoramidite monomers bearing 9-amino-6-chloro-2-methoxyacridine were synthesized from D- or L-threoninol and omega-aminocarboxylic acid, and incorporated into oligonucleotides. These acridine-DNA conjugates formed stable duplexes with complementary RNA because of intercalation of the acridine to DNA/RNA heteroduplexes. The stability of
L Helfenbaum et al.
Journal of bioenergetics and biomembranes, 29(1), 71-80 (1997-02-01)
As part of the ongoing studies aimed at elucidating the mechanism of the energy conserving function of mitochondrial complex I, NADH: ubiquinone (Q) reductase, we have investigated how short-chain Q analogs activate the proton pumping function of this complex. Using
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