A5806
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:
Molecular Weight:
258.70
UNSPSC Code:
12352200
PubChem Substance ID:
MDL number:
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)
SMILES string
COc1ccc2nc3cc(Cl)ccc3c(N)c2c1
InChI key
IHHSSHCBRVYGJX-UHFFFAOYSA-N
assay
≥95%
suitability
suitable for fluorescence
storage temp.
−20°C
signalword
Warning
hcodes
Hazard Classifications
Carc. 2 - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
13 - Non Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type P3 (EN 143) respirator cartridges
Regulatory Information
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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
John J Wright et al.
BMC biology, 18(1), 54-54 (2020-05-21)
For decades, semiquinone intermediates have been suggested to play an essential role in catalysis by one of the most enigmatic proton-pumping enzymes, respiratory complex I, and different mechanisms have been proposed on their basis. However, the difficulty in investigating complex
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
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