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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

Signal Word

Warning

Hazard Statements

H315,H319,H335,H351

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

13 - Non Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
MKBW0696V
MKBV4939V
MKBR1046V
MKBR1045V
SLBG3418V

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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
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
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
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
Michele Tonelli et al.
Antiviral research, 91(2), 133-141 (2011-05-31)
Twenty-six 9-aminoacridine derivatives were evaluated in cell-based assays for cytotoxicity and antiviral activity against a panel of 10 RNA and DNA viruses. While seven compounds (9, 10, 14, 19, 21, 22, 24) did not affect any virus and two (6
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