CAS 81-49-2

1-Amino-2,4-dibromo-9,10-anthracenedione

Description:

1-Amino-2,4-dibromo-9,10-anthracenedione, with the CAS number 81-49-2, is a synthetic organic compound belonging to the anthraquinone family. It features a distinctive anthracene backbone, which is a polycyclic aromatic hydrocarbon, and is characterized by the presence of two bromine substituents at the 2 and 4 positions, along with an amino group at the 1 position. This compound exhibits a range of colors, typically appearing as a reddish-brown solid, and is known for its potential applications in dyes and pigments due to its chromophoric properties. The presence of bromine atoms enhances its reactivity and stability, while the amino group can participate in various chemical reactions, making it useful in organic synthesis. Additionally, 1-amino-2,4-dibromo-9,10-anthracenedione may exhibit biological activity, which has been explored in various studies. However, handling this compound requires caution due to its potential toxicity and environmental impact.

Formula: C₁₄H₇Br₂NO₂

InChI: InChI=1S/C14H7Br2NO2/c15-8-5-9(16)12(17)11-10(8)13(18)6-3-1-2-4-7(6)14(11)19/h1-5H,17H2

InChI key: InChIKey=ZINRVIQBCHAZMM-UHFFFAOYSA-N

SMILES: O=C1C=2C(C(=O)C=3C1=CC=CC3)=C(Br)C=C(Br)C2N

Synonyms:

• 1-Amino-2,4-Dibromoanthracene-9,10-Dione
• 1-Amino-2,4-dibromo-9,10-anthracenedione
• 1-Amino-2,4-dibromo-9,10-anthraquinone
• 1-Amino-2,4-dibromo-9,10-dihydroanthracene-9,10-dione
• 1-Amino-2,4-dibromoanthraquinone,97%
• 2,4-Dibromo-1-anthraquinonylamine
• 9,10-Anthracenedione, 1-amino-2,4-dibromo-
• Anthraquinone, 1-amino-2,4-dibromo-
• NSC 3529

1-Amino-2,4-dibromoanthraquinone

CAS: 81-49-2

Formula: C₁₄H₇Br₂NO₂

Purity: 98%

Color and Shape: Solid

Molecular weight: 381.0189

Ref: IN-DA0036LA

1-Amino-2,4-dibromoanthraquinone

CAS: 81-49-2

1-Amino-2,4-dibromoanthraquinone

Purity: 98%

Molecular weight: 381.02g/mol

Ref: 54-OR1063309

1-Amino-2,4-dibromo-anthraquinone

Controlled Product

CAS: 81-49-2

Applications 1-Amino-2,4-dibromo-anthraquinone is a useful compound to study the uPAR·uPA protein-protein interaction (PPI) involved in signaling and proteolytic events that lead to tumor invasion and metastasis. It is also used to evaluate potential renal toxicants based on a relationship between chemical-induced kidney weight gain and kidney histopathology in rats. 1-Amino-2,4-dibromo-anthraquinone is a reagent utilized in copper-catalyzed Ullmann condensation to synthesize anthraquinone derivatives as novel dyes.
References Malik, E. M., et al.: Dyes Pigm. 131, 33 (2016); Craig, E. A., et al.: J. Appl. Toxicol. 35, 729 (2015); Mani, T., et al.: Bioorg. Med. Chem 21, 2145 (2013)

Formula: C₁₄H₇Br₂NO₂

Color and Shape: Neat

Molecular weight: 381.02

Ref: TR-A604460

1-Amino-2,4-dibromoanthraquinone

CAS: 81-49-2

Purity: 98%

Molecular weight: 381.0230103

Ref: 10-F626980