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Acridine Orange Base

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Identification
Molecular formula
C17H19ClN2
CAS number
509-15-9
IUPAC name
3-(2-chloro-9,10-dihydroacridin-9-yl)-N,N-dimethyl-propan-1-amine
State
State

At room temperature, Acridine Orange Base is in a solid state, appearing as a crystalline powder.

Melting point (Celsius)
135.00
Melting point (Kelvin)
408.15
Boiling point (Celsius)
393.00
Boiling point (Kelvin)
666.15
General information
Molecular weight
264.80g/mol
Molar mass
264.7780g/mol
Density
1.0600g/cm3
Appearence

Acridine Orange Base typically appears as a yellow to orange crystalline powder. It is frequently used in biological staining due to its intense color.

Comment on solubility

Solubility of 3-(2-chloro-9,10-dihydroacridin-9-yl)-N,N-dimethyl-propan-1-amine

The solubility of 3-(2-chloro-9,10-dihydroacridin-9-yl)-N,N-dimethyl-propan-1-amine can be influenced by several factors, including its molecular structure and the presence of functional groups. This compound consists of a complex structure, which is likely to impact its solubility in different solvents. Here are a few key points regarding its solubility:

  • Chemical Structure: The presence of the bulky acridine ring and the dimethylamino group introduces both hydrophobic and hydrophilic characteristics, potentially allowing for varied solubility.
  • Solvent Interaction: Solubility might be higher in organic solvents, like ethanol or methanol, compared to water due to the hydrophobic regions of the molecule.
  • Temperature Dependence: Like many compounds, the solubility of this molecule can increase with temperature, enhancing interactions with solvents.
  • pH Sensitivity: As an amine, the protonation state can significantly influence solubility; it may be more soluble in acidic conditions where the amine can become protonated.

In conclusion, while the precise solubility data for this compound may vary, understanding these factors can provide important insights into its behavior in solution. As noted, the interplay of its structural features with chemical environments dictates its solubility profile, making it a compound of interest in various chemical applications.

Interesting facts

Interesting Facts About 3-(2-Chloro-9,10-dihydroacridin-9-yl)-N,N-dimethyl-propan-1-amine

This fascinating compound belongs to a class of chemicals known as acridine derivatives. Acridines themselves are renowned for their diverse biological activities, and this specific derivative is no exception. Here are some noteworthy aspects of this compound:

  • Pharmaceutical Potential: Studies have indicated that compounds bearing the acridine structure can exhibit significant anticancer properties. This makes 3-(2-chloro-9,10-dihydroacridin-9-yl)-N,N-dimethyl-propan-1-amine a subject of interest in medicinal chemistry.
  • Mechanism of Action: Like many acridine derivatives, this compound may function by intercalating with DNA. This ability can interfere with the replication of cancerous cells, leading to their eventual death.
  • Exploration in Diagnostics: Apart from therapeutic applications, acridine compounds have been investigated as potential agents in bioimaging, helping to visualize cellular processes in real-time.
  • Structure-Activity Relationship: The presence of the chlorine atom in the compound's structure can contribute to its biological activity and solubility properties, which are critical considerations in drug development.
  • Diversity in Derivatives: The chemical versatility of acridine has led to numerous synthesized derivatives, making this compound an example of how subtle changes in molecular structure can impact function and efficacy.

In conclusion, 3-(2-chloro-9,10-dihydroacridin-9-yl)-N,N-dimethyl-propan-1-amine is not just another complicated name – it represents an exciting frontier in the study of chemical compounds with potential implications in medicine and biotechnology. As scientists continue to unveil its properties and applications, we can anticipate even greater discoveries!

Synonyms
Clomacran
Clomacrane
Clomacranum
Clomacrano
9-Acridinepropanamine, 2-chloro-9,10-dihydro-N,N-dimethyl-
Clomacran [INN:BAN]
Clomacrane [INN-French]
Clomacranum [INN-Latin]
Clomacrano [INN-Spanish]
UNII-5B1UZF65WW
SKF 14336-D
5B1UZF65WW
BRN 0425502
2-chloro-9-(3-dimethylaminopropyl)acridan
CLOMACRAN [INN]
2-Chloro-9,10-dihydro-N,N-dimethyl-9-acridinepropanamine
CLOMACRAN [MI]
CLOMACRAN [WHO-DD]
2-Chloro-9-(3-(dimethylamino)propyl)acridan
5-22-10-00553 (Beilstein Handbook Reference)
SKF-14336-D
ACRIDAN, 2-CHLORO-9-(3-(DIMETHYLAMINO)PROPYL)-
9-Acridinepropanamine, 9,10-dihydro-2-chloro-N,N-dimethyl-
Clomacrane (INN-French)
Clomacranum (INN-Latin)
Clomacrano (INN-Spanish)
SK&F 14,336
9-Acridinepropanamine, 9,10-dihydro-2-chloro-N,N-dimethyl-(9CI)
skf 14336
5310-55-4
3-(2-chloro-9,10-dihydroacridin-9-yl)-N,N-dimethylpropan-1-amine
SKF 14336; SKF 14336D
SCHEMBL145026
CHEMBL1615350
DTXSID20863518
CHEBI:135273
AKOS040751223
DA-51967
HY-105785
Acridan, 2-chloro-9-(3-dimethylaminopropyl)-
Q27261768