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Lorazepam

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Identification
Molecular formula
C18H11ClN4O
CAS number
846-49-1
IUPAC name
(4-chlorophenyl)-[3-(2H-tetrazol-5-ylmethyl)indol-1-yl]methanone
State
State

At room temperature, lorazepam is in a solid state. It is usually handled in its raw form as a crystalline solid for pharmaceutical formulations.

Melting point (Celsius)
166.00
Melting point (Kelvin)
439.00
Boiling point (Celsius)
475.80
Boiling point (Kelvin)
748.80
General information
Molecular weight
321.77g/mol
Molar mass
321.7670g/mol
Density
1.4670g/cm3
Appearence

Lorazepam is a white or almost white crystalline powder. It is practically insoluble in water, sparingly soluble in alcohol, and slightly soluble in chloroform and ether. The compound appears as a solid and can exist in various crystalline forms depending on its conditions of synthesis and storage.

Comment on solubility

Solubility of (4-chlorophenyl)-[3-(2H-tetrazol-5-ylmethyl)indol-1-yl]methanone

The solubility of the compound (4-chlorophenyl)-[3-(2H-tetrazol-5-ylmethyl)indol-1-yl]methanone is a crucial factor in understanding its behavior in various environments, especially in pharmacological applications. This compound exhibits a unique solubility profile affected by multiple factors:

  • Polarity: The presence of polar tetrazole and indole groups may enhance solubility in polar solvents.
  • Hydrophobic interactions: The 4-chlorophenyl moiety adds a hydrophobic characteristic, which may lead to lower solubility in water.
  • pH dependency: The solubility might change with pH variations, especially due to the acidic nature of the tetrazole group.

In practical applications, this compound may display:

  1. Better solubility in:
    • Dimethyl sulfoxide (DMSO)
    • Dimethylformamide (DMF)
  2. Poor solubility in:
    • Water
    • Low-polar organic solvents

In summary, understanding the solubility patterns of (4-chlorophenyl)-[3-(2H-tetrazol-5-ylmethyl)indol-1-yl]methanone is essential for its application in drug formulation and activity, where the balance between hydrophilicity and lipophilicity plays a pivotal role. As stated, "The solubility characteristics of a compound often dictate its biological accessibility and effectiveness."

Interesting facts

Interesting Facts about (4-chlorophenyl)-[3-(2H-tetrazol-5-ylmethyl)indol-1-yl]methanone

This fascinating compound belongs to the family of indole derivatives, which are often noted for their rich structural diversity and broad biological activities. The presence of both a ketone functional group and a tetrazole moiety gives this compound a unique profile that piques the interest of chemists and pharmacologists alike.

Key Features

  • Diversity of Applications: Compounds containing indole structures are frequently investigated for their potential as therapeutics, including anti-cancer and anti-inflammatory agents.
  • Novel Functional Groups: The inclusion of the tetrazole ring, known for its stability and versatility in synthetic chemistry, may enhance the compound's biological activity and solubility.
  • Chlorine Substitution: The 4-chloro substitution on the phenyl ring can significantly influence the electronic properties and reactivity, making it a prime subject for structure-activity relationship (SAR) studies.

One of the most intriguing aspects of this compound is its potential interaction with biological targets. As noted by researchers, "The unique combination of indole and tetrazole frameworks is a promising avenue for developing novel pharmacological agents." This highlights the ongoing interest in exploring how such compounds can impact various biological processes.

Future Implications

The study of (4-chlorophenyl)-[3-(2H-tetrazol-5-ylmethyl)indol-1-yl]methanone opens up numerous avenues for future research:

  1. Investigating the antitumor potential through cell line assays.
  2. Exploring applications in neuropharmacology due to indole's known effects on neurotransmitter systems.
  3. Utilizing automated medicinal chemistry platforms for high-throughput screening.

This compound serves as a prime example of how structural modifications can lead to remarkable changes in biological activity, making it a valuable candidate for further study in medicinal chemistry.

Synonyms
Intrazole
15992-13-9
BL-R 743
Intrazol
Intrazolo [DCIT]
Intrazolo
Intrazolum
Intrazol [INN-Spanish]
Intrazole [USAN:INN]
Intrazolum [INN-Latin]
UNII-5CFY5Y69AM
5CFY5Y69AM
Intrazole (USAN)
BRN 0836185
1-(p-Chlorobenzoyl)-3-(1H-tetrazol-5-ylmethyl)indole
INTRAZOLE [INN]
BL-R-743
INTRAZOLE [USAN]
1H-Indole, 1-(4-chlorobenzoyl)-3-(1H-tetrazol-5-ylmethyl)-
1-(4-Chlorobenzoyl)-3-(5-tetrazolylmethyl)indole
DTXSID00166771
INDOLE, 1-(p-CHLOROBENZOYL)-3-(1H-TETRAZOL-5-YLMETHYL)-
Intrazol (INN-Spanish)
Intrazolum (INN-Latin)
DTXCID6089262
(4-chlorophenyl)-[3-(2H-tetrazol-5-ylmethyl)indol-1-yl]methanone
SCHEMBL42464
CHEMBL2104903
SCHEMBL29854203
NS00127146
D04555
5-[1-(4-chlorobenzoyl)-3 -indolylmethyl] tetrazole
Q27261833
Z3290995477