Skip to main content

Indole-3-acetohydrazide

ADVERTISEMENT
Identification
Molecular formula
C10H11N3O
CAS number
88908-75-6
IUPAC name
2-(1H-indol-3-yl)acetohydrazide
State
State

Indole-3-acetohydrazide is a solid at room temperature. It is often utilized in its solid form in various chemical applications and research fields.

Melting point (Celsius)
120.00
Melting point (Kelvin)
393.15
Boiling point (Celsius)
275.00
Boiling point (Kelvin)
548.15
General information
Molecular weight
189.21g/mol
Molar mass
189.2150g/mol
Density
1.2850g/cm3
Appearence

Indole-3-acetohydrazide typically appears as a crystalline solid. It presents with a light tan to off-white coloration. The compound is noted for its distinct aromatic indole odor, which is common among indole derivatives.

Comment on solubility

Solubility of 2-(1H-indol-3-yl)acetohydrazide

The solubility of 2-(1H-indol-3-yl)acetohydrazide can be characterized by several significant factors, making it an intriguing compound for study. Its solubility properties are influenced by the molecular structure and the presence of functional groups, which affect its interaction with solvents.

Factors Influencing Solubility

  • Polarity: The polarity of 2-(1H-indol-3-yl)acetohydrazide, stemming from its indole ring and hydrazide functional group, can lead to varying solubility in polar and non-polar solvents.
  • Hydrogen Bonding: The presence of NH groups in the hydrazide moiety facilitates hydrogen bonding, potentially enhancing solubility in protic solvents like water.
  • Molecular Size: The relatively larger size of the indole moiety might limit solubility in certain organic solvents.

In general, compounds with similar structures often display moderate solubility in commonly used solvents. It's noted that:

  1. 2-(1H-indol-3-yl)acetohydrazide may show good solubility in dimethyl sulfoxide (DMSO) and dimethylformamide (DMF).
  2. In contrast, solubility in less polar solvents like hexane or ethyl acetate may be limited.

To summarize, while the specific solubility data can vary, the structural features of 2-(1H-indol-3-yl)acetohydrazide suggest it will be readily soluble in polar solvents, which allows for versatility in application and research.

Interesting facts

Exploring 2-(1H-indol-3-yl)acetohydrazide

2-(1H-indol-3-yl)acetohydrazide is a fascinating compound that merges the realms of hydrazides and indole derivatives, making it an intriguing subject for research in organic chemistry and pharmacology. Here are some captivating insights about this compound:

  • Structural Highlights: The structure features an indole moiety, known for its role in various biological systems, integrated with an acetohydrazide functional group, which may contribute to its unique chemical properties.
  • Biological Significance: Compounds related to indole have been noted for their presence in numerous natural products and pharmaceuticals. Indoles are often involved in processes such as neurotransmission and can exhibit anti-cancer properties.
  • Potential Applications: Due to its structural characteristics, 2-(1H-indol-3-yl)acetohydrazide could potentially serve as a precursor for synthesizing more complex molecules, particularly in drug development aimed at targeting various diseases.
  • Reactivity: The hydrazide functional group is known for its reactivity, allowing for the formation of diverse derivatives through various chemical reactions, such as acylation or cyclization, expanding its utility in synthetic chemistry.
  • Research Interest: Scientists are continuing to investigate the pharmacological potentials of this compound. Its interaction with biological systems could lead to significant discoveries in medicinal chemistry.

In summary, 2-(1H-indol-3-yl)acetohydrazide is more than just a chemical substance; it holds the key to unlocking numerous possibilities, particularly in the fields of drug design and biological research. As quoted by many chemists, “The beauty of chemistry lies in its endless possibilities.” With compounds like this, the journey of exploration is truly exciting!

Synonyms
5448-47-5
1H-Indole-3-acetic acid, hydrazide
3-Indoleacetic acid hydrazide
1-(3-Indolylacetyl)hydrazine
3-Indolylacetic acid hydrazide
Hydrazine, 1-(3-indolylacetyl)-
INDOLE-3-ACETIC ACID, HYDRAZIDE
EINECS 226-672-7
NSC 17812
NSC 63799
BRN 0170455
DTXSID00202885
5-22-03-00075 (Beilstein Handbook Reference)
DTXCID30125376
1H-Indole-3-acetic acid, hydrazide (9CI)
226-672-7
2-(1H-Indol-3-yl)acetohydrazide
Indole-3-acetic acid hydrazide
Indole-3-acetic hydrazide
indole 3-acethydrazide
(1H-Indol-3-yl)acetic acid hydrazide
NSC17812
Indole-3-acethydrazide
MFCD00005634
NCIOpen2_000010
2-(3-indolyl)acetohydrazide
Oprea1_734005
SCHEMBL947150
indol-3-ylacetic acid hydrazide
CHEMBL4534416
Indole-3-acetic hydrazide, 97%
1H-indole-3-acetic acid hydrazide
ALBB-008788
NSC63799
NSC-17812
NSC-63799
STK367298
2-(1H-Indol-3-yl)acetohydrazide #
2-(indol-3-yl)acetic acid hydrazide
AKOS001039185
CS-W015939
FI52442
PS-6234
DB-052588
NS00033099
EN300-06941
F16358
Z56939166