CAS Number: 15579-15-4
Chemical Name: 1H-Indazol-5-ol
IUPAC Name: 1H-indazol-5-ol
Synonyms:
5-Hydroxy-1H-indazole;
1H-Indazole-5-ol;
Indazol-5-ol
Molecular Formula: C₇H₆N₂O
Molecular Weight: ~134.14 g/mol
Appearance: Off-white to light beige crystalline powder
Physical State: Solid
Melting Point: Typically reported in the range of 185–195 °C (may vary depending on purity)
Boiling Point: Not typically reported; decomposes at elevated temperatures
Solubility:
Soluble in polar organic solvents such as methanol, ethanol, and DMSO;
Moderately soluble in water
Stability:
Stable under standard laboratory conditions; may be sensitive to prolonged exposure to light and strong oxidizing agents
Functional Groups:
Hydroxyl group (–OH)
Pyrazole ring (N–N heterocycle)
Fused aromatic benzene ring
Indazole core structure
Chemical Class:
Indazole derivative / Nitrogen-containing heterocycle
SMILES (representative):
OC1=CC2=NN=CC2=C1
InChI Key (representative):
(Varies by database; available from chemical registries)
15579-15-4 (1H-Indazol-5-ol) is widely used as an important heterocyclic building block in medicinal chemistry. Indazole derivatives are commonly found in biologically active molecules and drug candidates.
It is utilized in:
Synthesis of kinase inhibitors
Anti-inflammatory compound development
Anticancer research molecules
CNS-active pharmaceutical intermediates
The hydroxyl functionality allows further derivatization, enabling structural modification and optimization.
1H-Indazol-5-ol serves as a versatile intermediate in:
Electrophilic substitution reactions
O-alkylation and O-acylation reactions
Cross-coupling reactions
Formation of substituted indazole derivatives
Its fused heterocyclic structure provides synthetic flexibility for advanced organic transformations.
Commonly employed in:
Academic research laboratories
Drug discovery programs
Structure–activity relationship (SAR) studies
Heterocyclic chemistry research
The indazole scaffold is recognized as a privileged structure in pharmaceutical chemistry.
GHS Classification (typical for similar compounds):
May be harmful if swallowed
Causes skin and eye irritation
May cause respiratory irritation
Common Hazard Statements:
H302: Harmful if swallowed
H315: Causes skin irritation
H319: Causes serious eye irritation
H335: May cause respiratory irritation
Precautionary Statements:
P261: Avoid breathing dust
P280: Wear protective gloves and eye protection
P305 + P351 + P338: IF IN EYES, rinse cautiously with water and remove contact lenses
P301 + P312: IF SWALLOWED, call a doctor if you feel unwell
Handle in a well-ventilated area using appropriate personal protective equipment (PPE).
Typical Purity: 97–99% (Research Grade)
Storage Conditions:
Store in a tightly sealed container
Keep in a cool, dry, and well-ventilated area
Protect from moisture and direct sunlight
Keep away from strong oxidizing agents
Commercial Use:
Available from specialty chemical suppliers for research, pharmaceutical intermediate development, and fine chemical synthesis applications.
Not intended for direct pharmaceutical, food, or diagnostic use without proper regulatory compliance.
15579-15-4 (1H-Indazol-5-ol) is an important heterocyclic compound featuring an indazole core with a hydroxyl functional group. It serves as a valuable building block in medicinal chemistry, pharmaceutical intermediate synthesis, and advanced organic research, particularly in the development of biologically active molecules and structure–activity optimization programs.
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