Overview & Chemical Identity
CAS Number: 153833-78-4
Chemical Name: 1-(2-Fluorophenyl)-3-methyl-4,5-dihydro-1H-1,2,4-triazol-5-one
IUPAC Name: 1-(2-Fluorophenyl)-3-methyl-4,5-dihydro-1H-1,2,4-triazol-5-one
Synonyms:
1-(2-Fluorophenyl)-3-methyl-4,5-2H-1,2,4-triazol-one;
2-Fluorophenyl methyl triazolone;
Fluorophenyl triazol-5-one derivative
Molecular Formula: C₉H₈FN₃O
Molecular Weight: ~193.18 g/mol
Physical & Chemical Properties
Appearance: White to off-white crystalline powder
Physical State: Solid
Melting Point: Typically reported in the range of 160–170 °C (may vary depending on purity)
Boiling Point: Not typically applicable (may decompose before boiling under atmospheric pressure)
Solubility:
Soluble in polar organic solvents such as methanol, ethanol, acetone, and DMSO;
Limited solubility in water
Stability:
Stable under standard laboratory conditions;
Sensitive to strong oxidizing agents and prolonged exposure to moisture
Structural & Molecular Identifiers
Functional Groups:
-
1,2,4-Triazole ring
-
Lactam (triazolone) carbonyl group (–C=O)
-
Fluoro-substituted aromatic ring
-
Methyl substituent
Chemical Class:
Heterocyclic compound / Triazolone derivative / Fluorinated aromatic compound
SMILES (representative):
Cc1nn(c(=O)[nH]1)c2ccccc2F
InChI Key (representative):
(Varies by database; available from chemical registries)
Functionality & Applications
Heterocyclic Intermediate
153833-78-4 is primarily used as a heterocyclic intermediate in organic synthesis, particularly in the development of nitrogen-containing bioactive molecules.
Its 1,2,4-triazolone core provides structural versatility for:
-
Functional group modifications
-
Substituted heterocycle synthesis
-
Scaffold optimization in medicinal chemistry
Pharmaceutical & Fine Chemical Synthesis
-
Intermediate in pharmaceutical compound development
-
Building block for fluorinated heterocyclic molecules
-
Used in the synthesis of agrochemical and specialty chemical derivatives
The presence of both fluorophenyl and triazolone functionalities enhances biological relevance and chemical reactivity.
Research & Development
Commonly employed in:
-
Medicinal chemistry research
-
Structure–activity relationship (SAR) studies
-
Heterocyclic compound libraries
-
Fluorinated molecule development
Fluorine substitution is often used to improve metabolic stability, lipophilicity, and binding affinity in drug design.
Safety & Handling
GHS Classification (typical for similar heterocyclic compounds):
-
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 laboratory using appropriate personal protective equipment (PPE).
Practical Details & Supplier Information
Typical Purity: 97–99% (Research Grade)
Storage Conditions:
-
Store in a tightly sealed container
-
Keep in a cool, dry, well-ventilated area
-
Protect from moisture and direct sunlight
-
Keep away from strong oxidizing agents
Commercial Use:
Available from specialty chemical manufacturers for research and industrial synthesis applications.
Not intended for direct pharmaceutical, food, or diagnostic use without proper regulatory compliance.
Summary Statement
153833-78-4 (1-(2-Fluorophenyl)-3-methyl-4,5-dihydro-1H-1,2,4-triazol-5-one) is a valuable heterocyclic intermediate widely utilized in pharmaceutical and fine chemical research. Its triazolone core and fluorinated aromatic structure make it an important building block in medicinal chemistry, SAR studies, and advanced organic synthesis applications.
