(5-Phenylisoxazol-3-yl)methanol TCI P2386

Chemical Identity

CAS No.: 1619-37-0
PubChem: CID 1481082·SID 354334148
Formula: C10H9NO2
Molecular weight: 175.18 g/mol
Purity: >98.0%(GC)
Reference databases: ChEBI·ChemSpider·ECHA

Full identifiers (IUPAC, SMILES, InChIKey)

IUPAC: (5-phenyl-1,2-oxazol-3-yl)methanol
SMILES: C1=CC=C(C=C1)C2=CC(=NO2)CO
InChIKey: BPAFLGGUEBMWRN-UHFFFAOYSA-N

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(5-Phenylisoxazol-3-yl)methanol from TCI is a heterocyclic building block. It consists of an isoxazole ring with a phenyl substituent at position 5 and a hydroxymethyl group at position 3. Isoxazole is a five-membered heterocycle in which a nitrogen atom and an oxygen atom sit next to each other, and the ring appears often in drug molecules and agrochemicals. In the laboratory, this compound is a starting point for building more complex isoxazole derivatives, especially in medicinal chemistry research and organic synthesis.

Chemists choose this compound because its primary alcohol group is easy to modify. The group can be oxidized to an aldehyde or a carboxylic acid, converted to a halide or mesylate for nucleophilic substitution, or used in etherification and esterification. This lets one starting material give many analogues. The isoxazole ring is relatively stable under many reaction conditions and is often used as a bioisostere for ester or amide groups. The phenyl group adds a lipophilic aromatic part that helps the molecule interact with protein binding pockets.

In Indonesia, this material is useful for pharmaceutical chemistry, medicinal chemistry, and organic synthesis laboratories at universities and research institutions that develop new heterocyclic compounds. Research groups making analogue libraries for structure-activity relationship studies can use it as a dependable scaffold. It also suits teaching and thesis work on heterocyclic chemistry, where students practise functional group transformations on a well-defined aromatic heterocycle and learn how small structural changes affect biological or physical behaviour.

Related TCI products

Medicinal chemistry analogue synthesis: the modifiable hydroxymethyl group lets researchers build a series of isoxazole derivatives from one starting material for structure-activity relationship studies.
Oxidation to aldehydes and carboxylic acids: the primary alcohol can be oxidized to give isoxazole aldehydes or acids, which serve as intermediates for further coupling and condensation reactions.
Nucleophilic substitution routes: converting the alcohol to a halide or mesylate gives a reactive electrophile, so amines, thiols, and other nucleophiles can be attached to the isoxazole scaffold.
Ether and ester formation: etherification and esterification of the hydroxyl group give quick access to derivatives with different lipophilicity and steric properties for screening programs.
Bioisostere design in drug discovery: the isoxazole ring often replaces ester or amide groups, so this building block helps researchers study more stable alternatives to those functional groups.

Brand	TCI (product code P2386)
CAS number	1619-37-0
Molecular formula	—
Purity	—
Category	Chemistry > Building Blocks > Heterocyclic Building Blocks
Pack sizes	available in TCI's standard pack sizes; please check the product listing for current options
Physical form	refer to the TCI product label and Safety Data Sheet
Storage	follow the storage conditions stated on the TCI label and Safety Data Sheet

Store this compound in its original, tightly closed container in a cool, dry, well-ventilated place, away from direct sunlight, heat sources, and strong oxidizing agents. Follow the storage temperature on the TCI label. Reseal the container right after use to limit exposure to moisture and air. Handle the material in a fume hood or well-ventilated area, and wear safety glasses, chemical-resistant gloves, and a lab coat. Avoid breathing dust or vapour and avoid contact with skin and eyes. Read the Safety Data Sheet before use, and dispose of waste according to institutional and local regulations.

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