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CAS 936-05-0

2-Hydroxymethyl-1-methyl-5-nitroimidazole TCI H1439

2-Hydroxymethyl-1-methyl-5-nitroimidazole TCI H1439

Chemical Identity

CAS No.
936-05-0
PubChem
CID 557356·SID 253660287
Formula
C5H7N3O3
Molecular weight
157.13 g/mol
Purity
>98.0%(GC)(T)
Full identifiers (IUPAC, SMILES, InChIKey)
IUPAC
(1-methyl-5-nitroimidazol-2-yl)methanol
SMILES
CN1C(=CN=C1CO)[N+](=O)[O-]
InChIKey
JSAQDPJIVQMBAY-UHFFFAOYSA-N
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2-Hydroxymethyl-1-methyl-5-nitroimidazole is a heterocyclic compound belonging to the nitroimidazole class. Its structure is built around a five-membered imidazole ring containing two nitrogen atoms, carrying a methyl group on the ring nitrogen, a nitro group at the five position, and a hydroxymethyl group at the two position. In the laboratory, this compound serves both as a heterocyclic building block and as a related compound in the analysis of nitroimidazole-class drugs, because its skeleton is closely related to antimicrobial compounds that are widely studied in the fields of pharmacy and microbiology.

The property that makes this material a frequent choice is the combination of a strongly electron-withdrawing nitro group with a hydroxymethyl group that is easily derivatised. The nitro group on the imidazole ring governs the redox behaviour characteristic of this class of compounds, and is the distinguishing feature that produces strong ultraviolet absorption — a considerable help in chromatographic detection. The hydroxymethyl group, meanwhile, behaves as a primary alcohol and can therefore be esterified, etherified, converted into a leaving group, or oxidised, opening routes toward new derivatives without disturbing the core heterocyclic ring. The skeleton is also relatively stable under ordinary laboratory storage conditions.

In Indonesian laboratories, this compound is typically encountered in synthetic and analytical work on nitroimidazole chemistry. It is used by university research groups, pharmaceutical development laboratories, and quality control units that require a defined heterocyclic intermediate or a structurally related reference material. Because the compound supplied under TCI catalogue number H1439 is intended for research and analytical purposes, it generally reaches the bench through institutional procurement for synthesis, method development, and teaching work in organic and medicinal chemistry.

  • Heterocyclic building block in organic synthesis: the reactive primary alcohol at the two position provides a convenient handle for esterification, etherification, or conversion to a leaving group while the nitroimidazole core remains intact.
  • Related compound in nitroimidazole drug analysis: the structural kinship with widely studied nitroimidazole antimicrobials makes this material useful when identifying or characterising structurally related species in analytical work.
  • Chromatographic method development: the strong ultraviolet absorption conferred by the ring nitro group supports straightforward detection, allowing analysts to establish retention behaviour and detection parameters with confidence.
  • Medicinal chemistry research on nitroimidazole scaffolds: the derivatisable hydroxymethyl group lets research groups prepare new analogues systematically without needing to reconstruct the heterocyclic ring itself.
  • Redox and electron-transfer studies of nitroheterocycles: the electron-withdrawing nitro group on the imidazole ring determines the redox behaviour of this compound class, making the material a representative subject for such investigations.

Brand TCI (Tokyo Chemical Industry), catalogue number H1439
CAS number 936-05-0
Molecular formula —
Purity —
Category Chemistry > Building Blocks > Heterocyclic Building Blocks
Pack sizes available in the standard research-scale pack sizes offered by TCI for this catalogue item; please refer to the product listing for the sizes currently catalogued
Physical form —
Storage store in a closed container under the conditions stated on the manufacturer's label and documentation
  • Chemical name: 2-Hydroxymethyl-1-methyl-5-nitroimidazole

Store the container tightly closed in a cool, dry, well-ventilated area away from direct sunlight, moisture, and incompatible materials, following the storage conditions stated on the manufacturer's label and safety data sheet. Keep the material in its original supplier packaging or in a suitably resistant, clearly labelled container, and reseal it promptly after each use to limit exposure to atmospheric moisture. Handle the compound in a fume hood using standard personal protective equipment — laboratory coat, safety goggles, and chemically resistant gloves — and avoid generating dust or inhaling any airborne material. As with other nitro-substituted organic compounds, keep the material away from strong oxidising and reducing agents and from sources of heat or ignition. Consult the manufacturer's safety data sheet before first use, and dispose of residues and contaminated consumables through your institution's chemical waste route.

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