(trans-4-(4-Amino-3-(difluoromethyl)-1H-pyrazol-1-yl)cyclohexyl)methanol
[CAS# 2434841-21-9]

Identification

• Classification: Organic raw materials >> Alcohols, phenols, phenolic compounds and derivatives
• Name: (trans-4-(4-Amino-3-(difluoromethyl)-1H-pyrazol-1-yl)cyclohexyl)methanol
• Synonyms: [4-[4-amino-3-(difluoromethyl)pyrazol-1-yl]cyclohexyl]methanol
• Molecular Formula: C₁₁H₁₇F₂N₃O
• Molecular Weight: 245.27
• CAS Registry Number: 2434841-21-9
• SMILES: C1CC(CCC1CO)N2C=C(C(=N2)C(F)F)N

Properties

• Density: 1.5±0.1 g/cm³ Calc.^*
• Boiling point: 419.5±40.0 °C 760 mmHg (Calc.)^*
• Flash point: 207.5±27.3 °C (Calc.)^*
• Index of refraction: 1.602 (Calc.)^*

^* Calculated using Advanced Chemistry Development (ACD/Labs) Software.

Safety Data

• Hazard Symbols: GHS07 Warning
• Risk Statements: H315-H319
• Safety Statements: P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313

Discovery and Applications

(trans-4-(4-Amino-3-(difluoromethyl)-1H-pyrazol-1-yl)cyclohexyl)methanol is a stereochemically defined organic building block bearing a substituted pyrazole ring attached at the 4-position of a cyclohexylmethanol skeleton in the trans configuration. The molecule’s molecular formula is C₁₁H₁₇F₂N₃O and its CAS number is 2434841-21-9. The structural features include a cyclohexane ring (with substituents at positions 1-(methanol) and 4-(pyrazole)), a 4-amino and 3-difluoromethyl substituent on the pyrazole, and the alcohol functionality (methanol) on the cyclohexyl moiety.

In terms of its origin and discovery, the compound appears as a commercial research reagent rather than as a classical target of medicinal chemistry disclosed in academic literature. Its availability from chemical suppliers with stereochemical specification (“(1r,4r)-” or “trans-” cyclohexyl) indicates it is used as a building block for more complex molecules—especially when a difluoromethyl pyrazole fragment is required. The difluoromethyl (–CF₂H) substituent on the pyrazole provides a lipophilic and electron-modulating fragment increasingly common in modern medicinal-chemical design, and its attachment to a conformationally defined cyclohexylmethanol scaffold suggests this reagent is introduced when precise spatial geometry is needed in downstream synthesis.

The primary application of this compound is in synthetic chemistry and medicinal-chemistry workflows. It serves as an advanced intermediate or fragment to incorporate a difluoromethylated pyrazole motif into more complex target molecules, such as small-molecule inhibitors or receptor ligands. The stereochemistry (trans-cyclohexyl) ensures fixed orientation of substituents, which can be important for binding-site interactions or structure-activity relationship (SAR) optimisation. The methanol handle on the cyclohexyl unit enables further functionalisation (e.g., activation to a leaving group, oxidation to aldehyde or acid, or derivatisation to ethers/esters) facilitating connection of this fragment into more elaborate scaffolds.

From a practical perspective in the laboratory, this reagent is supplied as a solid (typical purity ≥ 95 %) and should be handled under standard synthetic organic conditions. Given the presence of difluoromethyl and pyrazole functionality, one must consider the possibility of hydrogen-fluorine interactions and potential volatility or moisture sensitivity. Storage in a sealed desiccator and avoidance of strong acids or bases (which may deprotonate the amino group) are recommended. The alcohol functionality also invites potential oxidation or side-reactions if left exposed. Because this building block is used in medicinal-chemistry contexts, the stereochemical integrity (trans-cyclohexyl configuration) and purity (enantiomeric/stereoisomeric excess) are critical for reproducible downstream synthesis and biological screening.

In summary, (trans-4-(4-Amino-3-(difluoromethyl)-1H-pyrazol-1-yl)cyclohexyl)methanol is a modern synthetic reagent designed to deliver a difluoromethyl‐pyrazole motif attached to a stereochemically constrained cyclohexylmethanol scaffold. Its value lies in its use as a fragment in medicinal-chemistry and drug-discovery programmes, where the combination of difluoromethyl substitution, heterocycle (pyrazole) and defined stereochemistry on a cyclohexylmethanol core enables precise molecular design and attachment to further structural units.