5-[(S)-2,2-Dimethyltetrahydro-2H-pyran-4-yl]-1-[(1S,2S)-2-methyl-1-(5-oxo-4,5-dihydro-1,2,4-oxadiazol-3-yl)cyclopropyl]-1H-indole-2-carboxylic Acid

Manufacturer: Hangzhou Royalchem Co.,LTD.

Website:   www.cnroyalchem.com

【 Providing a complete set of intermediates and impurities for Orforglipron 】

【 Providing a complete set of intermediates and impurities for Orforglipron 】

【 Providing a complete set of intermediates and impurities for Orforglipron 】

Here is a detailed product description for  CAS 2212021-83-3: 5-[(S)-2,2-Dimethyltetrahydro-2H-pyran-4-yl]-1-[(1S,2S)-2-methyl-1-(5-oxo-4,5-dihydro-1,2,4-oxadiazol-3-yl)cyclopropyl]-1H-indole-2-carboxylic Acid :

Product Identification

Chemical Name:
5-[(S)-2,2-Dimethyltetrahydro-2H-pyran-4-yl]-1-[(1S,2S)-2-methyl-1-(5-oxo-4,5-dihydro-1,2,4-oxadiazol-3-yl)cyclopropyl]-1H-indole-2-carboxylic Acid

CAS Registry Number:  2212021-83-3

Molecular Formula:  C₂₄H₂₇N₃O₅ (calculated from structure)

Exact Mass:  ~437.20 g/mol

Structural Features & Properties

Core Scaffold:

Indole-carboxylic acid backbone:  Features a 1H-indole ring substituted at the 2-position with a carboxylic acid (–COOH). This moiety is common in bioactive compounds and may confer target-binding interactions.

Chiral tetrahydropyran substituent (Position 5):  An  (S) -configured 2,2-dimethyltetrahydropyran ring enhances stereoselectivity and influences pharmacokinetic properties (e.g., metabolic stability).

Complex cyclopropyl substituent (N1-position):  A  (1S,2S) -2-methylcyclopropyl group fused to a  1,2,4-oxadiazolone  heterocycle (5-oxo-4,5-dihydro-1,2,4-oxadiazol-3-yl). This strained system is often designed for target engagement (e.g., enzyme inhibition).

Key Functional Groups:

Carboxylic Acid (–COOH): Enables salt formation (e.g., sodium salt) for solubility optimization.

Oxadiazolone Ring: A five-membered heterocycle with potential hydrogen-bonding capacity; prone to hydrolysis under acidic/basic conditions.

Multiple Chiral Centers: Three defined stereocenters [(S)-pyran, (1S,2S)-cyclopropyl] critical for biological activity.

Physicochemical Properties:

Solubility:  Low solubility in water; soluble in polar organic solvents (e.g., DMSO, methanol).

Stability:  Sensitive to light, heat, and humidity. Store at -20°C under inert gas.

Lipophilicity:  Moderate cLogP (estimated ~3.5–4.0); may require formulation for bioavailability.

Applications & Use

Primary Use:   Pharmaceutical Research Compound

Likely developed as a  small-molecule inhibitor  targeting enzymes or receptors (e.g., proteases, kinases, or viral targets). The oxadiazolone group is a known bioisostere for amides/carboxylates in drug design.

Stereochemistry suggests optimization for target specificity (e.g., antiviral or anti-inflammatory applications).

Research Context:

Used in  hit-to-lead optimization  and preclinical studies.

Evaluated for potency (IC₅₀/EC₅₀), selectivity, ADME (absorption, distribution, metabolism, excretion), and toxicology.

Handling & Storage

Storage Conditions:

Temperature:  -20°C ± 5°C (long-term); short-term at 2–8°C.

Atmosphere:  Inert gas (argon or nitrogen) to prevent oxidation.

Packaging:  Sealed dark glass vials with PTFE-lined caps.

Handling Precautions:

Use personal protective equipment (gloves, goggles).

Avoid inhalation or contact with skin/eyes.

Handle in a well-ventilated fume hood.

Safety & Regulatory Information

Hazard Statements:  Not fully characterized. Assume toxicity (H302, H315, H319, H335 possible).

Disposal:  Incinerate as hazardous waste under local regulations.

Regulatory Status:  For research use only (RUO). Not for diagnostic, therapeutic, or consumer applications.