(1S,2S,3R,5S)-3-(7-amino-5-(propylthio)-3H-[1,2,3]triazolo[4,5-d]pyrimidin-3-yl)-5-(2-hydroxyethoxy)cyclopentane-1,2-diol RC00255

Manufacturer: Hangzhou Royalchem Co.,LTD.

Website:   www.cnroyalchem.com

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

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

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

Here is a detailed product description for the compound   1251765-07-7 (1S,2S,3R,5S)-3-(7-amino-5-(propylthio)-3H-[1,2,3]triazolo[4,5-d]pyrimidin-3-yl)-5-(2-hydroxyethoxy)cyclopentane-1,2-diol :

1. Chemical Identification

CAS Number:  1251765-07-7

IUPAC Name:  (1S,2S,3R,5S)-3-(7-Amino-5-(propylthio)-3H-[1,2,3]triazolo[4,5-d]pyrimidin-3-yl)-5-(2-hydroxyethoxy)cyclopentane-1,2-diol

Synonyms:

(1S,2S,3R,5S)-3-[7-Amino-5-(propylsulfanyl)-[1,2,3]triazolo[4,5-d]pyrimidin-3-yl]-5-(2-hydroxyethoxy)cyclopentane-1,2-diol

5-(Propylthio)-3-[(1S,2S,3R,5S)-2,3-dihydroxy-5-(2-hydroxyethoxy)cyclopentyl]-3H-[1,2,3]triazolo[4,5-d]pyrimidin-7-amine

Molecular Formula:  C₁₇H₂₅N₇O₄S

Molecular Weight:  423.50 g/mol

2. Structural Features

Core Scaffold:  Cyclopentane ring fused with a modified nucleobase.

Nucleobase Analog:  7-Amino-5-(propylthio)-3H-[1,2,3]triazolo[4,5-d]pyrimidine – a purine mimetic with:

Triazole Fusion:  Mimics imidazole ring of purines.

Amino Group (-NH₂):  At position 7 (similar to adenine's C6-NH₂).

Propylthioether (-S-CH₂CH₂CH₃):  At position 5 (hydrophobic/lipophilic modification).

Cyclopentane Diol Moiety:

Defined stereochemistry  (1S,2S,3R,5S)  critical for biological activity.

Two Vicinal Diols (-OH groups at C1 & C2):  Imparts high polarity and potential for H-bonding.

Ether Linkage:  2-Hydroxyethoxy group  (-O-CH₂CH₂OH)  attached to C5 of cyclopentane:

Enhances water solubility.

Provides terminal primary alcohol for potential derivatization.

3. Physicochemical Properties

Appearance:  Typically supplied as a white to off-white solid.

Solubility:

Moderately soluble in water (due to multiple -OH groups).

Soluble in polar organic solvents (e.g., DMSO, methanol, ethanol).

Low solubility in non-polar solvents (hexane, chloroform).

Stability:

Stable under inert conditions at recommended temperatures.

Sensitive  to strong acids/bases, oxidizing agents, and prolonged light exposure.

Hygroscopic – store under desiccant.

Chirality:  Four chiral centers – stereochemical purity is essential.

4. Applications & Significance

Primary Use:   Pharmaceutical Intermediate/Research Compound.

Target Class:  Likely a  modified nucleoside analog  targeting nucleic acid metabolism or nucleoside-binding proteins.

Potential Therapeutic Areas:

Antiviral agents (structure mimics nucleosides critical for viral replication).

Oncology (targeting DNA synthesis/purine metabolism).

Cardiovascular or inflammatory diseases (P2Y receptor modulation possible due to triazolopyrimidine core).

Research Relevance:  Used to study structure-activity relationships (SAR) of carbocyclic nucleosides or enzyme inhibition mechanisms.

5. Handling & Storage

Storage Conditions:   -20°C or below , under inert atmosphere (nitrogen/argon), protected from light and moisture.

Handling Precautions:

Use personal protective equipment (gloves, lab coat, eye protection).

Avoid inhalation, ingestion, or skin contact.

Handle in a well-ventilated fume hood.

Stability Considerations:

Solutions in DMSO or water should be stored frozen and used rapidly.

Monitor for decomposition (e.g., discoloration, precipitation).

6. Quality Specifications (Typical)

Purity (HPLC/LC-MS):  ≥95% (research grade); ≥98% (higher grades available).

Chiral Purity (Chiral HPLC):  ≥99% ee (enantiomeric excess) for specified stereoisomer.

Impurities: Controlled for related substances, residual solvents (per ICH guidelines). 

Confirmation:  Identity verified by NMR (¹H, ¹³C), LC-MS, and IR spectroscopy.

7. Safety Data

Classification:  Hazard potential not fully characterized. Treat as hazardous.

Risk Phrases (Pre-GHS):  May cause eye/skin irritation. Harmful if swallowed.

Safety Phrases:  Use appropriate containment and hygiene practices. Refer to Safety Data Sheet (SDS) before handling.