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(+)-Cloprostenol sodium
1. Basic Information
Name: (+)-Cloprostenol sodium
Alias: Cloprostenol sodium salt, (9S,11R,15S)-16-(3-chlorophenoxy)-9,11,15-trihydroxy-17,18,19,20-tetranorprosta-4,5,13-trien-1-oic acid sodium
CAS No.: 62561-03-9
Molecular Formula: C22H28ClNaO6
Molecular Weight: 446.90
Category: Synthetic prostaglandin veterinary API, animal reproductive regulation drug raw material, prostaglandin heterocyclic chiral intermediate
2. Physical and Chemical Properties
Physical Properties
- Appearance: White to off-white amorphous lyophilized crystalline powder
- Odor: Odorless, slight bitter taste
- Solubility: Freely soluble in water, methanol, ethanol; slightly soluble in acetone; insoluble in ethyl acetate, petroleum ether, alkanes
- Melting Point: Decomposes above 165 ℃
- Specific Rotation [α]???: +22° ~ +28° (c=1, methanol)
- Density (predicted): 1.29 g/cm3
- Hygroscopy: Strongly hygroscopic under high humidity
- Aqueous property: Weakly alkaline aqueous solution, stable within pH 6–9
Chemical Properties
- Molecular structure: Chiral prostaglandin sodium salt, contains chlorophenoxy side chain, three hydroxyl groups, conjugated triene carboxylic acid sodium salt, multiple chiral carbon centers with stable (+) optical configuration
- Salt dissociation: Dissociates into cloprostenol anion and sodium ion after dissolving in water, improves water solubility for injection preparation
- Double bond oxidation: Conjugated triene structure easily oxidized by air and UV light, leading to reduced biological activity and discoloration
- Hydroxyl reactivity: Polyhydroxy groups can form ester derivatives under acid catalysis; carboxylic acid group undergoes esterification, amidation
- Thermal stability: Stable below 60 ℃; high temperature heating triggers double bond polymerization and decomposition, loss of estrus regulation activity
- Photostability: Extremely light-sensitive, long-term light storage turns pale yellow-brown
- Compatibility: Compatible with neutral aqueous buffer, low-carbon alcohols; incompatible with strong oxidants, concentrated strong acid, heavy metal ions
3. Main Application Fields
1. Veterinary Reproductive API (Core Application)
Raw material for animal injection preparations; luteolytic prostaglandin, used for cattle, sheep, pigs, dogs estrus synchronization, parturition induction, treatment of ovarian cysts and postpartum uterine lochiorrhea
2. Prostaglandin Chiral Synthetic Intermediate
Precursor for other modified prostaglandin animal reproductive regulation derivatives
3. Pharmacology Research Reagent
Standard compound for prostaglandin receptor activity screening laboratory experiments
4. Veterinary Drug Reference Standard
HPLC calibration standard for prostaglandin veterinary raw material detection
4. Quality Specification Table
| Test Item | Standard Specification |
| CAS Number | 62561-03-9 |
| Molecular Formula | C22H28ClNaO6 |
| Appearance | Uniform white lyophilized powder without brown oxidized impurities |
| HPLC Purity | Veterinary Injection Grade ≥98.5% |
| Specific Optical Rotation | +22° ~ +28° (c=1, MeOH) |
| Water Content (KF) | ≤3.00% |
| Residue on Ignition | 10.0% ~ 13.0% |
| Single Maximum Unknown Impurity | ≤0.20% |
| Chiral Isomer Excess | ≥99.0% (+)-isomer |
| Heavy Metals (Pb) | ≤10 ppm |
| Microbiological Limit | No pathogenic bacteria, total bacteria count meets veterinary injection standard |
| Packaging | 1g/10g vacuum aluminum foil vial, 1kg/5kg light-proof vacuum bag, 25kg PE lined freeze-drying fiber drum |
| Storage Condition | Hermetically sealed cool warehouse 2–8 ℃, full light shielding, isolate air and oxidizing substances |
| Transportation Requirement | Hygroscopic light-sensitive prostaglandin powder, cold-chain light-proof sealed packaging |
| Shelf Life | 24 months under nitrogen vacuum sealed refrigerated storage |
Safety Warning
Irritant chlorinated prostaglandin powder. Dust irritates eyes, nasal tract and respiratory tract; skin contact may cause local vasodilation, redness and itching; pregnant operators must avoid exposure, may induce uterine contraction risk. All operations must be carried out in sterile ventilated fume hood with dust-proof respirator, splash-proof goggles and chemical-resistant nitrile gloves. Strictly avoid contact with strong oxidants to prevent conjugated double bond oxidation and activity loss. Waste liquid neutralized before discharge; solid waste classified as veterinary hormone hazardous waste disposed by licensed professional institutions.
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