(S)-(-)-1,2-Diaminopropane dihydrochloride (CAS NO.: 19777-66-3)：Chiral building block for dexrazoxane.
1、 Product Overview
(S)-(-)-1,2-Diaminopropane dihydrochloride is an important chiral pharmaceutical intermediate, mainly used as a key synthetic building block for the cardioprotective drug dexrazoxane.
2、 Basic Product Information
1）Product Name: (S)-(-)-1,2-Diaminopropane dihydrochloride
2）CAS NO.：19777-66-3
3）Molecular formula: C3H11ClN2
4）Molecular weight: 110.59
5）Structural formula:
6）Purity: ≥99%
7）Appearance: Chiral building block；intermediate
8）Boiling point: ＞227°C
9）Transport Information: Not dangerous goods
10）Product Manager Email:jessie@coreychem.com
3、 Frequently Asked Questions (FAQ)
Question 1:Please describe the basic physical characteristics of (S)-(-)-1,2-Diaminopropane dihydrochloride（CAS NO.: 19777-66-3）.
This product is a white to off-white crystalline powder with the molecular formula C₃H₁₀N₂·2HCl and a molecular weight of 147.04. It is readily soluble in water, and its aqueous solution is acidic. The specific optical rotation is approximately -4° (c=20, water). The melting point is about 227-229°C with decomposition upon melting. It is hygroscopic and should be stored in a sealed, moisture-proof container.
Question 2:Key Application Features of This Product
Its core application is as a chiral source for the synthesis of dexrazoxane — a cardioprotective agent used to reduce the cardiotoxicity of anthracycline chemotherapy drugs. In addition, it is used to construct chiral imidazoline compounds, chiral ligands, and as a precursor for chiral resolving agents or NMR chiral shift reagents. In the field of asymmetric catalysis, it can serve as a chiral diamine backbone for various stereoselective reactions.
Question 3:Role of This Product in Nutritional and Therapeutic Applications
Dexrazoxane is a single-enantiomer drug, and only the (S)-configuration is effective. Therefore, the chiral purity of this intermediate directly determines the safety and efficacy of the final drug. Regulatory requirements typically demand that the (R)-enantiomer not exceed 0.1%, which places extremely high demands on the production process and raw material control. It is one of the few key intermediates where chiral purity directly affects whether a drug registration can be approved.
Question 4:Storage and Handling of This Product
It should be stored in a sealed, light-resistant, and dry container, preferably under nitrogen or argon protection, in a cool place at room temperature. During handling, wear gloves, goggles, and a dust mask to avoid dust inhalation and skin contact. This product is not classified as a dangerous good for transport, but it should be kept away from strong oxidizing agents and strong acids.
Question 5:Effect of Stability or Formulation on the Actual Performance of This Product
Moisture is the main factor — hygroscopic absorption can affect weighing accuracy and long-term stability. Excessive temperature may cause decomposition or racemization. Light exposure may accelerate degradation. For chiral synthesis applications, any storage or handling condition that leads to (R)-enantiomer exceeding the limit will render the product unusable. Therefore, moisture-proof, light-protected, and temperature-controlled management throughout the entire process from warehousing to use is key to ensuring its performance.
4、 Application Cases
Application 1:(S)-(-)-1,2-Diaminopropane dihydrochloride（CAS NO.: 19777-66-3） in the Pharmaceutical Field
This product is an indispensable chiral raw material for the synthesis of dexrazoxane. As a cardioprotective agent for anthracycline chemotherapy drugs, dexrazoxane’s pharmacological activity depends entirely on the (S)-configuration. This intermediate provides the chiral center required by the drug molecule, ensuring that the final product can effectively chelate iron ions and reduce myocardial oxidative damage. If the (R)-enantiomer is present, it is not only ineffective but may also pose safety risks. Therefore, the chiral purity of this product is a critical factor in drug quality control.
Application 2:The Application of (S)-(-)-1,2-Diaminopropane Dihydrochloride in Asymmetric Synthesis
This compound is a chiral C3 building block with two reactive amino groups, and it can serve as the backbone of chiral ligands in asymmetric catalysis. Its two amino groups can coordinate separately with metal centers to form catalytically active sites with stereoselectivity, which are used in asymmetric hydrogenation, cyclopropanation, and other reactions. It can also act as a chiral resolving agent, forming diastereomeric salts with racemates, enabling optical resolution through crystallization or chromatography, and providing an effective route to single-configuration pharmaceutical intermediates.
Application 3:The Application of (S)-(-)-1,2-Diaminopropane Dihydrochloride in Chemical Analysis
A derivative of this product, (S)-PDTA, is a chiral shift reagent widely used in chiral analysis. In NMR analysis, (S)-PDTA can form diastereomeric complexes with chiral substrates, causing different configurations to produce distinguishable signals in the spectrum, thereby enabling quantitative determination of enantiomeric purity. This method is of great value in drug development and quality control, especially for purity assessment of chiral pharmaceutical intermediates.
Application 4:The Application of (S)-(-)-1,2-Diaminopropane Dihydrochloride in Pesticides and Fine Chemicals
This product can be used as a raw material for the synthesis of chiral pesticide intermediates. Many modern pesticides possess chiral centers, and different enantiomers often differ significantly in biological activity — one configuration may be effective while the other is ineffective or even harmful. Using this product as a chiral building block allows the targeted synthesis of single-enantiomer pesticides with high activity, reducing the use of ineffective isomers, lowering environmental burden, and improving pesticide utilization efficiency, in line with the development trends of green chemistry and precision agriculture.
Application 5:The Potential Application of (S)-(-)-1,2-Diaminopropane Dihydrochloride in Materials Science
This product can be used to construct chiral functional materials, including chiral metal-organic frameworks (MOFs), chiral polymers, and chiral ionic liquids. These materials have potential applications in chiral separation, chiral catalysis, and chiral sensing. For example, chiral MOFs synthesized using this product as a building unit can be used as chromatographic stationary phases for the separation and analysis of chiral drugs, providing a new technical pathway for the development of chiral materials.
5、 Safety and Storage
1）This product is hygroscopic; protect from moisture.
2）Recommended to store at room temperature in a cool, dry, and well-ventilated area. For long-term storage, filling with inert gas is recommended.
6、Product Manager Information
Product Manager: Jessie Liu
Email: jessie@coreychem.com
