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s 12 diaminopropane dihydrochloride cas no 19777 66 3

(S)-(-)-1,2-Diaminopropane dihydrochloride

CAS NO.:19777-66-3

Purity: ≥99%

Appearance: White or off-white powder

Product Manager Email:jessie@coreychem.com

Product name (S)-(-)-1,2-Diaminopropane dihydrochloride
Synonym L-1,2-PROPANEDIAMINE DIHYDROCHLORIDE;PROPYLENEDIAMINE DIHYDROCHLORIDE;(S)-(-)-1,2-DIAMINOPROPANE DIHYDROCHLORIDE;(S)-1,2-DIAMINOPROPANE DIHYDROCHLORIDE;(S)-1,2-PROPANEDIAMINE DIHYDROCHLORIDE
  19777-66-3
Appearance White or off-white powder
Purity ≥99%
MF C3H11ClN2
MW 110.59
Related categories Chiral building block;intermediate
Transport Information Not dangerous goods
Product photo
Product Manager Email: jessie@coreychem.com

 

Frequently Asked Questions

 

Question 1:What are the basic physical properties of (S)-(-)-1,2-Diaminopropane dihydrochloride(CAS NO.: 19777-66-3)?

(S)-(-)-1,2-Diaminopropane dihydrochloride is a white to off-white crystalline powder. Its molecular formula is C₃H₁₀N₂·2HCl, and its molecular weight is 147.04. It is soluble in water and typically has a specific optical rotation of [α]²⁰/D ≈ -4° (c=20, H₂O). The melting point is approximately 227-229°C (with decomposition). It is hygroscopic and should be stored under inert gas in a cool, dark place.

Question 2:In terms of its application, what are the key features of this product?

(S)-(-)-1,2-Diaminopropane dihydrochloride is a chiral C3-diamine building block widely used in asymmetric synthesis and pharmaceutical development. Its most significant feature is its role as the designated starting material for the synthesis of dexrazoxane, an FDA-approved cardioprotective drug used to prevent anthracycline-induced cardiotoxicity. The (S)-enantiomer is essential; the (R)-enantiomer is an unsuitable byproduct of the resolution process. It is also used in the preparation of chiral imidazoline derivatives and chiral NMR shift reagents such as (S)-PDTA.

Question 3:What role does this product play in pharmaceutical and therapeutic applications?

This compound serves as a critical chiral synthon in the pharmaceutical industry. It is the non-negotiable precursor for dexrazoxane, where strict enantiomeric purity (typically requiring ≤0.1% of the (R)-enantiomer) is mandatory for regulatory compliance and drug efficacy. The (S)-configuration provides the correct three-dimensional geometry necessary for biological activity. Additionally, it is employed in synthesizing chiral ligands and other optically active pharmaceutical intermediates where stereochemical integrity directly impacts therapeutic outcomes.

Question 4:How should this product be stored and handled?

It should be stored in a tightly closed container under inert gas, in a cool, dark, and well-ventilated area at room temperature. The compound is hygroscopic and sensitive to moisture, so exposure to humid air should be minimized. Handling should be performed with appropriate personal protective equipment (gloves, eye protection, dust mask) in a well-ventilated environment. It is generally classified as a non-dangerous good for transport but should be kept away from strong oxidizing agents and incompatible substances.

Question 5:How does the stability or formulation of this product affect its actual performance?

The dihydrochloride salt form offers improved stability and handling convenience compared to the free base, ensuring reliable chiral integrity during multi-step synthesis. However, the compound is hygroscopic, meaning it can absorb moisture from the air, which may affect weighing accuracy and long-term storage stability if not properly protected. For pharmaceutical applications, maintaining the enantiomeric purity is paramount; any racemization or contamination with the (R)-enantiomer during storage or handling would render the material unsuitable for dexrazoxane synthesis. Proper storage under inert gas at controlled temperature is critical to preserving both chemical and stereochemical integrity .

Application 1:What is the role of (S)-(-)-1,2-Diaminopropane dihydrochloride(CAS NO.: 19777-66-3) in the Pharmaceutical Field?

In the pharmaceutical field, this product serves as a key chiral intermediate for the synthesis of dexrazoxane. Dexrazoxane is a cardioprotective agent used to prevent cardiotoxicity caused by anthracycline antitumor drugs (such as doxorubicin). Its mechanism of action involves chelating iron ions, thereby reducing oxidative damage to myocardial cells caused by anthracycline-iron complexes. The (S)-configuration is the essential configuration for the drug’s activity, and the presence of any (R)-enantiomer can affect the efficacy and safety of the final drug product.

Application 2:What is the role of this product in Asymmetric Synthesis?

In asymmetric synthesis, this product serves as a chiral C3 diamine building block that can be used to construct various chiral catalysts and ligands. Its two amino groups can provide different coordination environments and form chiral complexes with metal centers, which are used to catalyze asymmetric hydrogenation, asymmetric cyclopropanation, and other reactions. In addition, it can also act as a chiral resolving agent for the optical resolution of racemic compounds, helping to obtain single-configuration pharmaceutical intermediates.

Application 3:What is the use of this product in the field of Chemical Analysis?

In analytical chemistry, a derivative of this product, (S)-PDTA ((S)-1,2-diaminopropanetetraacetic acid), is a commonly used chiral NMR shift reagent. It can form diastereomeric complexes with chiral substrates, causing chemical shift differences between different configurations in the NMR spectrum, thereby enabling the determination of enantiomeric purity. This application is very important in pharmaceutical quality control and chiral compound research.

Application 4:What is the role of this product in the Pesticide and Fine Chemical Fields?

In the pesticide and fine chemical fields, this product can be used as a raw material for synthesizing chiral pesticide intermediates. Many modern pesticides (such as certain herbicides and insecticides) possess chiral centers, and different enantiomers can differ significantly in biological activity. 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.

Application 5:What are the potential applications of this product in the Field of Materials Science?

In materials science, this product can be used to synthesize chiral functional materials, such as 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 to separate chiral drugs in gas or liquid chromatography, providing new technical approaches for chiral analysis.

Conventional packaging:

1kg/bag;

20kg/drum;

According to customer needs

Storage Conditions:

This product is hygroscopic; protect from moisture.
Recommended to store at room temperature in a cool, dry, and well-ventilated area. For long-term storage, filling with inert gas is recommended.

For further information about the product, please contact:

Product Manager Email:jessie@coreychem.com

 

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