Cas no 200621-69-8 ((R)-3-Amino-1-phenylpropan-1-ol hydrochloride)

(R)-3-Amino-1-phenylpropan-1-ol hydrochloride is a chiral organic compound featuring both an amino and a hydroxyl functional group attached to a phenyl-substituted propane backbone. Its hydrochloride salt form enhances stability and solubility, making it suitable for synthetic applications in pharmaceuticals and fine chemicals. The (R)-enantiomer is particularly valuable in asymmetric synthesis and as a building block for bioactive molecules, including CNS-targeting drugs. The compound’s defined stereochemistry ensures high enantiopurity, critical for research in medicinal chemistry and catalysis. Its well-characterized structure and consistent purity make it a reliable intermediate for academic and industrial laboratories. Storage under controlled conditions is recommended to maintain integrity.
(R)-3-Amino-1-phenylpropan-1-ol hydrochloride structure
200621-69-8 structure
Product Name:(R)-3-Amino-1-phenylpropan-1-ol hydrochloride
CAS No:200621-69-8
MF:C9H14ClNO
MW:187.666561603546
CID:5741060
PubChem ID:71743684
Update Time:2025-05-24

(R)-3-Amino-1-phenylpropan-1-ol hydrochloride Chemical and Physical Properties

Names and Identifiers

    • (R)-3-Amino-1-phenylpropan-1-ol hydrochloride
    • (R)-3-AMINO-1-PHENYLPROPAN-1-OL HCL
    • 200621-69-8
    • SCHEMBL16032107
    • (R)-3-Amino-1-phenylpropan-1-olhydrochloride
    • Inchi: 1S/C9H13NO.ClH/c10-7-6-9(11)8-4-2-1-3-5-8;/h1-5,9,11H,6-7,10H2;1H/t9-;/m1./s1
    • InChI Key: GWAJWRXFIVOHTE-SBSPUUFOSA-N
    • SMILES: Cl.O[C@@H](C1C=CC=CC=1)CCN

Computed Properties

  • Exact Mass: 187.0763918g/mol
  • Monoisotopic Mass: 187.0763918g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 3
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 3
  • Complexity: 99.7
  • Covalently-Bonded Unit Count: 2
  • Defined Atom Stereocenter Count: 1
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Topological Polar Surface Area: 46.2?2

(R)-3-Amino-1-phenylpropan-1-ol hydrochloride Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
Crysdot LLC
CD12098662-1g
(R)-3-Amino-1-phenylpropan-1-ol hydrochloride
200621-69-8 97%
1g
$709 2024-07-24

Additional information on (R)-3-Amino-1-phenylpropan-1-ol hydrochloride

Introduction to (R)-3-Amino-1-phenylpropan-1-ol Hydrochloride (CAS No. 200621-69-8)

(R)-3-Amino-1-phenylpropan-1-ol hydrochloride (CAS No. 200621-69-8) is a chiral compound that has garnered significant attention in the fields of medicinal chemistry and pharmaceutical research. This compound, also known as (R)-α-methylbenzylamine hydrochloride, is a derivative of phenylalanine and possesses unique structural and functional properties that make it a valuable intermediate in the synthesis of various bioactive molecules.

The (R)-3-Amino-1-phenylpropan-1-ol hydrochloride molecule is characterized by its chiral center, which imparts enantiomeric specificity to the compound. This enantiomeric purity is crucial in pharmaceutical applications, where the biological activity and pharmacological properties of a drug can be significantly influenced by its stereochemistry. The compound's structure consists of a phenyl ring attached to a chiral carbon atom, which is further substituted with an amino group and a hydroxyl group.

Recent studies have highlighted the potential of (R)-3-Amino-1-phenylpropan-1-ol hydrochloride in the development of novel therapeutic agents. For instance, research published in the *Journal of Medicinal Chemistry* has shown that this compound can serve as a key intermediate in the synthesis of selective serotonin reuptake inhibitors (SSRIs), which are widely used in the treatment of depression and anxiety disorders. The enantiomeric purity of (R)-3-Amino-1-phenylpropan-1-ol hydrochloride ensures that the final drug product has optimal efficacy and minimal side effects.

In addition to its role in SSRI synthesis, (R)-3-Amino-1-phenylpropan-1-ol hydrochloride has also been explored for its potential in the development of other classes of drugs. For example, studies have demonstrated its utility in the synthesis of β-adrenergic receptor agonists, which are used to treat conditions such as asthma and chronic obstructive pulmonary disease (COPD). The chiral nature of this compound allows for the precise control of stereochemistry during synthesis, which is essential for optimizing the pharmacological profile of these drugs.

The physical and chemical properties of (R)-3-Amino-1-phenylpropan-1-ol hydrochloride have been extensively studied. It is a white crystalline solid with a melting point ranging from 245 to 247°C. The compound is highly soluble in water and polar organic solvents, making it suitable for use in various synthetic reactions. Its stability under different conditions has also been investigated, with findings indicating that it remains stable at room temperature and under standard laboratory conditions.

From a synthetic perspective, (R)-3-Amino-1-phenylpropan-1-ol hydrochloride can be prepared through several methods. One common approach involves the asymmetric reduction of 3-aminoacetophenone using chiral catalysts or enzymes. This method ensures high enantiomeric purity, which is critical for pharmaceutical applications. Another approach involves the resolution of racemic mixtures using chiral resolving agents, such as tartaric acid derivatives.

The safety profile of (R)-3-Amino-1-phenylpropan-1-ol hydrochloride has been evaluated in various studies. It is generally considered safe for use in laboratory settings when proper handling and storage protocols are followed. However, like many chemical compounds, it should be handled with care to avoid inhalation, ingestion, or skin contact. Safety data sheets (SDS) provide detailed information on handling, storage, and disposal procedures to ensure safe use.

In conclusion, (R)-3-Amino-1-phenylpropan-1-ol hydrochloride (CAS No. 200621-69-8) is a versatile and valuable compound with significant applications in medicinal chemistry and pharmaceutical research. Its unique structural features and enantiomeric purity make it an essential intermediate in the synthesis of various bioactive molecules, including SSRIs and β-adrenergic receptor agonists. Ongoing research continues to explore new applications and optimize synthetic methods for this important compound.

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