Cas no 132873-57-5 ((S)-1-(4-Nitrophenyl)ethanamine Hydrochloride)

(S)-1-(4-Nitrophenyl)ethanamine Hydrochloride is a chiral amine derivative commonly used as an intermediate in pharmaceutical synthesis and asymmetric catalysis. Its key advantages include high enantiomeric purity, which is critical for stereoselective reactions, and stability in its hydrochloride salt form, facilitating handling and storage. The nitro group offers reactivity for further functionalization, making it valuable in the preparation of bioactive compounds. This compound is particularly useful in the development of optically active pharmaceuticals, where precise stereochemistry is essential. Its well-defined structure and consistent performance make it a reliable choice for research and industrial applications requiring chiral building blocks.
(S)-1-(4-Nitrophenyl)ethanamine Hydrochloride structure
132873-57-5 structure
Product Name:(S)-1-(4-Nitrophenyl)ethanamine Hydrochloride
CAS No:132873-57-5
MF:C8H11ClN2O2
MW:202.638140916824
MDL:MFCD00066312
CID:139313
PubChem ID:16212176
Update Time:2025-06-11

(S)-1-(4-Nitrophenyl)ethanamine Hydrochloride Chemical and Physical Properties

Names and Identifiers

    • (S)-α-Methyl-4-nitrobenzylamine Hydrochloride
    • (S)-alpha-Methyl-4-nitrobenzylamine Hydrochloride
    • (S)-1-(4-Nitrophenyl)ethanamine hydrochloride
    • (S)-(+)-1-(4-Nitrophenyl)-ethylamine hydrochloride
    • (S)-alpha-methyl-4-nitrobenzenemethanamine HCL
    • Benzenemethanamine, a-methyl-4-nitro-, hydrochloride(1:1), (aS)-
    • C8H10N2O2
    • (S)-&alpha
    • (S)-1-(4-NITROPHENYL)ETHYLAMINE
    • (S)-1-(4-Nitrophenyl)ethylamine hydrochloride
    • (S)-1-(4-NITROPHENYL)-ETHYLAMINE-HCl
    • (S)-a-methyl-4-nitrobenzylamine hydrochloride
    • (S)-Nitresolve
    • PubChem7975
    • SureCN248092
    • (S)-(+)-1-(4-NITROPHENYL)-ETHYLAMINE HCL
    • (S)-alpha-methyl-4-nitrobenzenemethanamine
    • (S)-(+)-ALPHA-METHYL-4-NITROBENZYLAMINE HCL
    • (S)-4-NITROPHENYL-1-ETHYLAMINE HYDROCHLORIDE
    • (S)-4-Nitro-α-methylbenzylamine hydrochloride
    • (S)-1-(4-NITROPHENYL)-METHYLAMIN HYDROCHLORIDE
    • (S)-α-Methyl-4-nitrobenzylamineHydrochloride
    • 1-(S)-4-Nitrophenyl ethylamine hydrochloride
    • (S)-(-)-alpha-methyl-4-nitrobenzylamine hydrochloride
    • C8H10N2O2.ClH
    • AMOT0624
    • (S)-4-Nitro- -methylbenzylamine
    • CZQQGVFHLSBEDV-RGMNGOD
    • (1S)-1-(4-nitrophenyl)ethanamine hydrochloride
    • Benzenemethanamine, alpha-methyl-4-nitro-, hydrochloride (1:1), (alphaS)-
    • CZQQGVFHLSBEDV-RGMNGODLSA-N
    • AKOS005255326
    • (S)-alpha-Methyl-4-nitrobenzylamine hydrochloride, puriss., >=99.0% (HPLC)
    • A806512
    • (S)-1-(4-NITROPHENYL)-ETHYLAMINE hydrochloride
    • (S)-alpha-Methyl-4-nitrobenzylamine hydrochloride, 97%
    • (S)-Alpha-methyl-4-nitrobenzylamine, HCl
    • (R)- alpha -Methyl-4-nitrobenzylamine hydrochloride
    • MFCD00066312
    • (1S)-1-(4-Nitrophenyl)ethan-1-amine--hydrogen chloride (1/1)
    • (1S)-1-(4-nitrophenyl)ethylamine hydrochloride
    • CS-M0682
    • (S)-1-(4-nitrophenyl)ethanamine HCl
    • 132873-57-5
    • SCHEMBL248092
    • Benzenemethanamine,a-methyl-4-nitro-,hydrochloride(1:1),(as)-
    • AM9113
    • (S)-Methyl-4-nitrobenzylamine Hydrochloride
    • (S)-4-Nitro-a-methylbenzylamine
    • EN300-224775
    • (1S)-1-(4-nitrophenyl)ethan-1-amine hydrochloride
    • (S)-1-(4-NITROPHENYL)ETHAN-1-AMINE HYDROCHLORIDE
    • AKOS015888988
    • N0543
    • (1S)-1-(4-nitrophenyl)ethanamine;hydrochloride
    • AS-19527
    • DTXSID50583570
    • (S)-1-(4-Nitrophenyl)ethanaminehydrochloride
    • A-Methyl-4-nitrobenzylamine hydrochloride
    • (S)-
    • 625-093-0
    • (S)-1-(4-Nitrophenyl)ethanamine Hydrochloride
    • MDL: MFCD00066312
    • Inchi: 1S/C8H10N2O2.ClH/c1-6(9)7-2-4-8(5-3-7)10(11)12;/h2-6H,9H2,1H3;1H/t6-;/m0./s1
    • InChI Key: CZQQGVFHLSBEDV-RGMNGODLSA-N
    • SMILES: Cl.[O-][N+](C1C=CC(=CC=1)[C@H](C)N)=O

Computed Properties

  • Exact Mass: 202.05103
  • Monoisotopic Mass: 202.0509053g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 1
  • Complexity: 159
  • 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
  • Surface Charge: 0
  • Tautomer Count: nothing
  • XLogP3: nothing
  • Topological Polar Surface Area: 71.8

Experimental Properties

  • Color/Form: Bright yellow powder
  • Density: g/cm3
  • Melting Point: 248-250?°C (lit.)
  • Boiling Point: No data available
  • Flash Point: No data available
  • Refractive Index: -7.2 ° (C=1, 0.05mol/L NaOH)
  • Water Partition Coefficient: faint turbidity
  • PSA: 69.16
  • LogP: 3.64000
  • Optical Activity: [α]25/D ?6.5°, c =?1 in 0.05 M NaOH
  • Solubility: Not determined
  • Vapor Pressure: No data available

(S)-1-(4-Nitrophenyl)ethanamine Hydrochloride Security Information

(S)-1-(4-Nitrophenyl)ethanamine Hydrochloride Pricemore >>

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Additional information on (S)-1-(4-Nitrophenyl)ethanamine Hydrochloride

Introduction to (S)-1-(4-Nitrophenyl)ethanamine Hydrochloride (CAS No. 132873-57-5)

(S)-1-(4-Nitrophenyl)ethanamine Hydrochloride (CAS No. 132873-57-5) is a chiral compound that has garnered significant attention in the fields of organic chemistry, pharmaceutical research, and medicinal chemistry. This compound is a hydrochloride salt of the enantiomerically pure amine, (S)-1-(4-nitrophenyl)ethanamine, which exhibits unique properties and potential applications in various scientific and industrial contexts.

The structure of (S)-1-(4-Nitrophenyl)ethanamine Hydrochloride consists of a nitrophenyl group attached to an ethanamine moiety, with the chiral center located at the carbon atom adjacent to the amine group. The presence of the chiral center imparts optical activity to the molecule, making it valuable for studies involving enantioselective synthesis and asymmetric catalysis. The hydrochloride salt form enhances its solubility in aqueous media, which is crucial for its use in biological assays and pharmaceutical formulations.

In recent years, (S)-1-(4-Nitrophenyl)ethanamine Hydrochloride has been extensively studied for its potential as a lead compound in drug discovery. Its unique chemical structure and biological activity make it an attractive candidate for the development of new therapeutic agents. Research has shown that this compound can modulate various biological pathways, including those involved in inflammation, neurodegeneration, and cancer.

One of the key areas of interest is its anti-inflammatory properties. Studies have demonstrated that (S)-1-(4-Nitrophenyl)ethanamine Hydrochloride can inhibit the production of pro-inflammatory cytokines such as TNF-α and IL-6. This makes it a promising candidate for the treatment of inflammatory diseases such as rheumatoid arthritis and Crohn's disease. Additionally, its ability to cross the blood-brain barrier has led to investigations into its potential neuroprotective effects in conditions like Alzheimer's disease and Parkinson's disease.

Another significant application of (S)-1-(4-Nitrophenyl)ethanamine Hydrochloride is in cancer research. Preclinical studies have shown that this compound can induce apoptosis in cancer cells by disrupting mitochondrial function and activating caspase cascades. It has also been found to enhance the efficacy of existing chemotherapeutic agents, suggesting its potential as a chemosensitizer. These findings have paved the way for further clinical trials to evaluate its safety and efficacy in cancer patients.

The synthesis of (S)-1-(4-Nitrophenyl)ethanamine Hydrochloride involves several steps, including the preparation of the chiral amine precursor through asymmetric synthesis or resolution techniques. The nitration of phenylacetonitrile followed by reduction to the amine and subsequent salt formation with hydrochloric acid yields the final product. Advances in synthetic methodologies have improved the yield and purity of this compound, making it more accessible for research purposes.

From a pharmacological perspective, (S)-1-(4-Nitrophenyl)ethanamine Hydrochloride exhibits favorable pharmacokinetic properties, including good oral bioavailability and a reasonable half-life. These characteristics are essential for its use in preclinical and clinical studies. However, like any new chemical entity, it is subject to rigorous safety evaluations to ensure its suitability for human use.

In conclusion, (S)-1-(4-Nitrophenyl)ethanamine Hydrochloride (CAS No. 132873-57-5) is a versatile compound with promising applications in multiple areas of research and development. Its unique chemical structure, biological activity, and pharmacological properties make it a valuable tool for scientists working in organic chemistry, pharmaceuticals, and medicinal chemistry. Ongoing research continues to uncover new insights into its mechanisms of action and potential therapeutic uses, solidifying its position as an important molecule in modern scientific inquiry.

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