Cas no 6589-55-5 (2-(Methylamino)-1-phenylethanol)

2-(Methylamino)-1-phenylethanol is a chiral β-amino alcohol compound with potential applications in pharmaceutical synthesis and asymmetric catalysis. Its structure features both a hydroxyl and a methylamino group attached to a phenyl-substituted ethane backbone, making it a versatile intermediate for the preparation of biologically active molecules. The compound’s stereochemistry is particularly valuable in enantioselective reactions, where it can serve as a ligand or building block for chiral catalysts. Its stability under standard conditions and compatibility with common organic solvents enhance its utility in synthetic workflows. Researchers may also explore its derivatives for drug development, given its structural similarity to pharmacologically relevant amines.
2-(Methylamino)-1-phenylethanol structure
6589-55-5 structure
Product Name:2-(Methylamino)-1-phenylethanol
CAS No:6589-55-5
MF:C9H13NO
MW:151.205622434616
MDL:MFCD00004506
CID:85717
PubChem ID:913
Update Time:2025-05-22

2-(Methylamino)-1-phenylethanol Chemical and Physical Properties

Names and Identifiers

    • alpha-(methylaminomethyl)benzyl alcohol
    • DL-alpha-(Methylaminomethyl)benzyl alcohol
    • Halostachine~2-(Methylamino)-1-phenylethanol
    • 2-(Methylamino)-1-phenylethanol
    • 2-Methylamino-1-phenylethanol
    • 2-(methylamino)-1-phenyl-ethano
    • HALOSTACHINE
    • N-METHYLPHENYLETHANOLAMINE
    • win5529-2
    • 2-Methylamino-1-phenyl-ethanol
    • a-(Methylaminomethyl)benzyl alcohol
    • dl-1-Phenyl-1-oxy-2-(methylamino)-aethan
    • BCP22653
    • SY078893
    • HALOSTACHINE, (+/-)-
    • C03711
    • alpha-((Methylamino)methyl)benzyl alcohol
    • Benzenemethanol, alpha-((methylamino)methyl)-, (+-)-
    • MFCD00004506
    • alpha-((methylamino)methyl)-dl-Benzyl alcohol
    • TS-02000
    • CHEMBL1241267
    • .alpha.-((Methylamino)methyl)benzyl alcohol
    • A867016
    • AKOS005207037
    • 4-13-00-01802 (Beilstein Handbook Reference)
    • CHEBI:16913
    • BRD-A79058669-001-01-1
    • 1-PHENYL-2-(N-METHYLAMINO)ETHANOL
    • SCHEMBL210960
    • EN300-1251177
    • alpha-[(Methylamino)methyl]benzyl alcohol
    • dl-Halostachine
    • Benzyl alcohol, alpha-((methylamino)methyl)-, dl-
    • WIN 5529-2
    • BENZENEMETHANOL, .ALPHA.-((METHYLAMINO)METHYL)-
    • BRN 1072841
    • alpha -(Methylaminomethyl)benzyl alcohol
    • METHYL(2-HYDROXY-2-PHENYLETHYL)AMINE
    • alpha-(Methylaminomethyl)benzyl alcohol, 99%
    • NS00046990
    • (2-hydroxy-2-phenylethyl)methylamine
    • alpha-[(methylamino)methyl]benzenemethanol
    • FT-0625424
    • Benzyl alcohol, .alpha.-((methylamino)methyl)-
    • bmse000396
    • .ALPHA.-(METHYLAMINOMETHYL)BENZYL ALCOHOL
    • EINECS 229-525-5
    • BENZYL ALCOHOL, alpha-((METHYLAMINO)METHYL)-
    • Q27102132
    • (+-)-alpha-((Methylamino)methyl)benzenemethanol
    • DTXSID90988242
    • CS-0204443
    • U7B63FX8CH
    • 68579-60-2
    • Benzenemethanol, .alpha.-[(methylamino)methyl]-
    • alpha-[(Methylamino)methyl]-benzyl alcohol
    • N-METHYL-.BETA.-HYDROXYLPHENYLETHYLAMINE
    • SB38173
    • Dl-alpha-(methylaminomethyl)benzylalcohol
    • (+/-)-halostachine
    • Ethanol, 2-(methylamino)-1-phenyl-
    • dl-1-Phenyl-1-oxy-2-(methylamino)-aethan [German]
    • FT-0625425
    • 6589-55-5
    • (+-)-Halostachine
    • UNII-U7B63FX8CH
    • alpha-(methylaminomethyl)-benzyl alcohol
    • 2-(methylamino)-1-phenylethan-1-ol
    • benzene, (1-hydroxy-2-methylamino)ethyl-
    • DB-356253
    • ALBB-031903
    • G77268
    • MDL: MFCD00004506
    • Inchi: 1S/C9H13NO/c1-10-7-9(11)8-5-3-2-4-6-8/h2-6,9-11H,7H2,1H3
    • InChI Key: ZCTYHONEGJTYQV-UHFFFAOYSA-N
    • SMILES: OC(C1C=CC=CC=1)CNC
    • BRN: 1072841

Computed Properties

  • Exact Mass: 151.10000
  • Monoisotopic Mass: 151.1
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 3
  • Complexity: 99.7
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 1
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Surface Charge: 0
  • Tautomer Count: nothing
  • XLogP3: nothing
  • Topological Polar Surface Area: 32.3A^2

Experimental Properties

  • Color/Form: Fine Crystalline Needles
  • Melting Point: 74-76?°C (lit.)
  • Boiling Point: 244.1°C at 760 mmHg
  • Flash Point: 96.3°C
  • Stability/Shelf Life: Stable. Incompatible with acids, acid chlorides, acid anhydrides, oxidizing agents.
  • PSA: 32.26000
  • LogP: 1.33030
  • Merck: 14,4601

2-(Methylamino)-1-phenylethanol Security Information

  • Symbol: GHS07
  • Signal Word:Warning
  • Hazard Statement: H302 + H332
  • Hazardous Material transportation number:NONH for all modes of transport
  • WGK Germany:3
  • Hazard Category Code: 20/22
  • Safety Instruction: S26-S36
  • RTECS:DO9625000
  • Hazardous Material Identification: Xn
  • Risk Phrases:R36/37/38
  • Safety Term:S26;S36
  • Storage Condition:2-8°C

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2-(Methylamino)-1-phenylethanol Suppliers

Tiancheng Chemical (Jiangsu) Co., Ltd
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(CAS:6589-55-5)α-(甲氨甲基)苯甲醇
Order Number:LE7750889
Stock Status:in Stock
Quantity:25KG,200KG,1000KG
Purity:99%
Pricing Information Last Updated:Friday, 20 June 2025 12:46
Price ($):discuss personally

2-(Methylamino)-1-phenylethanol Related Literature

Additional information on 2-(Methylamino)-1-phenylethanol

Comprehensive Guide to 2-(Methylamino)-1-phenylethanol (CAS No. 6589-55-5): Properties, Applications, and Market Insights

2-(Methylamino)-1-phenylethanol (CAS No. 6589-55-5) is a versatile organic compound with significant applications in pharmaceutical and chemical research. This compound, also referred to as N-methylphenylethanolamine, is characterized by its unique molecular structure, combining a phenyl group with an ethanolamine backbone. Its chemical formula is C9H13NO, and it exhibits properties that make it valuable in synthetic chemistry and drug development.

The physical and chemical properties of 2-(Methylamino)-1-phenylethanol include a molecular weight of 151.21 g/mol, a boiling point of approximately 250°C, and moderate solubility in water and organic solvents. Researchers often explore its stereochemistry, as it can exist in different isomeric forms, which may influence its reactivity and biological activity. The compound's amine and hydroxyl functional groups make it a useful intermediate in the synthesis of more complex molecules.

In the pharmaceutical industry, 2-(Methylamino)-1-phenylethanol is investigated for its potential role as a precursor in the synthesis of adrenergic receptor agonists and other bioactive compounds. Its structural similarity to neurotransmitters like epinephrine and norepinephrine has sparked interest in its applications for central nervous system (CNS) research. Additionally, it is studied for its potential use in asthma and cardiovascular drug formulations, though further clinical validation is required.

The chemical synthesis of 2-(Methylamino)-1-phenylethanol typically involves the reaction of phenylacetylene with methylamine, followed by reduction or other functional group transformations. Researchers optimize these processes to improve yield and purity, which are critical for industrial-scale production. Advanced techniques such as catalytic hydrogenation and chiral resolution are often employed to achieve high enantiomeric purity, particularly for pharmaceutical applications.

From a market perspective, the demand for 2-(Methylamino)-1-phenylethanol is driven by its applications in drug discovery and fine chemical manufacturing. The compound is supplied by several specialty chemical vendors, with pricing influenced by purity levels and batch sizes. Recent trends indicate growing interest in sustainable synthesis methods, aligning with the broader shift toward green chemistry in the chemical industry.

Researchers and industry professionals frequently search for information on 2-(Methylamino)-1-phenylethanol solubility, synthesis protocols, and safety data sheets (SDS). Common queries also include its role in medicinal chemistry and comparisons with structurally related compounds like phenylephrine or ephedrine derivatives. Addressing these topics enhances the relevance of this article for SEO optimization and user engagement.

In conclusion, 2-(Methylamino)-1-phenylethanol (CAS No. 6589-55-5) is a compound of considerable interest due to its pharmaceutical potential and chemical versatility. Ongoing research continues to uncover new applications, particularly in drug development and catalysis. For those seeking detailed technical data or procurement options, consulting reputable chemical databases and suppliers is recommended.

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Tiancheng Chemical (Jiangsu) Co., Ltd
(CAS:6589-55-5)α-(甲氨甲基)苯甲醇
LE7750889
Purity:99%
Quantity:25KG,200KG,1000KG
Price ($):Inquiry
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