L-Phenylalaninol - Moligand™, ≥98% , CAS No.3182-95-4

CAS: 3182-95-4 Cat. No.: P109244 Molecular Weight: 151.21 Beilstein Registry Number: 2208238 EC Number: 221-674-4

GRADE & PURITY Moligand™, ≥98%

Synonyms

NCGC00177983-01 | KBio3_002959 | Phenylalaninol | AM20040161 | l-benzylglycinol | l-(-)-phenylalaninol | L(-)-Phenylalaninol | 9GE9QOP0ET | Benzenepropanol, beta-amino-, (S)- | h-phe-ol | Q27081711 | (S)-2-Amino-3-phenyl-1-propanol | BB 0262987 | BP-20243

Storage

Argon charged,Room temperature

Shipped In

Normal

Overview

L-Phenylalaninol reduces the secretion of gastric acid and inhibits intestinal absorption of L-phenylalanine.
Reacts with nitriles to form oxazolines which are useful in Pd-catalyzed allylic substitution. Also employed in amidation for chiral resolutionand NADH modeling.

Specifications

Synonyms

NCGC00177983-01 | KBio3_002959 | Phenylalaninol | AM20040161 | l-benzylglycinol | l-(-)-phenylalaninol | L(-)-Phenylalaninol | 9GE9QOP0ET | Benzenepropanol, beta-amino-, (S)- | h-phe-ol | Q27081711 | (S)-2-Amino-3-phenyl-1-propanol | BB 0262987 | BP-20243

Specifications & Purity

Moligand™, ≥98%

Biochemical and Physiological Mechanisms

Inhibits ulcer formation by the reduction of gastric acid secretion. Inhibits intestinal absorption of L-phenylalanine in rats. Enhances Na + excretion in urine. Active in vitro and in vivo .

Storage

Argon charged, Room temperature

Shipped In

Normal

Grade

Moligand™

Note

Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.

Purity

≥98%

Names and Identifiers

• Pubchem Sid: 488189852
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488189852
• Canonical Smiles: C1=CC=C(C=C1)CC(CO)N
• IUPAC Name: (2S)-2-amino-3-phenylpropan-1-ol
• InChIKey: STVVMTBJNDTZBF-VIFPVBQESA-N
• INCHI: 1S/C9H13NO/c10-9(7-11)6-8-4-2-1-3-5-8/h1-5,9,11H,6-7,10H2/t9-/m0/s1
• Isomeric SMILES: C1=CC=C(C=C1)C[C@@H](CO)N
• WGK Germany: 3
• RTECS: UA6900000
• Alternate CAS: 3182-95-4
• UN Number: 3259
• MeSH Entry Terms: (S)-2-amino-3-phenyl-1-propanol;phenylalaninol;phenylalaninol hydrobromide;phenylalaninol, (R)-isomer;phenylalaninol, (S)-isomer
• Molecular Weight: 151.21
• Beilstein: 2208238
• Reaxy-Rn: 2208237
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=2208237&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Benzenoids
    • Class Benzene and substituted derivatives
      • Subclass Phenethylamines

• Kingdom: Organic compounds
• Superclass: Benzenoids
• Class: Benzene and substituted derivatives
• Subclass: Phenethylamines
• Intermediate Tree Nodes: Not available
• Direct Parent: Amphetamines and derivatives
• Alternative Parents: Aralkylamines 1,2-aminoalcohols Primary alcohols Organopnictogen compounds Monoalkylamines Hydrocarbon derivatives
• Molecular Framework: Aromatic homomonocyclic compounds
• Substituents: Amphetamine or derivatives - Aralkylamine - 1,2-aminoalcohol - Organic nitrogen compound - Organic oxygen compound - Organopnictogen compound - Hydrocarbon derivative - Primary amine - Primary alcohol - Organooxygen compound - Organonitrogen compound - Primary aliphatic amine - Amine - Alcohol - Aromatic homomonocyclic compound
• Description: This compound belongs to the class of organic compounds known as amphetamines and derivatives. These are organic compounds containing or derived from 1-phenylpropan-2-amine.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Associated Targets(Human)

PNMT Tchem Phenylethanolamine N-methyltransferase (540 Activities)

Discover Target: PNMT

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

SMAD3 Tchem Mothers against decapentaplegic homolog 3 (68039 Activities)

Discover Target: SMAD3

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

GMNN Tbio Geminin (128009 Activities)

Discover Target: GMNN

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SLCO1B1 Tchem Solute carrier organic anion transporter family member 1B1 (2672 Activities)

Discover Target: SLCO1B1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

SLCO1B3 Tchem Solute carrier organic anion transporter family member 1B3 (2517 Activities)

Discover Target: SLCO1B3

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Associated Targets(non-human)

Mus musculus (284745 Activities)

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Ehrlich (1318 Activities)

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Mechanisms of Action

Chemical and Physical Properties

• Solubility: Soluble in chloroform, ethyl acetate, ethanol and methanol.
• Sensitivity: Air sensitive.
• Specific Rotation[α]: -24.5 ° (C=5, EtOH)
• Melt Point(°C): 92-94°C
• Molecular Weight: 151.210 g/mol
• XLogP3: 0.700
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 151.1 Da
• Monoisotopic Mass: 151.1 Da
• Topological Polar Surface Area: 46.300 Ų
• Heavy Atom Count: 11
• Formal Charge: 0
• Complexity: 99.700
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 1
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

References

1. Xiaofei Ma, Yingxiang Du, Xiaodong Sun, Jie Liu, Zhifeng Huang.  (2019)  Synthesis and application of amino alcohol-derived chiral ionic liquids, as additives for enantioseparation in capillary electrophoresis.  JOURNAL OF CHROMATOGRAPHY A,      [PMID:31060783] [10.1016/j.chroma.2019.04.040]

2. Jinhua Xu, Minghui Tang, Jinyu Zhang, Wenmin Zhang, Shiye Xie, Lan Zhang.  (2025)  Green and Controlled Synthesis of Copper-Based Tryptophan Flower-like Chiral Metal-Organic Framework for Enantioselective Recognition and Volatile Organic Compound Separation.  JOURNAL OF CHROMATOGRAPHY A,      [PMID:40339186] [10.1016/j.chroma.2025.466020]

3. Jinhua Xu, Jinyu Zhang, Wenmin Zhang, Shiye Xie, Lan Zhang.  (2025)  Controllable synthesis of chiral hierarchical porous Co(OH)2 and its application in rapid chiral recognition and separation.  ANALYTICA CHIMICA ACTA,      [PMID:40480689] [10.1016/j.aca.2025.344212]