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Norephedrine

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Identification
Molecular formula
C9H13NO
CAS number
90-15-3
IUPAC name
(1S,2R)-2-amino-1-phenyl-propan-1-ol
State
State

At room temperature, norephedrine is typically found in a solid state.

Melting point (Celsius)
136.00
Melting point (Kelvin)
409.15
Boiling point (Celsius)
216.00
Boiling point (Kelvin)
489.15
General information
Molecular weight
151.21g/mol
Molar mass
151.2110g/mol
Density
1.0810g/cm3
Appearence

Norephedrine appears as white to off-white crystalline powder or solid.

Comment on solubility

Solubility of (1S,2R)-2-amino-1-phenyl-propan-1-ol

(1S,2R)-2-amino-1-phenyl-propan-1-ol, often referred to simply as a substituted amino alcohol, is a compound whose solubility can be influenced by its chemical structure. The presence of both an amino group and an alcohol group contributes significantly to its solubility in various solvents.

Solubility Characteristics:

  • Water Solubility: This compound is generally soluble in water due to the ability of the hydroxyl (-OH) group to engage in hydrogen bonding with water molecules.
  • Organic Solvent Solubility: It is also soluble in many organic solvents such as ethanol and methanol; this is attributed to its hydrophobic aromatic ring which can interact with non-polar regions of organic solvents.
  • Temperature Dependency: The solubility may increase with temperature, which is a common phenomenon for many organic compounds.

In summary, the dual functional groups in (1S,2R)-2-amino-1-phenyl-propan-1-ol make it an interesting compound in terms of solubility. Understanding its solubility profile is crucial for applications in pharmaceuticals and chemical synthesis. When considering solubility, it is important to note that environmental factors can also play a significant role in how this compound behaves in different conditions.

Interesting facts

Interesting Facts about (1S,2R)-2-amino-1-phenyl-propan-1-ol

(1S,2R)-2-amino-1-phenyl-propan-1-ol is a fascinating compound significant in both organic chemistry and pharmaceutical applications. This chiral molecule serves as a crucial building block for various biologically active compounds, primarily due to its amino alcohol functionality.

Key Features of (1S,2R)-2-amino-1-phenyl-propan-1-ol:

  • Chirality: The chiral centers in this compound make it an important subject for studies in stereochemistry and drug design. Stereoisomers can exhibit vastly different biological activities.
  • Biological Relevance: Due to its amine group, this compound can interact with biological receptors and enzymes, making it a candidate for medicinal chemistry research.
  • Applications: (1S,2R)-2-amino-1-phenyl-propan-1-ol can be used as a precursor in synthesizing various pharmaceuticals and agrochemicals, illustrating the interplay between synthetic chemistry and real-world applications.

This compound is not only a prime example of the importance of chirality in organic molecules but also highlights how specific molecular configurations can lead to enhanced therapeutic effects. As researchers continue to explore its potential, the importance of chirality in medicinal compounds becomes increasingly clear. In the words of the renowned chemist Linus Pauling, "The attraction of one atom for another is due to electric forces, which are always present, and their direction toward the center of the atom." This highlights the underlying principles that govern molecular interactions and the significance of compound structure.

In summary, (1S,2R)-2-amino-1-phenyl-propan-1-ol stands as a testament to the intricate relationship between molecular structure, function, and application in the world of chemistry.

Synonyms
(+)-Norephedrine
dl-Norephedrine
(1S,2R)-2-amino-1-phenylpropan-1-ol
d-Norephedrine
Rhindecon
1r,2s-phenylpropylamine
Mucron
(+)-phenylpropanolamine
37577-28-9
(1s,2r)-norephedrine
d-Phenylpropanolamine
dl-Phenylpropanolamine
CHEBI:36
(+)-Norephedrin
dl-1-Phenyl-2-aminopropanol-1
7875H6443P
dl-2-Amino-1-hydroxy-1-phenylpropane
Prestwick_388
(+/-)-Phenylpropanolamine
Norephedrine, (.+-.)-
UNII-7875H6443P
L-Phenyl Propanolamine
SpecPlus_000934
(.+-.)-Norephedrine
Prestwick3_000324
Spectrum2_000516
Spectrum3_001706
Spectrum4_001685
Spectrum5_000330
1s,2r-phenylpropanolamine
WLN: ZY1&YQR
SCHEMBL26905
(.+-.)-Phenylpropanolamine
BSPBio_000327
BSPBio_003292
KBioGR_001950
(+)-(1s,2r)-norephedrine
(1s,2r)-(-)-norephedrine
BIDD:GT0376
DivK1c_007030
SPECTRUM2300253
SPBio_000471
PHENYLPROPANOLAMINE, D-
BPBio1_000361
SCHEMBL6151836
CHEMBL2092846
DTXSID4023466
KBio1_001974
KBio3_002512
Benzenemethanol, alpha-(1-aminoethyl)-, (S-(R*,S*))-
Phenylpropanolamine (Norephedrine)
DTXSID301313960
PHENYLPROPANOLAMINE, (+)-
(1S,2R)-(+)-Phenylpropanolamine
(1S,2R)-PHENYLPROPANOLAMINE
BDBM50405613
CCG-39586
PDSP1_001348
PDSP2_001332
AKOS027322360
(1S,2R)-(+)-Norephedrine, 98%
SDCCGMLS-0066900.P001
Benzenemethanol, (R*,S*)-(.+-.)-
L-.alpha.-(1-Aminoethyl)benzyl alcohol
NCGC00178157-01
NCGC00178157-02
DL-.alpha.-(1-aminoethyl)benzyl alcohol
Benzyl alcohol, .alpha.-(1-amino-ethyl)
(1S,2R)-2-AMINO-1-PHENYLPROPANOL
AB00375975
N0631
NS00080042
DL-.alpha.-hydroxy-.beta.-aminopropylbenzene
(1S,2R)-(+)-2-Amino-1-phenyl-1-propanol
C02343
AB00375975_05
Q413147
(1r,2s)-2-hydroxy-2-phenyl-1-methyl-1-aminoethane
BRD-K27853494-001-02-5
BRD-K27853494-003-04-7
BENZENEMETHANOL, .ALPHA.-((1R)-1-AMINOETHYL)-, (.ALPHA.S)-