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14838-15-4 molecular structure
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(1R,2S)-2-amino-1-phenylpropan-1-ol

ChemBase ID: 130289
Molecular Formular: C9H13NO
Molecular Mass: 151.20562
Monoisotopic Mass: 151.09971404
SMILES and InChIs

SMILES:
O[C@H](c1ccccc1)[C@@H](N)C
Canonical SMILES:
O[C@H](c1ccccc1)[C@@H](N)C
InChI:
InChI=1S/C9H13NO/c1-7(10)9(11)8-5-3-2-4-6-8/h2-7,9,11H,10H2,1H3/t7-,9-/m0/s1
InChIKey:
DLNKOYKMWOXYQA-CBAPKCEASA-N

Cite this record

CBID:130289 http://www.chembase.cn/molecule-130289.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
(1R,2S)-2-amino-1-phenylpropan-1-ol
IUPAC Traditional name
fenilpropanolamina
Synonyms
(αS)-rel-α-[(1R)-1-Aminoethyl]-benzenemethanol
erythro-2-Amino-1-phenyl-1-propanol
(+/-)-Norephedrine
(+/-)-Phenylpropanolamine
Propadrine
dl-Phenylpropanolamine
PPA
(αR)-α-[(1S)-1-Aminoethyl]benzenemethanol
(-)-Norephedrin
(-)-Norephedrine
(-)-Phenylpropanolamine
(R,S)-(-)-Norephedrine
D-Norephedrine
erythro-(1R,2S)-Norephedrine
(1R,2S)-Norephedrine
Phenylpropanolamine
L-(-)-Norephedrine
(1R,2S)-2-Amino-1-phenyl-1-propanol
L-(-)-Norephedrine
(1R,2S)-(-)-Norephedrine
L-(-)-去甲麻黄素
(1R,2S)-2-氨基-1-苯基-1-丙醇
L-(-)-去甲麻黄素
(1R,2S)-(-)-去甲麻黄素
CAS Number
14838-15-4
492-41-1
EC Number
207-755-7
MDL Number
MFCD00008079
Beilstein Number
2207678
PubChem SID
24886492
162224568
24857054
PubChem CID
10297
ATC CODE
R01BA01
QG04BX91
CHEMBL
136560
Chemspider ID
9875
DrugBank ID
DB00397
KEGG ID
D08368
Unique Ingredient Identifier
33RU150WUN
Wikipedia Title
Phenylpropanolamine

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
Acid pKa 13.896164  H Acceptors
H Donor LogD (pH = 5.5) -2.0889428 
LogD (pH = 7.4) -1.0537072  Log P 0.8852543 
Molar Refractivity 44.9127 cm3 Polarizability 18.00672 Å3
Polar Surface Area 46.25 Å2 Rotatable Bonds
Lipinski's Rule of Five true 

PROPERTIES

PROPERTIES

Physical Property Safety Information Pharmacology Properties Product Information Bioassay(PubChem)
Solubility
DMSO expand Show data source
Ethanol expand Show data source
Methanol expand Show data source
Apperance
White Solid expand Show data source
Melting Point
41-44°C expand Show data source
51-53 °C(lit.) expand Show data source
Flash Point
113 °C expand Show data source
235.4 °F expand Show data source
Optical Rotation
[α]20/D -41.0±1°, c = 7% in 1 M HCl expand Show data source
[α]20/D -41°, c = 7 in 1 M HCl expand Show data source
Storage Condition
Refrigerator, Under Inert Atmosphere expand Show data source
RTECS
RC2275000 expand Show data source
European Hazard Symbols
Harmful Harmful (Xn) expand Show data source
MSDS Link
Download expand Show data source
Download expand Show data source
Download expand Show data source
German water hazard class
3 expand Show data source
Risk Statements
22-36/37/38 expand Show data source
Safety Statements
26 expand Show data source
GHS Pictograms
GHS07 expand Show data source
GHS Signal Word
Warning expand Show data source
GHS Hazard statements
H302-H315-H319-H335 expand Show data source
GHS Precautionary statements
P261-P305 + P351 + P338 expand Show data source
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves expand Show data source
Storage Temperature
2-8°C expand Show data source
Admin Routes
Oral expand Show data source
Half Life
2.1 to 3.4 hours. expand Show data source
Legal Status
?-only expand Show data source
Unknown (UK) expand Show data source
Gene Information
rat ... Adra1a(29412), Adra1b(24173), Adra1d(29413) expand Show data source
Purity
≥98.0% (NT) expand Show data source
99% expand Show data source
Grade
purum expand Show data source
Certificate of Analysis
Download expand Show data source
Linear Formula
C6H5CH(OH)CH(CH3)NH2 expand Show data source
Empirical Formula (Hill Notation)
C9H13NO expand Show data source

DETAILS

DETAILS

Wikipedia Wikipedia Sigma Aldrich Sigma Aldrich TRC TRC
Sigma Aldrich - 282553 external link
Packaging
10, 50 g in glass bottle
Toronto Research Chemicals - N674400 external link
A metabolite of Phenmetrazine. An ephedrine alkaloid, a nervous system stimulant.
Toronto Research Chemicals - P336100 external link
Norephedrine, also called Phenylpropanolamine (PPA), is a synthetic form of the ephedrine alkaloid. Used in treatment of urinary incontinence in dogs and cats; decongestant nasal. After reports of the occurrence of intracranial hemorrhage and other advers

REFERENCES

REFERENCES

From Suppliers Google Scholar IconGoogle Scholar PubMed iconPubMed Google Books IconGoogle Books
  • • Jian, Z., et al.: Planta Med., 54, 69 (1988)
  • • Tanaka, T., et al.: Nat. Med., 49, 418 (1988)
  • • Marchei, E., et al.: J. Pharm. Biomed. Anal., 41, 1633 (1988)
  • • Bowyer, J., et al.: Toxicol. Sci., 2000, 55, 133 (2000)
  • • Baker, S., et al.: Can. J. Neurol. Sci., 32, 248 (2000)
  • • Suwalsky, M., et al.: Biophys. Chem., 141, 34 (2000)
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PATENTS

PATENTS

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INTERNET

INTERNET

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