Phenylpropanolamine

Details

• Internal ID: 119eefdb-b7f7-4f1e-a3fb-c1f5f81c6c4b
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Phenylpropanes
• IUPAC Name: (1R,2S)-2-amino-1-phenylpropan-1-ol
• SMILES (Canonical): CC(C(C1=CC=CC=C1)O)N
• SMILES (Isomeric): C[C@@H]([C@@H](C1=CC=CC=C1)O)N
• 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
• InChI Key: DLNKOYKMWOXYQA-CBAPKCEASA-N
• Popularity: 3,288 references in papers

Physical and Chemical Properties

• Molecular Formula: C₉H₁₃NO
• Molecular Weight: 151.21 g/mol
• Exact Mass: 151.099714038 g/mol
• Topological Polar Surface Area (TPSA): 46.20 Ų
• XlogP: 0.80

Synonyms

• l-Norephedrine
• 492-41-1
• phenylpropanolamine
• (-)-Norephedrin
• Mydriatin
• (1R,2S)-(-)-Norephedrine
• l-Phenylpropanolamine
• (1R,2S)-Norephedrine
• L-(-)-Ephedrine
• NOREPHEDRINE, (-)-
• erythro-(1R,2S)-Norephedrine
• (+-)-Norephedrine
• USAF CS-6
• (R,S)-(-)-Norephedrine
• Propadrine
• (1R,2S)-2-amino-1-phenylpropan-1-ol
• (1R,2S)-2-Amino-1-phenyl-1-propanol
• (+-)-Phenylpropanolamine
• Fenilpropanolamina [Italian]
• NSC 17704
• 14838-15-4
• EINECS 207-755-7
• UNII-33RU150WUN
• UNII-57B9YG5Y1E
• 1-Propanol, 2-amino-1-phenyl-, (-)-
• 33RU150WUN
• 57B9YG5Y1E
• Fenilpropanolamina
• CHEBI:80680
• Phenylpropanolamina
• Benzyl alcohol, alpha-(1-aminoethyl)-, (-)-
• Phenylpropanolaminum
• (1R,2S)-PHENYLPROPANOLAMINE
• NSC-17704
• (+/-)-Norephedrine
• Benzenemethanol, alpha-((1S)-1-aminoethyl)-, (alphaR)-
• Benzenemethanol, alpha-(1-aminoethyl)-, (R-(R*,S*))-
• Benzyl alcohol,.alpha.-(1-aminoethyl)-
• Benzenemethanol, .alpha.-[(1S)-1-aminoethyl]-, (.alpha.R)-
• Phenylpropanolamine (INN)
• Phenylpropanolamine (VAN)
• erythro-2-Amino-1-phenyl-1-propanol
• PPA [Nasal Decongestant]
• Bencenometanol
• Phenylfenesin
• Rinexin
• (R*,S*)-(1)-alpha-(1-Aminoethyl)benzyl alcohol
• (R-(R*,S*))-alpha-(1-Aminoethyl)benzyl alcohol
• 4-13-00-01875 (Beilstein Handbook Reference)
• Fansia
• Phenylpropanolamine [INN:BAN]
• Norpseudoephedrine
• HSDB 6485
• PHENYLPROPANOLAMINE [INN]
• Phenylpropanolaminum [INN-Latin]
• Phenylpropanolamina [INN-Spanish]
• Benzenemethanol, .alpha.-((1S)-1-aminoethyl)-, (.alpha.R)-
• NSC 9920
• EINECS 211-850-9
• EINECS 238-900-2
• Fansia (TN)
• dl-alpha-(1-Aminoethyl)benzyl alcohol
• Benzyl alcohol, alpha-(1-aminoethyl)-
• BRN 3196918
• dl-alpha-Hydroxy-beta-aminopropylbenzene
• Norefedrina, (+-)-
• (+-)-Fenilpropanolamina
• Norephedrine, (.+.)-
• (-)-Phenylpropanolamine
• [R-(R*,S*)]-alpha-(1-aminoethyl)benzyl alcohol
• SR-05000001534
• Norephedrine (+-)-(8CI)
• Benzenemethanol, alpha-(1-aminoethyl)-, (R*,S*)-
• CHEMBL136560
• NSC-9920
• 1-norephedrine
• (1RS,2SR)-2-amino-1-phenyl-1-propanol
• 1-(-)-ephedrine
• Spectrum_001103
• Benzenemethanol alpha-(1-aminoethyl)-(R* S*)-
• (R*,S*)-(+-)-alpha-(1-aminoethyl)benzyl alcohol
• Spectrum2_000016
• Spectrum3_000889
• Spectrum4_000983
• Spectrum5_001156
• Benzenemethanol alpha-(1-aminoethyl)-(R*S*)-(+-)-
• (1R,2S)- Norephedrine
• (alpha S)-rel-alpha-[(1R)-1-Aminoethyl]benzenemethanol
• 1 Bencenometanol, Alfa-[(1R)-aminoetil]-, (Alfa S)-rel-
• Benzenemethanol, .alpha.-(1-aminoethyl)-, [R-(R*,S*)]-
• Benzenemethanol, alpha-(1-aminoethyl)-, (R*,S*)-(+-)-
• WLN: ZY1&YQR -L
• KBioGR_001385
• KBioSS_001583
• Benzenemethanol, .alpha.-(1-aminoethyl)-, (R*,S*)-(.+-.)-
• Benzenemethanol, .alpha.-(1-aminoethyl)-, (R*,S*)-(.+.)-
• Benzenemethanol, alpha-((1R)-1-aminoethyl)-, (alphaS)-rel-
• SCHEMBL152038
• (1s,2r)-2-hydroxy-2-phenyl-1-methyl-1-aminoethane
• 1S,2R-PHENYLPROPANOLAMINE HYDROCHLORIDE
• SPBio_000051
• bencenometanol,. Alfa .-(1-aminoetil)-, (R *, S *)-(+-)-
• Benzenemethanol, .alpha.-[(1R)-1-aminoethyl]-, (.alpha.S)-rel-
• PHENYLPROPANOLAMINE, L-
• (1r, 2s)-(-)-norephedrine
• PHENYLPROPANOLAMINE [MI]
• KBio2_001583
• KBio2_004151
• KBio2_006719
• KBio3_001778
• DTXSID10889348
• PHENYLPROPANOLAMINE [HSDB]
• 1-Propanol, 2-amino-1-phenyl-
• (1R, 2S)-(-)- norephedrine
• HMS2090P12
• PHENYLPROPANOLAMINE [VANDF]
• PHENYLPROPANOLAMINE [MART.]
• PHENYLPROPANOLAMINE, (-)-
• (1R,2S)-(-)-Phenylpropanolamine
• 700-65-2
• NSC17704
• PHENYLPROPANOLAMINE [WHO-DD]
• PDSP1_001349
• PDSP2_001333
• AKOS015891206
• (1R,2S)-(-)-Norephedrine, 99%
• CCG-214826
• DB00397
• LS-97284
• norpseudoephedrine, (R-(R*,S*))-isomer
• N0608
• (1R,2S)-(-)-2-Amino-1-phenyl-1-propanol
• C07911
• D08368
• AB01275538-01
• (R*,S*)-(+-)-alpha-(1-Aminoethyl)benzenemethanol
• SR-05000001534-1
• SR-05000001534-2
• W-106029
• (-)-ERYTHRO-2-AMINO-2-METHYL-1-PHENYLETHANOL
• Q26840801
• SELEGILINE HYDROCHLORIDE IMPURITY C [EP IMPURITY]
• BENZENEMETHANOL, .ALPHA.-(1-AMINOETHYL)-, (R*,S*)-, (+/-)-
• InChI=1/C9H13NO/c1-7(10)9(11)8-5-3-2-4-6-8/h2-7,9,11H,10H2,1H3/t7-,9-/m0/s

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
No predicted properties yet!

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.69%	96.09%
CHEMBL2581	P07339	Cathepsin D	92.42%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	91.65%	90.17%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	90.04%	94.62%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.88%	95.56%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	89.35%	94.08%
CHEMBL3492	P49721	Proteasome Macropain subunit	85.06%	90.24%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	84.08%	91.11%
CHEMBL3902	P09211	Glutathione S-transferase Pi	82.80%	93.81%
CHEMBL4208	P20618	Proteasome component C5	82.54%	90.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.38%	85.14%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.00%	93.56%

Plants that contains it

• Catha edulis
• Ephedra distachya
• Ephedra distachya subsp. helvetica
• Ephedra equisetina
• Ephedra intermedia
• Ephedra sinica
• Thymus quinquecostatus
• Thymus vulgaris

Cross-Links

• PubChem: 10297
• NPASS: NPC290515
• ChEMBL: CHEMBL136560
• LOTUS: LTS0188366
• wikiData: Q26840801