287636

(1S,2S)-(+)-Pseudoephedrine

98%

• Synonym(s): (+)-Pseudoephedrine, (+)-ψ-Ephedrine, (1S,2S)-2-Methylamino-1-phenyl-1-propanol, d-Isoephedrine, d-Pseudoephedrine
• Empirical Formula (Hill Notation): C₁₀H₁₅NO
• CAS Number: 90-82-4
• Molecular Weight: 165.23
• Beilstein: 2414132
• EC Number: 202-018-6
• MDL number: MFCD00064256
• UNSPSC Code: 12352116
• PubChem Substance ID: 24857282
• NACRES: NA.22

Properties

• Quality Level: 100
• Assay: 98%
• form: solid
• optical activity: [α]20/D +52°, c = 0.6 in ethanol
• mp: 118-120 °C
• functional group: amine; hydroxyl; phenyl
• SMILES string: CN[C@@H](C)[C@@H](O)c1ccccc1
• InChI: 1S/C10H15NO/c1-8(11-2)10(12)9-6-4-3-5-7-9/h3-8,10-12H,1-2H3/t8-,10+/m0/s1
• InChI key: KWGRBVOPPLSCSI-WCBMZHEXSA-N

Description

General description

(1S,2S)-(+)-Pseudoephedrine, a natural enantiomer of ephedrine, is a decongestant commonly used in cold and allergy medicines.

Application

(1S,2S)-(+)-Pseudoephedrine condenses with N,N-diisopropyl-2-formyl-1-naphthamide to form the corresponding oxazolidine derivative as a single diasterisomer.

(1S,2S)-(+)-Pseudoephedrine may be used as a chiral auxillary in asymmetric synthesis of enantioenriched organic compounds. It may also be used to prepare a novel tertiary pseudo C2-symmetric 1,2-diamine, which facilitates the enantioselective addition of methyl lithium to imines with better yield.

Biochem/physiol Actions

Non-selective adrenergic agonist; decongestant

Safety Information

• Pictograms: GHS07
• Signal Word: Warning
• Hazard Statements: H302 + H312 + H332,H315,H319,H335
• Precautionary Statements: P261 - P280 - P301 + P312 - P302 + P352 + P312 - P304 + P340 + P312 - P305 + P351 + P338
• Hazard Classifications: Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• Target Organs: Respiratory system
• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves