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287636

Sigma-Aldrich

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

98%

Synonym(e):

(+)-Pseudoephedrin, (+)-ψ-Ephedrin, (1S,2S)-2-Methylamino-1-phenyl-propanol, d-Isoephedrin, d-Pseudoephedrin

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About This Item

Empirische Formel (Hill-System):
C10H15NO
CAS-Nummer:
90-82-4
Molekulargewicht:
165.23
Beilstein:
2414132
EG-Nummer:
202-018-6
MDL-Nummer:
MFCD00064256
UNSPSC-Code:
12352116
PubChem Substanz-ID:
24857282
NACRES:
NA.22
Preise und Verfügbarkeit sind derzeit nicht verfügbar.

Qualitätsniveau

100

Assay

98%

Form

solid

Optische Aktivität

[α]20/D +52°, c = 0.6 in ethanol

mp (Schmelzpunkt)

118-120 °C

Funktionelle Gruppe

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

InChIKey

KWGRBVOPPLSCSI-WCBMZHEXSA-N

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Verwandte Kategorien

Allgemeine Beschreibung

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

Anwendung

(1S,2S)-(+)-Pseudoephedrine condenses with N,N-diisopropyl-2-formyl-1-naphthamide to form the corresponding oxazolidine derivative as a single diasterisomer.[2]
(1S,2S)-(+)-Pseudoephedrine may be used as a chiral auxillary in asymmetric synthesis of enantioenriched organic compounds.[3] 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.[4]

Biochem./physiol. Wirkung

Nicht-selektiver adrenergischer Agonist; abschwellend

Piktogramme

Exclamation mark
GHS07

Signalwort

Warning

Gefahreneinstufungen

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Zielorgane

Respiratory system

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

dust mask type N95 (US), Eyeshields, Gloves

Hier finden Sie alle aktuellen Versionen:

Analysenzertifikate (COA)

Lot/Batch Number
0001451675
SLBX8035
SLBR0233V
SLBP0095V
1451675V

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Die Dokumentenbibliothek aufrufen

Jillian M Hagel et al.
Trends in plant science, 17(7), 404-412 (2012-04-17)
Amphetamine analogs are produced by plants in the genus Ephedra and by Catha edulis, and include the widely used decongestants and appetite suppressants pseudoephedrine and ephedrine. A combination of yeast (Candida utilis or Saccharomyces cerevisiae) fermentation and subsequent chemical modification
James K Cunningham et al.
Drug and alcohol dependence, 126(1-2), 55-64 (2012-05-18)
Clandestine laboratory operators commonly extract ephedrine and pseudoephedrine-precursor chemicals used to synthesize methamphetamine-from over-the-counter cold/allergy/sinus products. To prevent this activity, two states, Oregon in 07/2006 and Mississippi in 07/2010, implemented regulations classifying ephedrine and pseudoephedrine as Schedule III substances, making
Pseudoephenamine: a practical chiral auxiliary for asymmetric synthesis.
Marvin R Morales et al.
Angewandte Chemie (International ed. in English), 51(19), 4568-4571 (2012-03-31)
Beatriz Alonso et al.
The Journal of organic chemistry, 78(2), 614-627 (2012-12-25)
We have developed an efficient protocol for carrying out the stereocontrolled formal conjugate addition of hydroxycarbonyl anion equivalents to α,β-unsaturated carboxylic acid derivatives using (S,S)-(+)-pseudoephedrine as chiral auxiliary, making use of the synthetic equivalence between the heteroaryl moieties and the
Wayland Hsiao et al.
BJU international, 110(8), 1196-1200 (2012-01-12)
What's known on the subject? and What does the study add? Modern surgical techniques have allowed preservation of fertility in most patients after post-chemotherapy retroperitoneal lymph node dissection (PC-RPLND), but some patients still have infertility after surgery. We reviewed our
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  1. How can I determine the shelf life / expiration / retest date of this product?

    1 Antwort

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 Antwort

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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