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287636

Sigma-Aldrich

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

98%

Sinónimos:

(+)-Pseudoephedrine, (+)-ψ-Ephedrine, (1S,2S)-2-Methylamino-1-phenyl-1-propanol, d-Isoephedrine, d-Pseudoephedrine

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About This Item

Fórmula empírica (notación de Hill):
C10H15NO
Número de CAS:
90-82-4
Peso molecular:
165.23
Beilstein:
2414132
Número CE:
202-018-6
Número MDL:
MFCD00064256
Código UNSPSC:
12352116
ID de la sustancia en PubChem:
24857282
NACRES:
NA.22
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Nivel de calidad

100

Ensayo

98%

Formulario

solid

actividad óptica

[α]20/D +52°, c = 0.6 in ethanol

mp

118-120 °C

grupo funcional

amine
hydroxyl
phenyl

cadena SMILES

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

Clave InChI

KWGRBVOPPLSCSI-WCBMZHEXSA-N

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Descripción general

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

Aplicación

(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]

Acciones bioquímicas o fisiológicas

Non-selective adrenergic agonist; decongestant

Pictogramas

Exclamation mark
GHS07

Palabra de señalización

Warning

Clasificaciones de peligro

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

Órganos de actuación

Respiratory system

Código de clase de almacenamiento

11 - Combustible Solids

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable

Equipo de protección personal

dust mask type N95 (US), Eyeshields, Gloves

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Certificados de análisis (COA)

Lot/Batch Number
0001451675
SLBX8035
SLBR0233V
SLBP0095V
1451675V

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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)
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
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
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
A new pseudo C2-symmetric tertiary diamine for the enantioselective addition of MeLi to aromatic imines.
Gille S, et al.
Tetrahedron Asymmetry, 17(7), 1045-1047 (2006)
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Questions

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  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    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 answer

    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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