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317500

Sigma-Aldrich

(1S,2R)-(+)-Norephedrine

98%

Sinônimo(s):

(1S,2R)-2-Amino-1-phenyl-1-propanol, erythro-α-(1-aminoethyl)benzyl alcohol, D-(+)-Norephedrine, Phenylpropanolamine

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About This Item

Fórmula linear:
C6H5CH(OH)CH(CH3)NH2
Número CAS:
Peso molecular:
151.21
Beilstein:
2802896
Número MDL:
Código UNSPSC:
12352116
ID de substância PubChem:
NACRES:
NA.22

Nível de qualidade

Ensaio

98%

forma

solid

atividade óptica

[α]20/D +40°, c = 7 in 1 M HCl

pf

51-54 °C (lit.)

grupo funcional

amine
hydroxyl
phenyl

temperatura de armazenamento

2-8°C

cadeia de caracteres SMILES

C[C@@H](N)[C@@H](O)c1ccccc1

InChI

1S/C9H13NO/c1-7(10)9(11)8-5-3-2-4-6-8/h2-7,9,11H,10H2,1H3/t7-,9-/m1/s1

chave InChI

DLNKOYKMWOXYQA-VXNVDRBHSA-N

Descrição geral

(1S,2R)-(+)-Norephedrine is an enantiomer of ephedrine mainly used as a chiral auxiliary for asymmetric synthesis.

Aplicação

(1S,2R)-(+)-Norephedrine may be used in the preparation of dendritic ligands, which on combining with Ru(II) complexes form efficient asymmetric transfer hydrogenation catalysts. It may also be used in the preparation of N-((1S,2R)-1-hydroxy-1-phenylpropan-2-yl)furan-2-carboxamide. This chiral amide can efficiently catalyze the enantioselective ethylation of aromatic and heteroaromatic aldehydes to secondary alcohols in the absence of titanium tetraisopropoxide as promotor.

Aplicação

Pictogramas

Exclamation mark

Palavra indicadora

Warning

Frases de perigo

Declarações de precaução

Classificações de perigo

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

Órgãos-alvo

Respiratory system

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

235.4 °F - closed cup

Ponto de fulgor (°C)

113 °C - closed cup

Equipamento de proteção individual

dust mask type N95 (US), Eyeshields, Gloves


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Chiral amide from (1S, 2R)-(+)-norephedrine alkaloid in the enantioselective addition of diethylzinc to aryl and heteroaryl aldehydes.
Ananthi N, et al.
Tetrahedron Asymmetry, 20(15), 1731-1735 (2009)
Dendritic catalysts for asymmetric transfer hydrogenation based (1S, 2R)-norephedrine derived ligands.
Liu PN, et al.
Tetrahedron Asymmetry, 14(16), 2481-2485 (2003)
Ana Caroline Costa Sa et al.
Scientific reports, 9(1), 8795-8795 (2019-06-21)
Growing evidence suggests that peripheral factors to the brain driving neuro-inflammation could affect Alzheimer's Disease (AD) and Parkinson's Disease (PD) severity. Herpes simplex virus type 1 (HSV1) infection has been associated with AD while other related viruses, including cytomegalovirus (CMV)
Stefan W Toennes et al.
Journal of pharmaceutical and biomedical analysis, 179, 113008-113008 (2019-12-02)
Each year, synthetic drugs are occurring in high numbers in the illicit drug market. But data on their pharmacology and toxicology are scarcely available. Therefore, a pilot study was performed to evaluate excretion of 4-fluoroamphetamine (4FA) in humans and identify
María José Ojeda-Montes et al.
Future medicinal chemistry, 9(18), 2129-2146 (2017-11-28)
Extracts from Ephedra species have been reported to be effective as antidiabetics. A previous in silico study predicted that ephedrine and five ephedrine derivatives could contribute to the described antidiabetic effect of Ephedra extracts by inhibiting dipeptidyl peptidase IV (DPP-IV).

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