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Merck
CN

400092

(1S,2R)-(−)-2-(Dibutylamino)-1-phenyl-1-propanol

95%

Synonym(s):

(−)-DBNE, N,N-Dibutyl-D-(−)-norephedrine

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About This Item

Linear Formula:
[CH3(CH2)3]2NCH(CH3)CH(C6H5)OH
CAS Number:
Molecular Weight:
263.42
UNSPSC Code:
12352116
PubChem Substance ID:
MDL number:
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InChI

1S/C17H29NO/c1-4-6-13-18(14-7-5-2)15(3)17(19)16-11-9-8-10-12-16/h8-12,15,17,19H,4-7,13-14H2,1-3H3/t15-,17-/m1/s1

SMILES string

CCCCN(CCCC)[C@H](C)[C@@H](O)c1ccccc1

InChI key

BRRGNOFUBFINSX-NVXWUHKLSA-N

assay

95%

optical activity

[α]22/D −21°, c = 2 in chloroform

refractive index

n20/D 1.502 (lit.)

bp

170 °C/2 mmHg (lit.)

density

0.948 g/mL at 25 °C (lit.)

Application

Ligand for enantioselective addition of dialkylzinc to carbonyls and imines.

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

10 - Combustible liquids

wgk

WGK 3

flash_point_f

230.0 °F - closed cup

flash_point_c

110 °C - closed cup

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

Regulatory Information

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Dae Keun Suh et al.
Cells, 11(18) (2022-09-24)
Muscle atrophy is defined as the progressive degeneration or shrinkage of myocytes and is triggered by factors such as aging, cancer, injury, inflammation, and immobilization. Considering the total amount of body iron stores and its crucial role in skeletal muscle
Soai, K.et al.
Journal of the Chemical Society. Chemical Communications, 1097-1097 (1992)
K. Soai et al.
Chemical Reviews, 92, 833-833 (1992)
Mei-Chuan Kuo et al.
Biomolecules, 11(7) (2021-08-07)
Hypoxia is regarded as one of the pathophysiologic mechanisms of kidney injury and further progression to kidney failure. Epithelial-to-mesenchymal transition (EMT) in kidney tubules is a critical process of kidney fibrosis. This study utilized transcriptome analysis to investigate hypoxia-induced EMT

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