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Merck
CN

S0752

(±)-Synephrine

≥98%

别名:

1-(4-Hydroxyphenyl)-2-methylaminoethanol, 4-Hydroxy-α-(methylaminomethyl)benzyl alcohol

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关于此项目

线性分子式:
HOC6H4CH(CH2NHCH3)OH
化学文摘社编号:
分子量:
167.21
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
41116107
EC Number:
202-300-9
MDL number:
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产品名称

(±)-Synephrine, ≥98%

InChI key

YRCWQPVGYLYSOX-UHFFFAOYSA-N

InChI

1S/C9H13NO2/c1-10-6-9(12)7-2-4-8(11)5-3-7/h2-5,9-12H,6H2,1H3

SMILES string

OC1=CC=C(C(O)CNC)C=C1

assay

≥98%

mp

187 °C (dec.) (lit.)

storage temp.

2-8°C

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Application

(±)-Synephrine has been used as an alkaloid to investigate its in vitro antiviral, antibacterial, antifungal and cytotoxicity activities.

Biochem/physiol Actions

Synephrine is naturally found in citrus plants belonging to the Rutaceae family. It is a sympathomimetic alkaloid. Synephrine has 3 isomeric forms, such as m-synephrine, p-synephrine and o-synephrine. It exhibits β-adrenergic properties.

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

存储类别

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

法规信息

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分析证书(COA)

Lot/Batch Number

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C M Brown et al.
British journal of pharmacology, 93(2), 417-429 (1988-02-01)
1. The activities of the (-)- and (+)-forms of m- and p-octopamine and m- and p-synephrine on alpha 1-adrenoceptors from rat aorta and anococcygeus and alpha 2-adrenoceptors from rabbit saphenous vein were compared with those of noradrenaline (NA). 2. The
Shun-ichi Ishiuchi et al.
The journal of physical chemistry. A, 115(37), 10363-10369 (2011-08-09)
In our previous work, we found that synephrine has six conformers in the gas phase, while adrenaline, which is a catecholamine and has the same side chain as synephrine, has been reported to have only two conformers. To determine the
Comprehensive Natural Products II: Chemistry and Biology (2010)
Luciana Grazziotin Rossato et al.
Archives of toxicology, 85(8), 929-939 (2010-12-09)
Synephrine is a natural compound, frequently added to ephedra-free dietary supplements for weight-loss, due to its effects as a nonspecific adrenergic agonist. Though only p-synephrine has been documented in plants, the presence of m-synephrine has also been reported in weight-loss
C Carpéné et al.
Naunyn-Schmiedeberg's archives of pharmacology, 359(4), 310-321 (1999-05-27)
Numerous synthetic agonists selectively stimulate beta3-adrenoceptors (ARs). The endogenous catecholamines, noradrenaline and adrenaline, however, stimulate all the beta-AR subtypes, and no selective physiological agonist for beta3-ARs has been described so far. The aim of this study was to investigate whether

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