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SML2313

Sigma-Aldrich

Higenamine hydrochloride

≥95% (HPLC)

Synonym(s):

Higenamine hydrochloride, (RS)-Norcoclaurine hydrochloride, (±)-1,2,3,4-tetrahydro-1-[(4-hydroxyphenyl)methyl]-6,7-Isoquinolinediol hydrochloride, (±)-Demethylcoclaurine, (±)-Norcoclaurine hydrochloride, (±)-O-Demethylcoclaurine hydrochloride, 1,2,3,4-Tetrahydro-1-[(4-hydroxyphenyl)methyl]-6,7-isoquinolinediol hydrochloride, dl-Demethylcoclaurine hydrochloride, (±)-Demethylcoclaurine hydrochloride

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About This Item

Empirical Formula (Hill Notation):
C16H17NO3 · HCl
CAS Number:
11041-94-4
Molecular Weight:
307.77
MDL number:
MFCD01717353
UNSPSC Code:
12352116
NACRES:
NA.77

assay

≥95% (HPLC)

form

powder

storage condition

desiccated

color

white to beige

solubility

H2O: 2 mg/mL, clear (warmed)

storage temp.

2-8°C

SMILES string

OC1=C(O)C=C(C(CC2=CC=C(O)C=C2)NCC3)C3=C1.Cl

InChI

1S/C16H17NO3.ClH/c18-12-3-1-10(2-4-12)7-14-13-9-16(20)15(19)8-11(13)5-6-17-14;/h1-4,8-9,14,17-20H,5-7H2;1H

InChI key

SWWQQSDRUYSMAR-UHFFFAOYSA-N

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Biochem/physiol Actions

Higenamine is an anti-inflammatory agent that protects cells from oxidant injury. Higenamine is a pharmacological modulator of heme oxygenase 1(HO-1). It also displays agonist activity at adrenergic β2 receptor.

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Wenjiang Duan et al.
Experimental and therapeutic medicine, 12(5), 3107-3112 (2016-11-25)
Existing in Ranunculaceae Aconitum and tomato, with the chemical name 1-phydroxybenzyl-1,2,3,4-tetrahy-droisoquinoline, higenamine is widely distributed in China. Higenamine's anti-inflammatory, antioxidant and anti-apoptotic effects have been identified in previous studies. The present study attempted to determine the protective effect of higenamine
Eisuke Kato et al.
Bioorganic & medicinal chemistry, 25(24), 6412-6416 (2017-10-27)
β2-Adrenergic receptor (β2AR) agonists are employed as bronchodilators to treat pulmonary disorders, but are attracting attention for their modulation of glucose handling and energy expenditure. Higenamine is a tetrahydroisoquinoline present in several plant species and has β2AR agonist activity, but
Xiaoxia An et al.
Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie, 95, 1710-1717 (2017-09-30)
Diabetic gastroparesis (DGP) is a common complication of diabetes mellitus (DM). The numerous clinical symptoms of DGP and the great cost on the treatment of DGP seriously lowered the patients' life quality. However, the pathogenic mechanism of DGP is still

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