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SINOMENINE HYDROCHLORIDE

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SINOMENINE HYDROCHLORIDE Basic information

Product Name:
SINOMENINE HYDROCHLORIDE
Synonyms:
  • hydroxy-dimethoxy-methyl-BLAH-azatetracyclo[BLAH]hexadeca-BLAH,BLAH,BLAH,BLAH-tetraenone
  • Sinomenine Hydrocloride
  • Cucoline hydrochloride
  • (9a,13a,14a)-4-Hydroxy-3,7-dimethoxy-17-methyl-7,8-didehydromorphinan-6-one hydrochloride
  • SINOMENINE HYDROCHLORIDE
  • SINOMENINE HCL
  • (9α,13α,14α)- 7,8-Didehydro-4- hydroxy-3,7-diMet
  • 7,8-Didehydro-4-hydroxy-3,7-diMethoxy-17-Methyl- 9α,13α,14α-Morphinan-6-one Hydrochloride
CAS:
6080-33-7
MF:
C19H23NO4.ClH
MW:
365.85
EINECS:
618-347-7
Product Categories:
  • Alkaloids
  • Inhibitors
  • pharmaceutical intermediate
  • phytochemical
  • reference standards from Chinese medicinal herbs (TCM).
  • standardized herbal extract
  • APIs
  • Chiral Reagents
  • Intermediates & Fine Chemicals
  • Pharmaceuticals
  • chemical reagent
Mol File:
6080-33-7.mol
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SINOMENINE HYDROCHLORIDE Chemical Properties

Melting point:
231.0 to 235.0 °C
storage temp. 
Inert atmosphere,2-8°C
solubility 
H2O: soluble20mg/mL, clear
form 
powder
color 
white to beige
optical activity
[α]/D -70 to -90°, c = 1 in H2O
Water Solubility 
Soluble to 100 mM in water
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Safety Information

Safety Statements 
24/25
WGK Germany 
3
RTECS 
QD2163000
HS Code 
29334900
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SINOMENINE HYDROCHLORIDE Usage And Synthesis

Description

Sinomenine is a natural plant alkaloid commonly used to alleviate inflammation associated with rheumatoid arthritis. It activates histamine release, reduces joint stiffness and pain, and alters cytokine generation without producing gastrointestinal adverse events. Sinomenine also impairs signaling through NF-κB, resulting in immunosuppression as well as reduced inflammation and pain. It enhances the bioavailability of some compounds, at least in part through an inhibition of drug export by transporters like P-glycoprotein.

Chemical Properties

White Solid

Uses

Sinomenine is an optical isomer of Methoxythebainone. Sinomenine was extracted from root of Sinomenium acutum. Sinomenine has anti-inflammatory and analgesic effect.

Purification Methods

Crystallise the salt from water (1g/1.5mL) or EtOH. The free base [115-53-7] M 329.4, has m 161o (from EtOH) (and again at 182o) after crystallisation from *C6H6, and [] D 20 -78.9o (c 1, EtOH). The picrate has m 159-162o(dec) (from H2O). [Beilstein 21 II 470, 21 III/IV 6670.]

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