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SINOMENINE HYDROCHLORIDE

Product Name
SINOMENINE HYDROCHLORIDE
CAS No.
6080-33-7
Chemical Name
SINOMENINE HYDROCHLORIDE
Synonyms
Sinomenin HCl;SINOMENINE HCL;Cucoline hydrochloride;Kukoline hydrochloride;Sinomenine Hydrocloride;SINOMENINE HYDROCHLORIDE;Tuduranine Hydrochloride;Sinomenine HCl Dihydrate;Sabianine A hydrochloride;Sinomenine hydrochloride-RM
CBNumber
CB6245173
Molecular Formula
C19H23NO4.ClH
Formula Weight
365.85
MOL File
6080-33-7.mol
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SINOMENINE HYDROCHLORIDE Property

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
InChI
InChI=1/C19H23NO4.ClH/c1-20-7-6-19-10-14(21)16(24-3)9-12(19)13(20)8-11-4-5-15(23-2)18(22)17(11)19;/h4-5,9,12-13,22H,6-8,10H2,1-3H3;1H/t12-,13+,19-;/s3
InChIKey
YMEVIMJAUHZFMW-FSYSDVFBNA-N
SMILES
OC1C(=CC=C2C[C@]3([H])N(CC[C@]4(CC(C(=C[C@@]43[H])OC)=O)C2=1)C)OC.Cl |&1:7,12,17,r|
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Safety

Safety Statements 
24/25
WGK Germany 
3
RTECS 
QD2163000
HS Code 
29334900
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

H351Suspected of causing cancer

Precautionary statements

P201Obtain special instructions before use.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P308+P313IF exposed or concerned: Get medical advice/attention.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
SML1002
Product name
Sinomenine hydrochloride
Purity
≥98% (HPLC)
Packaging
50mg
Price
$121
Updated
2025/07/31
TCI Chemical
Product number
S0926
Product name
Sinomenine Hydrochloride
Purity
>98.0%(HPLC)(T)
Packaging
1g
Price
$117
Updated
2023/01/07
TCI Chemical
Product number
S0926
Product name
Sinomenine Hydrochloride
Purity
>98.0%(HPLC)(T)
Packaging
5g
Price
$402
Updated
2022/04/27
Cayman Chemical
Product number
16143
Product name
Sinomenine (hydrochloride)
Purity
≥98%
Packaging
50mg
Price
$32
Updated
2024/03/01
Cayman Chemical
Product number
16143
Product name
Sinomenine (hydrochloride)
Purity
≥98%
Packaging
100mg
Price
$44
Updated
2024/03/01
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SINOMENINE HYDROCHLORIDE Chemical Properties,Usage,Production

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.

in vivo

Sinomenine hydrochloride (i.p.) produces antinociception in the hot plate and tail flick tests in male rats at 40 mg/kg, but not at lower doses (10 or 20 mg/kg). At 10 to 40 mg/kg Sinomenine hydrochloride does not produce any observable side effect such as sedation, allergy or motor impairments. Sinomenine hydrochloride at 80 mg/kg i.p. does not produce any observable side effects in mice. I.p or p.o. Sinomenine hydrochloride at 40 or 80 mg/kg dose-dependently reduces mechanical hypersensitivity in nerve injured mice. I.p. Sinomenine hydrochloride at 40 mg/kg, but not lower doses or vehicle, significantly decreases mechanical and cold allodynia for up to 240 min without producing motor deficits or sedation[3]. At doses of 10 to 40 mg/kg, Sinomenine hydrochloride dose-dependently increases the paw withdrawal threshold. In non-chronic constriction injury (CCI) healthy rats, Sinomenine hydrochloride at the dose range of 10 to 40 mg/kg does not change the immobility behavior in the forced swimming test[4].

IC 50

NF-κB; μ Opioid Receptor/MOR

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.]

References

[1] QUANXING WANG  Xiao K L. Immunosuppressive and anti-inflammatory activities of sinomenine[J]. International immunopharmacology, 2011, 11 3: Pages 373-376. DOI: 10.1016/j.intimp.2010.11.018
[2] MAYEDA H. THE SITE OF HISTAMINE RELEASE BY SINOMENINE*[J]. Japanese journal of pharmacology, 1954, 3 2: Pages 73-81. DOI: 10.1254/jjp.3.73
[3] YUE SUN  Cong zhu D  Yao Yao. A combination of Sinomenine and Methotrexate reduces joint damage of collagen induced arthritis in rats by modulating osteoclast-related cytokines[J]. International immunopharmacology, 2014, 18 1: Pages 135-141. DOI: 10.1016/j.intimp.2013.11.014
[4] MIN XU. Sinomenine versus NSAIDs for the treatment of rheumatoid arthritis: a systematic review and meta-analysis.[J]. Planta medica, 2008, 74 12: 1423-1429. DOI: 10.1055/s-2008-1081346
[5] KRITIKA KESARWANI  Rajiv G. Bioavailability enhancers of herbal origin: An overview[J]. Asian Pacific journal of tropical biomedicine, 2013, 3 4: Pages 253-266. DOI: 10.1016/s2221-1691(13)60060-x
[6] ZHEN LIU. Sinomenine sensitizes multidrug-resistant colon cancer cells (Caco-2) to doxorubicin by downregulation of MDR-1 expression.[J]. PLoS ONE, 2014: e98560. DOI: 10.1371/journal.pone.0098560

SINOMENINE HYDROCHLORIDE Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from SINOMENINE HYDROCHLORIDE manufacturers

Shaanxi Xianhe Biotech Co., Ltd
Product
SINOMENINE HYDROCHLORIDE 6080-33-7
Price
US $0.00/kg
Min. Order
1kg
Purity
0.99
Supply Ability
1000kg
Release date
2025-04-27
Hovane Phytochemicals Co., Ltd
Product
Sinomenine Hydrochloride 6080-33-7
Price
US $0.00/kg
Min. Order
1kg
Purity
98%HPLC
Supply Ability
1 ton
Release date
2024-11-20
Hebei Zhuanglai Chemical Trading Co.,Ltd
Product
Sinomenine Hydrochloride 6080-33-7
Price
US $200.00-85.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
20ton
Release date
2024-04-23

6080-33-7, SINOMENINE HYDROCHLORIDERelated Search:


  • 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
  • Tuduranine Hydrochloride
  • Sinomenine hydrochloride (Cucoline hydrochloride)
  • Sinomenine Hydrochloride &gt
  • Kukoline hydrochloride
  • Sabianine A hydrochloride
  • 9α,13α,14α-Morphinan-6-one, 7,8-didehydro-4-hydroxy-3,7-dimethoxy-17-methyl-, hydrochloride
  • TIANFU-CHEM CAS:6080-33-7 SINOMENINE HYDROCHLORIDE
  • Sinomenine hydrochloride (Cucoline)
  • Sinomenine HCl Dihydrate
  • Sinomenine hydrochloride (6CI, 7CI)
  • Sinomenin HCl
  • 98% Sinomenine Hydrochloride Powder
  • Sinomenine Hydrochloride, ≥ 98.0%
  • Morphinan-6-one, 7,8-didehydro-4-hydroxy-3,7-dimethoxy-17-methyl-, hydrochloride (1:1), (9α,13α,14α)-
  • (4bR,8aS,9S)-4-Hydroxy-3,7-dimethoxy-11-methyl-9,10-dihydro-5H-9,4b-(epiminoethano)phenanthren-6(8aH)-one hydrochloride
  • Sinomenine hydrochloride-RM
  • Sinomenine hydrochloride, Morphinan analog
  • Sinomenine hydrochloride, 10 mM in DMSO
  • Sinomenine hydrochloride 99%
  • 6080-33-7
  • C19H23NO4HCl
  • Alkaloids
  • Inhibitors
  • pharmaceutical intermediate
  • phytochemical
  • reference standards from Chinese medicinal herbs (TCM).
  • standardized herbal extract
  • chemical reagent
  • Chiral Reagents
  • Intermediates & Fine Chemicals
  • Pharmaceuticals
  • APIs