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Merck
CN

365602

Sigma-Aldrich

Sinomenine

0.3 mol chloroform of crystallization

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About This Item

Empirical Formula (Hill Notation):
C19H23NO4 · 0.3CHCl3
CAS Number:
115-53-7
Molecular Weight:
365.20
MDL number:
MFCD00134303
UNSPSC Code:
12352005
PubChem Substance ID:
24862546
NACRES:
NA.22

Key Documents

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drug control

regulated under CDSA - not available from Sigma-Aldrich Canada

impurities

0.3 mol chloroform of crystallization

mp

180 °C (dec.) (lit.)

functional group

ether
ketone

SMILES string

COC1=CC2[C@@H]3Cc4ccc(OC)c(O)c4[C@]2(CCN3C)CC1=O

InChI

1S/C19H23NO4/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/t12-,13+,19-/m1/s1

InChI key

INYYVPJSBIVGPH-QHRIQVFBSA-N

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Pictograms

Health hazardExclamation mark
GHS08,GHS07

Signal Word

Danger

Hazard Classifications

Acute Tox. 4 Oral - Carc. 2 - Eye Irrit. 2 - Repr. 2 - Skin Irrit. 2 - STOT RE 1 - STOT SE 3

Target Organs

Liver,Kidney, Respiratory system

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
16127DZ
07415CU
03216DY

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Peng Teng et al.
European journal of medicinal chemistry, 50, 63-74 (2012-02-14)
Sinomenine (1) is clinically available for the treatment of rheumatoid arthritis (RA), however, its efficacy is quite weak. In the present study, a library of novel sinomenine-based homodimers and monomers through variable-length linkers were designed and synthesized, and their bioactivities
Yi Hong et al.
Cancer immunology, immunotherapy : CII, 62(3), 447-454 (2012-09-04)
Transferrin receptor (TfR) has been used as a target for the antibody-based therapy of cancer due to its higher expression in tumors relative to normal tissues. Great potential has been shown by anti-TfR antibodies combined with chemotherapeutic drugs as a
Meng-Xiang Su et al.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences, 889-890, 39-43 (2012-02-22)
A sensitive and selective liquid chromatographic tandem mass spectrometric method was developed and validated for the determination of sinomenine in human plasma. Plasma samples were precipitated using methanol with metronidazole as internal standard. Separation was carried out on an Inertsil
Xiaoyun Chai et al.
Bioorganic & medicinal chemistry letters, 22(18), 5849-5852 (2012-08-16)
In order to search for drugs with excellent anti-inflammatory activities, a series of novel sinomenine derivatives were designed, synthesized, and evaluated for their inhibition activities against NF-κB activation induced by lipopolysaccharide (LPS). Compared with the natural parent sinomenine, compounds 2a-w
Wen-Guang Liu et al.
Chinese medical journal, 125(14), 2543-2547 (2012-08-14)
While intra-articular injection of sinomenine hydrochloride has a therapeutic effect on osteoarthritis, it has a short half-life, and is thermolabile and photolabile. The aim of this research was to evaluate the sustained-release of sinomenine hydrochloride from an injectable sinomenine hydrochloride
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