(9alpha,13alpha,14alpha)-4-hydroxy-3,7-dimethoxy-17-methyl-7,8-didehydromorphinan-17-ium-6-one chloride
Sinomenine hydrochloride
CAS: 6080-33-7
Molecular Formula: C19H24ClNO4
(9alpha,13alpha,14alpha)-4-hydroxy-3,7-dimethoxy-17-methyl-7,8-didehydromorphinan-17-ium-6-one chloride - Names and Identifiers
| Name | Sinomenine hydrochloride |
| Synonyms | Sinomenine HCL SINOMENINE HCL Cucoline hydrochloride Sinomenine Hydrocloride Sinomenine hydrochloride SINOMENINE HYDROCHLORIDE (9α,13α,14α)- 7,8-Didehydro-4-hydroxy-3,7-diMet 4-hydroxy-3,7-dimethoxy-17-methyl-7,8-didehydromorphinan-6-one hydroxy-dimethoxy-methyl-BLAH-azatetracyclo[BLAH]hexadeca-BLAH,BLAH,BLAH,BLAH-tetraenone 7,8-Didehydro-4-hydroxy-3,7-diMethoxy-17-Methyl-9α,13α,14α-Morphinan-6-one Hydrochloride (9a,13a,14a)-4-Hydroxy-3,7-dimethoxy-17-methyl-7,8-didehydromorphinan-6-one hydrochloride (9alpha,13alpha,14alpha)-4-hydroxy-3,7-dimethoxy-17-methyl-7,8-didehydromorphinan-17-ium-6-one chloride |
| CAS | 6080-33-7 |
| 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+;/m1./s1 |
(9alpha,13alpha,14alpha)-4-hydroxy-3,7-dimethoxy-17-methyl-7,8-didehydromorphinan-17-ium-6-one chloride - Physico-chemical Properties
| Molecular Formula | C19H24ClNO4 |
| Molar Mass | 365.85 |
| Melting Point | 231.0 to 235.0 °C |
| Boling Point | 513.6°C at 760 mmHg |
| Flash Point | 264.4°C |
| Solubility | Soluble in ethanol, acetone, chloroform and dilute alkali, slightly soluble in water, ether and benzene. |
| Vapor Presure | 3.59E-11mmHg at 25°C |
| Appearance | White needle crystal |
| Color | white to beige |
| Storage Condition | Inert atmosphere,2-8°C |
| MDL | MFCD01714307 |
| Physical and Chemical Properties | White needle Crystal, soluble in methanol, ethanol, DMSO and other organic solvents. |
| In vitro study | Cell viability is gradually decreased with increasing Sinomenine hydrochloride concentration. The migration ability of MDA-MB-231 cells is significantly weakened by 0.25, 0.5, and 1 mM of Sinomenine hydrochloride treatment. The wound-healing assay reveals that 0.25 and 0.5 mM Sinomenine hydrochloride significantly suppress the healing of the wound. When the MDA-MB-231 cells are treated with 0.5 mM Sinomenine hydrochloride, the healing progress is about 50%, but in the group treated with 0.25 mM Sinomenine hydrochloride and the untreated control, the healing is about 80% and nearly 95%, respectively. The IB assay following inhibitor of NF-κB (IκB) antibody IP shows that the binding of NF-κB to IκB is inhibited by Sinomenine hydrochloride treatment in a dose-dependent manne. |
| In vivo study | 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. At 80 mg/kg, Sinomenine hydrochloride is mildly sedative in rats. 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. 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. |
(9alpha,13alpha,14alpha)-4-hydroxy-3,7-dimethoxy-17-methyl-7,8-didehydromorphinan-17-ium-6-one chloride - Risk and Safety
| Safety Description | 24/25 - Avoid contact with skin and eyes. |
| WGK Germany | 3 |
| RTECS | QD2163000 |
| HS Code | 29334900 |
(9alpha,13alpha,14alpha)-4-hydroxy-3,7-dimethoxy-17-methyl-7,8-didehydromorphinan-17-ium-6-one chloride - Reference
| Reference Show more | 1. Tan meiao, Fang Xuejun, Cao Min, Xi Shifeng, Lan Shaoyang, Liu Xiaoman, Liang Yi. Experimental study of sinomenine combined with bone marrow mesenchymal stem cells in preventing immune liver injury induced by Con A in rats [J]. Chinese Journal of Integrated Traditional and Western medicine, 2020,40(05):575-581. 2. Zhu Yihao, Tan meiao, Xi Shifeng, et al. Sinomenine protects against concanavalin A- induced acute immune liver injury in rats by immunoregulation [J]. Journal of Guangzhou University of Traditional Chinese Medicine, 2018, 035(003):476-481. 3. [IF = 4.243] Aomei Zhao et al."Synergy of sinomenine hydrochloride and radiodine on human papilary throid carcinoma cells." Transcl Oncol. 2021 Oct;14:101172 |
(9alpha,13alpha,14alpha)-4-hydroxy-3,7-dimethoxy-17-methyl-7,8-didehydromorphinan-17-ium-6-one chloride - Reference Information
| biological activity | Sinomenine hydrozolide (Cucoline hydrozolide) is an alkaloid from Sinomenium acutum and is a blocker of NF-κB activation. Sinomenine is also an activator of the μ-opioid receptor. |
| uses | sinomenine hydrochloride has the effects of treating rheumatism and rheumatoid arthritis, anti-arrhythmia, analgesia and anti-inflammation. for content determination/identification/pharmacological experiments. Pharmacological Efficacy: with wind-dispelling and dampness-removing, activating blood circulation and dredging collaterals, diuretic and detumescence. |
| category | toxic substances |
| toxicity grade | high toxicity |
| Acute toxicity | subcutaneous-mouse LD50: 4.83 mg/kg |
| flammability hazard characteristics | combustible, fire emission of nitrogen-containing oxides and chlorides |
| storage and transportation characteristics | The warehouse is ventilated and dried at low temperature; It is stored and transported separately from oxidant and food |
| fire extinguishing agent | water, sand, foam |
Last Update：2024-04-09 20:48:19
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Spot supply
Product Name: Sinomenine Hydrochloride Visit Supplier Webpage Request for quotationCAS: 6080-33-7
Tel: 0714-3999186
Email: 2853786052@qq.com
Mobile: 86+15671228036
QQ: 2853786052
Wechat: 15671228036
Multiple SpecificationsSpot supply
Product Name: Sinomenine Hydrochloride Visit Supplier Webpage Request for quotationCAS: 6080-33-7
Tel: 18301782025
Email: 3008007409@qq.com
Mobile: 18021002903
QQ: 3008007409
Wechat: 18301782025
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