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10,11-Dimethoxystrychnine

10,11-Dimethoxystrychnine Structure
10,11-Dimethoxystrychnine
  • CAS No.357-57-3
  • Chemical Name:10,11-Dimethoxystrychnine
  • CBNumber:CB1208445
  • Molecular Formula:C23H26N2O4
  • Formula Weight:394.46
  • MOL File:357-57-3.mol
10,11-Dimethoxystrychnine Property
  • Melting point: :175-178 °C (dec.)(lit.)
  • alpha  :-118 º (c=2.5 in chloroform)
  • Boiling point: :518.67°C (rough estimate)
  • Density  :1.2119 (rough estimate)
  • refractive index  :1.6300 (estimate)
  • storage temp.  :Store at RT
  • pka :8.28(at 25℃)
  • form  :Powder
  • color  :White to light beige
  • Water Solubility  :Soluble in alcohol, chloroform, and benzene, slightly soluble in water, ether, and glycerol
  • Merck  :14,1455
  • Stability: :Stable. Combustible. Incompatible with strong oxidizing agents.
  • CAS DataBase Reference :357-57-3(CAS DataBase Reference)
  • EWG's Food Scores :2-3
  • FDA UNII :6NG17YCK6H
  • NIST Chemistry Reference :Brucine(357-57-3)
  • EPA Substance Registry System :Brucine (357-57-3)
Safety
Hazard and Precautionary Statements (GHS)
  • Symbol(GHS)
  • Signal word
  • Hazard statements H300-H330-H412
  • Precautionary statements P301+P310a-P304+P340-P320-P330-P405-P501a
10,11-Dimethoxystrychnine Price More Price(8)
  • Brand: Sigma-Aldrich
  • Product number: 8.18308
  • Product name : (-)-Brucine
  • Purity: for resolution of racemates for synthesis
  • Packaging: 50 g
  • Price: $125.8
  • Updated: 2021/03/22
  • Buy: Buy
  • Brand: Alfa Aesar
  • Product number: J61178
  • Product name : Brucine
  • Purity: 
  • Packaging: 100g
  • Price: $214
  • Updated: 2020/06/24
  • Buy: Buy
  • Brand: Alfa Aesar
  • Product number: J61178
  • Product name : Brucine
  • Purity: 
  • Packaging: 25g
  • Price: $66.7
  • Updated: 2020/06/24
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  • Brand: Cayman Chemical
  • Product number: 27221
  • Product name : Brucine
  • Purity: 
  • Packaging: 25g
  • Price: $54
  • Updated: 2021/03/22
  • Buy: Buy
  • Brand: Cayman Chemical
  • Product number: 27221
  • Product name : Brucine
  • Purity: 
  • Packaging: 100g
  • Price: $189
  • Updated: 2021/03/22
  • Buy: Buy

10,11-Dimethoxystrychnine Chemical Properties,Usage,Production

  • Description As a Chinese medicine, brucine was firstly recorded in Compendium of Materia Medica. The Chinese name for brucine is “Maqian” because it looks like ancient coins with horse icon, where “Ma” refers to “horse” and “qian” refers to “coins.” This traditional Chinese herb has cold, bitter, and toxic properties. It can be used to treat typhoid fever, throat pain, and lumps. Brucine is mainly extracted from the traditional Chinese medicine “Maqian.” In 1819, Pelletier and Caventou firstly isolated the alkaline brucine from the seeds and bark of Strychnos nux-vomica L.?Brucine is the dry and mature seeds of Loganiaceae Evergreen tree plants including Strychnos nux-vomica L. and Strychnos pierriana A.W. Hill.
  • Chemical Properties White powder
  • Physical properties Appearance: white crystalline powder; tastes very bitter. Solubility: slightly soluble in water; soluble in ether, chloroform, ethanol, methanol, and other organic solvents . Melting point: 175–178?°C. Specific optical rotation: ?118°.
  • Uses Brucine occurs in the seeds of strychnosspecies (Strychnos nux vomica L. and otherspecies). It is used for denaturing alcoholsand oils; for separating racemic mixtures;and as an additive to lubricants. It is alsoused for colorimetric analysis of nitrate.Therapeutically, it is used as a stimulant.
  • Uses 10,11-Dimethoxystrychnine can be used for antineoplastic, convulsant.
  • General Description A white crystalline solid. Combustible but may require some effort to ignite. Toxic by inhalation (vapor, dust, etc.) and ingestion.
  • Air & Water Reactions Slightly soluble in water.
  • Hazard Poison by ingestion and inhalation.
  • Health Hazard The toxicity of brucine is similar to that ofstrychnine. It is a very poisonous alkaloid. Itis a strong convulsant; excites all portions ofthe central nervous system. Toxic symptomsinclude headache, tremor, muscular rigidity,and convulsions. Death may occur fromrespiratory arrest after a few convulsions.
    LD50 value, subcutaneous (mice): 60 mg/kg.
  • Health Hazard Chemical is toxic if inhaled, swallowed, or absorbed through skin. Inhalation produces intense bitter taste. Ingestion causes nausea, vomiting, restlessness, excitement, twitching, and (rarely) convulsions. Contact with dust irritates eyes.
  • Fire Hazard Special Hazards of Combustion Products: Toxic oxides of nitrogen may form in fires.
  • Agricultural Uses Rodenticide: Used in the manufacture of other chemicals, in perfumes, as a medication for animals, and as a poison for rodents
  • Trade name DOLCO MOUSE CEREAL®; PIED PIPER MOUSE SEED® (Brucine)
  • Pharmacology 1. Analgesic effects: Brucine is reported to exert analgesic effects through both central and peripheral pathways. Possible mechanisms of the analgesic effects include blocking the voltage-gated sodium channel, inhibiting the synthesis of PGE2, acting on the adrenergic receptor and the L-arginine-NO pathway. Brucine (0.48?mg/kg) can significantly elevate the pain threshold in mice.
    2. Anti-tumor effects: Studies have shown that brucine inhibits the cell proliferation in breast cancer, liver cancer, leukemia, and Ehrlich ascites tumors by inducing tumor cell apoptosis, inhibiting angiogenesis, reversing tumor multidrug resistance, and regulating the expression of various cytokines. In addition, at the dose of 320?μg/ml, the in?vitro hepatocarcinoma cell growth inhibition rate of brucine is nearly 100%.
    3. Anti-pathogen effects: In vitro study shows that 0.1% brucine can completely inhibit the growth of Haemophilus influenzae, Streptococcus pneumoniae, and alpha Streptococcus and Mlicrococcus catarrhalis. At the dose of 500?μg/ml, the inhibitory rate of brucine on human immunodeficiency virus reverse transcriptase is above 30%.
    4. Other pharmacological effects: Anti-inflammation, regulation of the immune system, regulation of the cardiovascular system, antitussive, expectorant, and antiasthenic and antibacterial effects.
  • Clinical Use The applications of brucine include reducing swelling; resolving mass; activating meridians to stop pain; attenuating rheumatism, stubborn paralysis, and numbness paralysis; alleviating bruises; etc. It has been used for nearly a thousand years and achieved prominent clinical efficacy. In the clinical practice, brucine is used as a compatibility prescription or compound medicine in treating rheumatism, rheumatoid arthritis, stroke hemiplegia, dementia, retinopathy, and orthopedic and other surgical diseases.
    Brucine is the main active ingredient in Strychnos and plays an important role in treating diseases. However, brucine is also a toxic ingredient, which limits the scope of its clinical application. Further studies of its pharmacological effects and toxicity will improve its clinical application.
  • Safety Profile A poison by subcutaneous, intravenous, and intraperitoneal routes. An alkaloid-like strychnine, but one-sixth as toxic. When heated to decomposition it emits toxic fumes of Nx,. See also STRYCHNINE
  • Purification Methods Crystallise brucine once from water or aqueous Me2CO (as the tetrahydrate), then suspend it in CHCl3 and shake with anhydrous Na2SO4 (to dehydrate the brucine, which then dissolves). Precipitate it by pouring the solution into a large bulk of dry pet ether (b 40-60o), filter and heat to 120o in a high vacuum [Turner J Chem Soc 842 1951]. The tetrahydrate crystallises from a mixture of EtOH and H2O as colourless elongated needles [Eeles Acta Cryst 6 809 1953, Beilstein 27 III/IV 7875.] VERY POISONOUS
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  • (-)-BRUCINE FOR RESOLUTION OF RACEMATES
  • BRUCINE GR FOR ANALYSIS 10 G
  • BRUCINE GR FOR ANALYSIS 50 G
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  • Rcra waste number P018
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  • (-)-BRUCINE
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  • (4aR,5aS,8aR,13aS,15aS,15bR)-10,11-dimethoxy-4a,5,5a,7,8,13a,15,15a,15b,16-decahydro-2H-4,6-methanoindolo[3,2,1-ij]oxepino[2,3,4-de]pyrrolo[2,3-h]quinoline-14-one
  • Brucine CRS
  • 357-57-3
  • C23H26N2O4
  • Optical Resolution
  • Alkaloids
  • for Resolution of Acids
  • Indole Alkaloids
  • Chiral Resolution Reagents
  • Asymmetric Synthesis
  • Chiral Resolving Reagents
  • chemical reagent
  • pharmaceutical intermediate
  • phytochemical
  • reference standards from Chinese medicinal herbs (TCM).
  • standardized herbal extract
  • PLATINOL
  • Alkaloids