Ammothamnine

Ammothamnine Basic information
Product Name:Ammothamnine
Synonyms:1-oxide,(1-beta)-matridin-15-on;1H,5H,10H-Dipyrido[2,1-f:3',2',1'-ij][1,6]naphthyridin-10-one, dodecahydro-, 4-oxide, (4R,7aS,13aR,13bR,13cS)-;Ammothamnine Oxymatrine;(4R,7aS,13aR,13bR,13cS)-dodecahydro-4-oxide-1H,5H,10H-dipyrido[2,1-f:3',2',1'-ij][1,6]naphthyridin-10-one;matrine,1-oxide;matrine1beta-oxide;ammothamnine;(6AS,11AR,11BR,11CS)-3A-OXY-DODECAHYDRO-3A,7A-DIAZA-BENZO[DE]ANTHRACEN-8-ONE
CAS:16837-52-8
MF:C15H24N2O2
MW:264.36
EINECS:605-514-4
Product Categories:Pyrazoles;Inhibitors;reference standards from Chinese medicinal herbs (TCM).;standardized herbal extract;Plant extracts;chemical reagent;pharmaceutical intermediate;phytochemical;Plant extract;Alkaloids;Natural Plant Extract;Pharmaceutical material and intermeidates;16837-52-8
Mol File:16837-52-8.mol
Ammothamnine Structure
Ammothamnine Chemical Properties
Melting point 208℃
storage temp. Inert atmosphere,2-8°C
solubility methanol: soluble10mg/mL, clear, colorless
pka4.87±0.20(Predicted)
form powder
color white to off-white
Stability:Hygroscopic
InChIKeyXVPBINOPNYFXID-LHDUFFHYSA-N
Safety Information
Hazard Codes Xn
Risk Statements 22-20/22
Safety Statements 24/25
WGK Germany 3
RTECS OQ1770000
HS Code 29399990
Hazardous Substances Data16837-52-8(Hazardous Substances Data)
MSDS Information
Ammothamnine Usage And Synthesis
DescriptionOxymatrine is a natural alkaloid isolated from the root of S. flavescens, an herb used in traditional Chinese herbal medicine. It has antiviral properties, inhibiting the replication of hepatitis B alone and in combination with lamivudine. Oxymatrine also prevents fibrosis in a number of organs including liver, at least in part by interfering with TGF-β signaling. This compound also induces apoptosis in certain cancer cells and ameliorates inflammation by impairing the translocation of nuclear factors-κB.
DescriptionAn alkaloid from Sophora angustifolia var. flavescens S. and Z., the bas'e crystal_x0002_lizes as the monohydrate having the lower melting point given above. It is dextrorotatory with [α]19D + 47.7° (EtOH) and yields crystalline salts and derivatives: hydrobromide, m.p. 21SoC; aurichloride, m.p. 207°C (dec.); perchlorate, m.p. 240°C (dec.); picrate, m.p. 21SoC and the methochloride aurichloride, m.p. 18SoC (dec.). Ochiai and Ito have shown that it is formed by the action of hydrogen peroxide on Matrine (q.v.), indicating that its structure is matrine-N-oxide.
UsesOxymatrine is a an anti-tumor agent triggering apoptosis in human leukemia cells.
Usesantifungal, hepatoprotectant
DefinitionChEBI: Ammothamnine is an alkaloid and a tertiary amine oxide.
ReferencesKondo et al., Arch. Pharm., 275,493 (1937)
Ochiai, Ito., Ber., 81,938 (1938)
Ammothamnine Preparation Products And Raw materials
DIETHYL-PIPERIDIN-3-YLMETHYL-AMINE 1-ACETYL-3-METHYLPIPERIDINE (1-ETHYL-3-PIPERIDINYL)METHYLAMINE N,N-DIMETHYLOCTYLAMINE-N-OXIDE 7-CHLORO-1,3-DIHYDRO-5-PHENYL-2H-1,4-BENZODIAZEPINE-2-ONE-4-OXIDE 1-(1-ETHYLPIPERIDIN-3-YL)-N-METHYLMETHANAMINE (Diethoxymethyl)diphenylphosphine oxide 4-Piperidinamine,1-(1-oxopropyl)-(9CI) Iron oxide Ammothamnine 1-(2-PIPERIDIN-2-YL-ETHYL)-PIPERIDINE SophoraAlkaloidsTannate 1-(PIPERIDIN-3-YLMETHYL)PIPERIDINE 4-AMINO-1-(1-PROPYL)-PIPERIDINE 3-(2-ethylpiperidin-1-yl)propan-1-amine N,N-DIMETHYLNONYLAMINE N-OXIDE N,N-DIMETHYLHEXYLAMINE-N-OXIDE 4-DI-N-PROPYLAMINO-PIPERIDINE

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