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| CAS No.: | 519-02-8 |
|---|---|
| Name: | Matrine |
| Molecular Structure: | |
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| Formula: | C15H24N2O |
| Molecular Weight: | 248.368 |
| Synonyms: | Matridin-15-one;Matridin-15-one (9CI);1H,5H,10H-Dipyrido[2,1-f:3',2',1'-ij][1,6]- naphthyridin-10-one,dodecahydro-,(7aS,- 13aR,13bR,13cS)-;Matrene, (+)-;5-24-02-00301 (Beilstein Handbook Reference);(+)-Matrine;Shrubby Sophora Extract;α-Matrine;Vegard; |
| EINECS: | 209-012-2 |
| Density: | 1.16 g/cm3 |
| Melting Point: | 77 °C |
| Boiling Point: | 396.7 °C at 760 mmHg |
| Flash Point: | 172.7 °C |
| Hazard Symbols: |
 Xn
|
| Risk Codes: | 20/21/22-37/38-41-48 |
| Safety: | 22-26-36/37/39-45 |
| PSA: | 23.55000 |
| LogP: | 1.74750 |
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- 519-02-8
(+)-matrine
| Conditions | Yield |
|---|---|
| With ammonium sulfate; tin(ll) chloride In water at 50℃; for 4h; Reagent/catalyst; Solvent; Temperature; | 96.9% |
| With tris(pentafluorophenyl)borate; phenylsilane In dichloromethane at 60℃; for 8h; Inert atmosphere; Schlenk technique; Green chemistry; | 82% |
- 519-02-8
(+)-matrine
| Conditions | Yield |
|---|---|
| With hydrogenchloride; dimethylsulfide borane complex; water 2.) reflux; Yield given; Multistep reaction; |
- 519-02-8
(+)-matrine
| Conditions | Yield |
|---|---|
| With nickel Hydrogenation; |
- 519-02-8
(+)-matrine
| Conditions | Yield |
|---|---|
| With nickel Hydrogenation; |
- 519-02-8
(+)-matrine
| Conditions | Yield |
|---|---|
| With sulfur dioxide |
- 65321-36-0
t-butyl nicotinate
- 519-02-8
(+)-matrine
| Conditions | Yield |
|---|---|
| Multi-step reaction with 8 steps 1: 90 percent / H2 / Pd/C 2: Et3N 3: acetone 4: 18 percent / lauroyl peroxide / benzene / Heating 5: lauroyl peroxide, 2-propanol / Heating 6: 90 percent / CF3COOH / CH2Cl2 8: 1.) BH3*Me2S, 2.) HCl, H2O / 2.) reflux View Scheme |
| Conditions | Yield |
|---|---|
| Multi-step reaction with 7 steps 1: Et3N 2: acetone 3: 18 percent / lauroyl peroxide / benzene / Heating 4: lauroyl peroxide, 2-propanol / Heating 5: 90 percent / CF3COOH / CH2Cl2 7: 1.) BH3*Me2S, 2.) HCl, H2O / 2.) reflux View Scheme |
- 208714-36-7
1-allyl-2-oxo-1,4-dihydro-2H-pyridine-3,3-dicarboxylic acid dimethyl ester
- 519-02-8
(+)-matrine
| Conditions | Yield |
|---|---|
| Multi-step reaction with 5 steps 1: 30 percent / lauroyl peroxide / benzene / Heating 2: lauroyl peroxide, 2-propanol / Heating 3: 90 percent / CF3COOH / CH2Cl2 5: 1.) BH3*Me2S, 2.) HCl, H2O / 2.) reflux View Scheme | |
| Multi-step reaction with 6 steps 1: 30 percent / lauroyl peroxide / benzene / Heating 2: 80 percent / lauroyl peroxide / benzene 3: lauroyl peroxide, 2-propanol / Heating 4: 90 percent / CF3COOH / CH2Cl2 6: 1.) BH3*Me2S, 2.) HCl, H2O / 2.) reflux View Scheme | |
| Multi-step reaction with 5 steps 1: 18 percent / lauroyl peroxide / benzene / Heating 2: lauroyl peroxide, 2-propanol / Heating 3: 90 percent / CF3COOH / CH2Cl2 5: 1.) BH3*Me2S, 2.) HCl, H2O / 2.) reflux View Scheme |
- 519-02-8
(+)-matrine
| Conditions | Yield |
|---|---|
| Multi-step reaction with 6 steps 1: acetone 2: 18 percent / lauroyl peroxide / benzene / Heating 3: lauroyl peroxide, 2-propanol / Heating 4: 90 percent / CF3COOH / CH2Cl2 6: 1.) BH3*Me2S, 2.) HCl, H2O / 2.) reflux View Scheme |
- 519-02-8
(+)-matrine
| Conditions | Yield |
|---|---|
| Multi-step reaction with 6 steps 1: B(OH)3 / toluene / Heating 2: 30 percent / lauroyl peroxide / benzene / Heating 3: lauroyl peroxide, 2-propanol / Heating 4: 90 percent / CF3COOH / CH2Cl2 6: 1.) BH3*Me2S, 2.) HCl, H2O / 2.) reflux View Scheme | |
| Multi-step reaction with 7 steps 1: B(OH)3 / toluene / Heating 2: 30 percent / lauroyl peroxide / benzene / Heating 3: 80 percent / lauroyl peroxide / benzene 4: lauroyl peroxide, 2-propanol / Heating 5: 90 percent / CF3COOH / CH2Cl2 7: 1.) BH3*Me2S, 2.) HCl, H2O / 2.) reflux View Scheme | |
| Multi-step reaction with 6 steps 1: B(OH)3 / toluene / Heating 2: 18 percent / lauroyl peroxide / benzene / Heating 3: lauroyl peroxide, 2-propanol / Heating 4: 90 percent / CF3COOH / CH2Cl2 6: 1.) BH3*Me2S, 2.) HCl, H2O / 2.) reflux View Scheme |
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Chemistry
Molecule structure of Matrine (CAS NO.519-02-8):
Molecular Formula: C15H24N2O
Molecular Weight: 248.363860 g/mol
Density: 1.16 g/cm3
Melting Point: 77 °C
Boiling Point: 396.7 °C at 760 mmHg
Flash Point: 172.7 °C
Index of Refraction: 1.581
Molar Refractivity: 71.12 cm3
Molar Volume: 213.3 cm3
Surface Tension: 48.3 dyne/cm
Enthalpy of Vaporization: 64.71 kJ/mol
Vapour Pressure: 1.67E-06 mmHg at 25 °C
XLogP3-AA: 1.6
H-Bond Acceptor: 2
Tautomer Count: 2
Exact Mass: 248.188863
MonoIsotopic Mass: 248.188863
Topological Polar Surface Area: 23.6
Heavy Atom Count: 18
Canonical SMILES: C1CC2C3CCCN4C3C(CCC4)CN2C(=O)C1
InChI: InChI=1S/C15H24N2O/c18-14-7-1-6-13-12-5-3-9-16-8-2-4-11(15(12)16)10-17(13)14/h11-13,15H,1-10H2
InChIKey: ZSBXGIUJOOQZMP-UHFFFAOYSA-N
EINECS: 209-012-2
Product Categories: Miscellaneous Natural Products; Natural Plant Extract
Uses
Matrine (CAS NO.519-02-8) is an anti-inflammatory drug for the treatment of chronic cervicitis, dysentery, enteritis and other diseases antibacterial anti-inflammatory drugs for chronic cervicitis, dysentery, enteritis and so on.
Toxicity Data With Reference
| Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
|---|---|---|---|---|---|
| mouse | LD50 | intramuscular | 74150ug/kg (74.15mg/kg) | Zhongguo Yaoxue Zazhi. Chinese Pharmacuetical Journal. Vol. 27, Pg. 201, 1992. | |
| mouse | LD50 | intraperitoneal | 150mg/kg (150mg/kg) | Zhongcaoyao. Chinese Traditional and Herbal Medicine. Vol. 18, Pg. 214, 1987. | |
| mouse | LD50 | intravenous | 64850ug/kg (64.85mg/kg) | Zhongguo Yaoxue Zazhi. Chinese Pharmacuetical Journal. Vol. 27, Pg. 201, 1992. | |
| rat | LD50 | intraperitoneal | 125mg/kg (125mg/kg) | Chemical and Pharmaceutical Bulletin. Vol. 18, Pg. 2555, 1970. |
Safety Profile
Hazard Codes: Xn 
Risk Statements: 20/21/22-37/38-41-48
20/21/22: Harmful by inhalation, in contact with skin and if swallowed
37/38: Irritating to respiratory system and skin
41: Risk of serious damage to eyes
48: Danger of serious damage to health by prolonged exposure
Safety Statements: 22-26-36/37/39-45
22: Do not breathe dust
26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
36/37/39: Wear suitable protective clothing, gloves and eye/face protection
45: In case of accident or if you feel unwell, seek medical advice immediately (show label where possible)
Specification
Matrine (CAS NO.519-02-8) is also named as (+)-Matrine ; 5-24-02-00301 (Beilstein Handbook Reference) ; BRN 0085851 ; Matrene, (+)- ; NSC 146051 ; Matridin-15-one (9CI) .