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| CAS No.: | 115-53-7 |
|---|---|
| Name: | Sinomenine |
| Molecular Structure: | |
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|
|
| Formula: | C19H23NO4 |
| Molecular Weight: | 329.396 |
| Synonyms: | 7,8-Didehydro-4-hydroxy-3,7-dimethoxy-17-methyl-9-alpha,13-alpha,14-alpha-morphinan-6-one;BRN 0095280;CCRIS 1550;Coculine;Cucoline;Kukoline;Sabianine A;Sinomenine; |
| EINECS: | 204-094-6 |
| Density: | 1.3 g/cm3 |
| Melting Point: | 180 °C (dec.)(lit.) |
| Boiling Point: | 513.6 °C at 760 mmHg |
| Flash Point: | 264.4 °C |
| Appearance: | white powder |
| Hazard Symbols: |
 T
|
| Risk Codes: | 45-46-23/24/25-36/37/38 |
| Safety: | 53-22-26-36/37/39-45 |
| PSA: | 59.00000 |
| LogP: | 1.95600 |
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C22H27NO5
- 115-53-7
sinomenine
| Conditions | Yield |
|---|---|
| With Aliquat 336; potassium hydroxide In water at 60℃; for 2h; | 99% |
- 22610-64-6
4-acetyl-sinomenine
- 115-53-7
sinomenine
| Conditions | Yield |
|---|---|
| With Aliquat 336; potassium hydroxide In water at 60℃; for 1h; | 99% |
- 6080-33-7, 61487-22-7, 70617-35-5
Sinomenine Hydrochloride
- 115-53-7
sinomenine
| Conditions | Yield |
|---|---|
| With ammonium hydroxide | 94% |
| With ammonium hydroxide | 94% |
- 1000026-77-6
sinomenine N-oxide
- 115-53-7
sinomenine
| Conditions | Yield |
|---|---|
| With FAD; NADH In aq. phosphate buffer at 37℃; for 2h; Reagent/catalyst; |
| Conditions | Yield |
|---|---|
| With hydroxylamine hydrochloride; Aliquat 336 In water at 60℃; for 1h; | 99% |
| With hydroxylamine hydrochloride; sodium acetate In methanol at 80℃; for 15h; | 99% |
| With hydroxylamine hydrochloride; sodium acetate In ethanol for 8h; Reflux; | 95% |
| Conditions | Yield |
|---|---|
| With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at 20℃; for 12.5h; Mitsunobu reaction; | 99% |
| Conditions | Yield |
|---|---|
| With potassium carbonate In acetone at 60℃; | 99% |
- 115-53-7
sinomenine
- 1000026-77-6
sinomenine N-oxide
| Conditions | Yield |
|---|---|
| With dihydrogen peroxide at 20℃; for 24h; | 98.7% |
| With 3-chloro-benzenecarboperoxoic acid In dichloromethane at 0℃; for 0.5h; | 76% |
| With dihydrogen peroxide for 72h; Inert atmosphere; | 60% |
| With dihydrogen peroxide for 48h; | |
| With dihydrogen peroxide at 20℃; for 60h; |
| Conditions | Yield |
|---|---|
| With potassium carbonate In acetone at 60℃; | 98% |
| Conditions | Yield |
|---|---|
| With potassium carbonate In acetone at 60℃; | 98% |
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Specification
The Sinomenine, with the CAS registry number 115-53-7, is also known as 7,8-Didehydro-4-hydroxy-3,7-dimethoxy-17-methyl-9-alpha,13-alpha,14-alpha-morphinan-6-one. It belongs to the product categories of Alkaloids; Natural Plant Extract; Asymmetric Synthesis; Chiral Building Blocks; Complex Molecules. Its EINECS registry number is 204-094-6. This chemical's molecular formula is C19H23NO4 and molecular weight is 329.39022. Its systematic name is called (9alpha,13alpha,14alpha)-4-hydroxy-3,7-dimethoxy-17-methyl-7,8-didehydromorphinan-6-one. It is traditionally used in herbal medicine in these countries, as a treatment for rheumatism and arthritis. This chemical's classification code is Drug / Therapeutic Agent.
Physical properties of Sinomenine: (1)ACD/LogP: 1.83; (2)ACD/LogD (pH 5.5): -1; (3)ACD/LogD (pH 7.4): 1; (4)ACD/BCF (pH 5.5): 1; (5)ACD/BCF (pH 7.4): 2; (6)ACD/KOC (pH 5.5): 1; (7)ACD/KOC (pH 7.4): 51; (8)#H bond acceptors: 5; (9)#H bond donors: 1; (10)#Freely Rotating Bonds: 3; (11)Index of Refraction: 1.625; (12)Molar Refractivity: 89.463 cm3; (13)Molar Volume: 253.14 cm3; (14)Surface Tension: 57.131 dyne/cm; (15)Density: 1.301 g/cm3; (16)Flash Point: 264.442 °C; (17)Enthalpy of Vaporization: 81.476 kJ/mol; (18)Boiling Point: 513.643 °C at 760 mmHg; (19)Vapour Pressure: 0 mmHg at 25°C.
When you are using this chemical, please be cautious about it as the following:
This chemical that at low levels can cause damage to health. It is harmful by inhalation, in contact with skin and if swallowed. In addition, it is toxic by inhalation, in contact with skin and if swallowed. This chemical is irritating to eyes, respiratory system and skin. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. Whenever you will contact it, please wear suitable protective clothing, gloves and eye/face protection. In case of accident or if you feel unwell seek medical advice immediately (show the label where possible).
You can still convert the following datas into molecular structure:
(1)SMILES: CO/C3=C/[C@@H]4[C@@H]2Cc1ccc(OC)c(O)c1[C@]4(CCN2C)CC3=O
(2)InChI: InChI=1/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
(3)InChIKey: INYYVPJSBIVGPH-QHRIQVFBBL
The toxicity data is as follows:
| Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
|---|---|---|---|---|---|
| mouse | LD50 | intraperitoneal | 285mg/kg (285mg/kg) | BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION | Yaoxue Xuebao. Acta Pharmaceutica Sinica. Pharmaceutical Journal. Vol. 8, Pg. 177, 1960. |
| mouse | LD50 | oral | 580mg/kg (580mg/kg) | BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD | Yaoxue Xuebao. Acta Pharmaceutica Sinica. Pharmaceutical Journal. Vol. 10, Pg. 673, 1963. |