CAS No.115-53-7,Sinomenine Suppliers,MSDS download

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Basic Information

Molecular Structure:
CAS No.:	115-53-7
Name:	Sinomenine
Article Data:	7

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

Synthetic route

: 1246560-79-1
C22H27NO5

: 115-53-7
sinomenine

Conditions

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

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

Conditions	Yield
With ammonium hydroxide	94%
With ammonium hydroxide	94%

: 1000026-77-6
sinomenine N-oxide

: 115-53-7
sinomenine

Conditions

Conditions	Yield
With FAD; NADH In aq. phosphate buffer at 37℃; for 2h; Reagent/catalyst;

: 115-53-7
sinomenine

: 6106-71-4
(Z,E)-sinomenine oxime

Conditions

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%

: 64-17-5
ethanol

: 115-53-7
sinomenine

: 1246560-80-4
4-O-ethylsinomenine

Conditions

Conditions	Yield
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at 20℃; for 12.5h; Mitsunobu reaction;	99%

: 111-83-1
1-bromo-octane

: 115-53-7
sinomenine

: 1372785-17-5
4-O-(n-octyl)sinomenine

Conditions

Conditions	Yield
With potassium carbonate In acetone at 60℃;	99%

: 115-53-7
sinomenine

: 1000026-77-6
sinomenine N-oxide

Conditions

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;

: 693-58-3
1-Bromononane

: 115-53-7
sinomenine

: 1351932-96-1
4-O-(n-nonyl)sinomenine

Conditions

Conditions	Yield
With potassium carbonate In acetone at 60℃;	98%

: 106-94-5
propyl bromide

: 115-53-7
sinomenine

: 1372785-14-2
4-O-(n-propyl)sinomenine

Conditions

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.