Conditions | Yield |
---|---|
With iron; ammonium chloride In water for 10h; Heating; Yield given; |
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: SO2 / CuSO4 / acetic acid / 6 - 20 °C 2: 92 percent / pyridine / 2 h / 56 - 58 °C 3: Fe, NH4Cl / H2O / 10 h / Heating View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 92 percent / pyridine / 2 h / 56 - 58 °C 2: Fe, NH4Cl / H2O / 10 h / Heating View Scheme |
Conditions | Yield |
---|---|
In acetic acid for 2h; Heating; | 97% |
Conditions | Yield |
---|---|
pyridine; dicyclohexyl-carbodiimide In 1,4-dioxane at 20 - 22℃; for 24h; Condensation; | 90.4% |
(E)-3-(4-methoxyphenyl)propenoyl chloride
sulfamonomethoxine
Conditions | Yield |
---|---|
With pyridine In tetrahydrofuran for 25.5h; Cooling with ice; | 85% |
sulfamonomethoxine
Conditions | Yield |
---|---|
With phosphorus pentachloride In benzene at 15℃; for 0.5h; | 81% |
2,6-dimethyl-4-oxo-5-phenyl-1,3-oxazinium perchlorate
sulfamonomethoxine
Conditions | Yield |
---|---|
In acetic acid for 48h; Ambient temperature; | 65% |
sulfamonomethoxine
(3R,5aS,6R,9R,10S,12R,12aR)-10-(3-bromopropoxy)-3,6,9-trimethyldecahydro-12H-3,12-epoxy[1,2]dioxepino[4,3-i]isochromene
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide at 60℃; for 3h; | 56% |
sulfamonomethoxine
Conditions | Yield |
---|---|
In acetic acid for 48h; Ambient temperature; | 35% |
(Z)-S-benzo[d]thiazol-2-yl 2-(2-aminothiazol-4-yl)-2-(methoxyimino)ethanethioate
sulfamonomethoxine
Conditions | Yield |
---|---|
With pyridine; triethylamine In ethanol; dichloromethane at 20℃; Inert atmosphere; | 32.7% |
sulfamonomethoxine
4-amino-N-(6-hydroxy-4-pyrimidinyl)benzenesulfonamide
Conditions | Yield |
---|---|
With sodium hydroxide for 14h; Heating; | 16% |
With sodium hydroxide at 80 - 90℃; for 50h; Yield given; |
Conditions | Yield |
---|---|
With pyridine In 1,4-dioxane Ambient temperature; |
Conditions | Yield |
---|---|
Stage #1: sulfamonomethoxine With hydrogenchloride; sodium nitrite In water at 0℃; for 0.166667h; Stage #2: tropaeolin O With sodium hydroxide In water pH=10.5; |
4-acetoxyferuloyl chloride
sulfamonomethoxine
Conditions | Yield |
---|---|
With pyridine In tetrahydrofuran at 0 - 20℃; for 6h; |
4-acetoxyferuloyl chloride
sulfamonomethoxine
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: pyridine / tetrahydrofuran / 6 h / 0 - 20 °C 2: hydrogenchloride / tetrahydrofuran / 1 h / 60 °C View Scheme |
p-acetoxycinnamoyl chloride
sulfamonomethoxine
Conditions | Yield |
---|---|
With pyridine In tetrahydrofuran for 25.5h; Cooling with ice; |
Molecular Structure of Sulfamonomethoxine (CAS NO.1220-83-3):
IUPAC Name: 4-Amino-N-(6-methoxypyrimidin-4-yl)benzenesulfonamide
Molecular Formula: C11H12N4O3S
Molecular Weight: 280.302980 g/mol
XLogP3: 0.8
H-Bond Donor: 2
H-Bond Acceptor: 7
Canonical SMILES: COC1=NC=NC(=C1)NS(=O)(=O)C2=CC=C(C=C2)N
InChI: InChI=1S/C11H12N4O3S/c1-18-11-6-10(13-7-14-11)15-19(16,17)9-4-2-8(12)3-5-9/h2-7H,12H2,1H3,(H,13,14,15)
InChIKey: WMPXPUYPYQKQCX-UHFFFAOYSA-N
Index of Refraction: 1.646
Molar Refractivity: 69.51 cm3
Molar Volume: 191.2 cm3
Surface Tension: 75 dyne/cm
Density: 1.465 g/cm3
Flash Point: 264.2 °C
Enthalpy of Vaporization: 78.46 kJ/mol
Boiling Point: 513.2 °C at 760 mmHg
Vapour Pressure: 1.2E-10 mmHg at 25 °C
Water Solubility: 4029 mg/L at 25 °C
BRN: 0621128
1. | orl-mus LD50:4680 mg/kg | NIIRDN “Drugs in Japan. Ethical Drugs, 6th Edition 1982” Edited by Japan Pharmaceutical Information Center. 6 (1982),391. | ||
2. | ivn-mus LD50:1010 mg/kg | NIIRDN “Drugs in Japan. Ethical Drugs, 6th Edition 1982” Edited by Japan Pharmaceutical Information Center. 6 (1982),391. |
Safety Information of Sulfamonomethoxine (CAS NO.1220-83-3):
Hazard Symbols: Xi
Risk Codes: 36/37/38
R36/37/38:Irritating to eyes, respiratory system and skin
Safety Description: 26-36
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
S36:Wear suitable protective clothing
Moderately toxic by intravenous route. Mildly toxic by ingestion. An experimental teratogen. Experimental reproductive effects. When heated to decomposition it emits toxic fumes of SOx and NOx.
Sulfamonomethoxine with CAS registry number of 1220-83-3 is also known as 5-25-12-00493 (Beilstein Handbook Reference) ; DJ-1550 ; DS-36 ; Daimeton ; ICI 32525 ; N(sup 1)-(6-Methoxy-4-pyrimidinyl)sulfanilamide ; N1-(6-Methoxy-4-pyrimidinyl)sulfanilamide ; Ro 4-3476 ; Sulfamonomethoxin ; Sulfamonomethoxinum ; Sulfamonomethoxinum [INN-Latin] ; Sulfamonometoxina ; Sulfamonometoxina [INN-Spanish] ; Sulfamonomethoxine [USAN:INN:BAN:JAN] ; Sulfanilamide, N(sup 1)-(6-methoxy-4-pyrimidinyl)- ; UNII-U700P169W2 ; Benzenesulfonamide, 4-amino-N-(6-methoxy-4-pyrimidinyl)- . It is a sulfonamide for the treatment of infections caused by hemolytic streptococcus, pneumococcal, meningococcal.
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