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Sulfamonomethoxine

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Name

Sulfamonomethoxine

EINECS 624-483-8
CAS No. 1220-83-3 Density 1.465 g/cm3
PSA 115.58000 LogP 2.60320
Solubility Soluble in water at 10mg/ml with warming. Also soluble in ethanol or methanol Melting Point 203-206 °C
Formula C11H12N4O3S Boiling Point 513.2 °C at 760 mmHg
Molecular Weight 280.307 Flash Point 264.2 °C
Transport Information N/A Appearance white to off-white crystalline powder
Safety 26-36 Risk Codes 36/37/38-43
Molecular Structure Molecular Structure of 1220-83-3 (Sulfamonomethoxine) Hazard Symbols IrritantXi
Synonyms

Sulfanilamide,N1-(6-methoxy-4-pyrimidinyl)- (6CI,8CI);4-Methoxy-6-sulfanilamidopyrimidine;4-Sulfanilamido-6-methoxypyrimidine;6-Methoxy-4-sulfanilamidopyrimidine;6-Sulfanilamido-4-methoxypyrimidine;DJ 1550;DS 36;Daimeton;ICI 32525;N1-(6-Methoxy-4-pyrimidinyl)sulfanilamide;Ro 4-3476;

Article Data 7

Sulfamonomethoxine Synthetic route

1748-50-1

4-Nitrobenzenesulfonamido-6-methoxypyrimidine

1220-83-3

sulfamonomethoxine

Conditions
ConditionsYield
With iron; ammonium chloride In water for 10h; Heating; Yield given;
100-05-0

4-nitrobenzenediazonium chloride

benzothiophen-3-yl-glyoxal phenylhydrazone

benzothiophen-3-yl-glyoxal phenylhydrazone

1220-83-3

sulfamonomethoxine

Conditions
ConditionsYield
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
98-74-8

4-Nitrobenzenesulfonyl chloride

(+-)-2-amino-5-butyl-thiazol-4-one

(+-)-2-amino-5-butyl-thiazol-4-one

1220-83-3

sulfamonomethoxine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 92 percent / pyridine / 2 h / 56 - 58 °C
2: Fe, NH4Cl / H2O / 10 h / Heating
View Scheme
940-93-2

2,4,6-trimethylpyrylium chlorate(VII)

1220-83-3

sulfamonomethoxine

1-[4-(6-Methoxy-pyrimidin-4-ylsulfamoyl)-phenyl]-2,4,6-trimethyl-pyridinium; perchlorate

Conditions
ConditionsYield
In acetic acid for 2h; Heating;97%
1220-83-3

sulfamonomethoxine

glycyrrhyzic acid

C75H92N12O22S3

Conditions
ConditionsYield
pyridine; dicyclohexyl-carbodiimide In 1,4-dioxane at 20 - 22℃; for 24h; Condensation;90.4%
34446-64-5, 42996-84-9

(E)-3-(4-methoxyphenyl)propenoyl chloride

1220-83-3

sulfamonomethoxine

p-methoxycinnamoyl sulfamonomethoxine

Conditions
ConditionsYield
With pyridine In tetrahydrofuran for 25.5h; Cooling with ice;85%
1220-83-3

sulfamonomethoxine

1,3-bis(N1-4-amino-6-methoxypyrimidinebenzenesulfonamide)-2,2,2,4,4,4-hexa-chlorocyclodiphosph(V)azane

Conditions
ConditionsYield
With phosphorus pentachloride In benzene at 15℃; for 0.5h;81%
63673-58-5

2,6-dimethyl-4-oxo-5-phenyl-1,3-oxazinium perchlorate

1220-83-3

sulfamonomethoxine

4-(2,6-dimethyl-4-oxo-5-phenyl-4H-pyrimidin-1-yl)-N-(6-methoxy-pyrimidin-4-yl)-benzenesulfonamide; compound with perchloric acid

Conditions
ConditionsYield
In acetic acid for 48h; Ambient temperature;65%
1220-83-3

sulfamonomethoxine

165068-34-8

(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

4-amino-N-(6-methoxypyrimidin-4-yl)-N-(3-((3,6,9-trimethyldecahydro-12H-3,12-epoxy[1,2]dioxepino[4,3-i]isochromen-10-yl)oxy)propyl)benzenesulfonamide

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 60℃; for 3h;56%

3-(o-methoxyphenyl)-2,6-dimethyl-4-oxo-1,3-oxazinium perchlorate

1220-83-3

sulfamonomethoxine

4-[5-(2-methoxy-phenyl)-2,6-dimethyl-4-oxo-4H-pyrimidin-1-yl]-N-(6-methoxy-pyrimidin-4-yl)-benzenesulfonamide; compound with perchloric acid

Conditions
ConditionsYield
In acetic acid for 48h; Ambient temperature;35%

Sulfamonomethoxine Chemical Properties

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

Sulfamonomethoxine Toxicity Data With Reference

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.

Sulfamonomethoxine Safety Profile

Safety Information of Sulfamonomethoxine (CAS NO.1220-83-3):
Hazard Symbols: Xi Irritant
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 Specification

  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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