Welcome to LookChem.com Sign In|Join Free
  • or
Home > Products >  > 

Sulfamethoxazole
Related Products

Hot Products

Basic Information Post buying leads Suppliers Cas Database
Name

Sulfamethoxazole

 EINECS 211-963-3
CAS No. 723-46-6 Density 1.462 g/cm3
PSA 106.60000 LogP 3.10100
Solubility Soluble in ethanol or acetone. Very slightly soluble in water Melting Point 166 °C
Formula C10H11N3O3S Boiling Point 482.1 °C at 760 mmHg
Molecular Weight 253.282 Flash Point 245.4 °C
Transport Information N/A Appearance Crystals or white powder
Safety 26-36-36/37/39-22 Risk Codes 36/37/38-43-22
Molecular Structure Molecular Structure of 723-46-6 (Sulfamethoxazole) Hazard Symbols HarmfulXn, IrritantXi
Synonyms

Sulfanilamide,N1-(5-methyl-3-isoxazolyl)- (6CI,8CI);3-(p-Aminobenzenesulfonamido)-5-methylisoxazole;3-Sulfanilamido-5-methylisoxazole;4-Amino-N-(5-methyl-3-isoxazolyl)benzenesulfonamide;4-Amino-N-(5-methyl-3-isoxazolyl)benzensulfonamide;5-Methyl-3-sulfanilamidoisoxazole;Gantanol;N1-(5-Methyl-3-isoxazolyl)sulfanilamide;NSC 147832;Radonil;Ro 4-2130;STX608;Sinomin;Sulfamethoxazol;

Article Data 24

Sulfamethoxazole Synthetic route

21312-10-7

N-acetylsulfamethoxazole

723-46-6

sulfamethoxazole

Conditions
ConditionsYield
With hydrogenchloride In methanol; diethyl ether at 75℃; for 0.25h; Microwave irradiation;100%
Stage #1: N-acetylsulfamethoxazole With sodium hydroxide; water at 80℃; for 1h;
Stage #2: With acetic acid In water pH=6;		96%
With sodium hydroxide In water for 4h; Reflux;93%
1072-67-9

5-methylisoxazol-3-ylamine

24939-24-0

4-aminobenzenesulfonyl chloride

723-46-6

sulfamethoxazole

Conditions
ConditionsYield
Stage #1: 5-methylisoxazol-3-ylamine With ammonium hydroxide at 35 - 40℃; for 1h; Large scale;
Stage #2: 4-aminobenzenesulfonyl chloride at 15 - 20℃; for 4.5h; Large scale;		95%
1072-67-9

5-methylisoxazol-3-ylamine

121-60-8

p-acetylaminobenzenesulfonyl chloride

723-46-6

sulfamethoxazole

Conditions
ConditionsYield
Stage #1: 5-methylisoxazol-3-ylamine; p-acetylaminobenzenesulfonyl chloride With pyridine In tetrahydrofuran at 20℃; Inert atmosphere;
Stage #2: With sodium hydroxide for 2h; Inert atmosphere; Reflux;		60%
Stage #1: 5-methylisoxazol-3-ylamine; p-acetylaminobenzenesulfonyl chloride With pyridine In tetrahydrofuran at 20℃; for 6h;
Stage #2: With sodium hydroxide for 2h; Reflux;
13053-79-7

4-amino-N-(5-methyl-3-isoxazolyl)-benzene sulfonamide

A

723-46-6

sulfamethoxazole

B

954563-97-4

C10H11N3O3S

C

C10H11N3O3S

Conditions
ConditionsYield
Stage #1: 4-amino-N-(5-methyl-3-isoxazolyl)-benzene sulfonamide With tris(2,2-bipyridine)ruthenium(II) hexafluorophosphate; C8H9F3NO3S(1+)*CF3O3S(1-) In acetonitrile at 30℃; for 1h; Sealed tube; Irradiation;
Stage #2: With N-butylamine In acetonitrile at 23℃; for 12h; regioselective reaction;		A 13%
B 43%
C 12%
97254-40-5

N,N'-bis-(5-methyl-isoxazol-3-yl)-4,4'-diazenediyl-bis-benzenesulfonamide

723-46-6

sulfamethoxazole

Conditions
ConditionsYield
With hydrogen; nickel In sodium hydroxide Ambient temperature;
13752-78-8

2-butynenitrile

121-60-8

p-acetylaminobenzenesulfonyl chloride

723-46-6

sulfamethoxazole

Conditions
ConditionsYield
(i) NH2OH*HCl, aq. NaOH, EtOH, (ii) /BRN= 746676/, Py, (iii) aq. NaOH; Multistep reaction;
25109-76-6

2,3-dibromobutanenitrile

121-60-8

p-acetylaminobenzenesulfonyl chloride

723-46-6

sulfamethoxazole

Conditions
ConditionsYield
(i) NH2CONHOH, aq. NaOH, K2CO3, (ii) /BRN= 746676/, Py, (iii) aq. NaOH; Multistep reaction;
29699-89-6

N-(5-methyl-isoxazol-3-yl)-4-nitro-benzenesulfonamide

723-46-6

sulfamethoxazole

Conditions
ConditionsYield
With hydrogen; platinum In ethanol Ambient temperature;
Multi-step reaction with 2 steps
1: H2 / Pd-C / aq. NaOH / Ambient temperature
2: H2 / Raney-Ni / aq. NaOH / Ambient temperature
View Scheme
128960-77-0

glutathione

131549-85-4

nitroso derivative of sulfamethoxazole

A

723-46-6

sulfamethoxazole

B

464195-31-1

glutathione disulfide

C

(S)-2-Amino-4-[(S)-1-(carboxymethyl-carbamoyl)-2-sulfino-ethylcarbamoyl]-butyric acid

D

(S)-2-Amino-4-((S)-1-(carboxymethyl-carbamoyl)-2-{N-[4-(5-methyl-isoxazol-3-ylsulfamoyl)-phenyl]aminosulfanyl}-ethylcarbamoyl)-butyric acid

E

C20H26N6O10S2

F

(S)-2-Amino-4-{(S)-1-(carboxymethyl-carbamoyl)-2-[4-(5-methyl-isoxazol-3-ylsulfamoyl)-phenylsulfinamoyl]-ethylcarbamoyl}-butyric acid

Conditions
ConditionsYield
In dimethyl sulfoxide for 20h; Product distribution;
...Expand
1072-67-9

5-methylisoxazol-3-ylamine

6752-38-1

4-chlorosulfonylbenzene isocyanate

723-46-6

sulfamethoxazole

Conditions
ConditionsYield
solid phase synthesis; Yield given. Multistep reaction;

Sulfamethoxazole Chemical Properties

IUPAC Name: 4-Amino-N-(5-methyl-1,2-oxazol-3-yl)benzenesulfonamide
Synonyms of Sulfamethoxazole (CAS NO.723-46-6): 3-(p-Aminophenylsulfonamido)-5-methylisoxazole ; 3-(para-Aminophenylsulphonamido)-5-methylisoxazole ; 3-Sulfanilamido-5-methylisoxazole ; 5-Methyl-3-sulfanilamidoisoxazole ; Benzenesulfonamide, 4-amino-N-(5-methyl-3-isoxazolyl)- ; Sulphamethylisoxazole
CAS NO: 723-46-6
Molecular Formula: C10H11N3O3S
Molecular Weight: 253.27
Molecular Structure:
EINECS: 211-963-3
H bond acceptors: 6
H bond donors: 3
Freely Rotating Bonds: 2
Polar Surface Area: 75.03 Å2
Index of Refraction: 1.641
Molar Refractivity: 62.45 cm3
Molar Volume: 173.1 cm3
Surface Tension: 70.9 dyne/cm
Density: 1.462 g/cm3
Flash Point: 245.4 °C
Enthalpy of Vaporization: 74.7 kJ/mol
Boiling Point: 482.1 °C at 760 mmHg
Vapour Pressure: 1.87E-09 mmHg at 25°C
Melting point: 166-169°C
Storage temp: 0-6°C
Stability: Stable, but light sensitive. Incompatible with strong oxidizing agents
Appearance: Crystals or white powder
Water solubility: Insoluble in water
Product Categories of Sulfamethoxazole (CAS NO.723-46-6): Antibiotics for Research and Experimental Use;Biochemistry;Sulfonamides (Antibiotics for Research and Experimental Use)

Sulfamethoxazole Uses

 Sulfamethoxazole (CAS NO.723-46-6) is a sulfonamide bacteriostatic antibiotic. Sulfamethoxazole is most often used as part of a synergistic combination with trimethoprim in a 5:1 ratio in co-trimoxazole. Besides it is commonly used to treat urinary tract infections and toxoplasmosis. In addition it can still be used as an alternative to amoxicillin-based antibiotics to treat sinusitis.

Sulfamethoxazole Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
dog LDLo oral 3gm/kg (3000mg/kg)   "Experimental Chemotherapy, Volume II," Schnitzer, R.J., and F. Hawking, eds. Academic Press New York, 1964Vol. 2, Pg. 249, 1964.
mouse LD50 intraperitoneal 2300mg/kg (2300mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

LUNGS, THORAX, OR RESPIRATION: DYSPNEA		 Chemotherapy Vol. 21, Pg. 175, 1973.
mouse LD50 intravenous 1460mg/kg (1460mg/kg)   "Modern Pharmaceuticals of Japan, V," Tokyo, Japan Pharmaceutical, Medical and Dental Supply Exporters' Assoc., 1975Vol. -, Pg. 105, 1975.
mouse LD50 oral 2300mg/kg (2300mg/kg)   Chemotherapia. Vol. 8, Pg. 63, 1964.
mouse LD50 subcutaneous > 5gm/kg (5000mg/kg)   Chemotherapy Vol. 21, Pg. 175, 1973.
mouse LD50 unreported 5gm/kg (5000mg/kg)   Chemotherapia. Vol. 6, Pg. 273, 1963.
rat LD50 intraperitoneal 2690mg/kg (2690mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

LUNGS, THORAX, OR RESPIRATION: DYSPNEA		 Chemotherapy Vol. 21, Pg. 175, 1973.
rat LD50 oral 6200mg/kg (6200mg/kg)   Toxicology and Applied Pharmacology. Vol. 18, Pg. 185, 1971.
rat LD50 subcutaneous > 5gm/kg (5000mg/kg)   Chemotherapy Vol. 21, Pg. 175, 1973.
women TDLo oral 160mg/kg/10D- (160mg/kg) ENDOCRINE: HYPOGLYCEMIA Archives of Internal Medicine. Vol. 143, Pg. 827, 1983.

Sulfamethoxazole Safety Profile

Hazard Codes: IrritantXi,Xn
Risk Statements: 36/37/38-43-22
R22: Harmful if swallowed. 
R43: May cause sensitization by skin contact. 
R36/37/38: Irritating to eyes, respiratory system and skin.
Safety Statements: 26-36/37/39-22
S22: Do not breathe dust. 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S36/37/39: Wear suitable protective clothing, gloves and eye/face protection.
WGK Germany: 2
RTECS: WP0700000
Hazard Note: Irritant
HazardClass: IRRITANT

Sulfamethoxazole Specification

Side effects of Sulfamethoxazole (CAS NO.723-46-6):
The most common side effect of Sulfamethoxazole is gastrointestinal upset. Allergies to sulfa-based medications typically cause skin rashes, hives, or trouble breathing or swallowing and warrant immediate discontinuation of the medication and contact with doctor immediately. In addition Sulfamethoxazole/trimethoprim is also known to increase blood concentrations of the drug warfarin and can cause an unexpected increase in clotting time and uncontrolled bleeding. Sulfamethoxazole can also bring adverse effects Neutropenia and thrombocytopenia if a patient is placed on long-term therapy.

Post a RFQ

Enter 15 to 2000 letters.Word count: 0 letters

Attach files(File Format: Jpeg, Jpg, Gif, Png, PDF, PPT, Zip, Rar,Word or Excel Maximum File Size: 3MB)

1

What can I do for you?
Get Best Price

Get Best Price for 723-46-6