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| CAS No.: | 144-82-1 | |
|---|---|---|
| Name: | SULFAMETHIZOLE | |
| Molecular Structure: | ||
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| Formula: | C9H10 N4 O2 S2 | |
| Molecular Weight: | 270.336 | |
| Synonyms: | Sulfanilamide,N1-(5-methyl-1,3,4-thiadiazol-2-yl)- (6CI,7CI,8CI); 2-Methyl-5-sulfanilamido-1,3,4-thiadiazole;2-Sulfanilamido-5-methyl-1,3,4-thiadiazole;4-Amino-N-(5-methyl-[1,3,4]thiadiazol-2-yl)benzenesulfonamide;5-Methyl-2-sulfanilamido-1,3,4-thiadiazole; Ayerlucil; Famet; Lucosil;Methazol; Microsul; N-(5-Methyl-1,3,4-thiadiazol-2-yl)-4-aminobenzenesulfonamide;N1-(5-Methyl-1,3,4-thiadiazol-2-yl)sulfanilamide; Renasul; Rufol; Salimol;Sulfamethiazole; Sulfamethizol; Sulfamethizole; Sulfamethylthiadiazole;Sulfapyelon; Sulfstat; Sulfurine; Sulphamethizole; Tetracid; Thidicur;Thiosulfil; Thiosulfil Forte; Ultrasul; Urocydal; Urodiaton; Urolucosil;Urosulfin; VK 53 | |
| EINECS: | 205-641-1 | |
| Density: | 1.562g/cm3 | |
| Melting Point: | 208 - 210 C | |
| Boiling Point: | 504.9°Cat760mmHg | |
| Flash Point: | 259.1°C | |
| Solubility: | Insoluble at 6.5, soluble at 7.5 | white to pale yellow crystalline powder |
| Hazard Symbols: |
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| Risk Codes: | R43 | |
| Safety: | Moderately toxic by ingestion and subcutaneous routes. Questionable carcinogen with experimental tumorigenic data. Mutation data reported. When heated to decomposition it emits very toxic fumes of NOx and SOx. See also SULFONATES. | |
| Transport Information: | 25kgs | |
| PSA: | 134.59000 | |
| LogP: | 2.96450 | |
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N-(5-methyl-1,3,4-thiadiazol-2-yl)-4-nitrobenzenesulfonamide
- 144-82-1
sulfamethizole
| Conditions | Yield |
|---|---|
| With hydrogenchloride; iron In ethanol; water for 3h; Reflux; | 100% |
- 39719-87-4
N-(4-(N-(5-methyl-1,3,4-thiadiazol-2-yl)sulfamoyl)phenyl)acetamide
- 144-82-1
sulfamethizole
| Conditions | Yield |
|---|---|
| Stage #1: N-(4-(N-(5-methyl-1,3,4-thiadiazol-2-yl)sulfamoyl)phenyl)acetamide With hydrogenchloride In water for 0.5h; Reflux; Stage #2: With sodium carbonate In water | 72% |
| Stage #1: N-(4-(N-(5-methyl-1,3,4-thiadiazol-2-yl)sulfamoyl)phenyl)acetamide With hydrogenchloride In water for 0.5h; Reflux; Stage #2: With sodium carbonate In water | 72% |
| With hydrogenchloride | |
| With sodium hydroxide |
- 108-33-8
5-methyl-1,3,4-thiadiazol-2-amine
- 98-74-8
4-Nitrobenzenesulfonyl chloride
- 144-82-1
sulfamethizole
| Conditions | Yield |
|---|---|
| anschliessend Erwaermen mit Eisen in wss.-aethanol. HCl; |
- 108-33-8
5-methyl-1,3,4-thiadiazol-2-amine
- 121-60-8
p-acetylaminobenzenesulfonyl chloride
- 144-82-1
sulfamethizole
| Conditions | Yield |
|---|---|
| With pyridine anschliessend Erwaermen mit wss. NaOH; | |
| With hydrogenchloride |
- 2302-95-6
acetaldehyde thiosemicarbazone
- 121-60-8
p-acetylaminobenzenesulfonyl chloride
- 144-82-1
sulfamethizole
| Conditions | Yield |
|---|---|
| With pyridine anschliessend Erwaermen mit Ca32 in wss.-alkal. Loesung; |
| Conditions | Yield |
|---|---|
| anschliessend Hydrolysieren mit Mineralsaeure; |
| Conditions | Yield |
|---|---|
| Multi-step reaction with 2 steps 2: aqueous HCl View Scheme | |
| Multi-step reaction with 2 steps 1: pyridine / 1 h / 95 °C 2: hydrogenchloride / water / 0.5 h / Reflux View Scheme | |
| Multi-step reaction with 2 steps 1: pyridine / 0 - 95 °C 2: hydrogenchloride / water / 0.5 h / Reflux View Scheme |
| Conditions | Yield |
|---|---|
| Multi-step reaction with 2 steps 1: dichloromethane; pyridine / 2 h / 20 °C 2: hydrogenchloride / iron / ethanol; water / 3 h / Reflux View Scheme |
- 144-82-1
sulfamethizole
- 15186-48-8
2,3-isopropylidene-glyceraldehyde
| Conditions | Yield |
|---|---|
| With toluene-4-sulfonic acid In dimethyl sulfoxide; toluene Condensation; | 100% |
- 144-82-1
sulfamethizole
| Conditions | Yield |
|---|---|
| With sodium tris(acetoxy)borohydride; acetic acid In dichloromethane at 20℃; | 99% |
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Chemistry
Chemistry informtion about Sulfamethizole (CAS NO.144-82-1) is:
IUPAC Name: 4-Amino-N-(5-Methyl-1,3,4-Thiadiazol-2-Yl)Benzenesulfonamide
Synonyms: 4-Amino-N-[5-Methyl-1,3,4-Thiadiazol-2-Yl]-Benzenesulfonamide ; Labotest-Bb Lt00772293 ; Sulfamethylthiadiazole ; Sulfamethiazole ; Sulfamethizol ; Sulfamethizole ; Sulphamethizole ; N1-(5-Methyl-1,3,4-Thiadiazol-2-Yl)Sulfanilamide
MF: C9H10N4O2S2
MW: 270.33
EINECS: 205-641-1
Density: 1.562 g/cm3
Melting Point: 210 °C
Flash Point: 259.1 °C
Boiling Point: 504.9 °C at 760 mmHg
Vapour Pressure: 2.56E-10 mmHg at 25°C
Enthalpy of Vaporization: 77.44 kJ/mol
Storage temp.: 2-8°C
Merck: 8916
Following is the molecular structure of Sulfamethizole (CAS NO.144-82-1) is:
Uses
Sulfamethizole (CAS NO.144-82-1) is used in the prevention and treatment of bacterial infections, diabetes mellitus, edema, hypertension, and gout. Sulfa drug includes:
Topical sulfonamides: sulfacetamide; silver sulfadiazine; mafenide;
Rapidly absorbed and eliminated sulfonamides: sulfisoxazole diolamine; sulfadiazine; sulfamethoxazole;
Hydrophylic sulfonamides: phtalylsulfacetamide; phtalylsulfathiazole; sulfasalazine; sulfaguanidine;
Long lasting sulfonamides: sulfadoxine;
Others: sulfamazole; sulfamazone; sulfametopirazine; sulfametoxypiridazine; sulfametrol; succinylsulfathiazole;
Toxicity Data With Reference
| Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
|---|---|---|---|---|---|
| mouse | LD50 | intramuscular | 3668mg/kg (3668mg/kg) | Drugs in Japan Vol. 6, Pg. 388, 1982. | |
| mouse | LD50 | intraperitoneal | 3290mg/kg (3290mg/kg) | Gekkan Yakuji. Pharmaceuticals Monthly. Vol. 9, Pg. 759, 1967. | |
| mouse | LD50 | intravenous | 1820mg/kg (1820mg/kg) | Drugs in Japan Vol. 6, Pg. 388, 1982. | |
| mouse | LD50 | oral | > 10gm/kg (10000mg/kg) | Drugs in Japan Vol. 6, Pg. 388, 1982. | |
| mouse | LD50 | subcutaneous | 1210mg/kg (1210mg/kg) | "Handbook of Analytical Toxicology," Sunshine, I., ed., Cleveland, OH, Chemical Rubber Co., 1969Vol. -, Pg. 111, 1969. | |
| rat | LD50 | intramuscular | 4444mg/kg (4444mg/kg) | Drugs in Japan Vol. 6, Pg. 388, 1982. | |
| rat | LD50 | intravenous | 2710mg/kg (2710mg/kg) | Drugs in Japan Vol. 6, Pg. 388, 1982. | |
| rat | LD50 | oral | 3500mg/kg (3500mg/kg) | Yakugaku Zasshi. Journal of Pharmacy. Vol. 83, Pg. 778, 1963. | |
| rat | LD50 | subcutaneous | > 6560mg/kg (6560mg/kg) | Drugs in Japan Vol. 6, Pg. 388, 1982. |
Consensus Reports
Reported in EPA TSCA Inventory.
Safety Profile
Moderately toxic by ingestion and subcutaneous routes. Questionable carcinogen with experimental tumorigenic data. Mutation data reported. When heated to decomposition it emits very toxic fumes of NOx and SOx. See also SULFONATES.
Hazard Codes:
Xi
Risk Statements:
R43:May cause sensitization by skin contact.
Safety Statements:
S36/37:Wear suitable protective clothing and gloves.
WGK Germany: 2
RTECS: WP0875000
Specification
Sulfamethizole (CAS NO.144-82-1) is a sulfonamide antibiotic. It is a white to pale yellow crystalline powder.And it is insoluble in water. Flammability data is lacking for it. Also it is probably non-flammable.