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CAS NO.63-74-1
Sulfanilamide Basic information |
Product Name: | Sulfanilamide |
Synonyms: | 1162 F;1162f;4-(Aminosulfonyl)aniline;4-amino-benzenesulfonamid;4-Aminophenylsulfonamide;4-Sulfamoylaniline;A-349;Albexan |
CAS: | 63-74-1 |
MF: | C6H8N2O2S |
MW: | 172.2 |
EINECS: | 200-563-4 |
Product Categories: | SULFONAMIDE;Sulfonamides (Antibiotics for Research and Experimental Use);Antibiotics for Research and Experimental Use;Biochemistry;Amines;Intermediates & Fine Chemicals;Metabolites & Impurities;Pharmaceuticals;Sulfur & Selenium Compounds;PRONTYLIN;Amines, Metabolites & Impurities, Pharmaceuticals, Intermediates & Fine Chemicals, Sulfur & Selenium Compounds;pharmaceutical |
Mol File: | 63-74-1.mol |
Sulfanilamide Chemical Properties |
mp | 164-166 °C(lit.) |
density | 1.08 |
storage temp. | 0-6°C |
Water Solubility | 7.5 g/L at 25 ºC |
Merck | 14,8925 |
BRN | 511852 |
CAS DataBase Reference | 63-74-1(CAS DataBase Reference) |
NIST Chemistry Reference | Benzenesulfonamide, 4-amino-(63-74-1) |
EPA Substance Registry System | Benzenesulfonamide, 4-amino-(63-74-1) |
Safety Information |
Hazard Codes | Xn |
Risk Statements | 40 |
Safety Statements | 24/25-36-22 |
WGK Germany | 3 |
RTECS | WO8400000 |
F | 10 |
HS Code | 29350090 |
Hazardous Substances Data | 63-74-1(Hazardous Substances Data) |
MSDS Information |
Provider | Language |
---|---|
Sulfanilamide | English |
SigmaAldrich | English |
ACROS | English |
ALFA | English |
Sulfanilamide Usage And Synthesis |
Product features |
Sulfonamides, also known as amino benzene sulfonamide, sulfonamide, aniline sulfonamide, sulfonamide of aniline, which is precipitated from aqueous ethanol and is leaf-shaped crystals or a white crystalline powder, odorless, taste bitter first sweet then, the case of light discoloration.Relative molecular mass is 172.22. The relative density is 1.08. Melting point 165 ~ 166 ℃. Not soluble in benzene, ether, chloroform, soluble in water (g / l): when at 10 ℃ is 2.6, when at 25 ℃ is 7.5, when at 40 ℃ is 17.0, when at 60 ℃ is 40.0, when at 100 ℃is 477, also soluble in ethanol, soluble 1g in per 37ml ethyl alcohol, soluble 1g in each 5ml acetone, dissolved in glycerin, propylene glycol, sodium hydroxide and hydrochloric acid (potassium) solution, an aqueous solution of sulfonamide in litmus paper is neutral, 0.5% of an aqueous solution of pH = 5.8 to 6.1. Under illumination darken. Human beings take a large number of sulfa, which can cause nausea, vomiting, diarrhea, affect liver and kidney, can cause tinnitus, dizziness, headache, and even a variety of neurological symptoms, until death. Dog oral LD50 2000mg / kg. [Pharmacodynamic] mechanism of action is to interfere with the synthesis of nucleic acids required for pathogenic microorganisms,making bacteria lack of nutrition and stop the growth, development and reproduction, having suppression killing effect on hemolytic streptococcus, staphylococcus and meningococcal. [Pharmacodynamic] Oral easily absorbed from the gastrointestinal tract, widely distributed in the body, can penetrate the blood-brain barrier into the brain tissue, and can penetrate the placental barrier into the fetus. Rapid excretion, mainly excreted in metabolites from kidney. [Clinical application] Mainly used for trauma infection caused by infection hemolytic streptococcus, staphylococcus, and local wound infections. [Uses] This product is lower toxicity in sulfa drugs, can be applied for infants, pregnant women, pregnant women and during menstruation, but not in large doses. Having effects on hemolytic streptococcal infection (erysipelas, puerperal fever, tonsillitis), urinary tract infection (gonorrhea) and so; also the intermediate for synthesis of other sulfa drug (such as sulfa amidine, pyrimidine and sulfamethoxazole sulfa methoxy-triazine, etc. ). The above information is edited by the Chemicalbook of Liu Yujie. |
Chemical properties | White granular or crystalline powder, odorless. Slightly bitter taste. Slightly soluble in water, ethanol, methanol, ether and acetone, soluble in boiling water, glycerol, hydrochloric acid, sodium hydroxide and potassium hydroxide solution, insoluble in chloroform, ether, benzene, petroleum ether. |
Application |
1.For the pharmaceutical industry, it is the main raw material for the synthesis of sulfa drugs. 2. Used as a reagent to determine nitrite, also used in the pharmaceutical industry. 3. Used as intermediates for the synthesis of other sulfa drugs, even for wound disinfection. 4. Amino benzene sulfonamide is intermediate of herbicide asulam, as well as intermediate of sulfa medicine. 5. The product is an important intermediate of sulfa drugs. 6. Veterinary medicine, topical anti-inflammatory drugs, for analysis and detection. 7. Wide spectrum antibacterial, having antibacterial effects on hemolytic streptococcus, Neisseria meningitidis, Staphylococcus aureus and other Gram-positive and negative bacteria. This product is topical application, it can be partially absorbed from the wound. For trauma infections of hemolytic streptococcus and staphylococcus. It can also be used to quickly stop the bleeding wound. |
Production methods |
There are several methods for their preparation. 1. Acetyl aniline used as raw material The acetanilide reacts with chlorosulfonic acid at 40 ~ 50 ℃, and then cooled slowly, added to water for acid decomposition, while precipitation, dried and filtered to give acetaminophen chloride and ammoniated, ammoniated temperature is controlled at 40 ~ 45 ℃, hydrolysis, acidification. 2. Method of mixed diphenyl urea Condensation of aniline and urea is single-phenylurea and diphenyl urea (called mixed urea), and then obtained from chlorosulfonated, amination, hydrolysis, acid precipitation. The reaction procedure is as follows. (1)Condensation condensation of aniline hydrochloride and urea, at a temperature of 101 ~ 110 ℃ reaction for 3 ~ 4 h, obtaining mixed diphenyl urea. (2)Chlorosulfonated Chlorine acid is pressed into the sulfonated pot, stirring cooling, when the temperature drops below 10 ℃, uniformly added mixed phenyl urea under stirring, the reaction temperature is gradually increased, the addition is completed, at the 46 ~ 50 ℃ insulation and mixing for 2 h, cooled to below 10 ℃, added water for acid decomposition. Controlling that the decomposition temperature does not exceed 15 ℃, after the addition of water continued stirring for 20min, then by precipitation, washed with water, obtaining mixed phenylurea chloride. (3)Ammoniated 2% aqueous ammonia is put into ammoniated pan, cooled to 25 ℃, stirring and added into a mixing phenyl urea chloride, control the temperature at 40 ℃, insulation and reaction for 3h, obtaining ammoniated liquid. (4)Hydrolysis and neutralization The amide is heated up to 90 ℃, is added 3% lye, continue to heat 108 ~ 112 ℃, hydrolysis for 5 h, and moved in the crystallization pot, added hydrochloric acid to neutralize crystals and the crystals are cooled to 20 ℃, crystallization, filtration, washed with water, dry, products are obtained. |
Category | Pesticide |
Toxicity grading | Poisoning |
Acute toxicity | Oral - rat LD50: 3900 mg / kg; Oral - Mouse LD50: 3000 mg / kg |
Flammability hazard characteristics | In case of fire, high temperature, strong oxidants combustible; combustion emissions were stimulation smoke of nitrogen oxides and sulfur oxides . |
Storage characteristics | Packaging integrity, with care; warehouse ventilation, away from open flame, heat, and oxidants. |
Extinguishing agent | Foam, carbon dioxide, dry, sandy soil, 1211. |
Chemical Properties | White to almost white crystalline powder |
Usage | The active metabolite of the antibacterial dye, Sulfamidochrysoidine. Inhibits folic acid synthesis in prokaryotes. Antibacterial. |
General Description | White powder. pH of 0.5% aqueous solution: 5.8-6.1. |
Air & Water Reactions | May be unstable if exposed for long periods air and light . Slightly water soluble. |
Reactivity Profile | Sulfanilamide is an amino acid. May be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. May react with azo and diazo compounds to generate toxic gases. |
Fire Hazard | Flash point data for Sulfanilamide are not available but Sulfanilamide is probably combustible. |
Sulfanilamide Preparation Products And Raw materials |
Sulfanilamide Basic information |
Product Name: | Sulfanilamide |
Synonyms: | 1162 F;1162f;4-(Aminosulfonyl)aniline;4-amino-benzenesulfonamid;4-Aminophenylsulfonamide;4-Sulfamoylaniline;A-349;Albexan |
CAS: | 63-74-1 |
MF: | C6H8N2O2S |
MW: | 172.2 |
EINECS: | 200-563-4 |
Product Categories: | SULFONAMIDE;Sulfonamides (Antibiotics for Research and Experimental Use);Antibiotics for Research and Experimental Use;Biochemistry;Amines;Intermediates & Fine Chemicals;Metabolites & Impurities;Pharmaceuticals;Sulfur & Selenium Compounds;PRONTYLIN;Amines, Metabolites & Impurities, Pharmaceuticals, Intermediates & Fine Chemicals, Sulfur & Selenium Compounds;pharmaceutical |
Mol File: | 63-74-1.mol |
Sulfanilamide Chemical Properties |
mp | 164-166 °C(lit.) |
density | 1.08 |
storage temp. | 0-6°C |
Water Solubility | 7.5 g/L at 25 ºC |
Merck | 14,8925 |
BRN | 511852 |
CAS DataBase Reference | 63-74-1(CAS DataBase Reference) |
NIST Chemistry Reference | Benzenesulfonamide, 4-amino-(63-74-1) |
EPA Substance Registry System | Benzenesulfonamide, 4-amino-(63-74-1) |
Safety Information |
Hazard Codes | Xn |
Risk Statements | 40 |
Safety Statements | 24/25-36-22 |
WGK Germany | 3 |
RTECS | WO8400000 |
F | 10 |
HS Code | 29350090 |
Hazardous Substances Data | 63-74-1(Hazardous Substances Data) |
MSDS Information |
Provider | Language |
---|---|
Sulfanilamide | English |
SigmaAldrich | English |
ACROS | English |
ALFA | English |
Sulfanilamide Usage And Synthesis |
Product features |
Sulfonamides, also known as amino benzene sulfonamide, sulfonamide, aniline sulfonamide, sulfonamide of aniline, which is precipitated from aqueous ethanol and is leaf-shaped crystals or a white crystalline powder, odorless, taste bitter first sweet then, the case of light discoloration.Relative molecular mass is 172.22. The relative density is 1.08. Melting point 165 ~ 166 ℃. Not soluble in benzene, ether, chloroform, soluble in water (g / l): when at 10 ℃ is 2.6, when at 25 ℃ is 7.5, when at 40 ℃ is 17.0, when at 60 ℃ is 40.0, when at 100 ℃is 477, also soluble in ethanol, soluble 1g in per 37ml ethyl alcohol, soluble 1g in each 5ml acetone, dissolved in glycerin, propylene glycol, sodium hydroxide and hydrochloric acid (potassium) solution, an aqueous solution of sulfonamide in litmus paper is neutral, 0.5% of an aqueous solution of pH = 5.8 to 6.1. Under illumination darken. Human beings take a large number of sulfa, which can cause nausea, vomiting, diarrhea, affect liver and kidney, can cause tinnitus, dizziness, headache, and even a variety of neurological symptoms, until death. Dog oral LD50 2000mg / kg. [Pharmacodynamic] mechanism of action is to interfere with the synthesis of nucleic acids required for pathogenic microorganisms,making bacteria lack of nutrition and stop the growth, development and reproduction, having suppression killing effect on hemolytic streptococcus, staphylococcus and meningococcal. [Pharmacodynamic] Oral easily absorbed from the gastrointestinal tract, widely distributed in the body, can penetrate the blood-brain barrier into the brain tissue, and can penetrate the placental barrier into the fetus. Rapid excretion, mainly excreted in metabolites from kidney. [Clinical application] Mainly used for trauma infection caused by infection hemolytic streptococcus, staphylococcus, and local wound infections. [Uses] This product is lower toxicity in sulfa drugs, can be applied for infants, pregnant women, pregnant women and during menstruation, but not in large doses. Having effects on hemolytic streptococcal infection (erysipelas, puerperal fever, tonsillitis), urinary tract infection (gonorrhea) and so; also the intermediate for synthesis of other sulfa drug (such as sulfa amidine, pyrimidine and sulfamethoxazole sulfa methoxy-triazine, etc. ). The above information is edited by the Chemicalbook of Liu Yujie. |
Chemical properties | White granular or crystalline powder, odorless. Slightly bitter taste. Slightly soluble in water, ethanol, methanol, ether and acetone, soluble in boiling water, glycerol, hydrochloric acid, sodium hydroxide and potassium hydroxide solution, insoluble in chloroform, ether, benzene, petroleum ether. |
Application |
1.For the pharmaceutical industry, it is the main raw material for the synthesis of sulfa drugs. 2. Used as a reagent to determine nitrite, also used in the pharmaceutical industry. 3. Used as intermediates for the synthesis of other sulfa drugs, even for wound disinfection. 4. Amino benzene sulfonamide is intermediate of herbicide asulam, as well as intermediate of sulfa medicine. 5. The product is an important intermediate of sulfa drugs. 6. Veterinary medicine, topical anti-inflammatory drugs, for analysis and detection. 7. Wide spectrum antibacterial, having antibacterial effects on hemolytic streptococcus, Neisseria meningitidis, Staphylococcus aureus and other Gram-positive and negative bacteria. This product is topical application, it can be partially absorbed from the wound. For trauma infections of hemolytic streptococcus and staphylococcus. It can also be used to quickly stop the bleeding wound. |
Production methods |
There are several methods for their preparation. 1. Acetyl aniline used as raw material The acetanilide reacts with chlorosulfonic acid at 40 ~ 50 ℃, and then cooled slowly, added to water for acid decomposition, while precipitation, dried and filtered to give acetaminophen chloride and ammoniated, ammoniated temperature is controlled at 40 ~ 45 ℃, hydrolysis, acidification. 2. Method of mixed diphenyl urea Condensation of aniline and urea is single-phenylurea and diphenyl urea (called mixed urea), and then obtained from chlorosulfonated, amination, hydrolysis, acid precipitation. The reaction procedure is as follows. (1)Condensation condensation of aniline hydrochloride and urea, at a temperature of 101 ~ 110 ℃ reaction for 3 ~ 4 h, obtaining mixed diphenyl urea. (2)Chlorosulfonated Chlorine acid is pressed into the sulfonated pot, stirring cooling, when the temperature drops below 10 ℃, uniformly added mixed phenyl urea under stirring, the reaction temperature is gradually increased, the addition is completed, at the 46 ~ 50 ℃ insulation and mixing for 2 h, cooled to below 10 ℃, added water for acid decomposition. Controlling that the decomposition temperature does not exceed 15 ℃, after the addition of water continued stirring for 20min, then by precipitation, washed with water, obtaining mixed phenylurea chloride. (3)Ammoniated 2% aqueous ammonia is put into ammoniated pan, cooled to 25 ℃, stirring and added into a mixing phenyl urea chloride, control the temperature at 40 ℃, insulation and reaction for 3h, obtaining ammoniated liquid. (4)Hydrolysis and neutralization The amide is heated up to 90 ℃, is added 3% lye, continue to heat 108 ~ 112 ℃, hydrolysis for 5 h, and moved in the crystallization pot, added hydrochloric acid to neutralize crystals and the crystals are cooled to 20 ℃, crystallization, filtration, washed with water, dry, products are obtained. |
Category | Pesticide |
Toxicity grading | Poisoning |
Acute toxicity | Oral - rat LD50: 3900 mg / kg; Oral - Mouse LD50: 3000 mg / kg |
Flammability hazard characteristics | In case of fire, high temperature, strong oxidants combustible; combustion emissions were stimulation smoke of nitrogen oxides and sulfur oxides . |
Storage characteristics | Packaging integrity, with care; warehouse ventilation, away from open flame, heat, and oxidants. |
Extinguishing agent | Foam, carbon dioxide, dry, sandy soil, 1211. |
Chemical Properties | White to almost white crystalline powder |
Usage | The active metabolite of the antibacterial dye, Sulfamidochrysoidine. Inhibits folic acid synthesis in prokaryotes. Antibacterial. |
General Description | White powder. pH of 0.5% aqueous solution: 5.8-6.1. |
Air & Water Reactions | May be unstable if exposed for long periods air and light . Slightly water soluble. |
Reactivity Profile | Sulfanilamide is an amino acid. May be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. May react with azo and diazo compounds to generate toxic gases. |
Fire Hazard | Flash point data for Sulfanilamide are not available but Sulfanilamide is probably combustible. |
Sulfanilamide Preparation Products And Raw materials |