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Sulfacetamide

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Name

Sulfacetamide

EINECS 205-640-6
CAS No. 144-80-9 Density 1.373 g/cm3
PSA 97.64000 LogP 2.14650
Solubility <0.01 g/100 mL at 16 °C in water Melting Point 182-184 °C
Formula C8H10N2O3S Boiling Point 71℃-76℃/30mmHg
Molecular Weight 214.245 Flash Point 107.073°C
Transport Information UN 3249 Appearance white crystalline powder
Safety 22-24/25-36-26 Risk Codes 20/21/22-36/37/38
Molecular Structure Molecular Structure of 144-80-9 (Sulfacetamide) Hazard Symbols IrritantXi
Synonyms

Acetamide,N-sulfanilyl- (7CI,8CI);4-(Acetylaminosulfonyl)aniline;Acetocid;Acetosulfamin;Acetosulfamine;Albamine;Albucid;Alesten;Formosulfacetamide;N-(4-Aminobenzenesulfonyl)acetamide;N-(p-Aminophenylsulfonyl)acetamide;N-Acetylsulfanilamide;N-Sulfanilylacetamide;N-[(4-Aminophenyl)sulfonyl]acetamide;N1-Acetylsulfanilamide;NSC 63871;N'-Acetylsulfanilamide;Ocusol;Region;Steramide;Sulamyd;Sulfacet;Sulfacetimide;Sulfacyl;Sulphacetamide;Sulphasil;Urosulfon;p-Aminobenzenesulfonacetamide;

Article Data 28

Sulfacetamide Synthetic route

64-19-7

acetic acid

63-74-1

sulfanilamide

144-80-9

sulphaacetamide

Conditions
ConditionsYield
With sulfuric acid at 30 - 40℃; for 0.5h; Product distribution; Mechanism; other carboxylic acids;86%
With sulfuric acid at 30 - 40℃; for 0.5h;86%
With 1,1'-carbonyldiimidazole In tetrahydrofuran
108-24-7

acetic anhydride

63-74-1

sulfanilamide

A

5626-90-4

N-acetyl-4-(acetamido)benzenesulfonamide

B

144-80-9

sulphaacetamide

Conditions
ConditionsYield
With sodium hydroxide In water at 75 - 85℃; for 0.25h; Acylation;A 13%
B 69%
5626-90-4

N-acetyl-4-(acetamido)benzenesulfonamide

144-80-9

sulphaacetamide

Conditions
ConditionsYield
With sodium hydroxide for 2h; Reflux;30%
With sodium hydroxide
With potassium hydroxide
781-00-0

N-formyl-sulfanilic acid acetylamide

A

63-74-1

sulfanilamide

B

144-80-9

sulphaacetamide

Conditions
ConditionsYield
With sodium hydroxide
50910-45-7

N-ethoxycarbonyl-sulfanilic acid acetylamide

144-80-9

sulphaacetamide

Conditions
ConditionsYield
With sodium hydroxide
5768-68-3

sulphacetamide

144-80-9

sulphaacetamide

Conditions
ConditionsYield
With phosphoric acid
847507-38-4

N-benzyloxycarbonyl-sulfanilic acid acetylamide

144-80-9

sulphaacetamide

Conditions
ConditionsYield
With sodium hydroxide
With ethanol; palladium Hydrogenation;
With alkaline solution; palladium Hydrogenation;
108-24-7

acetic anhydride

63-74-1

sulfanilamide

144-80-9

sulphaacetamide

79-20-9

acetic acid methyl ester

63-74-1

sulfanilamide

144-80-9

sulphaacetamide

63-74-1

sulfanilamide

122-79-2

Phenyl acetate

144-80-9

sulphaacetamide

Sulfacetamide Chemical Properties

MF: C8H10N2O3S
MW: 214.24
EINECS: 205-640-6
Density: 1.373 g/cm3
Storage temp: 0-6°C
Melting Point: 182-184 °C
Product Categories: API intermediates
Water Solubility:  <0.01 g/100 mL at 16 ºC 
Appearance: white crystalline powder  Visual appearance of the given substance.
Stability: Stable. Incompatible with strong oxidizing agents, strong bases, strong reducing agents, strong acids.
Synonyms: AKOS BBB/023 ; LABOTEST-BB LT00053160 ; A-500 ; Acetamide, N-[(4-aminophenyl)sulfonyl]- ; Acetamide, N-sulfanilyl- ; Acetocid ; Acetosulfamin ; Acetosulfamine
Following is the molecular structure of N-sulfanilylacetamide (144-80-9):

Sulfacetamide Uses

N-sulfanilylacetamide (144-80-9) is used as a sulfonamide antibiotic. It may also have anti-inflammatory properties .

Sulfacetamide Production

Reactivity Profile: N-sulfanilylacetamide (144-80-9) is an amide. Organic amides/imides react with azo and diazo compounds to generate toxic gases. Flammable gases are formed by the reaction of organic amides/imides with strong reducing agents. Amides are very weak bases (weaker than water). Imides are less basic yet and in fact react with strong bases to form salts. That is, they can react as acids. Mixing amides with dehydrating agents such as P2O5 or SOCl2 generates the corresponding nitrile. The combustion of these compounds generate mixed oxides of nitrogen (NOx).
 

Sulfacetamide Toxicity Data With Reference

1.    

sln-nsc 250 mg/L

    MUREAV    Mutation Research. 167 (1986),35.
2.    

sln-smc 2 g/L

    EVHPAZ    EHP, Environmental Health Perspectives. Subseries of DHEW Publications. 31 (1979),97.
3.    

ivn-rat LD50:6600 mg/kg

    AEPPAE    Naunyn-Schmiedebergs Archiv fuer Experimentelle Pathologie und Pharmakologie. 211 (1950),367.
4.    

orl-mus LD50:16,500 mg/kg

    JOURAA    Journal of Urology. 47 (1942),183.
5.    

orl-dog LDLo:8 g/kg

    JOURAA    Journal of Urology. 47 (1942),183.
6.    

orl-rbt LDLo:5 g/kg

    JOURAA    Journal of Urology. 47 (1942),183.

Sulfacetamide Consensus Reports

Reported in EPA TSCA Inventory. EPA Genetic Toxicology Program.

Sulfacetamide Safety Profile

Mildly toxic by ingestion and intravenous routes. An experimental teratogen. Mutation data reported. When heated to decomposition it emits very toxic fumes of NOx and SOx.
Safety Information of N-sulfanilylacetamide (144-80-9):
Hazard Codes: Xi
Xi: Irritant
Risk Statements: 20/21/22-36/37/38
20/21/22: Harmful by inhalation, in contact with skin and if swallowed 
36/37/38: Irritating to eyes, respiratory system and skin 
Safety Statements: 22-24/25-36-26
22: Do not breathe dust 
24/25: Avoid contact with skin and eyes 
36: Wear suitable protective clothing 
26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
RIDADR: 3249
WGK Germany: 2
RTECS: AC8450000
HazardClass: 6.1(b)
PackingGroup: III

Sulfacetamide Specification

Handling and Storage of N-sulfanilylacetamide (144-80-9):
Storage: Keep in a cool, dry, dark location in a tightly sealed container or cylinder. Keep away from incompatible materials, ignition sources and untrained individuals. Secure and label area. Protect containers/cylinders from physical damage.
Handling: All chemicals should be considered hazardous. Avoid direct physical contact. Use appropriate, approved safety equipment. Untrained individuals should not handle this chemical or its container. Handling should occur in a chemical fume hood.

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