Sulfacetamide supplier | CasNO.144-80-9

Name
Sulfacetamide
EINECS 205-640-6
CAS No. 144-80-9
Article Data28
CAS DataBase
Density 1.373 g/cm³
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
Hazard Symbols Xi
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;
PSA 97.64000
LogP 2.14650

Synthetic route

: 64-19-7
acetic acid

: 63-74-1
sulfanilamide

: 144-80-9
sulphaacetamide

Conditions

Conditions	Yield
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

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

...Expand

: 5626-90-4
N-acetyl-4-(acetamido)benzenesulfonamide

: 144-80-9
sulphaacetamide

Conditions

Conditions	Yield
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

Conditions	Yield
With sodium hydroxide

: 50910-45-7
N-ethoxycarbonyl-sulfanilic acid acetylamide

: 144-80-9
sulphaacetamide

Conditions

Conditions	Yield
With sodium hydroxide

: 5768-68-3
sulphacetamide

: 144-80-9
sulphaacetamide

Conditions

Conditions	Yield
With phosphoric acid

: 847507-38-4
N-benzyloxycarbonyl-sulfanilic acid acetylamide

: 144-80-9
sulphaacetamide

Conditions

Conditions	Yield
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

N-<4-nitro-benzene-sulfonyl-(1)>-acetamide: N-<4-nitro-benzene-sulfonyl-(1)>-acetamide

: 144-80-9
sulphaacetamide

Conditions

Conditions	Yield
With methanol; nickel Hydrogenation;
With ethanol; nickel Hydrogenation;
With iron; acetic acid

: 101-99-5
N-carboethoxyaniline

: 144-80-9
sulphaacetamide

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: chlorosulphuric acid 2: diethyl ether; ammonia 3: acetic acid 4: sodium hydroxide View Scheme

: 41104-55-6
4-(sulfonylphenyl)carbamic acid ethyl ester

: 144-80-9
sulphaacetamide

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: acetic acid 2: sodium hydroxide View Scheme

: 55871-46-0
benzyl 4-sulfamoylphenylcarbamate

: 144-80-9
sulphaacetamide

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 2: sodium hydroxide View Scheme

: 63-74-1
sulfanilamide

: 144-80-9
sulphaacetamide

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 8 h / Reflux 2: sodium hydroxide / 2 h / Reflux View Scheme
Multi-step reaction with 3 steps 1: sodium hydroxide 3: sodium hydroxide View Scheme

: 21208-62-8
ethyl 4-(chlorosulfonyl)phenylcarbamate

: 144-80-9
sulphaacetamide

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: diethyl ether; ammonia 2: acetic acid 3: sodium hydroxide View Scheme

: 3731-53-1
4-(aminomethyl)pyridine

: 121-60-8
p-acetylaminobenzenesulfonyl chloride

: 144-80-9
sulphaacetamide

Conditions

Conditions	Yield
With pyridine In methanol

: 6325-93-5
p-nitrobenzenesulfonamide

: 144-80-9
sulphaacetamide

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: sulfuric acid / acetonitrile / 3 h / 80 °C 2: palladium 10% on activated carbon; hydrogen / ethanol / 12 h / 20 °C View Scheme

: 27831-91-0
N-((4-nitrophenyl)sulfonyl)acetamide

: 144-80-9
sulphaacetamide

Conditions

Conditions	Yield
With palladium 10% on activated carbon; hydrogen In ethanol at 20℃; for 12h;

: 127-56-0
sodium 4-aminobenzenesulfonylacetamide

: 144-80-9
sulphaacetamide

Conditions

Conditions	Yield
With hydrogenchloride In water pH=2 - 3;

: 144-80-9
sulphaacetamide

: sulfacetamide sodium

Conditions

Conditions	Yield
With sodium hydroxide at 20℃;	99.3%

: 27248-25-5
4-isothiocyanato-4-methylpentan-2-one

: 144-80-9
sulphaacetamide

: 4-(1,2,3,4-tetrahydro-4,4,6-trimethyl-2-thioxo-1-pyrimidinyl)-N-acetyl-benzenesulfonamide

Conditions

Conditions	Yield
With sulfuric acid In methanol for 8h; pH=4 - 5; cyclocondensation; Heating;	97%

: 4083-64-1
Tosyl isocyanate

: 144-80-9
sulphaacetamide

: 4-(4-tosylamidocarbonyl)-sulfacetamide

Conditions

Conditions	Yield
In acetonitrile at 20℃; for 1h; Addition;	96%

: methyl 4-(4-ethoxyphenyl)-2-hydroxy-4-oxobut-2-enoate

: 144-80-9
sulphaacetamide

: N-[4-(acetylsulfamoyl)phenyl]-2-hydroxy-4-oxo-4-(4-ethoxyphenyl)but-2-enamide

Conditions

Conditions	Yield
With sodium acetate In acetic acid Reflux;	96%

: (E)-4-(4-chlorophenyl)-N-((2-chloroquinolin-3-yl)methylene)thiazol-2-amine

: 144-80-9
sulphaacetamide

: N-[4-{((Z)-(4-(4-chlorophenyl)thiazol-2-ylimino)(2-chloroquinolin-3-yl)methyl)diazenyl}phenylsulfonyl]acetamide

Conditions

Conditions	Yield
Stage #1: sulphaacetamide With sulfuric acid; sodium nitrite In water at 0 - 5℃; for 0.25h; Stage #2: (E)-4-(4-chlorophenyl)-N-((2-chloroquinolin-3-yl)methylene)thiazol-2-amine With sodium hydroxide In ethanol; water for 1h; pH=5 - 6; Cooling with ice;	93%

: 625-36-5
2-chloropropionyl chloride

: 144-80-9
sulphaacetamide

: C11H13ClN2O4S

Conditions

Conditions	Yield
With potassium carbonate In water at 20℃; for 2h; Cooling with ice;	92.3%

: 19602-82-5
2,2'-dithiodibenzoic acid dichloride

: 144-80-9
sulphaacetamide

: N-Acetyl-4-(3-oxo-3h-benzo[d]isothiazol-2-yl)-benzenesulfonamide

Conditions

Conditions	Yield
Stage #1: 2,2'-dithiodibenzoic acid dichloride With chlorine In tetrachloromethane for 1h; Stage #2: sulphaacetamide In tetrachloromethane; ISOPROPYLAMIDE for 2h;	92%

: 81-08-3
2-sulfobenzoic acid cyclic anhydride

: 144-80-9
sulphaacetamide

: 4-(2-carboxyphenylsulfonamido)-sulfacetamide

Conditions

Conditions	Yield
With toluene-4-sulfonic acid; triethylamine In acetonitrile for 2h; sulfonylation; Heating;	91%

: 920-46-7
Methacryloyl chloride

: 144-80-9
sulphaacetamide

: 59942-02-8
methacryloyl sulfacetamide

Conditions

Conditions	Yield
With sodium hydroxide In water; acetone at 20℃; for 1.5h; Cooling with ice;	91%
With N-Phenyl-2-naphthylamine In acetone at 50℃; for 3h;	57%

: 6484-25-9
4-chloro-2-phenylquinazoline

: 144-80-9
sulphaacetamide

: N-(4-(2-phenylquinazolin-4-ylamino)phenylsulfonyl)acetamide

Conditions

Conditions	Yield
In N,N-dimethyl-formamide for 22h; Reflux;	91%

: (E)-N-[(2-chloroquinolin-3-yl)methylene]-4-phenylthiazol-2-amine

: 144-80-9
sulphaacetamide

: N-[4-{((Z)-(2-chloroquinolin-3-yl)(4-phenylthiazol-2-ylimino)methyl)diazenyl}phenylsulfonyl]acetamide

Conditions

Conditions	Yield
Stage #1: sulphaacetamide With sulfuric acid; sodium nitrite In water at 0 - 5℃; for 0.25h; Stage #2: (E)-N-[(2-chloroquinolin-3-yl)methylene]-4-phenylthiazol-2-amine With sodium hydroxide In ethanol; water for 1h; pH=5 - 6; Cooling with ice;	91%

: 144-80-9
sulphaacetamide

: N-[(4-azidophenyl)sulphonyl]acetamide

Conditions

Conditions	Yield
Stage #1: sulphaacetamide With hydrogenchloride; sodium nitrite In water at 0℃; for 0.25h; Stage #2: With sodium azide In water at 0℃;	90%
With sodium azide; tert.-butylnitrite In water; acetonitrile at 40℃; for 0.583333h; Microwave irradiation;	83%
Stage #1: sulphaacetamide With sulfuric acid In water at 0℃; Stage #2: With sodium nitrite In water at 0 - 20℃; for 0.166667h; Stage #3: With sodium azide; urea In water at 20℃;	45%
With hydrogenchloride; sodium azide; sodium nitrite 1.) H2O, 0 deg C; Yield given. Multistep reaction;
Stage #1: sulphaacetamide With sulfuric acid; sodium nitrite In water at 0℃; for 0.166667h; Stage #2: With sodium azide; urea In water

: 68460-01-5
2,3,4,5-tetrabromo-6-sulfo-benzoic acid-anhydride

: 144-80-9
sulphaacetamide

: 4-(2-carboxytetrabromophenylsulfonamido)-sulfacetamide

Conditions

Conditions	Yield
With toluene-4-sulfonic acid; triethylamine In acetonitrile for 2h; sulfonylation; Heating;	90%

: 93-11-8
2-Naphthalenesulfonyl chloride

: 144-80-9
sulphaacetamide

: 4-(2-naphthalenesulfonamido)-sulfacetamide

Conditions

Conditions	Yield
With triethylamine In water; acetone at 4℃; sulfonylation;	90%

: 85-44-9
phthalic anhydride

: 144-80-9
sulphaacetamide

: N-(4-(1,3-dioxoisoindolin-2-yl)phenylsulfonyl)acetamide

Conditions

Conditions	Yield
With acetic acid at 120℃;	90%

: 78225-74-8
4-fluorobenzoyl isothiocyanate

: 144-80-9
sulphaacetamide

: 4-fluoro-N‐({4‐[N′‐(acetyl)sulfamoyl]phenyl}carbamothioyl)benzamide

Conditions

Conditions	Yield
In acetone Reflux;	90%

: 1564-39-2
1-oxa-4-thiaspiro-<4,5>decan-2-one

: 144-80-9
sulphaacetamide

: N-Acetyl-4-(3-oxo-1-thia-4-aza-spiro[4.5]dec-4-yl)-benzenesulfonamide

Conditions

Conditions	Yield
In pyridine for 2h; Heating;	89%

: 85-46-1
1-Naphthalenesulfonyl chloride

: 144-80-9
sulphaacetamide

: 4-(1-naphthalenesulfonamido)-sulfacetamide

Conditions

Conditions	Yield
With triethylamine In water; acetone at 4℃; sulfonylation;	89%

: 1207-69-8
9-Chloroacridine

: 144-80-9
sulphaacetamide

: 78373-12-3
N-acetyl-4-acridin-9-ylamino-benzenesulfonamide

Conditions

Conditions	Yield
In methanol at 20℃; for 216h;	89%

: 108-30-5
succinic acid anhydride

: 144-80-9
sulphaacetamide

: N-(4-acetylsulfamoyl-phenyl)-succinamic acid

Conditions

Conditions	Yield
In acetone Acylation;	88%

: 873-57-4
sodium piperidinedithiocarbamate

: 144-80-9
sulphaacetamide

: C14H18N4O3S3

Conditions

Conditions	Yield
Stage #1: sulphaacetamide With hydrogenchloride; sodium nitrite In acetone at 0 - 5℃; for 8h; Stage #2: sodium piperidinedithiocarbamate With sodium hydride at 0 - 5℃; for 7h;	88%

: 86-98-6
4,7-dichloroquinoline

: 144-80-9
sulphaacetamide

: 1449365-33-6
C17H14ClN3O3S

Conditions

Conditions	Yield
In N,N-dimethyl-formamide for 6h; Reflux;	88%

: 33987-02-9
4-chlorobenzoquinazoline

: 144-80-9
sulphaacetamide

: N-(4-(benzo[g]quinazolin-4-ylamino)phenylsulfonyl)acetamide

Conditions

Conditions	Yield
With triethylamine In N,N-dimethyl-formamide for 24h; Reflux;	88%

: 1564-41-6
1-Oxa-4-thiaspiro<4.4>nonan-2-one

: 144-80-9
sulphaacetamide

: N-Acetyl-4-(3-oxo-1-thia-4-aza-spiro[4.4]non-4-yl)-benzenesulfonamide

Conditions

Conditions	Yield
In pyridine for 2h; Heating;	87%

: 98-61-3
4-iodobenzenesulfonyl chloride

: 144-80-9
sulphaacetamide

: 4-(4-iodophenylsulfonamido)-sulfacetamide

Conditions

Conditions	Yield
With triethylamine In water; acetone at 4℃; sulfonylation;	87%

: 877-78-1, 7564-73-0
sodium piperazine-N,N'-bisdithiocarboxylate

: 144-80-9
sulphaacetamide

: C22H24N8O6S6

Conditions

Conditions	Yield
Stage #1: sulphaacetamide With hydrogenchloride; sodium nitrite In acetone at 0 - 5℃; for 8h; Stage #2: sodium piperazine-N,N'-bisdithiocarboxylate With sodium hydride at 0 - 5℃; for 7h;	87%

: 127172-22-9
(E)-3-(N,N-dimethylamino)-1-(3,4-dimethoxyphenyl)-2-propen-1-one

: 144-80-9
sulphaacetamide

: Z-N-(4-(3-(3,4-dimethoxyphenyl)-3-oxoprop-1-enylamino)-phenylsulfonyl)acetamide

Conditions

Conditions	Yield
With acetic acid In ethanol for 22h; Reflux;	87%

: 333-20-0
potassium thioacyanate

: 188724-74-5
4-benzoyl-1,5-diphenyl-1H-3-pyrazole carboxylic acid chloride

: 144-80-9
sulphaacetamide

: N-((4-(N-acetylsulfamoyl)phenyl)carbamothioyl)-4-benzoyl-1,5-diphenyl-1H-pyrazole-3-carboxamide

Conditions

Conditions	Yield
Stage #1: potassium thioacyanate; 4-benzoyl-1,5-diphenyl-1H-3-pyrazole carboxylic acid chloride In acetone for 0.5h; Reflux; Stage #2: sulphaacetamide In acetone for 2h; Reflux;	86%

...Expand

: 99876-68-3
2-Chloromethyl-4(7)-nitro-benzimidazole

: 144-80-9
sulphaacetamide

: 107090-18-6
N-Acetyl-4-[(4-nitro-1H-benzoimidazol-2-ylmethyl)-amino]-benzenesulfonamide

Conditions

Conditions	Yield
In methanol for 4h; Heating;	85%

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 NO_x and SO_x.
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.

Product Name

Sulfacetamide

Synthetic route

Sulfacetamide Chemical Properties

Sulfacetamide Uses

Sulfacetamide Production

Sulfacetamide Toxicity Data With Reference

Sulfacetamide Consensus Reports

Sulfacetamide Safety Profile

Sulfacetamide Specification

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