Sulfacetamide

Product Name: Sulfacetamide
CAS No.: 144-80-9
Chemical Name: Sulfacetamide
Synonyms: A-500;Region;Oclucid;Sebizon;Albucid;Alesten;Sulamyd;Sulf-10;sultrin;Acetocid
CBNumber: CB4264350
Molecular Formula: C8H10N2O3S
Formula Weight: 214.24
MOL File: 144-80-9.mol

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Sulfacetamide Property

Melting point:: 182-184 °C
Density: 1.3844 (rough estimate)
refractive index: 1.5690 (estimate)
storage temp.: Keep in dark place,Inert atmosphere,Room temperature
solubility: ethanol: soluble50mg/mL
pka: pKa 1.76±0.04(H2O t = 25 I = 0.15 (KCl) Ar atmosphere)(Approximate);5.22±0.01(H2O t = 25 I = 0.15 (KCl) Ar atmosphere)(Approximate)
form: powder
color: white to off-white
Water Solubility: <0.01 g/100 mL at 16 ºC
Merck: 14,8899
BRN: 981718
Stability:: Stable. Incompatible with strong oxidizing agents, strong bases, strong reducing agents, strong acids.
InChIKey: SKIVFJLNDNKQPD-UHFFFAOYSA-N
CAS DataBase Reference: 144-80-9(CAS DataBase Reference)
NIST Chemistry Reference: N-(p-Aminobenzenesulfonyl)acetamide(144-80-9)
EPA Substance Registry System: Sulfacetamide (144-80-9)

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Safety

Hazard Codes: Xi
Risk Statements: 20/21/22-36/37/38
Safety Statements: 22-24/25-36-26
WGK Germany: 2
RTECS: AC8450000
TSCA: Yes
HS Code: 29350090
Toxicity: LD50 orally in dogs: 8000 mg/kg (Fisher)

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H317May cause an allergic skin reaction

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P271Use only outdoors or in a well-ventilated area.

P272Contaminated work clothing should not be allowed out of the workplace.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 46770
Product name: Sulfacetamide
Purity: VETRANAL , analytical standard
Packaging: 250mg
Price: $25
Updated: 2024/03/01

TCI Chemical

Product number: S0577
Product name: Sulfacetamide
Purity: >98.0%(HPLC)(T)
Packaging: 25g
Price: $24
Updated: 2024/03/01

TCI Chemical

Product number: S0577
Product name: Sulfacetamide
Purity: >98.0%(HPLC)(T)
Packaging: 250g
Price: $162
Updated: 2024/03/01

Alfa Aesar

Product number: A19836
Product name: Sulfacetamide, 98%
Packaging: 250g
Price: $71.2
Updated: 2021/12/16

Alfa Aesar

Product number: A19836
Product name: Sulfacetamide
Purity: 98%
Packaging: 50g
Price: $42.1
Updated: 2021/12/16

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Sulfacetamide Chemical Properties,Usage,Production

Chemical Properties

white crystalline powder

Originator

Sulamyd,Schering,US,1941

Uses

Sulfacetamide is an antibiotic used for the treatment of skin infections and urinary tract infections. Sulfacetamide is also used to treat acne and seborrheic dermatitis. Sulfacetamide was investigated for potential anti-inflammatory properties

Definition

ChEBI: A sulfonamide that is sulfanilamide acylated on the sulfonamide nitrogen.

Manufacturing Process

17.2 grams of 4-aminobenzene-sulfonamide are heated to boiling with 75 cc of acetic anhydride for 1 hour and thereupon the diacetyl product caused to separate by stirring into ice water. After recrystallization from alcohol the 4- acetylaminobenzene-sulfonacetyl-amide forms colorless prisms of melting point 253°C with decomposition. The product is easily soluble in alkalies and forms neutral salts. The acetylation can also take place with acetyl chloride. Instead of the 4-aminobenzene-sulfonamide also 4-acetylaminobenzenesulfonamide can be employed. The action of 4-acetyla
By heating the diacetyl compound with sodium hydroxide solution partial saponification of the acetyl groups takes place. 25.6 grams of diacetyl compound are heated to boiling for some hours with 100 cc of 2N sodium hydroxide solution. The precipitate produced by acidification of the solution with acetic acid is filtered off and treated with dilute sodium carbonate solution. The 4-aminobenzene-sulfonacetylamide passes into solution while the simultaneously formed 4-acetylaminobenzene-sulfonamide remains undissolved. It is filtered with suction and the filtrate again acidified with acetic acid. The 4-aminobenzene-sulfon-acetamide separates out and is recrystallized from water. It forms colorless lustrous rhombic crystals of MP 181°C.

Therapeutic Function

Antimicrobial

General Description

Sulfacetamide’s plasmahalf-life is 7 hours. This compound is a white crystallinepowder, soluble in water (1:62.5 at 37°C) and in alcohol. It is very soluble in hot water, and its water solution is acidic.It has a pKa of 5.4.

General Description

White powder.

Air & Water Reactions

Insoluble in water.

Reactivity Profile

N-((4-Aminophenyl)sulfonyl)acetamide 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)

Fire Hazard

Flash point data for N-((4-Aminophenyl)sulfonyl)acetamide are not available. N-((4-Aminophenyl)sulfonyl)acetamide is probably combustible.

Pharmaceutical Applications

N-acetylsulfanilamide. It is very soluble in water and was formerly used in urinary tract infection. It is available in some countries in ophthalmic preparations and as a component (with sulfathiazole and sulfabenzamide) of a triple sulfonamide cream for the topical treatment of bacterial vaginosis.
Sulfacetamide is one of the least active sulfonamides. It is well absorbed when given orally and is excreted in the urine with a half-life of around 9 h. About 70% is excreted unchanged, the remainder being present as the acetyl metabolite. Adverse reactions are those common to the group. Stevens–Johnson syndrome has been reported several times after topical use in conjunctivitis.

Biochem/physiol Actions

Sulfacetamide is a sulfonamide antibiotic that blocks the synthesis of dihydrofolic acid by inhibiting the enzyme dihydropteroate synthase. Sulfacetamide is a competitive inhibitor of bacterial para-aminobenzoic acid (PABA), which is required for bacterial synthesis of folic acid. It is active against Gram positive bacteria, Gram negative bacteria and Chlamydia. Mode of resistance is via the alteration of dihydropteroate synthase or alternative pathway for folic acid synthesis.

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.

Synthesis

Sulfacetamide, N1 -acetylsulfanilamide (33.1.44), is synthesized either by direct alkylation of acetamide with 4-aminobenzenesulfonyl chloride, or by reacting 4-aminobenzenesulfonamide with acetic anhydride and subsequent selective, reductive deacylation of the resulting acetamide 33.1.45 using a system of zinc¨Csodium hydroxide.

Purification Methods

Crystallise the amide from aqueous EtOH. [Beilstein 14 IV 2662.]

Sulfacetamide Preparation Products And Raw materials

Raw materials

Sulfacetamide sodium SULFOACETIC ACID DISODIUM SALT

Preparation Products

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Sulfacetamide Suppliers

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View Lastest Price from Sulfacetamide manufacturers

Hebei Weibang Biotechnology Co., Ltd

Product: Sulfacetamide 144-80-9
Price: US $10.00/KG
Min. Order: 1KG
Purity: 99%
Supply Ability: 5tons
Release date: 2021-10-08

Shaanxi TNJONE Pharmaceutical Co., Ltd

Product: Sulphacetamide 144-80-9
Price: US $0.00/kg
Min. Order: 1kg
Purity: 99%
Supply Ability: 1000kg
Release date: 2024-04-02

Hebei Mojin Biotechnology Co., Ltd

Product: Sulfacetamide 144-80-9
Price: US $0.00/KG
Min. Order: 1KG
Purity: 99%
Supply Ability: 50000KG/month
Release date: 2023-08-28

144-80-9, SulfacetamideRelated Search:

Sulfacetamide sodium Sulfabenzamide Sulfacetamide sodium Sulfamethoxazole Sulfamic acid monosodium salt Sulfadimethoxine sodium salt Sulfachloropyridazine sodium Sulfanilamide sulfadicramide SULFISOXAZOLE ACETYL (200 MG) sulfaproxyline N,N'-DIACETYLSULFANILAMIDE PHTHALYLSULFACETAMIDE Sulfacetamide Stearylsulfamide IRGAFEN ((4-((((Hydroxyamino)oxoacetyl)amino)sulfonyl)phenyl)amino)oxoacetic a cid ethyl ester ((4-((((Methylamino)oxoacetyl)amino)sulfonyl)phenyl)amino)oxoacetic ac id ethyl ester

AKOS BBB/023

LABOTEST-BB LT00053160

A-500

n(sup1)-acetyl-sulfanilamid

N(Sup1)-Acetylsulfanilamide

n-[(4-aminophenyl)sulfonyl]-acetamid

N-[(p-Aminophenyl)sulfonyl]acetamide

N<sup>1</sup>-Acetyl-4-aminophenylsulfonamide

N-Acetylsulfanilamine

n-sulfanilyl-acetamid

N-Sulphanilylacetamide

Oclucid

Ophthel-S

Op-sulfa 30

op-sulfa30

p-Aminobenzenesulfonoacetamide

Region

Sebizon

N-(4-Aminobenzenesulfonyl)acetamide, N-(4-Aminophenylsulfonyl)acetamide, N1-Acetylsulfanilamide

Sulfacetamide (300 mg)

N-Acetyl-4-aminobenzenesulfonamide N-Acetylsulfanilamide

N-Acetylsulfanilamide

Sulfacetamide Solution, 100ppm

Sulfacetamide solution,1000ppm

N-(4-Aminobenzenesulfonyl)acetamide N-(4-Aminophenylsulfonyl)acetamide N'-Acetylsulfanilamide

Acetamide, N-[(4-aminophenyl)sulfonyl]-

Acetamide, N-sulfanilyl-

Acetocid

Acetosulfamin

Acetosulfamine

Albamine

Albucid

Alesten

Bleph-10

Bleph-10 liquifilm

bleph-10liquifilm

component of Sulfid

component of Sultrin

component of Trysul

formosulfacetamide

Isopto cetamide

isoptocetamide

n-((4-aminophenyl)sulfonyl)-acetamid

n(sup1)-acetyl-4-aminophenylsulfonamide

steramide

Sulamyd

Sulf-10

Sulfacet

Sulfacetimide

Sulfacyl

Sulfanilamide, N<sup>1</sup>-acetyl-

Sulfanilazetamid

Sulphasil

Urosulfon

Urosulfone

N-SULFANILYLACETAMIDE

N-SULFANILYACETAMIDE

N-[P-AMINOBENZENESULFONYL]ACETAMIDE