Product
Supplier
Encyclopedia
Inquiry
Home > Encyclopedia > Sulfacetamide

Sulfacetamide

pharmaceutical raw materials
Sulfacetamide structure

Sulfacetamide 

structure
  • CAS No:

    144-80-9

  • Formula:

    C8H10N2O3S

  • Chemical Name:

    Sulfacetamide

  • Synonyms:

    Acetamide,N-[(4-aminophenyl)sulfonyl]-;Acetamide,N-sulfanilyl-;N-[(4-Aminophenyl)sulfonyl]acetamide;Acetocid;Albamine;Albucid;p-Aminobenzenesulfonacetamide;Steramide;Sulamyd;Sulfacet;Sulfacetamide;Sulfacyl;N-Sulfanilylacetamide;Urosulfon;Alesten;Formosulfacetamide;Region;Sulfacetimide;N-(4-Aminobenzenesulfonyl)acetamide;A 500;N1-Acetylsulfanilamide;Sulphacetamide;Acetosulfamine;N′-Acetylsulfanilamide;N-Acetylsulfanilamide;Acetosulfamin;Sulphasil;N-(p-Aminophenylsulfonyl)acetamide;4-(Acetylaminosulfonyl)aniline;Ocusol;NSC 63871

  • Categories:

    Organic Chemistry  >  Amides

Description

Sulfacetamide (Sulphacetamide), a bacteriostatic sulphonamide, is a popular antibiotic prescribed for treating ocular infections[1][2].


Sulfacetamide is a white powder. (NTP, 1992)|Solid


Sulfacetamide is a white powder. (NTP, 1992)|Sulfacetamide is a sulfonamide that is sulfanilamide acylated on the sulfonamide nitrogen. It has a role as an antimicrobial agent, an antiinfective agent, an EC 2.5.1.15 (dihydropteroate synthase) inhibitor and an antibacterial drug. It is a substituted aniline and a N-sulfonylcarboxamide. It derives from a sulfanilamide. It is a conjugate acid of a sulfacetamide(1-).|An anti-infective agent that is used topically to treat skin infections and orally for urinary tract infections.|Sulfacetamide is a Sulfonamide Antibacterial.|Sulfacetamide is a synthetic sulfanylacetamide derivative with bacteriostatic activity. Sulfacetamide inhibits bacterial folic acid synthesis by competing with para amino benzoic acid. With a broad spectrum of action, it is used as an anti-infective topical agent to treat skin infections and as an oral agent for urinary tract infections. (NCI04)|An anti-bacterial agent that is used topically to treat skin infections and orally for urinary tract infections.

Sulfacetamide Basic Attributes

214.24

214.24

981718

205-640-6

4965G3J0F5

757323|63871

DTXSID8026060

C62077

D - Dermatologicals|S - Sensory organs

2924299090

Characteristics

97.6

-1

white to off-white

1.416 g/cm3

183 °C

239.433°C at 760 mmHg

1.584

H2O: <0.01 g/100 mL at 16 ºC;ethanol: soluble 50mg/mL

0-6°C

146.9 Ų [M+H]+ [CCS Type: TW, Method: calibrated with polyalanine and drug standards]|145.88 Ų [M-H]-

Insoluble in water.

Amides and Imides

SULFACETAMIDE 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)

Safety Information

III

6.1(b)

3249

2

20/21/22-36/37/38

22-24/25-36-26

AC8450000

Xi

Stable. Incompatible with strong oxidizing agents, strong bases, strong reducing agents, strong acids.

P201, P202, P261, P264, P270, P271, P272, P280, P281, P301+P312, P302+P352, P304+P340, P308+P313, P312, P321, P330, P333+P313, P363, P403+P233, P405, P501

H302

Flash point data for this chemical are not available. It is probably combustible. (NTP, 1992)

|Warning|H317 (94.79%): May cause an allergic skin reaction [Warning Sensitization, Skin]|P261, P271, P272, P280, P302+P352, P304+P340, P312, P321, P333+P313, P363, P403+P233, P405, and P501|Aggregated GHS information provided by 100 companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Fires involving this material can be controlled with a dry chemical, carbon dioxide or Halon extinguisher. (NTP, 1992)

SMALL SPILLS AND LEAKAGE: Should a spill occur while you are handling this chemical, FIRST REMOVE ALL SOURCES OF IGNITION, then you should dampen the solid spill material with 60-70% ethanol and transfer the dampened material to a suitable container. Use absorbent paper dampened with 60-70% ethanol to pick up any remaining material. Seal the absorbent paper, and any of your clothes, which may be contaminated, in a vapor-tight plastic bag for eventual disposal. Solvent wash all contaminated surfaces with 60-70% ethanol followed by washing with a soap and water solution. Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned. STORAGE PRECAUTIONS: You should store this material in a refrigerator. (NTP, 1992)

RECOMMENDED RESPIRATOR: Where the neat test chemical is weighed and diluted, wear a NIOSH-approved half face respirator equipped with an organic vapor/acid gas cartridge (specific for organic vapors, HCl, acid gas and SO2) with a dust/mist filter. (NTP, 1992)

Toxicity

Oral LD50 Mouse : 16500 mg/kg. Side effects include moderate to severe erythema (redness) and moderate edema (raised kin), nausea, vomiting, headache, dizziness, and tiredness. Higher exposure causes unconsciousness.

Drug Information

For the treatment of bacterial vaginitis, keratitis, acute conjunctivitis, and blepharitis.|FDA Label

Sulfacetamide is a sulfonamide antibiotic with bacteriostatic actions and broad-spectrum activity against most gram-positive and many gram-negative organisms. However, many strains of an individual species may be resistant. Sulfonamides inhibit multiplication of bacteria by acting as competitive inhibitors of p-aminobenzoic acid in the folic acid metabolism cycle. Bacterial sensitivity is the same for the various sulfonamides, and resistance to one sulfonamide indicates resistance to all. Most sulfonamides are readily absorbed orally. However, parenteral administration is difficult, since the soluble sulfonamide salts are highly alkaline and irritating to the tissues. The sulfonamides are widely distributed throughout all tissues. High levels are achieved in pleural, peritoneal, synovial, and ocular fluids. Although these drugs are no longer used to treat meningitis, CSF levels are high in meningeal infections. Their antibacterial action is inhibited by pus.

Substances capable of killing agents causing urinary tract infections or of preventing them from spreading. (See all compounds classified as Anti-Infective Agents, Urinary.)|Substances that inhibit the growth or reproduction of BACTERIA. (See all compounds classified as Anti-Bacterial Agents.)|Substances used on humans and other animals that destroy harmful microorganisms or inhibit their activity. They are distinguished from DISINFECTANTS, which are used on inanimate objects. (See all compounds classified as Anti-Infective Agents, Local.)

7-12.8 hours

Sulfacetamide is a competitive inhibitor of bacterial para-aminobenzoic acid (PABA), an essential component for bacterial growth (according to the Woods-Fildes theory). The inhibited reaction is necessary in these organisms for the synthesis of folic acid.

EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop. SKIN: IMMEDIATELY flood affected skin with water while removing and isolating all contaminated clothing. Gently wash all affected skin areas thoroughly with soap and water. If symptoms such as redness or irritation develop, IMMEDIATELY call a physician and be prepared to transport the victim to a hospital for treatment. INHALATION: IMMEDIATELY leave the contaminated area; take deep breaths of fresh air. If symptoms (such as wheezing, coughing, shortness of breath, or burning in the mouth, throat, or chest) develop, call a physician and be prepared to transport the victim to a hospital. Provide proper respiratory protection to rescuers entering an unknown atmosphere. Whenever possible, Self-Contained Breathing Apparatus (SCBA) should be used; if not available, use a level of protection greater than or equal to that advised under Protective Clothing. INGESTION: DO NOT INDUCE VOMITING. If the victim is conscious and not convulsing, give 1 or 2 glasses of water to dilute the chemical and IMMEDIATELY call a hospital or poison control center. Be prepared to transport the victim to a hospital if advised by a physician. If the victim is convulsing or unconscious, do not give anything by mouth, ensure that the victim's airway is open and lay the victim on his/her side with the head lower than the body. DO NOT INDUCE VOMITING. IMMEDIATELY transport the victim to a hospital. (NTP, 1992)

Acetopt

Sulfacetamide Use and Manufacturing

Methods of Manufacturing

10a (1 g, 4.7 mmol) was added 20mL 1.125mol/L sodium hydroxide and was refluxed for 2h. It was cooled and the pH was adjusted to 8 with 4N hydrochloric acid solution. It was filtered and then continue to use 4N hydrochloric acid solution adjusted to pH 4. It was placed in the refrigerator for 24h. A large number of white solid precipitated. Recrystallized with hot water then dried to obtain white solid 0.25 g, yield 30percent.

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

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

Human Drugs -> FDA Approved Drug Products with Therapeutic Equivalence Evaluations (Orange Book) -> Active Ingredients|Pharmaceuticals -> Animal Drugs -> Approved in Taiwan

Computed Properties

Molecular Weight:214.24
XLogP3:-1
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:2
Exact Mass:214.04121336
Monoisotopic Mass:214.04121336
Topological Polar Surface Area:97.6
Heavy Atom Count:14
Complexity:299
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

Material

Recommended Suppliers of Sulfacetamide

Scan the QR Code to Share

Feedback & Suggestions
Send Message

Thank you for your feedback. If you require further assistance, please contact us by email at info@echemi.com or call us at +86-532-55729510.