Sulfacetamid

Sulfacetamide

HCID 5320CAS 144-80-9

Grundinformationen

Standard-SMILES
CC(=O)NS(=O)(=O)c1ccc(N)cc1
InChIKey
SKIVFJLNDNKQPD-UHFFFAOYSA-N
Summenformel
C8H10N2O3S
Durchschnittliche Molmasse
214,24 g/mol
Monoisotopische Masse
214,04121318

Überblick

Sulfacetamide is a white powder. (NTP, 1992)

Namen und Bezeichner

Bevorzugter Name
Sulfacetamide
IUPAC
N-(4-aminophenyl)sulfonylacetamide
Lokaler Name
Sulfacetamid
Englischer Name
Sulfacetamide
Summenformel
C8H10N2O3S
Molmasse
214.24

Namen und Synonyme

sulfacetamide144-80-9SulphacetamideAcetosulfamineN-((4-Aminophenyl)sulfonyl)acetamideN-AcetylsulfanilamideUrosulfonN-SulfanilylacetamideAcetosulfaminAcetocidSulfacetN-(4-aminophenyl)sulfonylacetamide
Weitere Namen anzeigen
A-500RegionOclucidSebizonAlbucidSulf-10sultrin
N-SulphanilylacetamideFormosulfacetamideSulfacetimideAlbamineSulphasilUrosulfoneAlestenSulamyd

Datenbank-Bezeichner

CAS
144-80-9
PubChem CID
5320
DTXSID
DTXSID8026060
ChEMBL
CHEMBL455
ChEBI
CHEBI:63845
UNII
4965G3J0F5
EC Number
205-640-6
Nikkaji
J8.635E

Eigenschaften

Berechnete Struktureigenschaften

XLogP
-1
Polarare Oberfläche (TPSA)
97,6 Ų
H-Brücken-Donoren
2
H-Brücken-Akzeptoren
4
Frei drehbare Bindungen
2
Schwere Atome
14

Experimentelle und physikochemische Eigenschaften

Drugs · 2 Einträge

Pharmaceuticals -> Antibiotics

Pharmaceuticals -> Listed in ZINC15

SpringerMaterials PropertiesNuclear quadrupole resonance spectroscopy
LogP · 2 Einträge

-0.6

-0.1

Solubility · 3 Einträge

less than 0.1 mg/mL at 61 °F (NTP, 1992)

4.21e+00 g/L

>32.1 [ug/mL] (The mean of the results at pH 7.4)

Human Drugs · 2 Einträge

FDA approved drugs -> Active ingredient

FDA approved drugs -> Active ingredient

Animal DrugsPharmaceuticals -> Animal Drugs -> Approved in Taiwan

Physikochemische Eigenschaften

Schmelzpunkt
182 · 182-184 °C
Dichte
1.3844 · 1.3844 (rough estimate)
Brechungsindex
1.569 · 1.5690 (estimate)
storage temp.
Keep in dark place,Inert atmosphere,Room temperature
Löslichkeit
50 mg/mL · ethanol: soluble50mg/mL
pka
1.76 · 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)

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 5 Einträge

This chemical does not meet GHS hazard criteria for 10% (4 of 40) of reports.

Warning

H317 (77.5%): May cause an allergic skin reaction [Warning Sensitization, Skin]

P203, P261, P271, P272, P280, P302+P352, P304+P340, P318, P319, P321, P333+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 40 reports by companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Gefahrenhinweise

Regulatory InformationStatus: Active Update: 09-05-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/25894
Other Safety InformationIMAP assessments - Acetamide, N-[(4-aminophenyl)sulfonyl]-: Environment tier I assessment
Fire HazardsFlash point data for this chemical are not available. It is probably combustible. (NTP, 1992)
Reactive GroupAmides and Imides
Reactivity Profile · 1 Eintrag

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)

Air and Water ReactionsInsoluble in water.

Sicherheit und Schutzausrüstung

Fire FightingFires involving this material can be controlled with a dry chemical, carbon dioxide or Halon extinguisher. (NTP, 1992)
First Aid · 1 Eintrag

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.

Nonfire Spill Response · 1 Eintrag

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.

Personal Protective Equipment (PPE) · 1 Eintrag

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)

Sicherheitsdaten

wgk
2
tsca
TSCA listed
hs_code
29350090
RTECS-Nr.
AC8450000
risk_code
20/21/22-36/37/38
Toxizität
LD50 orally in dogs: 8000 mg/kg (Fisher)

Chemie und Industrie

Pharmakologische Informationen

ATC Code · 5 Einträge

D - Dermatologicals

S - Sensory organs

QS - Sensory organs

QJ - Antiinfectives for systemic use

QD - Dermatologicals

Pharmacodynamics · 1 Eintrag

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 <i>p</i>-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.

Mechanism of Action · 1 Eintrag

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.

Biological Half-Life7-12.8 hours
FDA Pharmacological Classification · 5 Einträge

4965G3J0F5

SULFACETAMIDE

Established Pharmacologic Class [EPC] - Sulfonamide Antibacterial

Chemical Structure [CS] - Sulfonamides

Sulfacetamide is a Sulfonamide Antibacterial.

MeSH Pharmacological Classification · 3 Einträge

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.

Substances capable of killing agents causing urinary tract infections or of preventing them from spreading.

Substances that inhibit the growth or reproduction of BACTERIA.

Verwendung und Herstellung

Use ClassificationPharmaceuticals -> Animal Drugs -> Approved in Taiwan
General Manufacturing InformationAcetamide, N-[(4-aminophenyl)sulfonyl]-: ACTIVE

Anbieter50 Anbieter

国药集团化学试剂有限公司86-21-63210123 · [email protected]
北京华美互利生物化工010-56205725 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
衢州润东化工有限公司0570-8789886 18892685668 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]

Ergänzende Hinweise

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

Zugehörige Reaktionen

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