Sulfamerazin
Sulfamerazine
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Grundinformationen
- CAS
127-79-7- Standard-SMILES
Cc1ccnc(NS(=O)(=O)c2ccc(N)cc2)n1- InChIKey
QPPBRPIAZZHUNT-UHFFFAOYSA-N- Summenformel
- C11H12N4O2S
- Durchschnittliche Molmasse
- 264,31 g/mol
- Monoisotopische Masse
- 264,06809662
Überblick
Sulfamerazine is a sulfonamide consisting of pyrimidine with a methyl substituent at the 4-position and a 4-aminobenzenesulfonamido group at the 2-position. It has a role as an antiinfective agent and a drug allergen. It is a sulfonamide, a member of pyrimidines and a sulfonamide antibiotic. It is functionally related to a sulfanilamide.
Namen und Bezeichner
- Bevorzugter Name
- Sulfamerazine
- IUPAC
- 4-amino-N-(4-methylpyrimidin-2-yl)benzenesulfonamide
- Lokaler Name
- Sulfamerazin
- Englischer Name
- Sulfamerazine
- Summenformel
- C11H12N4O2S
- Molmasse
- 264.3
Namen und Synonyme
sulfamerazine127-79-7SulphamerazineSulfamethyldiazineMesulfa4-amino-N-(4-methylpyrimidin-2-yl)benzenesulfonamidePercoccideBenzenesulfonamide, 4-amino-N-(4-methyl-2-pyrimidinyl)-SeptacilSeptosylSolumedin2-Sulfa-4-methylpyrimidine
Weitere Namen anzeigen
SMIA-310rp2632DEBENAL2643-RPMebacidRomezinRP 2632
N-(4-Methyl-2-pyrimidyl)sulfanilamide2-(Sulfanilamido)-4-methylpyrimidine2-(4-Aminobenzenesulfonamido)-4-methylpyrimidine4-Amino-N-(4-methyl-2-pyrimidinyl)-benzenesulfonamideDTXSID0023612(p-Aminobenzolsulfonyl)-2-amino-4-methylpyrimidin4-amino-N-(4-methylpyrimidin-2-yl)benzene-1-sulfonamideUR1SAB295F
Datenbank-Bezeichner
- CAS
127-79-7- PubChem CID
- 5325
- DTXSID
DTXSID0023612
Eigenschaften
Berechnete StruktureigenschaftenWird ergänzt
- XLogP
- 0,1
- Polarare Oberfläche (TPSA)
- 106 Ų
- H-Brücken-Donoren
- 2
- H-Brücken-Akzeptoren
- 6
- Frei drehbare Bindungen
- 3
- Schwere Atome
- 18
- Formalladung
- 0
- Komplexität
- 360
Experimentelle und physikochemische Eigenschaften
Drugs
Pharmaceuticals -> Listed in ZINC15
Pharmaceuticals -> Antibiotics
Pharmaceuticals -> Antibiotics (Sulfonamide)
SpringerMaterials PropertiesFusion temperature
LogP0.14
Solubility3.04e-01 g/L
Human Drugs
FDA approved drugs -> Active ingredient
FDA approved drugs -> Active ingredient
Animal Drugs
Active Ingredients (Sulfamerazine) -> FDA Greenbook
Pharmaceuticals -> Animal Drugs -> Approved in Taiwan
Melting Point236 °C
Physical DescriptionSolid
Collision Cross Section
156.3 Ų [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]
Sicherheit und Regulatorisches
Sicherheitsangaben dienen nur zur Orientierung und ersetzen weder das Sicherheitsdatenblatt (SDB) des Lieferanten noch geltende Vorschriften oder eine fachliche Bewertung.
GHS-Klassifizierung
GHS Classification
This chemical does not meet GHS hazard criteria for 2% (1 of 51) of reports.
Warning
H315 (94.1%): Causes skin irritation [Warning Skin corrosion/irritation]
P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 51 reports by companies from 10 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Gefahrenhinweise
Regulatory InformationSulfamerazine: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.
Other Safety InformationIMAP assessments - Benzenesulfonamide, 4-amino-N-(4-methyl-2-pyrimidinyl)-: Human health tier I assessment
Hazard Classes and CategoriesSkin Irrit. 2 (94.1%)
Sicherheitsdaten
- F
- 10
- wgk
- 2
- tsca
- TSCA listed
- hs_code
- 2935904000
- RTECS-Nr.
- WP0750000
- risk_code
- 36/37/38
- Toxizität
- LD50 oral in mouse: 25gm/kg
- hazard_code
- Xi
- safety_code
- 26-36/37
Chemie und Industrie
Pharmakologische Informationen
ATC Code
D - Dermatologicals
J - Antiinfectives for systemic use
QJ - Antiinfectives for systemic use
QD - Dermatologicals
PharmacodynamicsSulfonamides act as competitive inhibitors of the enzyme dihydropteroate synthetase (DHPS), an enzyme involved in folate synthesis in bacteria.
Mechanism of Action
Sulfamerazine is a sulfonamide drug that inhibits bacterial synthesis of dihydrofolic acid by competing with para-aminobenzoic acid (PABA) for binding to dihydropteroate synthetase (dihydrofolate synthetase). Sulfamerazine is bacteriostatic in nature. Inhibition of dihydrofolic acid synthesis decreases the synthesis of bacterial nucleotides and DNA.
Metabolism/MetabolitesSulfamerazine has known human metabolites that include N(4)-Acetylsulfamerazine.
MeSH Pharmacological ClassificationSubstances that inhibit the growth or reproduction of BACTERIA.
Absorption, Distribution and ExcretionRapidly absorbed following oral administration.
Cellular LocationsExtracellular
Verwendung und Herstellung
Use Classification
Animal Drugs -> FDA Approved Animal Drug Products (Green Book) -> Active Ingredients
Pharmaceuticals -> Animal Drugs -> Approved in Taiwan
General Manufacturing InformationBenzenesulfonamide, 4-amino-N-(4-methyl-2-pyrimidinyl)-: INACTIVE
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