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Substance Name: Sulfamerazine [USP:INN:BAN]
RN: 127-79-7
UNII: UR1SAB295F
InChIKey: QPPBRPIAZZHUNT-UHFFFAOYSA-N

Note

  • A sulfanilamide that is used as an antibacterial agent.

Molecular Formula

  • C11-H12-N4-O2-S

Molecular Weight

  • 264.3078
 

Classification Codes

  • Anti-Bacterial Agents
  • Anti-Infective Agents
  • Antibacterial
  • Drug / Therapeutic Agent
  • Reproductive Effect
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Names and Synonyms

Name of Substance

  • Sulfamerazine
  • Sulfamerazine [USP:INN:BAN]

MeSH Heading

  • Sulfamerazine

Synonyms

  • (p-Aminobenzolsulfonyl)-2-amino-4-methylpyrimidin
  • (p-Aminobenzolsulfonyl)-2-amino-4-methylpyrimidin [German]
  • 2-(4-Aminobenzenesulfonamido)-4-methylpyrimidine
  • 2-(Sulfanilamido)-4-methylpyrimidine
  • 2-Sulfa-4-methylpyrimidine
  • 2632 R. P.
  • 2643-RP
  • 5-25-10-00167 (Beilstein Handbook Reference)
  • A-310
  • AI3-08026
  • Benzenesulfonamide, 4-amino-N-(4-methyl-2-pyrimidinyl)-
  • BRN 0249133
  • Cremomerazine
  • Debenal-M
  • EINECS 204-866-2
  • Kelamerazine
  • Mebacid
  • Mesulfa
  • Methylpyrimal
  • Methylsulfazin
  • Methylsulfazine
  • Metilsulfadiazin
  • Metilsulfazin
  • N(sup 1)-(4-Methyl-2-pyrimidinyl)sulfanilamide
  • N-(4-Methyl-2-pyrimidyl)sulfanilamide
  • N1-(4-Methyl-2-pyrimidinyl)sulfanilamide
  • NSC 27259
  • Percoccide
  • Pirimal-M
  • Pyralcid
  • Pyrimal M
  • Romezin
  • RP 2632
  • Septacil
  • Septosyl
  • Solfamerazina
  • Solfamerazina [DCIT]
  • Solumedin
  • Sulfameradine
  • Sulfamerazin
  • Sulfamerazina
  • Sulfamerazina [INN-Spanish]
  • Sulfamerazine
  • Sulfamerazinum
  • Sulfamerazinum [INN-Latin]
  • Sulfamethyldiazine
  • Sulphamerazine
  • Sumedine
  • UNII-UR1SAB295F
  • Veta-Merazine

Systematic Names

  • 4-Amino-N-(4-methyl-2-pyrimidinyl)-benzenesulfonamide (9CI)
  • Benzenesulfonamide, 4-amino-N-(4-methyl-2-pyrimidinyl)-
  • Sulfamerazine
  • Sulfanilamide, N(sup 1)-(4-methyl-2-pyrimidinyl)-
  • Sulfanilamide, N1-(4-methyl-2-pyrimidinyl)- (8CI)

Mixture Name

  • Sulfonamide Duplex

Registry Numbers

CAS Registry Number

  • 127-79-7

FDA UNII

  • UR1SAB295F

Other Registry Number

  • 99482-27-6

System Generated Number

  • 0000127797

Structure Descriptors

InChI

1S/C11H12N4O2S/c1-8-6-7-13-11(14-8)15-18(16,17)10-4-2-9(12)3-5-10/h2-7H,12H2,1H3,(H,13,14,15)

InChIKey

QPPBRPIAZZHUNT-UHFFFAOYSA-N

Smiles

Cc1ccnc(n1)NS(=O)(=O)c2ccc(cc2)N

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 1400mg/kg (1400mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 5, Pg. 213, 1955.
mouse LD50 oral 25gm/kg (25000mg/kg)   Archives Internationales de Pharmacodynamie et de Therapie. Vol. 94, Pg. 338, 1953.
mouse LD50 subcutaneous 1190mg/kg (1190mg/kg)   Acta Biologica et Medica Germanica. Vol. 27, Pg. 141, 1971.
rat LD50 intravenous 1100mg/kg (1100mg/kg)   Naunyn-Schmiedeberg's Archiv fuer Experimentelle Pathologie und Pharmakologie. Vol. 211, Pg. 367, 1950.
rat LD50 subcutaneous 1890mg/kg (1890mg/kg)   Acta Biologica et Medica Germanica. Vol. 27, Pg. 141, 1971.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 236 deg C   EXP
log P (octanol-water) 0.14 (none)   EXP
Water Solubility 202 mg/L 20 EXP
Vapor Pressure 1.93E-08 mm Hg 25 EST
Henry's Law Constant 1.75E-10 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 3.63E-11 cm3/molecule-sec 25 EST

Physical property data is provided to ChemIDplus by SRC, Inc.