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Substance Name: Sulfadiazine [USP:INN:BAN:JAN]
RN: 68-35-9
UNII: 0N7609K889
InChIKey: SEEPANYCNGTZFQ-UHFFFAOYSA-N

Note

  • One of the short-acting SULFONAMIDES used in combination with PYRIMETHAMINE to treat toxoplasmosis in patients with acquired immunodeficiency syndrome and in newborns with congenital infections.

Molecular Formula

  • C10-H10-N4-O2-S

Molecular Weight

  • 250.281
 

Classification Codes

  • Anti-Infective Agents
  • Antibacterial
  • Antiparasitic Agents
  • Antiprotozoal Agents
  • Coccidiostats
  • Drug / Therapeutic Agent
  • Human Data
  • Reproductive Effect

Names and Synonyms

Name of Substance

  • Sulfadiazine
  • Sulfadiazine [USP:INN:BAN:JAN]

MeSH Heading

  • Sulfadiazine

Synonyms

  • 2-Sulfanilamidopyrimidin
  • 2-Sulfanilamidopyrimidin [German]
  • 2-Sulfanilamidopyrimidine
  • 5-25-10-00067 (Beilstein Handbook Reference)
  • A 306
  • A-306 (VAN)
  • Adiazin
  • Adiazine
  • AI3-01047
  • BRN 0235192
  • Coco-Diazine
  • Cremodiazine
  • Cremotres
  • Debenal
  • Deltazina
  • Di-Azo-Mul
  • Diazin
  • Diazolone
  • Diazovit
  • Diazyl
  • Diazyl (VAN)
  • EINECS 200-685-8
  • Eskadiazine
  • Honey diazine
  • Lipo-Diazine
  • Lipo-Levazine
  • Liquadiazine
  • Metha-Meridiazine
  • Microsulfon
  • N(sup 1)-2-Pyrimidinylsulfanilamide
  • Neazine
  • Neotrizine
  • NSC 35600
  • Palatrize
  • Pecta-diazine, suspension
  • Piridisir
  • Pirimal
  • Pyrimal
  • Pyrimidine, 2-sulfanilamido-
  • Quadetts
  • Quadramoid
  • RP 2616
  • S.N. 112
  • Sanodiazine
  • Solfadiazina
  • Solfadiazina [DCIT]
  • Spofadrizine
  • Sterazine
  • Sulfadiazene
  • Sulfadiazin
  • Sulfadiazina
  • Sulfadiazina [INN-Spanish]
  • Sulfadiazine
  • Sulfadiazinum
  • Sulfadiazinum [INN-Latin]
  • Sulfanilamide, N1-2(1H)-pyrimidinylidene-
  • Sulfanilamidopyrimidine
  • Sulfapyrimidin
  • Sulfapyrimidin [German]
  • Sulfapyrimidine
  • Sulfatryl
  • Sulfazine
  • Sulfolex
  • Sulfonsol
  • Sulfose
  • Sulphadiazine
  • Sulphadiazine E
  • Terfonyl
  • Theradiazine
  • Thi-Di-Mer
  • Tri-Sulfameth
  • Trifonamide
  • Triple Sulfas
  • Trisem
  • Truozine
  • UNII-0N7609K889

Systematic Names

  • Benzenesulfonamide, 4-amino-N-2-pyrimidinyl-
  • Sulfadiazine
  • Sulfanilamide, N(sup 1)-2-pyrimidinyl-
  • Sulfanilamide, N1-2-pyrimidinyl- (8CI)

Mixture Name

  • Sulfonamide Duplex

Registry Numbers

CAS Registry Number

  • 68-35-9

FDA UNII

  • 0N7609K889

Other Registry Number

  • 141582-64-1

System Generated Number

  • 0000068359

Structure Descriptors

InChI

1S/C10H10N4O2S/c11-8-2-4-9(5-3-8)17(15,16)14-10-12-6-1-7-13-10/h1-7H,11H2,(H,12,13,14)

InChIKey

SEEPANYCNGTZFQ-UHFFFAOYSA-N

Smiles

c1(S(Nc2ncccn2)(=O)=O)ccc(N)cc1

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
child TDLo oral 1800mg/kg/5D- (1800mg/kg) KIDNEY, URETER, AND BLADDER: "CHANGES IN TUBULES (INCLUDING ACUTE RENAL FAILURE, ACUTE TUBULAR NECROSIS)"

KIDNEY, URETER, AND BLADDER: HEMATURIA

ENDOCRINE: HYPOGLYCEMIA		 Postgraduate Medical Journal. Vol. 53, Pg. 103, 1977.
child TDLo unreported 138mg/kg (138mg/kg) KIDNEY, URETER, AND BLADDER: HEMATURIA

KIDNEY, URETER, AND BLADDER: URINE VOLUME DECREASED

BEHAVIORAL: GENERAL ANESTHETIC		 Postgraduate Medical Journal. Vol. 53, Pg. 103, 1977.
dog LD oral > 5gm/kg (5000mg/kg)   Journal of Pharmacology and Experimental Therapeutics. Vol. 79, Pg. 354, 1943.
man TDLo oral 229mg/kg/8D-I (229mg/kg) GASTROINTESTINAL: OTHER CHANGES

KIDNEY, URETER, AND BLADDER: URINE VOLUME DECREASED		 Israel Journal of Medical Sciences. Vol. 6, Pg. 561, 1970.
mouse LD50 intraperitoneal 750mg/kg (750mg/kg)   "Handbook of Analytical Toxicology," Sunshine, I., ed., Cleveland, OH, Chemical Rubber Co., 1969Vol. -, Pg. 109, 1969.
mouse LD50 intravenous 180mg/kg (180mg/kg)   U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. Vol. NX#03347,
mouse LD50 oral 1500mg/kg (1500mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 21, Pg. 571, 1971.
mouse LD50 subcutaneous 1600mg/kg (1600mg/kg)   Drugs in Japan Vol. 6, Pg. 386, 1982.
rat LD50 intravenous 880mg/kg (880mg/kg)   Naunyn-Schmiedeberg's Archiv fuer Experimentelle Pathologie und Pharmakologie. Vol. 211, Pg. 367, 1950.
rat LDLo intraperitoneal 446mg/kg (446mg/kg)   Klinische Wochenscrift. Vol. 27, Pg. 449, 1949.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 255.5 dec deg C   EXP
pKa Dissociation Constant 6.36 (none)   EXP
log P (octanol-water) -0.09 (none)   EXP
Water Solubility 77 mg/L 25 EXP
Vapor Pressure 4.31E-08 mm Hg 25 EST
Henry's Law Constant 1.58E-10 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 2.80E-11 cm3/molecule-sec 25 EST

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