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Basic information

  • Name:
  • Benzenesulfonamide,4-amino-N-2-pyrimidinyl-

  • Superlist Name:
  • Sulfadiazine
  • CAS No.:
  • 68-35-9

  • Molecular Structure:
  • Formula:
  • C10H10N4O2S
  • Molecular Weight:
  • 250.30
  • Deleted CAS:
  • 141582-64-1
  • Synonyms:
  • Sulfanilamide,N1-2(1H)-pyrimidinylidene- (6CI);Sulfanilamide, N1-2-pyrimidinyl- (8CI);2-(4-Aminobenzenesulfonylamino)pyrimidine;2-(p-Aminobenzenesulfonamido)pyrimidin;4-Amino-N-(2-pyrimidinyl)benzenesulfonamide;4-[[(Pyrimidin-2-yl)amino]sulfonyl]aniline;Adiazine;Cremodiazine;Debenal;Deltazina;Di-Azo-Mul;Diazin;Diazovit;Diazyl;Lipo-Levazine;Liquadiazine;N1-2-Pyrimidylsulfanilamide;Neazine;Pirimal;Pyrimal;RP 2616;Spofadrizine;Sterazine;Sulfadiazine;Sulfapirimidin;Sulfazin (Russian pharmaceutical);Sulfazine;Sulfolex;Sulphadiazine E;Sulfadiazine (SD);
  • EINECS:
  • 200-685-8
  • Density:
  • 1.496 g/cm3
  • Melting Point:
  • 254 °C
  • Boiling Point:
  • 512.6 °C at 760 mmHg
  • Flash Point:
  • 263.8 °C
  • Solubility:
  • Very slightly soluble in cold water
  • Appearance:
  • White to slightly yellow crystalline powder
  • Hazard Symbols:
  • HarmfulXn,IrritantXi
  • Risk Codes:
  • 22-36/37/38-42/43
  • Safety Description:
  • 26-36 Details

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Consensus Reports

Reported in EPA TSCA Inventory.

Specification

The Sulfadiazine, with the CAS registry number 68-35-9, is also known as Benzenesulfonamide, 4-amino-N-2-pyrimidinyl-. It belongs to the product categories of Antibiotics for Research and Experimental Use; Biochemistry; Sulfonamides (Antibiotics for Research and Experimental Use). Its EINECS registry number is 200-685-8. This chemical's molecular formula is C10H10N4O2S and molecular weight is 250.277. Its IUPAC name is called 4-amino-N-pyrimidin-2-ylbenzenesulfonamide. Side effects reported for sulfadiazine include: nausea, upset stomach, loss of appetite, and dizziness. This chemical's classification codes are Anti-infective Agents; Antibacterial; Antiparasitic Agents; Antiprotozoal agents; Coccidiostats; Drug / Therapeutic Agent; Human Data; Reproductive Effect.

Physical properties of Sulfadiazine: (1)ACD/LogP: -0.12; (2)ACD/LogD (pH 5.5): -0.13; (3)ACD/LogD (pH 7.4): -0.66; (4)ACD/BCF (pH 5.5): 1; (5)ACD/BCF (pH 7.4): 1; (6)ACD/KOC (pH 5.5): 19.93; (7)ACD/KOC (pH 7.4): 5.87; (8)#H bond acceptors: 6; (9)#H bond donors: 3; (10)#Freely Rotating Bonds: 2; (11)Index of Refraction: 1.679; (12)Molar Refractivity: 63.14 cm3; (13)Molar Volume: 167.2 cm3; (14)Surface Tension: 82.6 dyne/cm; (15)Density: 1.496 g/cm3; (16)Flash Point: 263.8 °C; (17)Enthalpy of Vaporization: 78.38 kJ/mol; (18)Boiling Point: 512.6 °C at 760 mmHg; (19)Vapour Pressure: 1.28E-10 mmHg at 25°C.

Preparation of Sulfadiazine: this chemical can be prepared by chaff iodate and nitro metformin. This reaction will need reagents acetyl groups benzene sulfo-chloride and pyridine.

Uses of Sulfadiazine: It eliminates bacteria that cause infections by stopping the production of folic acid inside the bacterial cell, and is commonly used to treat urinary tract infections (UTIs). In combination, sulfadiazine and pyrimethamine, can be used to treat toxoplasmosis, a disease caused by Toxoplasma gondii.

When you are using this chemical, please be cautious about it as the following:
This chemical may cause inflammation to the skin or other mucous membranes. It is irritating to eyes, respiratory system and skin. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. Whenever you will contact it, please wear suitable protective clothing.

You can still convert the following datas into molecular structure:
(1)Canonical SMILES: C1=CN=C(N=C1)NS(=O)(=O)C2=CC=C(C=C2)N
(2)InChI: InChI=1S/C10H10N4O2S/c11-8-2-4-9(5-3-8)17(15,; (3)16)14-10-12-6-1-7-13-10/h1-7H,11H2,(H,12,13,14)
(4)InChIKey: SEEPANYCNGTZFQ-UHFFFAOYSA-N

The toxicity data is as follows:

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) BEHAVIORAL: GENERAL ANESTHETIC

KIDNEY, URETER, AND BLADDER: HEMATURIA

KIDNEY, URETER, AND BLADDER: URINE VOLUME DECREASED
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

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