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Substance Name: Sulfameter [USAN]
RN: 651-06-9
UNII: 3L179F09D6
InChIKey: GPTONYMQFTZPKC-UHFFFAOYSA-N

Note

  • Long acting sulfonamide used in leprosy, urinary, and respiratory tract infections.

Molecular Formula

  • C11-H12-N4-O3-S

Molecular Weight

  • 280.3068
 

Classification Codes

  • Anti-Bacterial Agents
  • Anti-Infective Agents
  • Anti-Infective Agents, Urinary
  • Antibacterial
  • Drug / Therapeutic Agent
  • Leprostatic Agents
  • Renal Agents
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Names and Synonyms

Name of Substance

  • Sulfameter
  • Sulfameter [USAN]
  • Sulfametoxydiazine [INN]

MeSH Heading

  • Sulfameter

Synonyms

  • 2-(4-Aminobenzenesulfonamido)-5-methoxypyrimidine
  • 2-Sulfanilamido-5-methoxypyrimidin
  • 2-Sulfanilamido-5-methoxypyrimidin [German]
  • 2-Sulfanilamido-5-methoxypyrimidine
  • 4-Amino-N-(5-methoxy-2-pyrimidinyl)benzenesulfonamide
  • 5-25-12-00525 (Beilstein Handbook Reference)
  • 5-Methoxy-2-sulfanilamidopyrimidine
  • AHR-857
  • Bayer 5400
  • Bayrena
  • Berlicid
  • BRN 0621130
  • Dairena
  • Durenat
  • Durisan
  • EINECS 211-480-8
  • I-2586
  • Juvoxin
  • Kinecid
  • Kirocid
  • Kiron
  • Longasulf
  • Methoxypyrimal
  • N(sup 1)-(5-Methoxy-2-pyrimidinyl)sulfanilamide
  • N1-(5-Methoxy-2-pyrimidinyl)sulfanilamide
  • NSC 683528
  • SH 613
  • Solfametossidiazina
  • Solfametossidiazina [DCIT]
  • Sulfa-5-methoxypyrimidine
  • Sulfameter
  • Sulfamethorine
  • Sulfamethoxine
  • Sulfamethoxydiazine
  • Sulfamethoxydin
  • Sulfamethoxypyrimidine
  • Sulfametin
  • Sulfametinum
  • Sulfametorine
  • Sulfametoxidiazina
  • Sulfametoxidiazina [INN-Spanish]
  • Sulfametoxipirimidine
  • Sulfametoxydiazine
  • Sulfametoxydiazinum
  • Sulfametoxydiazinum [INN-Latin]
  • Sulla
  • Sulphameter
  • Sulphamethoxydiazine
  • Supramid
  • Ultrax
  • UNII-3L179F09D6

Systematic Names

  • Benzenesulfonamide, 4-amino-N-(5-methoxy-2-pyridimidinyl)-
  • Benzenesulfonamide, 4-amino-N-(5-methoxy-2-pyrimidinyl)-
  • Sulfametoxydiazine
  • Sulfanilamide, N(sup 1)-(5-methoxy-2-pyrimidinyl)-

Registry Numbers

CAS Registry Number

  • 651-06-9

FDA UNII

  • 3L179F09D6

System Generated Number

  • 0000651069

Structure Descriptors

InChI

InChI=1S/C11H12N4O3S/c1-18-9-6-13-11(14-7-9)15-19(16,17)10-4-2-8(12)3-5-10/h2-7H,12H2,1H3,(H,13,14,15)

InChIKey

GPTONYMQFTZPKC-UHFFFAOYSA-N

Smiles

COc1cnc(NS(=O)(=O)c2ccc(N)cc2)nc1

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
cat LD50 oral 1gm/kg (1000mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 11, Pg. 695, 1961.
dog LD50 oral 1gm/kg (1000mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 11, Pg. 695, 1961.
guinea pig LD50 oral 2500mg/kg (2500mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 11, Pg. 695, 1961.
mouse LD50 intraperitoneal 3100mg/kg (3100mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 11, Pg. 695, 1961.
mouse LD50 intravenous 1gm/kg (1000mg/kg)   "Experimental Chemotherapy, Volume II," Schnitzer, R.J., and F. Hawking, eds. Academic Press New York, 1964Vol. 2, Pg. 249, 1964.
mouse LD50 oral 16gm/kg (16000mg/kg)   Biochemical Pharmacology. Vol. 16, Pg. 1367, 1967.
mouse LD50 subcutaneous 2500mg/kg (2500mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 11, Pg. 695, 1961.
rabbit LD50 intravenous 100mg/kg (100mg/kg)   "Experimental Chemotherapy, Volume II," Schnitzer, R.J., and F. Hawking, eds. Academic Press New York, 1964Vol. 2, Pg. 249, 1964.
rat LD50 intraperitoneal 2300mg/kg (2300mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 11, Pg. 695, 1961.
rat LD50 intravenous 1gm/kg (1000mg/kg)   "Experimental Chemotherapy, Volume II," Schnitzer, R.J., and F. Hawking, eds. Academic Press New York, 1964Vol. 2, Pg. 249, 1964.
rat LD50 oral 6gm/kg (6000mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 11, Pg. 695, 1961.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 214-216 deg C   EXP
log P (octanol-water) 0.41 (none)   EXP
Water Solubility 730 mg/L 30 EXP
Vapor Pressure 8.35E-09 mm Hg 25 EST
Henry's Law Constant 9.36E-12 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.