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Substance Name: Methenamine hippurate [USAN:USP:INN:BAN]
RN: 5714-73-8
UNII: M329791L57
InChIKey: ROAIXOJGRFKICW-UHFFFAOYSA-N

Note

  • Both parts of molecule contribute to its antibacterial action.

Molecular Formulas

  • C6-H12-N4.C9-H9-N-O3
  • C9-H9-N-O3.C6-H12-N4

Molecular Weight

  • 319.3629
 

Classification Codes

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

Name of Substance

  • Methenamine hippurate
  • Methenamine hippurate [USAN:USP:INN:BAN]

Synonyms

  • EINECS 227-206-5
  • Glycine, N-benzoyl, compd. with 1,3,5,7-tetraazatricyclo(3.3.1.1(sup 3,7))decane (1:1)
  • Haiprex
  • Hexamethylenetetramine hippurate
  • Hexamethylenetetramine monohippurate
  • Hexamine hippurate
  • Hippramine
  • Hiprex
  • Methenamine hippurate
  • R-657
  • UNII-M329791L57
  • Urex
  • Viapta

Systematic Names

  • Glycine, N-benzoyl, compd. with 1,3,5,7-tetraazatricyclo(3.3.1.1(sup 3,7))decane (1:1)
  • Hexamethylene tetramine hippurate
  • Hippuric acid, compd. with hexamethylenetetramine (1:1)
  • N-Benzoylglycine, compound with 1,3,5,7-tetraazatricyclo(3.3.1.13,7)decane (1:1)

Registry Numbers

CAS Registry Number

  • 5714-73-8

FDA UNII

  • M329791L57

System Generated Number

  • 0005714738

Molecular Formulas

Molecular Formulas

  • C6-H12-N4.C9-H9-N-O3
  • C9-H9-N-O3.C6-H12-N4

Molecular Formula Fragments

  • C6-H12-N4
  • C9-H9-N-O3
  • COMPONENT

Structure Descriptors

InChI

1S/C9H9NO3.C6H12N4/c11-8(12)6-10-9(13)7-4-2-1-3-5-7;1-7-2-9-4-8(1)5-10(3-7)6-9/h1-5H,6H2,(H,10,13)(H,11,12);1-6H2

InChIKey

ROAIXOJGRFKICW-UHFFFAOYSA-N

Smiles

OC(=O)CNC(=O)c1ccccc1.C2N3CN4CN(CN2C4)C3

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 1500mg/kg (1500mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
Chemotherapy Vol. 16, Pg. 328, 1968.
mouse LD50 subcutaneous 2870mg/kg (2870mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
Chemotherapy Vol. 16, Pg. 328, 1968.