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Methenamine hippurate

Names

[ CAS No. ]:
5714-73-8

[ Name ]:
Methenamine hippurate

[Synonym ]:
Hippramine
Hexamethylenetetramine hippurate
R-657
Haiprex
Hexamethylenetetramine monohippurate
Viapta
hexamine hippurate
Methenamine hippurate

Biological Activity

[Description]:

Methenamine hippurate (Hexamine hippurate) is an orally active urinary antiseptic agent with a wide antibacterial spectrum. Methenamine hippurate is effective against most common urinary tract pathogens[1][2].

[Related Catalog]:

Research Areas >> Cancer
Signaling Pathways >> Anti-infection >> Bacterial

[In Vitro]

Methenamine hippurate is a urinary antibacterial agent which releases formaldehyde and is excreted in the urine. Methenamine hippurate has a demonstrable activity in vitro at pH 5 to 6 against Escherichia coli, Staphylococcus aureus, Aerobacter aeroaenes, Pseudomonas aeruginosa and Proteus vulgaris, and a wide range of action against Klebsiella pneumoniae, Ps. aeruginosa, E. coli, Staph. aureus and Streptococcus haemolytic at pH of 7.4. This action is more effective than that of Methenamine alone, of Hippuric acid alone or of Sulphadiazine[1].

[References]

[1]. Forbes R, et al. ALternatives To prophylactic Antibiotics for the treatment of Recurrent urinary tract infection in women (ALTAR): study protocol for a multicentre, pragmatic, patient-randomised, non-inferiority trial. Trials. 2018;19(1):616. Published 2018 Nov 9.

[2]. Gibson GR. A clinical appraisal of methenamine hippurate in urinary tract infections. Med J Aust. 1970;1(4):167‐170.

Chemical & Physical Properties

[ Boiling Point ]:
464.1ºC at 760mmHg

[ Melting Point ]:
89-95ºC

[ Molecular Formula ]:
C15H21N5O3

[ Molecular Weight ]:
319.35900

[ Flash Point ]:
234.5ºC

[ Exact Mass ]:
319.16400

[ PSA ]:
79.36000

[ Storage condition ]:
Refrigerator

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
MR8159000
CAS REGISTRY NUMBER :
5714-73-8
LAST UPDATED :
199504
DATA ITEMS CITED :
4
MOLECULAR FORMULA :
C9-H9-N-O3.C6-H12-N4
MOLECULAR WEIGHT :
319.41

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
1500 mg/kg
TOXIC EFFECTS :
Behavioral - somnolence (general depressed activity) Behavioral - convulsions or effect on seizure threshold
REFERENCE :
NKRZAZ Chemotherapy (Tokyo). (Nippon Kagaku Ryoho Gakkai, 2-20-8 Kamiosaki, Shinagawa-Ku, Tokyo 141, Japan) V.1- 1953- Volume(issue)/page/year: 16,328,1968
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
2870 mg/kg
TOXIC EFFECTS :
Behavioral - somnolence (general depressed activity) Behavioral - convulsions or effect on seizure threshold
REFERENCE :
NKRZAZ Chemotherapy (Tokyo). (Nippon Kagaku Ryoho Gakkai, 2-20-8 Kamiosaki, Shinagawa-Ku, Tokyo 141, Japan) V.1- 1953- Volume(issue)/page/year: 16,328,1968 *** NIOSH STANDARDS DEVELOPMENT AND SURVEILLANCE DATA *** NIOSH OCCUPATIONAL EXPOSURE SURVEY DATA : NOHS - National Occupational Hazard Survey (1974) NOHS Hazard Code - 82903 No. of Facilities: 14 (estimated) No. of Industries: 1 No. of Occupations: 4 No. of Employees: 504 (estimated) NOES - National Occupational Exposure Survey (1983) NOES Hazard Code - 82903 No. of Facilities: 16 (estimated) No. of Industries: 1 No. of Occupations: 1 No. of Employees: 94 (estimated) No. of Female Employees: 62 (estimated)

Safety Information

[ Hazard Codes ]:
Xi

[ RIDADR ]:
NONH for all modes of transport


Related Compounds