5714-73-8 Usage
Description
Methenamine hippurate, also known as Methenamine hippurate (Hiprex), is the hippuric acid salt of methenamine. It is a white solid that is readily absorbed after oral administration and is concentrated in the urinary bladder, where it exerts its antibacterial activity. Its activity is increased in acid urine.
Uses
Used in Pharmaceutical Industry:
Methenamine hippurate is used as a broad-spectrum urinary antiseptic agent for treating urinary tract infections. Under acidic conditions, it is hydrolyzed to formaldehyde and ammonia, which exerts an antibacterial effect. It is effective against a wide range of bacteria but lacks activity against Proteus and other bacteria that increase urine alkalinity.
Used in Urinary Tract Infections Treatment:
Methenamine hippurate is used as a therapeutic agent for treating urinary tract infections. Formulations containing methenamine hippurate have been utilized to combat these infections due to its effectiveness in an acidic urine environment.
Brand Name:
The brand name for Methenamine hippurate is Urex (Vatring).
Originator
Hiprex ,Merrell National,US,1967
Manufacturing Process
179 g (1 mol) hippuric acid (benzoyl glycine) and 140 g (1 mol) hexamethylenetetramine were heated under reflux in 500 ml methanol. The small amount of water necessary to give a clear, homogeneous solution was added to the resulting reaction mixture which was then evaporated to
dryness. The residue soon crystallized, a procedure that could be greatly
accelerated by seeding with crystals of hexamethylenetetramine hippurate
from a previous preparation. The resulting solid product was broken up and
pulverized. Hexamethylenetetramine hippurate is stable on exposure to air
and is soluble in water and alcohol. It melts at 105° to 110°C.
Therapeutic Function
Antibacterial (urinary)
Clinical Use
Antibacterial agent
Drug interactions
Potentially hazardous interactions with other drugs
Antibacterials: increased risk of crystalluria with
sulphonamides.
Diuretics: effects antagonised by acetazolamide.
Metabolism
Under acid conditions methenamine is slowly hydrolysed
to formaldehyde and ammonia. Almost no hydrolysis of
methenamine takes place at physiological pH, and it is
therefore virtually inactive in the body. Methenamine is
rapidly and almost completely eliminated in the urine,
and provided this is acidic (preferably below pH 5.5)
bactericidal concentrations of formaldehyde occur.
Because of the time taken for hydrolysis, however, these
do not occur until the urine reaches the bladder.
Check Digit Verification of cas no
The CAS Registry Mumber 5714-73-8 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 5,7,1 and 4 respectively; the second part has 2 digits, 7 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 5714-73:
(6*5)+(5*7)+(4*1)+(3*4)+(2*7)+(1*3)=98
98 % 10 = 8
So 5714-73-8 is a valid CAS Registry Number.
InChI:InChI=1/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