515-64-0 Usage
Description
SULFISOMIDINE, also known by its brand names Isosulf, Oestro-gynedron, Poly-gynedron, Sulfamethine, and Tricho-gynedron, is a sulfanilamide antibacterial agent. It is a sulfonamide consisting of pyrimidine with methyl substituents at the 2and 6-positions and a 4-aminobenzenesulfonamido group at the 4-position. This chemical structure contributes to its effectiveness as an antibacterial agent.
Uses
Used in Pharmaceutical Industry:
SULFISOMIDINE is used as an antibacterial agent for treating various bacterial infections. Its sulfonamide structure allows it to inhibit bacterial growth by interfering with the synthesis of folic acid, which is essential for the survival and reproduction of bacteria.
Used in Veterinary Medicine:
In addition to its use in human medicine, SULFISOMIDINE is also utilized in veterinary medicine. It serves as an antibacterial agent for treating bacterial infections in animals, helping to maintain the health and well-being of livestock and pets.
Used in Research and Development:
SULFISOMIDINE's unique chemical structure and antibacterial properties make it a valuable compound for research and development in the field of pharmaceuticals. Scientists and researchers can study its mechanisms of action and potential applications in the development of new drugs and therapies.
Originator
Elkosin,Ciba,US,1951
Manufacturing Process
This starting material can be prepared as follows. 123 parts of finely
powdered 6-amino-2,4-dimethylpyrimidine are suspended in 250 parts of dry
pyridine and 222 parts of p-nitrobenzenesulfonyl chloride added at 50°C to
55°C. The whole is then warmed for 2 hours to 55°C. Water is added to the
crystalline aggregate obtained, the precipitated bis-N-(pnitrobenzenesulfonyl)-
6-amino-2,4-dimethylpyrimidine filtered off by suction
and washed with water. It is purified by recrystallizing from methyl ethyl
ketone. On slowly heating it decomposes; on rapidly heating it melts at about
210°C to 215°C with decomposition.49.3 parts of bis-N-(p-nitrobenzenesulfonyl)-6-amino-2,4-dimethylpyrimidine
are heated to boiling for one hour with 12.3 parts of 6-amino-2,4-
dimethylpyrimidine in 50 parts of dry pyridine. After cooling, the 6-(pnitrobenzenesulfonamido)-
2,4-dimethylpyrimidine formed is precipitated with
water and filtered off by suction. It is purified by dissolving in dilute caustic
soda and precipitating with acid. On recrystallization from dilute alcohol it
melts (with decomposition) at 188°C to 189°C.On reaction, for example, with iron and hydrochloric acid, 6-(paminobenzenesulfonamido)-
2,4-dimethylpyrimidine, melting point 236°C is
obtained.
Therapeutic Function
Antibacterial
World Health Organization (WHO)
Sulfisomide, a sulfonamide anti-infective agent, was introduced
several decades ago for the treatment of bacterial infections. The importance of
sulfonamides has subsequently decreased as a result of increasing resistance and
their replacement by antibiotics which are generally more active and less toxic. The
sulfonamides are known to cause serious adverse effects such as renal toxicity,
sometimes fatal exfoliative dermatitis and erythema multiforma and dangerous
adverse reactions affecting blood formation such as agranulocytosis and
haemolytic or aplastic anaemia. Sulfisomide is still used topically in some
countries for vaginal infection.
Pharmaceutical Applications
6-Sulfanilamido-2,4-dimethylpyrimidine (syn: sulphasomidine).
A highly soluble sulfonamide with a plasma half-life of
6–8 h. Protein binding is about 90%. Activity is similar to that
of sulfadiazine. It is less extensively metabolized than most other
sulfonamides and is largely excreted unchanged in the urine.
Check Digit Verification of cas no
The CAS Registry Mumber 515-64-0 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 5,1 and 5 respectively; the second part has 2 digits, 6 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 515-64:
(5*5)+(4*1)+(3*5)+(2*6)+(1*4)=60
60 % 10 = 0
So 515-64-0 is a valid CAS Registry Number.
InChI:InChI=1/C12H14N4O2S/c1-8-7-12(15-9(2)14-8)16-19(17,18)11-5-3-10(13)4-6-11/h3-7H,13H2,1-2H3,(H,14,15,16)
515-64-0Relevant articles and documents
Process for formulating a synthetic drug for use in animal feed, and resulting formulation
-
, (2008/06/13)
A method of formulating a synthetic drug for use in animal feed, for the purpose of reducing carry-over of the synthetic drug to subsequent lots of animal feed in the feed mill.