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  • 515-64-0 Structure
  • Basic information

    1. Product Name: SULFISOMIDINE
    2. Synonyms: (p-aminobenzolsulfonyl)-4-amino-2,6-dimethylpyrimidin;(p-Aminobenzolsulfonyl)-4-amino-2,6-dimethylpyrimidine;2,4-Dimethyl-6-sulfanilamidopyrimidine;2,6-Dimethyl-4-sulfanilamidopyrimidine;4-amino-n-(2,6-dimethyl-4-pyrimidinyl)-benzenesulfonamid;4-Sulfa-2,6-dimethylpyrimidine;4-Sulfanilamido-2,6-dimethylpyrimidine;6-(4-Aminobenzenesulfonamido)-2,4-dimethylpyrimidine
    3. CAS NO:515-64-0
    4. Molecular Formula: C12H14N4O2S
    5. Molecular Weight: 278.33
    6. EINECS: 208-204-3
    7. Product Categories: N/A
    8. Mol File: 515-64-0.mol
    9. Article Data: 1
  • Chemical Properties

    1. Melting Point: 245°C
    2. Boiling Point: 294°C (rough estimate)
    3. Flash Point: 244.5°C
    4. Appearance: /
    5. Density: 1.2997 (rough estimate)
    6. Vapor Pressure: 2.12E-09mmHg at 25°C
    7. Refractive Index: 1.6440 (estimate)
    8. Storage Temp.: 0-6°C
    9. Solubility: Acetonitrile (Slightly), DMSO (Slightly)
    10. PKA: pKa 7.25 (Uncertain)
    11. Water Solubility: 1.382g/L(25 oC)
    12. Merck: 8951
    13. BRN: 261305
    14. CAS DataBase Reference: SULFISOMIDINE(CAS DataBase Reference)
    15. NIST Chemistry Reference: SULFISOMIDINE(515-64-0)
    16. EPA Substance Registry System: SULFISOMIDINE(515-64-0)
  • Safety Data

    1. Hazard Codes: Xi
    2. Statements: 36/37/38
    3. Safety Statements: 22-24/25-36-26
    4. RIDADR: 3249
    5. WGK Germany: 2
    6. RTECS: WO9270000
    7. HazardClass: 6.1(b)
    8. PackingGroup: III
    9. Hazardous Substances Data: 515-64-0(Hazardous Substances Data)

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)

515-64-0 Well-known Company Product Price

  • Brand
  • (Code)Product description
  • CAS number
  • Packaging
  • Price
  • Detail
  • TCI America

  • (S0362)  Sulfisomidine  >98.0%(HPLC)(T)

  • 515-64-0

  • 1g

  • 475.00CNY

  • Detail
  • Sigma-Aldrich

  • (46908)  Sulfisomidin  VETRANAL, analytical standard

  • 515-64-0

  • 46908-250MG-R

  • 404.82CNY

  • Detail

515-64-0SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name sulfisomidine

1.2 Other means of identification

Product number -
Other names Sulfamethin

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:515-64-0 SDS

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.

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