1401-49-6

Basic information

• Product Name: Sulfacytine
• Synonyms: Sulfacytine;Sulfacitine;Unii-T795873ajp
• CAS NO: 1401-49-6
• Molecular Formula: C12H14N4O3S
• Molecular Weight: 294.32956
• Mol File: 1401-49-6.mol
• Article Data: 0

Chemical Properties

• Appearance: /
• PKA: 6.9(at 25℃)
• CAS DataBase Reference: Sulfacytine(CAS DataBase Reference)
• NIST Chemistry Reference: Sulfacytine(1401-49-6)
• EPA Substance Registry System: Sulfacytine(1401-49-6)

Safety Data

• Hazardous Substances Data: 1401-49-6(Hazardous Substances Data)

Usage

Description

Sulfacytine is a soluble short-acting sulfonamide that belongs to the class of synthetic antimicrobial agents. It is known for its effectiveness in treating various bacterial infections and is characterized by its solubility and rapid action.

Uses

Used in Pharmaceutical Industry:
Sulfacytine is used as an oral antibiotic for treating a range of bacterial infections. Its solubility and short-acting nature make it a preferred choice for quick response to infections.
Additionally, Sulfacytine is also used as an anti-bacterial agent in various applications, such as:
1. Used in Medical Applications:
Sulfacytine is employed as an anti-bacterial agent to combat bacterial infections, particularly those that are resistant to other antibiotics. Its effectiveness in targeting specific bacteria makes it a valuable addition to the medical field.
2. Used in Veterinary Medicine:
In the veterinary industry, Sulfacytine is used as an anti-bacterial agent to treat infections in animals. Its short-acting nature allows for quick recovery and minimal side effects.
Brand Name:
Sulfacytine is commercially available under the brand name Renoquid, manufactured by Glenwood. This brand is specifically formulated to provide effective treatment for bacterial infections, making it a popular choice among healthcare professionals and patients alike.

Antimicrobial activity

This drug is effective for infections caused by streptococci, gonococci, pneumococci, staphylococci, and also colon bacillus. Sulfacytine is used for pneumonia, cerebral meningitis, staphylococcal and streptococcal sepsis, and other infectious diseases. A synonym of this drug is renoquid.

Synthesis

Sulfacytine, N1-(1-ethyl-1,2-dihydro-2-oxo-4-pyrimidinyl)-sulfanilamide (33.1.5), is synthesized by reacting 4-acetylaminobenzenesulfonyl chloride with 1-ethyl-cytosine (33.1.3) followed by reductive deacylation of the acetanilide part of the molecule (33.1.4) using a system of zinc – sodium hydroxide, which gives the desired sulfacytine. 1-Ethylcytosine (33.1.3) is in turn synthesized from 3-ethylaminopropionitrile, which is reacted with cyanic acid (potassium cyanate–hydrochloric acid) in the first stage of synthesis to give 1-(2-cyanoethyl)-1-ethylurea (33.1.1). This easily cyclizes to 1-ethyl-5,6-dihydrocytosine in the presence of sodium methoxide, and is isolated in the form of a hydrobromide (33.1.2) for subsequent oxidation of the ordinary C5–C6 bond. Bromine turns out to be the optimal oxidant for this purpose, and using nitrobenzene as the solvent gives a heteroaromatic amine, 1-ethylcytosine (33.1.3), which was transformed to the desired sulfacytine in the aforementioned manner— by reacting it with 4-acetylaminobenzenesulfonyl chloride and subsequent removal of the protecting acetyl group from the amine part of the molecule.