2653-08-9

Usage

Uses

Used in Oncology:
NSC 49396 is used as a chemotherapeutic agent for the treatment of various cancers, including breast, colon, and skin cancer. It is effective in inhibiting the growth of cancer cells by interfering with the replication and synthesis of DNA, thus preventing the proliferation of malignant cells.
Used in Anticancer Drug Development:
NSC 49396 serves as a valuable compound in the development of new anticancer drugs. Its mechanism of action as an antimetabolite provides insights into the disruption of cellular metabolic processes, which can be leveraged to design more effective and targeted cancer therapies.
Used in Pharmaceutical Formulations:
NSC 49396 is used in the formulation of injectable solutions and topical creams for the administration of the drug. These formulations allow for the targeted delivery of the medication to the affected areas, ensuring optimal therapeutic effects while minimizing systemic side effects.
Used in Healthcare Monitoring:
Due to the potential for serious adverse effects, the use of NSC 49396 requires close monitoring by healthcare professionals. Regular assessments of patients undergoing treatment with this medication are necessary to ensure its safety and efficacy, as well as to manage any side effects that may arise, such as nausea, vomiting, diarrhea, and decreased white blood cell count.

Upstream product

• 79-04-9 chloroacetyl chloride 
• 106-50-3 1,4-phenylenediamine 
• 4015-58-1 monochloroacetic acid anhydride 

Downstream Products

• 111293-84-6 1,4-bis-[(N,N-diethyl-glycyl)-amino]-benzene 
• 100434-16-0 1,4-bis-(2-triethylammonio-acetylamino)-benzene; dichloride 
• 112818-63-0 N,N'-bis-piperidinoacetyl-p-phenylenediamine 

Relevant academic research and scientific papers

Synthesis and physiochemical properties of novel gemini surfactants with phenyl-1,4-bis(carbamoylmethyl) spacer

A series of novel gemini surfactants, namely, phenyl-1,4-bis[(carbamoylmethyl) N,N-dimethylalkyl ammonium chloride)] (a, b and c), was synthesized systematically and characterized by FTIR, 1H NMR, 13C NMR and MS. The surface and bulk

Synthesis and characterization of symmetrical liquid crystalline compounds based on oxazole and thaizole rings

Twelve compounds containing a sulphur- or oxygen-based heterocyclic core, 1,3- oxazole or 1,3-thiazole ring with hydroxy, methoxy and methyl terminal substituent, were synthesized and characterized. The molecular structures of these compounds were perform

Efficient routes for the synthesis of novel bis(s-triazolo[3,4-b][1,3,4] thiadiazines)

Bis(triazolo[3,4-b]thiadiazine) 4 in which the fused system is linked directly to the benzene core can be synthesized in 75% yield by, firstly, preparation of bis(s-triazole) 2 followed by reaction with phenacyl bromide 3 in refluxing EtOH/DMF mixture containing piperidine. Bis(s-triazolo[3,4-b][1,3,4] thiadiazines) 8 and 11 in which the triazolothiadiazines are linked to benzene core via alkyl or ether linkage were synthesized in 70 and 72% yields, respectively, starting from dicarboxylic acids 5 and 9 upon treatment with two moles of thiocarbohydrazide 6 to give the corresponding bis(4-amino-5-mercapto- s-triazolo-3-y1) derivatives 7 and 10 and subsequent reaction with two equivalents of phenacyl bromide. Bis(6-phenyl-7H-[1,2,4]triazolo[3,4-b][1,3,4] thiadiazines) 15a, 15b, 15c, 15d, 15e, 15f, which are linked to arene cores via sulfanylmethylene spacers, were prepared by the reaction of 4-amino-4H-1,2,4- triazole-3,5-dithiol 12 with the appropriate bis(bromomethyl)benzenes 13a, 13b, 13c, 13d, 13e, 13f to give bis(4-amino-5-mercapto-4H-3-sulfanylmethyl)arenes 14a, 14b, 14c, 14d, 14e, 14f and subsequent reaction with phenacyl bromide. Compounds 15a, 15b, 15c, 15d, 15e, 15f were alternatively obtained in 60-70% yields by twofold substitution of 13a, 13b, 13c, 13d, 13e, 13f with two equivalents of 6-phenyl-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazine-3-thiol 16 in refluxing EtOH/DMF mixture containing KOH. Bis(triazolothiadiazine) 22 attached to the benzene core through the thiadiazine ring via an amine linkage was prepared in 70% yield starting from p-phenylenediamine 19 by, firstly, acylation with chloroacetyl chloride 18 followed by bis-alkylation with 1,2,4-triazole 20 and subsequent intramolecular ring closure upon treatment with phosphorus oxychloride.

Synthesis of α-chloroamides in water

The reaction between chloroacetyl chloride and mono- or bis-aliphatic or aromatic amines in water under basic or neutral conditions gives rise to the formation of a variety of functionalized α-chloroamides. The resulting products were obtained as solids in moderate to good yields, upon precipitation and isolation by filtration.