19077-20-4

Basic information

• Product Name: Chlorpromazine EP impurity B
• Synonyms: Chlorpromazine EP impurity B;2-Chloro-10-[3-[[3-(dimethylamino)propyl]methylamino] propyl]phenothiazine
• CAS NO: 19077-20-4
• Molecular Formula: C21H28ClN3S
• Molecular Weight: 389.98512
• Mol File: 19077-20-4.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 507.5±50.0 °C(Predicted)
• Appearance: /
• Density: 1.160±0.06 g/cm3(Predicted)
• PKA: 9.58±0.28(Predicted)
• CAS DataBase Reference: Chlorpromazine EP impurity B(CAS DataBase Reference)
• NIST Chemistry Reference: Chlorpromazine EP impurity B(19077-20-4)
• EPA Substance Registry System: Chlorpromazine EP impurity B(19077-20-4)

Safety Data

• Hazardous Substances Data: 19077-20-4(Hazardous Substances Data)

Usage

General Description

Chlorpromazine EP impurity B is a chemical impurity found in the drug chlorpromazine, which is used to treat various psychiatric disorders. This impurity is an intermediate in the synthesis of chlorpromazine and is classified as a phenothiazine compound. It is considered an undesirable byproduct and can potentially affect the stability and effectiveness of chlorpromazine. Therefore, its presence must be carefully monitored and controlled during the manufacturing process of chlorpromazine to ensure the quality and safety of the final pharmaceutical product.

Upstream product

• 92-39-7 2-chlorophenothiazine 
• 2765-59-5 2-chloro-10-(3-chloropropyl)-10H-phenothiazine 
• 4543-96-8 N,N,N'-trimethylpropane-1,3-diamine 

Relevant articles and documents

Novel phenothiazine antimalarials: Synthesis, antimalarial activity, and inhibition of the formation of β-haematin

We report the synthesis of a series of novel phenothiazine compounds that inhibit the growth of both chloroquine-sensitive and chloroquine-resistant strains of Plasmodium falciparum. We found that the antimalarial activity of these phenothiazines increased with an increase in the number of basic groups in the alkylamino side chain, which may reflect increased uptake into the parasite food vacuole or differences in the toxicities of individual FP-drug complexes. We have examined the ability of the parent phenothiazine, chlorpromazine, and some novel phenothiazines to inhibit the formation of β-haematin. The degree of antimalarial potency was loosely correlated with the efficacy of inhibition of β-haematin formation, suggesting that these phenothiazines exert their antimalarial activities in a manner similar to that of chloroquine, i.e. by antagonizing the sequestration of toxic haem (ferriprotoporphyrin IX) moieties within the malaria parasite. Chlorpromazine is an effective modulator of chloroquine resistance; however, the more potent phenothiazine derivatives were more active against chloroquine-sensitive parasites than against chloroquine-resistant parasites and showed little synergy of action when used in combination with chloroquine. These studies point to structural features that may determine the antimalarial activity and resistance modulating potential of weakly basic amphipaths.