1225-64-5

Basic information

• Product Name: norchlorpromazine
• Synonyms: norchlorpromazine;2-Chloro-10-[3-(methylamino)propyl]-10H-phenothiazine;Desmethylechlorpromazine;N-Methyl-2-chloro-10H-phenothiazine-10-(1-propanamine);Nor-1-chlorpromazine;10H-Phenothiazine-10-propanaMine, 2-chloro-N-Methyl-;3-(2-Chloro-10H-phenothiazin-10-yl)-N-methylpropan-1-amine
• CAS NO: 1225-64-5
• Molecular Formula: C₁₆H₁₇ClN₂S
• Molecular Weight: 304.8376
• Mol File: 1225-64-5.mol
• Article Data: 12

Chemical Properties

• Boiling Point: 458.2°Cat760mmHg
• Flash Point: 230.9°C
• Appearance: /
• Density: 1.229g/cm³
• Vapor Pressure: 1.4E-08mmHg at 25°C
• Refractive Index: 1.627
• CAS DataBase Reference: norchlorpromazine(CAS DataBase Reference)
• NIST Chemistry Reference: norchlorpromazine(1225-64-5)
• EPA Substance Registry System: norchlorpromazine(1225-64-5)

Safety Data

• Hazardous Substances Data: 1225-64-5(Hazardous Substances Data)

Usage

General Description

Norchlorpromazine is a phenothiazine derivative that acts as a dopamine receptor antagonist. It is an antipsychotic medication that is used to treat schizophrenia and other psychotic disorders. Norchlorpromazine works by blocking dopamine receptors in the brain, leading to a decrease in psychotic symptoms. It also has antiemetic properties, making it useful in the treatment of nausea and vomiting. Norchlorpromazine is a potent medication and should be used cautiously due to its potential for side effects, including sedation, hypotension, and extrapyramidal symptoms. It is typically administered in oral or injectable form under medical supervision.

InChI:InChI=1/C16H17ClN2S/c1-18-9-4-10-19-13-5-2-3-6-15(13)20-16-8-7-12(17)11-14(16)19/h2-3,5-8,11,18H,4,9-10H2,1H3

Upstream product

• 65232-62-4 methyl-3-chloropropylamine 
• 92-39-7 2-chlorophenothiazine 
• 70732-75-1 N-[3-(2-chloro-phenothiazin-10-yl)-propyl]-formamide 
• 50-53-3 2-chloro-N,N-dimethyl-10H-phenothiazine-10-propanamine 
• 50-00-0 formaldehyd 
• 2095-17-2 2-chloro-10-(3-aminopropyl)phenothiazine 
• 22724-18-1 N-(3-(2-chloro-10H-phenothiazin-10-yl)propyl)acetamide 
• 67-56-1 methanol 
• 69-09-0 chlorpromazine hydrochloride 
• 74-89-5 methylamine 
• 2765-59-5 2-chloro-10-(3-chloropropyl)-10H-phenothiazine 
• 1672-76-0 Chlorpromazine oxide 
• 4414-83-9 3-(2-chloro-10H-phenothiazin-10-yl)propanonitrile 
• 541-41-3 chloroformic acid ethyl ester 

Downstream Products

• 1067427-56-8 N-[3-(2-chlorophenothiazin-10-yl)propyl]-2-(3,4-dimethoxyphenyl)-N-methylacetamide 
• 103757-46-6 3-(2-chlorophenothiazin-10-yl)-N-[2-(3,4-dimethoxyphenyl)ethyl]-N-methylpropan-1-amine 
• 311332-84-0 3-(2-chlorophenothiazin-10-yl)-N-[2-(4-methoxyphenyl)ethyl]-N-methylpropan-1-amine 
• 1116338-61-4 3-(2-chloro-10H-phenothiazin-10-yl)-N-methyl-N-(4-(3-(piperidin-1-yl)propoxy)benzyl)-propan-1-amine 

Relevant articles and documents

Bacterial Biosynthetic P450 Enzyme PikCD50N: A Potential Biocatalyst for the Preparation of Human Drug Metabolites

Human drug metabolites (HDMs) are important chemicals widely used in drug-related studies. However, acquiring these enzyme-derived and regio-/stereo-selectively modified compounds through chemical approaches is complicated. PikC is a biosynthetic P450 enz

Butyl methacrylate-co-ethylene glycol dimethacrylate monolith for online in-tube SPME-UHPLC-MS/MS to determine chlopromazine, clozapine, quetiapine, olanzapine, and their metabolites in plasma samples

This manuscript describes a sensitive, selective, and online in-tube solid-phase microextraction coupled with an ultrahigh performance liquid chromatography-tandem mass spectrometry (in-tube SPME-UHPLC-MS/MS) method to determine chlopromazine, clozapine, quetiapine, olanzapine, and their metabolites in plasma samples from schizophrenic patients. Organic poly(butyl methacrylate-co-ethylene glycol dimethacrylate) monolith was synthesized on the internal surface of a fused silica capillary (covalent bonds) for in-tube SPME. Analyte extraction and analysis was conducted by connecting the monolithic capillary to an UHPLC-MS/MS system. The monolith was characterized by scanning electron microscopy (SEM) and Fourier transform infrared spectrometry (FTIR). The developed method presented adequate linearity for all the target antipsychotics: R2 was higher than 0.9975, lack-of-fit ranged from 0.115 to 0.955, precision had variation coefficients lower than 14.2%, and accuracy had relative standard error values ranging from ?13.5% to 14.6%, with the exception of the lower limit of quantification (LLOQ). The LLOQ values in plasma samples were 10 ng mL?1 for all analytes. The developed method was successfully applied to determine antipsychotics and their metabolites in plasma samples from schizophrenic patients.

NB 06: From a simple lysosomotropic aSMase inhibitor to tools for elucidating the role of lysosomes in signaling apoptosis and LPS-induced inflammation

Ceramide generation is involved in signal transduction of cellular stress response, in particular during stress-induced apoptosis in response to stimuli such as minimally modified Low-density lipoproteins, TNFalpha and exogenous C6-ceramide. In this paper we describe 48 diverse synthetic products and evaluate their lysosomotropic and acid sphingomyelinase inhibiting activities in macrophages. A stimuli-induced increase of C16-ceramide in macrophages can be almost completely suppressed by representative compound NB 06 providing an effective protection of macrophages against apoptosis. Compounds like NB 06 thus offer highly interesting fields of application besides prevention of apoptosis of macrophages in atherosclerotic plaques in vessel walls. Most importantly, they can be used for blocking pH-dependent lysosomal processes and enzymes in general as well as for analyzing lysosomal dependent cellular signaling. Modulation of gene expression of several prominent inflammatory messengers IL1B, IL6, IL23A, CCL4 and CCL20 further indicate potentially beneficial effects in the field of (systemic) infections involving bacterial endotoxins like LPS or infections with influenza A virus.