180388-71-0

Basic information

• Product Name: 2-[3-(2-chloro-10H-phenothiazin-10-yl)propyl]-1H-isoindole-1,3(2H)-dione
• Synonyms: 10-(3-(Phthalimido)propyl)-2-chloro-10H-phenothiazine; 10-[3-(Phthalimido)propyl]2-chloro-10H-phenothiazine; 1H-isoindole-1,3(2H)-dione, 2-[3-(2-chloro-10H-phenothiazin-10-yl)propyl]-; 2-[3-(2-Chloro-10H-phenothiazin-10-yl)propyl]-1H-isoindole-1,3(2H)-dione
• CAS NO: 180388-71-0
• Molecular Formula: C₂₃H₁₇ClN₂O₂S
• Molecular Weight: 420.9113
• Mol File: 180388-71-0.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 608.2°C at 760 mmHg
• Flash Point: 321.7°C
• Density: 1.397g/cm³
• Vapor Pressure: 9.71E-15mmHg at 25°C
• Refractive Index: 1.692
• CAS DataBase Reference: 2-[3-(2-chloro-10H-phenothiazin-10-yl)propyl]-1H-isoindole-1,3(2H)-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 2-[3-(2-chloro-10H-phenothiazin-10-yl)propyl]-1H-isoindole-1,3(2H)-dione(180388-71-0)
• EPA Substance Registry System: 2-[3-(2-chloro-10H-phenothiazin-10-yl)propyl]-1H-isoindole-1,3(2H)-dione(180388-71-0)

Safety Data

• Hazardous Substances Data: 180388-71-0(Hazardous Substances Data)

Usage

Chemical class

Phenothiazine derivatives It belongs to a group of chemical compounds derived from phenothiazine, which are often used in pharmaceutical applications.

Primary uses

Pharmaceutical field This compound is mainly used in the pharmaceutical industry for its potential therapeutic effects.

Therapeutic properties

Antipsychotic and neuroleptic It has the potential to treat certain mental health disorders by helping to manage symptoms such as hallucinations, delusions, and thought disorders.

Additional effects

Antiemetic and antihistaminic The compound can also help to alleviate symptoms of nausea and vomiting, as well as counteract the effects of histamine release in the body.

Precautions

Complex structure and potential side effects Due to its intricate chemical structure and possible adverse effects, this compound should be used with caution.

Supervision

Healthcare professional To ensure safe and effective use, it is important that this compound is administered under the guidance and supervision of a qualified healthcare professional.

Ongoing research

Mechanism of action and therapeutic applications The specific way in which this compound works and its potential uses in treating various conditions are still being studied and explored by researchers.

Upstream product

• 5460-29-7 2-(3-bromopropyl)isoindole-1,3-dione 
• 92-39-7 2-chlorophenothiazine 
• 2765-59-5 2-chloro-10-(3-chloropropyl)-10H-phenothiazine 
• 1074-82-4 potassium phtalimide 

Downstream Products

• 19077-27-1 N-(3-(2-chloro-10H-phenothiazin-10-yl)propyl)-4-methylbenzenesulfonamide 
• 1423077-16-0 N-(3-(2-chloro-10H-phenothiazin-10-yl)propyl)-4-methoxybenzenesulfonamide 
• 1423077-22-8 N-(3-(2-chloro-10H-phenothiazin-10-yl)propyl)-4-cyanobenzenesulfonamide 
• 3763-80-2 3-(2-chloro-10H-phenothiazin-10-yl)propan-1-amine hydrochloride 
• 1423077-24-0 4-chloro-N-(3-(2-chloro-10H-phenothiazin-10-yl)propyl)benzenesulfonamide 
• 2095-17-2 2-chloro-10-(3-aminopropyl)phenothiazine 

Relevant articles and documents

Reengineered tricyclic anti-cancer agents

The phenothiazine and dibenzazepine tricyclics are potent neurotropic drugs with a documented but underutilized anti-cancer side effect. Reengineering these agents (TFP, CPZ, CIP) by replacing the basic amine with a neutral polar functional group (e.g., RTC-1, RTC-2) abrogated their CNS effects as demonstrated by in vitro pharmacological assays and in vivo behavioral models. Further optimization generated several phenothiazines and dibenzazepines with improved anti-cancer potency, exemplified by RTC-5. This new lead demonstrated efficacy against a xenograft model of an EGFR driven cancer without the neurotropic effects exhibited by the parent molecules. Its effects were attributed to concomitant negative regulation of PI3K-AKT and RAS-ERK signaling.