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2-CHLORO-1-(2-TRIFLUOROMETHYL-PHENOTHIAZIN-10-YL)-ETHANONE is a chemical compound with the molecular formula C17H11ClF3N2OS, belonging to the phenothiazine derivatives class. It features a chloro and trifluoromethyl group in its structure, known for its diverse pharmacological properties such as antipsychotic, antimicrobial, and anticancer activities. Its unique biological and chemical properties make it a valuable tool in drug discovery and development.

38221-55-5

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38221-55-5 Usage

Uses

Used in Pharmaceutical Industry:
2-CHLORO-1-(2-TRIFLUOROMETHYL-PHENOTHIAZIN-10-YL)-ETHANONE is used as a key intermediate in the synthesis of potential drug candidates for various therapeutic applications due to its diverse pharmacological properties.
Used in Research and Development:
2-CHLORO-1-(2-TRIFLUOROMETHYL-PHENOTHIAZIN-10-YL)-ETHANONE is used as a research compound to explore its biological and chemical properties, contributing to the advancement of drug discovery and development processes.
Used in Antipsychotic Applications:
In the pharmaceutical industry, 2-CHLORO-1-(2-TRIFLUOROMETHYL-PHENOTHIAZIN-10-YL)-ETHANONE is used as an antipsychotic agent for the development of medications targeting mental health disorders, leveraging its pharmacological properties.
Used in Antimicrobial Applications:
2-CHLORO-1-(2-TRIFLUOROMETHYL-PHENOTHIAZIN-10-YL)-ETHANONE is used as an antimicrobial agent in the development of drugs to combat bacterial and fungal infections, owing to its broad-spectrum activity.
Used in Anticancer Applications:
In the pharmaceutical industry, 2-CHLORO-1-(2-TRIFLUOROMETHYL-PHENOTHIAZIN-10-YL)-ETHANONE is used as an anticancer agent for the development of chemotherapeutic drugs, taking advantage of its potential to target and inhibit cancer cell growth.

Check Digit Verification of cas no

The CAS Registry Mumber 38221-55-5 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 3,8,2,2 and 1 respectively; the second part has 2 digits, 5 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 38221-55:
(7*3)+(6*8)+(5*2)+(4*2)+(3*1)+(2*5)+(1*5)=105
105 % 10 = 5
So 38221-55-5 is a valid CAS Registry Number.
InChI:InChI=1/C15H9ClF3NOS/c16-8-14(21)20-10-3-1-2-4-12(10)22-13-6-5-9(7-11(13)20)15(17,18)19/h1-7H,8H2

38221-55-5SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 20, 2017

Revision Date: Aug 20, 2017

1.Identification

1.1 GHS Product identifier

Product name 2-Chloro-1-(2-trifluoromethyl-phenothiazin-10-yl)-ethanone

1.2 Other means of identification

Product number -
Other names 2-chloro-1-[2-(trifluoromethyl)phenothiazin-10-yl]ethanone

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:38221-55-5 SDS

38221-55-5Relevant articles and documents

Rational design, synthesis and antitubercular evaluation of novel 2-(trifluoromethyl)phenothiazine-[1,2,3]triazole hybrids

Addla, Dinesh,Jallapally, Anvesh,Gurram, Divya,Yogeeswari, Perumal,Sriram, Dharmarajan,Kantevari, Srinivas

, p. 233 - 236 (2014)

Molecular hybridization is an emerging structural modification tool to design molecules with better pharmacophoric properties. A series of novel 2-(trifluoromethyl)phenothiazine-1,2,3-triazoles 5a-v designed by hybridizing two antitubercular drugs trifluoperazine and I-A09 in a single molecular architecture, were synthesized in very good yields using click chemistry. Among the all '22' compounds screened for in vitro antimycobacterial activity against Mycobacterium tuberculosis H37Rv (Mtb), three analogs 5c, 5l and 5o were found to be most potent (MIC: 6.25 μg/mL) antitubercular agents with good selectivity index.

An Inhibitor of the Interaction of Survivin with Smac in Mitochondria Promotes Apoptosis

Park, Seong-Hyun,Shin, Insu,Park, Sang-Hyun,Kim, Nam Doo,Shin, Injae

supporting information, p. 4035 - 4041 (2019/08/02)

Herein we report the first small molecule that disrupts the survivin-Smac interaction taking place in mitochondria. The inhibitor, PZ-6-QN, was identified by initially screening a phenothiazine library using a fluorescence anisotropy assay and then conducting a structure–activity relationship study. Mutagenesis and molecular docking studies suggest that PZ-6-QN binds to survivin similarly to the known Smac peptide, AVPI. The results of the effort also show that PZ-6-QN exhibits good anticancer activity against various cancer cells. Moreover, cell-based mechanistic studies provide evidence for the proposal that PZ-6-QN enters mitochondria to inhibit the survivin-Smac interaction and promotes release of Smac and cytochrome c from mitochondria into the cytosol, a process that induces apoptosis in cancer cells. Overall, the present study suggests that PZ-6-QN can serve as a novel chemical probe for study of processes associated with the mitochondrial survivin-Smac interaction and it will aid the discovery of novel anticancer agents.

Phenothiazines nitric oxide donor, its preparation and use

-

Paragraph 0047-0050; 0051-0053, (2018/04/20)

The invention discloses a kind of phenothiazine-containing nitric oxide donor compounds with the structure of a formula I. In the formula I, n is equal to 0, 1 or 2, R1 is hydrogen, halogens, C1-C4 branched or linear alkyl, or halogenated C1-C4 branched or linear alkyl, and R2 is hydrogen or C1-C4 branched or linear alkyl. The invention also discloses a preparation method of the compounds, and discloses a pharmaceutical composition taking the compounds as an active composition, and application of the compounds as anti-tumor medicines, especially to prepare medicines for treating breast cancer, lung cancer and stomach cancer.

Design of new phenothiazine-thiadiazole hybrids via molecular hybridization approach for the development of potent antitubercular agents

Ramprasad, Jurupula,Nayak, Nagabhushana,Dalimba, Udayakumar

, p. 75 - 84 (2015/11/10)

A new library of phenothiazine and 1,3,4-thiadiazole hybrid derivatives (5a-u) was designed based on the molecular hybridization approach and the molecules were synthesized in excellent yields using a facile single-step chloro-amine coupling reaction between 2-chloro-1-(10H-phenothiazin-10-yl)ethanones and 2-amino-5-subsituted-1,3,4-thiadiazoles. The compounds were evaluated for their in vitro inhibition activity against Mycobacterium tuberculosis H37Rv (MTB). Compounds 5g and 5n were emerged as the most active compounds of the series with MIC of 0.8 μg/mL (~1.9 μM). Also, compounds 5a, 5b, 5c, 5e, 5l and 5m (MIC = 1.6 μg/mL), and compounds 5j, 5k and 5o (MIC = 3.125 μg/mL) showed significant inhibition activity. The structure-activity relationship demonstrated that an alkyl (methyl/npropyl) or substituted (4-methyl/4-Cl/4-F) phenyl groups on the 1,3,4-thiadiazole ring enhance the inhibition activity of the compounds. The cytotoxicity study revealed that none of the active molecules are toxic to a normal Vero cell line thus proving the lack of general cellular toxicity. Further, the active molecules were subjected to molecular docking studies with target enzymes InhA and CYP121.

Synthesis and antimicrobial activity of some new N-acyl substituted phenothiazines

Bansode, Tanaji N.,Shelke, Jayant V.,Dongre, Vaijanath G.

experimental part, p. 5094 - 5098 (2010/01/06)

A series of 2-substituted N-acylphenothiazines were synthesized by using imides, N-carboxymethyl imides and the structures of these newly synthesized compounds were confirmed by spectral and elemental analyses. All new compounds were tested for their antibacterial and antifungal activities. Some compounds showed promising antibacterial and antifungal activities.

N-Homolupinanoyl and N-(ω-lupinylthio)alkanoyl derivatives of some tricyclic systems as ligands for muscarinic M1 and M2 receptor subtypes

Tasso, Bruno,Sparatore, Anna,Sparatore, Fabio

, p. 669 - 676 (2007/10/03)

A set of N-homolupinanoyl- and N-(ω-lupinylthio)alkanoyl derivatives of tricyclic systems (as phenothiazine, iminodibenzyl and dihydropyridobenzodiazepinone) has been prepared and tested for affinity for rat muscarinic M1 and M2 receptor subtypes labeled with [3H]pirenzepine and [3H]AF-DX 384. Good affinity for both M1 and M2 subtypes was displayed by most compounds, often with nanomolar Ki values, which for lupinylthiopropionyl- and lupinylthiobutyryl-phenothiazines (13-16) were comparable to those of pirenzepine and methoctramine, respectively. However, only moderate selectivity for one or the other subtype was seen.

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