100939-90-0

Basic information

• Product Name: (3-CHLORO-PHENYL)-PIPERAZIN-1-YL-METHANONE
• Synonyms: TIMTEC-BB SBB009227;1-(3-CHLOROBENZOYL)PIPERAZINE;AKOS B003981;(3-CHLORO-PHENYL)-PIPERAZIN-1-YL-METHANONE;ART-CHEM-BB B003981;(3-Chlorophenyl)(1-piperazinyl)methanone
• CAS NO: 100939-90-0
• Molecular Formula: C₁₁H₁₃ClN₂O
• Molecular Weight: 224.69
• Mol File: 100939-90-0.mol
• Article Data: 7

Chemical Properties

• Melting Point: 103-104°C
• Boiling Point: 385.6 °C at 760 mmHg
• Flash Point: 187 °C
• Appearance: /
• Density: 1.231 g/cm³
• Vapor Pressure: 3.77E-06mmHg at 25°C
• Refractive Index: 1.57
• PKA: 8.32±0.10(Predicted)
• CAS DataBase Reference: (3-CHLORO-PHENYL)-PIPERAZIN-1-YL-METHANONE(CAS DataBase Reference)
• NIST Chemistry Reference: (3-CHLORO-PHENYL)-PIPERAZIN-1-YL-METHANONE(100939-90-0)
• EPA Substance Registry System: (3-CHLORO-PHENYL)-PIPERAZIN-1-YL-METHANONE(100939-90-0)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 100939-90-0(Hazardous Substances Data)

Usage

General Description

"(3-Chloro-Phenyl)-Piperazin-1-yl-Methanone" is a synthetic organic compound that consists of a piperazine ring structure with a methanone group and a phenyl ring, which is substituted with a chlorine atom at the 3rd position. Piperazine is a versatile functional group in organic chemistry, being a part of many pharmaceuticals and performance materials. This specific compound, due to its unique structure and reactivity properties, is potentially used as an intermediate or raw material in the synthesis of various pharmaceuticals, such as antipsychotic or antidepressant drugs. However, the specific usage, safety, and environmental impacts of this compound might vary, and need to be assessed based on the exact context of use.

InChI:InChI=1/C11H13ClN2O/c12-10-3-1-2-9(8-10)11(15)14-6-4-13-5-7-14/h1-3,8,13H,4-7H2

Upstream product

• 618-46-2 m-Chlorobenzoyl chloride 
• 828299-83-8 tert-butyl 4-[(3-chlorophenyl)carbonyl]piperazine-1-carboxylate 
• 110-85-0 piperazine 
• 1346749-76-5 C₁₃H₈ClNO₃S 
• 535-80-8 3-chlorobenzoate 
• 37156-42-6 4-nitrophenyl 3-chlorobenzoate 

Relevant articles and documents

Novel imidazopyrimidines-based molecules induce tetramerization of tumor pyruvate kinase M2 and exhibit potent antiproliferative profile

Discovery of novel and potent lead molecules for the specific therapeutic targets by de novo drug design is still in infancy. Here, we disclose the unprecedented development of imidazopyri(mi)dine-based tumor pyruvate kinase M2 (PKM2) modulators by subseq

Structure-Based Optimization of Pyridoxal 5′-Phosphate-Dependent Transaminase Enzyme (BioA) Inhibitors that Target Biotin Biosynthesis in Mycobacterium tuberculosis

The pyridoxal 5′-phosphate (PLP)-dependent transaminase BioA catalyzes the second step in the biosynthesis of biotin in Mycobacterium tuberculosis (Mtb) and is an essential enzyme for bacterial survival and persistence in vivo. A promising BioA inhibitor 6 containing an N-aryl, N′-benzoylpiperazine scaffold was previously identified by target-based whole-cell screening. Here, we explore the structure-activity relationships (SAR) through the design, synthesis, and biological evaluation of a systematic series of analogues of the original hit using a structure-based drug design strategy, which was enabled by cocrystallization of several analogues with BioA. To confirm target engagement and discern analogues with off-target activity, each compound was evaluated against wild-type (WT) Mtb in biotin-free and -containing medium as well as BioA under- and overexpressing Mtb strains. Conformationally constrained derivative 36 emerged as the most potent analogue with a KD of 76 nM against BioA and a minimum inhibitory concentration of 1.7 μM (0.6 μg/mL) against Mtb in biotin-free medium.

Aminolysis of S-4-nitrophenyl X-substituted thiobenzoates: Effect of nonleaving-group substituents on reactivity and mechanism

A kinetic study is reported for aminolysis of S-4-nitrophenyl X-substituted thiobenzoates 3a-g in 80 mol % H2O/20 mol % DMSO at 25.0 ± 0.1 °C. Thiol esters 3a-g are 7.8-47.6 fold more reactive than the corresponding oxygen esters (i.e., 4-nitrophenyl X-substituted benzoates 1a-g). Such reactivity order appears to be in accordance with the expectation that 4-nitrothiophenoxide in 3a-g is a better nucleofuge than 4-nitrophenoxide in 1a-g since the former is 2.64 pKa units less basic than the latter. Hammett plot for the reactions of 3a-g exhibit poor correlation coefficients (R2 = 0.977-0.986) with negative deviation by substrates possessing an electrondonating group (EDG), while the Yukawa-Tsuno plots result in excellent linear correlation (R2 = 0.995-0.997) with ? = 0.93-1.23 and r = 0.57-0.67, indicating that the negative deviation shown by substrates possessing an EDG is caused by ground-state stabilization through resonance interactions but not due to a change in ratedetermining step upon changing the nonleaving-group substituent X. The p value increases as the incoming amine becomes more basic and more reactive, indicating that the RSP is not operative in the current reactions.