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

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

Uses

Used in Pharmaceutical Industry:
(3-Chloro-Phenyl)-Piperazin-1-yl-Methanone is used as a synthetic intermediate for the production of various pharmaceuticals, given its potential role in the synthesis of antipsychotic or antidepressant drugs. Its unique structure and reactivity properties contribute to its utility in the development of new medications.
Used in Organic Chemistry Research:
(3-CHLORO-PHENYL)-PIPERAZIN-1-YL-METHANONE is also used as a research material in the field of organic chemistry, where its properties and reactivity can be studied to understand its potential applications and interactions with other compounds.

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

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

Looking toward the Rim of the Active Site Cavity of Druggable Human Carbonic Anhydrase Isoforms

We report the synthesis and biochemical evaluation of a series of substituted 4-(4-aroylpiperazine-1-carbonyl)benzenesulfonamides (5a-s) developed as inhibitors of druggable carbonic anhydrase (CA) isoforms, as tools for the identification of new therapeu

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.

CARBAMATE COMPOUNDS AND OF MAKING AND USING SAME

Provided herein are carbamate compounds which may be useful in the treatment of, for example, pain, solid tumors and/or obesity.

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.

Study of synthesis and cardiovascular activity of some furoxan derivatives as potential NO-donors

A series of hybrid molecules incorporating the furoxan and nicorandil moieties were designed as potential NO donors with cardiovascular and cerebrovascular activities. Thirty-six target molecules were successfully synthesized by conventional methods and characterized by infrared spectroscopy, 1H-NMR spectroscopy and high resolution mass spectra. The compounds were tested for their effects on KCl-induced contraction of rabbit thoracic aorta whose endothelium was denuded. Eight compounds were found to reduce KCl-induced contraction by more than 30% at 10 μM. All except one of these compounds are characterized by the presence of electron withdrawing groups in the phenyl ring attached via an amide or ester linkage to the furoxan moiety. The nature of the terminal carbonyl linkage (ester or amide) and the length or type of the alkyl chain bridging the two carbonyl functions have little effect on the activity. One of the active compounds, N-(4- methoxy-benzoyl)-N'-[3-methylfuroxanyl-4-carbonyl)piperazine (17i) was tested for hypotensive effects on anaesthetized rats at 1.5 mg/kg, and found to demonstrate a gradual and sustained hypotensive effect. The results suggest that the furoxannicorandil derivatives are a useful lead in the design of NO- donor compounds for hypertension.

Effect of Acyl Substituents on the Reaction Mechanism for Aminolyses of 4-Nitrophenyl X-Substituted Benzoates

Second-order rate constants (kN) have been measured spectrophotometrically for the reaction of 4-nitrophenyl X-substituted benzoates with a series of alicyclic secondary amines in H2O containing 20 mol % dimethyl sulfoxide at 25.0°C.