186650-79-3

Basic information

• Product Name: 4-(4-isopropyl-1-piperazinyl)benzonitrile
• Synonyms: 4-(4-isopropyl-1-piperazinyl)benzonitrile
• CAS NO: 186650-79-3
• Molecular Weight: 229.325
• Mol File: 186650-79-3.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 4-(4-isopropyl-1-piperazinyl)benzonitrile(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(4-isopropyl-1-piperazinyl)benzonitrile(186650-79-3)
• EPA Substance Registry System: 4-(4-isopropyl-1-piperazinyl)benzonitrile(186650-79-3)

Safety Data

• Hazardous Substances Data: 186650-79-3(Hazardous Substances Data)

Upstream product

• 67-64-1 acetone 
• 68104-63-2 N-(4-cyanophenyl)piperazine 
• 4318-42-7 1-(1-methylethyl)piperazine 
• 1194-02-1 4-fluorobenzonitrile 

Downstream Products

• 1334717-48-4 7-chloro-2-ethyl-N-[4-(4-isopropylpiperazin-1-yl)benzyl]imidazo[1,2-a]pyridine-3-carboxamide 
• 1018612-68-4 C₁₄H₂₃N₃ 
• 179328-91-7 N,N'-Diethyl-N-[4-(4-isopropyl-piperazin-1-yl)-benzyl]-ethane-1,2-diamine 
• 197638-70-3 N'-Ethyl-N-[4-(4-isopropyl-piperazin-1-yl)-benzyl]-N-methyl-ethane-1,2-diamine 
• 197638-82-7 (2-Chloro-ethyl)-[4-(4-isopropyl-piperazin-1-yl)-benzyl]-methyl-amine 
• 197638-80-5 [4-(4-Isopropyl-piperazin-1-yl)-benzyl]-methyl-amine 
• 197638-78-1 4-(4-isopropylpiperazin-1-yl)benzaldehyde 

Relevant articles and documents

Identification of N-Benzyl 3,5-Dinitrobenzamides Derived from PBTZ169 as Antitubercular Agents

A series of benzamide scaffolds were designed and synthesized by the thiazinone ring opening of PBTZ169, and N-benzyl 3,5-dinitrobenzamides were finally identified as anti-TB agents in this work. 3,5-Dinitrobenzamides D5, 6, 7, and 12 exhibit excellent in vitro activity against the drug susceptive Mycobacterium tuberculosis H37Rv strain (MIC: 0.0625 μg/mL) and two clinically isolated multidrug-resistant strains (MIC 0.016-0.125 μg/mL). Compound D6 displays acceptable safety and better pharmacokinetic profiles than PBTZ169, suggesting its promising potential to be a lead compound for future antitubercular drug discovery.

Synthesis of novel succinamide derivatives having a 5,11-dihydro-6h- pyrido[2,3-b][1,4]benzodiazepin-6-one skeleton as potent and selective M2 muscarinic receptor antagonists. II

A series of succinamide derivatives containing the 5,11-dihydro-6H- pyrido[2,3-b][1,4]benzodiazepin-6-one skeleton (6a-z) was prepared and evaluated for binding affinity to muscarinic receptors in vitro and for antagonism of bradycardia and salivation in vivo in comparison with AF-DX 116 (1a). Structure-activity relationships (SAR) studies in vitro indicated that the 4-(4-alkyl-1-piperazinyl)benzylamino moiety plays a crucial role in enhancing the infinity for M2 muscarinic receptors. Compound 6y, containing a 4-(4-isopropyl-1-piperazinyl)benzylmethylamino moiety, exhibited the highest affinity for M2 muscarinic receptors (pK(i) = 9.2), being 200 times as potent as 1a, and compound 6u, containing a 4-(4-ethyl-1- piperazinyl)benzylethylamino moiety, showed the highest selectivity for M2 over M3 muscarinic receptors (M3/M2 ratio=320). Both 6y and 6u antagonized the oxotremorine-induced bradycardia in rats after intravenous or oral administration. Oral evaluation in conscious dogs showed that the efficacy for increasing the heart rate was at least 3-fold greater than that of 1a.