253175-42-7

Basic information

• Product Name: 1-Piperazinecarboxamide,N-(1,1-dimethylethyl)-(9CI)
• Synonyms: 1-Piperazinecarboxamide,N-(1,1-dimethylethyl)-(9CI);N-TERT-BUTYLPIPERAZINE-1-CARBOXAMIDE
• CAS NO: 253175-42-7
• Molecular Formula: C₉H₁₉N₃O
• Molecular Weight: 185.27
• Product Categories: PIPERIDINE
• Mol File: 253175-42-7.mol

Chemical Properties

• Boiling Point: 355.2±31.0 °C(Predicted)
• Appearance: /
• Density: 1.011±0.06 g/cm3(Predicted)
• PKA: 14.38±0.20(Predicted)
• CAS DataBase Reference: 1-Piperazinecarboxamide,N-(1,1-dimethylethyl)-(9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Piperazinecarboxamide,N-(1,1-dimethylethyl)-(9CI)(253175-42-7)
• EPA Substance Registry System: 1-Piperazinecarboxamide,N-(1,1-dimethylethyl)-(9CI)(253175-42-7)

Safety Data

• Hazardous Substances Data: 253175-42-7(Hazardous Substances Data)

Usage

Appearance

white crystalline solid

Odor

characteristic amine odor

Uses

intermediate in the synthesis of pharmaceuticals and agrochemicals

Safety precautions

can cause irritation to skin, eyes, and respiratory system; may have adverse effects if ingested or inhaled; should be stored and handled in a well-ventilated area with appropriate safety measures in place.

Upstream product

• 1609-86-5 Tert-butyl isocyanate 
• 253175-40-5 tert-butyl 4-(tert-butylcarbamoyl)piperazine-1-carboxylate 

Downstream Products

• 253175-43-8 C₄₁H₄₉N₇O₉ 
• 1195786-07-2 N-(tert-butyl)-4-(3-phenoxybenzyl)piperazine-1-carboxamide 
• 253175-43-8 C₄₁H₄₉N₇O₉ 

Relevant articles and documents

Multistep continuous-flow synthesis in medicinal chemistry: Discovery and preliminary structure-activity relationships of CCR8 ligands

A three-step continuous-flow synthesis system and its application to the assembly of a new series of chemokine receptor ligands directly from commercial building blocks is reported. No scavenger columns or solvent switches are necessary to recover the desired test compounds, which were obtained in overall yields of 49-94 %. The system is modular and flexible, and the individual steps of the sequence can be interchanged with similar outcome, extending the scope of the chemistry. Biological evaluation confirmed activity on the chemokine CCR8 receptor and provided initial structure-activity-relationship (SAR) information for this new ligand series, with the most potent member displaying full agonist activity with single-digit nanomolar potency. To the best of our knowledge, this represents the first published example of efficient use of multistep flow synthesis combined with biological testing and SAR studies in medicinal chemistry. Copyright

A multistep continuous-flow system for rapid on-demand synthesis of receptor ligands

A multistep continuous-flow system for synthesis of receptor ligands by assembly of three variable building blocks in a single unbroken flow is described. The sequence consists of three reactions and two scavenger steps, where a Cbz-protected diamine is reacted with an isocyanate, deprotected, and reacted further with an alkylating agent.

Synthesis and SAR of 4-carboxy-2-azetidinone mechanism-based tryptase inhibitors

A series of N1-activated C4-carboxy azetidinones was prepared and tested as inhibitors of human tryptase. The key stereochemical and functional features required for potency, serine protease specificity and aqueous stability were determined. From these studies compound 2, BMS-262084, was identified as a potent and selective tryptase inhibitor which, when dosed intratracheally in ovalbumin-sensitized guinea pigs, reduced allergen-induced bronchoconstriction and inflammatory cell infiltration into the lung.

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