84501-64-4

Basic information

• Product Name: PIPERAZINE-2-CARBOXAMIDE
• Synonyms: (+/-)-PIPERAZINE-2-AMIDE;PIPERAZINE-2-CARBOXAMIDE;2-Piperazinecarboxamide(6CI,9CI);(+/-)-Piperazin-2-amide;2-Carbamoylpiperazine
• CAS NO: 84501-64-4
• Molecular Formula: C₅H₁₁N₃O
• Molecular Weight: 129.16
• EINECS: 282-984-3
• Product Categories: AMIDE;pharmacetical;Pyrans, Piperidines & Piperazines
• Mol File: 84501-64-4.mol

Chemical Properties

• Melting Point: 144-145 °C(Solv: ethanol (64-17-5))
• Boiling Point: 364.2 °C at 760 mmHg
• Flash Point: 174 °C
• Appearance: /
• Density: 1.104 g/cm³
• Vapor Pressure: 1.72E-05mmHg at 25°C
• Refractive Index: 1.48
• Storage Temp.: 2-8°C
• PKA: 16.52±0.20(Predicted)
• CAS DataBase Reference: PIPERAZINE-2-CARBOXAMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: PIPERAZINE-2-CARBOXAMIDE(84501-64-4)
• EPA Substance Registry System: PIPERAZINE-2-CARBOXAMIDE(84501-64-4)

Safety Data

• Hazardous Substances Data: 84501-64-4(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
PIPERAZINE-2-CARBOXAMIDE is used as a key intermediate in the synthesis of various drugs for its ability to contribute to their therapeutic effects. It is particularly utilized in the production of antihistamines, antipsychotics, and antimalarial agents, enhancing their efficacy and performance in treating respective conditions.
Used in Research and Development:
In the realm of scientific research, PIPERAZINE-2-CARBOXAMIDE is employed as a building block in the development of new pharmaceutical compounds. Its versatile properties and reactivity make it an essential component in the creation of innovative medications, pushing the boundaries of medical treatment and care.

InChI:InChI=1/C5H11N3O/c6-5(9)4-3-7-1-2-8-4/h4,7-8H,1-3H2,(H2,6,9)

Upstream product

• 188847-59-8 1,4-dibenzyl-piperazine-2-carboxylic acid amide 
• 98-96-4 pyrazinamide 

Downstream Products

• 112257-24-6 tert-butyl 3-(aminocarbonyl)piperazine-1-carboxylate 
• 100828-16-8 4-(3-phosphonopropyl)-2-piperazinecarboxylic acid 
• 147650-70-2 (2S)-piperazine-2-carboxylic acid 
• 31321-68-3 (R)-piperazine-2-carboxylic acid 
• 83898-63-9 hexahydro-3,3-dimethylimidazo[1,5-a]pyrazin-1(5H)-one 

Relevant articles and documents

Integration of enabling methods for the automated flow preparation of piperazine-2-carboxamide

Here we describe the use of a new open-source software package and a Raspberry Pi computer for the simultaneous control of multiple flow chemistry devices and its application to a machine-assisted, multi-step flow preparation of pyrazine-2-carboxamide - a component of Rifater, used in the treatment of tuberculosis - and its reduced derivative piperazine-2- carboxamide.

PROCESS FOR THE PREPARATION OF A CHIRAL PIPERAZINE-2-CARBOXYLIC ACID

The invention relates to a novel process for the preparation of a chiral piperazine-2- carboxylic acid or of a salt thereof of the formula (I). The chiral piperazine-2-carboxylic acid derivatives of the formula (I) are key intermediates for the preparation of fused heteroaryl dihydro pyrimidines which are useful for the treatment and prophylaxis of hepatitis B virus infections.

Piperazine additions to C60 - A facile approach to fullerene substitution

A range of fullerene monoadducts can be generated via the photochemical reaction of piperazine derivatives with C60. Addend functionality can also be efficiently incorporated by transformation of the hydroxyl-substituted adduct prepared in this fashion. Reaction yields and process simplicity compete with current standard procedures for fullerene mono-functionalisation. The Royal Society of Chemistry 2005.

The preparation and structures of non-hydrocarbon functionalised fullerene-diamine adducts

Addends based on C2-substituted piperazine are employed to generate C60 monoadducts by photochemical addition, representing the first introduction of non-hydrocarbon addend functionality to fullerenes via the oxidative dehydrogenation reaction of diamines with fullerenes.

Method of preventing or limiting reperfusion damage

There is disclosed a process for preparing (l)-(-)-2-aminocarbonyl)-N-(4-amino-2,6-dichlorophenyl)-4-?5,5-bis(4-fluorophenyl)pentyl!-1-piperazineacetamide which comprises the steps of (a) cyclizing (-)-(S,S)-N1,N2 -bis(1-phenylethyl)-1,2-ethanediamine with 2,3-dibromopropanamide in a reaction-inert solvent in the presence of a base, thus yielding an intermediate; (b) resolving the intermediate of into two stereoisomers and recovering thereby ?1(S),2A,4(S)!-1,4-bis(1-phenylethyl)-2-piperazinecarboxamide; (c) hydrogenolyzing ?1(S),2A,4(S)!-1,4-bis(1-phenylethyl)-2-piperazinecarboxamide under a hydrogen atmosphere in an alkanol in the presence of a hydrogenation catalyst to produce (+) -2-piperazinecarboxamide; (d) reductively N-alkylating (+)-2-piperazinecarboxamide with 5,5-bis(4-fluorophenyl)pentaldehyde under a hydrogen atmosphere in an alkanol in the presence of a hydrogenation catalyst to produce a compound of the formula: STR1 (e) N-alkylating the compound of Formula (VII) with an alkylating reagent of the formula: STR2 wherein W represents a reactive leaving group, in a reaction-inert solvent in the presence of a base to form the nitro analog of the desired compound; and (f) reducing the nitro compound in the presence of a reducing agent in a reaction-inert solvent.

Preparation of (S)-piperazine-2-carboxylic acid, (R)-piperazine-2-carboxylic acid, and (S)-piperidine-2-carboxylic acid by kinetic resolution of the corresponding racemic carboxamides with stereoselective amidases in whole bacterial cells

Whole bacterial cells containing stereospecific amidases were used for the kinetic resolution of racemic piperazine-2-carboxamide and piperidine-2-carboxamide to (S)- and (R)-piperazine-2-carboxylic acid, and (S)-piperidine-2-carboxylic acid, respectively. (S)-Piperazinecarboxylic acid dihydrochloride produced with the biocatalysts Klebsiella terrigena DSM 9174 had an ee value of 99.4% (41% yield), and the ee value of (R)-piperazinecarboxylic acid dihydrochloride obtained with Burkholderia sp. DSM 9925 was 99.0% (22% yield). Using Pseudomonas fluorescens DSM 9924 (S)-piperidine-2-carboxylic acid with an ee value of 97.3% (20% yield) was isolated.