2213-43-6

Basic information

• Product Name: 1-Aminopiperidine
• Synonyms: 1-AMINOPIPERIDINE;N-AMINOPIPERIDINE;1,1-Pentamethylenehydrazine;1-amino-piperidin;1-piperidinamine;Piperidine, 1-amino-;N-piperidylamine;1-Aminopiperidine,97%
• CAS NO: 2213-43-6
• Molecular Formula: C₅H₁₂N₂
• Molecular Weight: 100.16
• EINECS: 218-666-8
• Product Categories: BUILDING BLOCKS;Building Blocks;Heterocyclic Building Blocks;Piperidines;C5 to C7;Chemical Synthesis;Heterocyclic Building Blocks
• Mol File: 2213-43-6.mol
• Article Data: 33

Chemical Properties

• Boiling Point: 146 °C730 mm Hg(lit.)
• Flash Point: 97 °F
• Appearance: White to light yellow or light gray/Powder or Crystals
• Density: 0.928 g/mL at 25 °C(lit.)
• Vapor Pressure: 4.53mmHg at 25°C
• Refractive Index: n20/D 1.475(lit.)
• Storage Temp.: Flammables area
• PKA: 8.19±0.20(Predicted)
• BRN: 383565
• CAS DataBase Reference: 1-Aminopiperidine(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Aminopiperidine(2213-43-6)
• EPA Substance Registry System: 1-Aminopiperidine(2213-43-6)

Safety Data

• Hazard Codes: Xi,C
• Statements: 10-36/37/38-34-20/21/22-36/37/39
• Safety Statements: 16-26-36/37/39-45
• RIDADR: UN 1993 3/PG 3
• WGK Germany: 3
• RTECS: TM4165000
• HazardClass: 3
• PackingGroup: III
• Hazardous Substances Data: 2213-43-6(Hazardous Substances Data)

Usage

Chemical Properties

clear colorless liquid

Uses

Different sources of media describe the Uses of 2213-43-6 differently. You can refer to the following data:
1. Reactant for synthesis of:? ;CB1 cannabinoid receptor ligands1?? ;Hydrazones2?? ;Tetrahydronaphthalene derivatives affecting proliferation and nitric oxide production in LPS activated RAW 264.7 macrophages3? ;Phosphorus(V) hydrazines4
2. Reactant for synthesis of:CB1 cannabinoid receptor ligands?Hydrazones?Tetrahydronaphthalene derivatives affecting proliferation and nitric oxide production in LPS activated RAW 264.7 macrophagesPhosphorus(V) hydrazines

InChI:InChI=1/C5H12N2/c6-7-4-2-1-3-5-7/h1-6H2

Upstream product

• 110-89-4 piperidine 
• 100-75-4 N-nitrosopiperidine 
• 7119-94-0 N-nitropiperidine 
• 2158-03-4 1-piperidinecarboxamide 
• 111-24-0 1,5-dibromo-pentane 
• 56-23-5 tetrachloromethane 
• 7732-18-5 water 
• 64-19-7 acetic acid 
• 64-17-5 ethanol 
• 7647-01-0 hydrogenchloride 
• 2156-71-0 N-chloropiperidine 
• 64338-16-5 2,2,4,4-tetramethyl-7-oxa-3,20-diaza-21-oxo-dispiro[5.1.11.2]-heneicosane 
• 584-08-7 potassium carbonate 
• 106-95-6 allyl bromide 

Downstream Products

• 42826-38-0 1-(5-nitro-[2]thienylmethylenamino)-piperidine 
• 49840-66-6 1-pyrrolidin-1-yl-piperidine 
• 13134-29-7 1-(4-chloro-benzylidenamino)-piperidine 
• 83785-94-8 4-nitrobenzaldehyde-N,N-pentamethylene hydrazone 
• 1885-87-6 benzaldehyde-N,N-pentamethylene hydrazone 
• 14492-08-1 4-methoxybenzaldehyde-N,N-pentamethylene hydrazone 
• 59244-22-3 2-(piperidin-1-ylimino-methyl)-phenol 
• 5454-07-9 N-3,4,5,6-tetrahydro-1(2H)-pyridinylbenzamide 
• 94545-46-7 3,3-diphenyl-1-piperidino-azetidine-2,4-dione 
• 109793-66-0 (E)-N-(1-phenylethylideneamino)piperidine 
• 59856-66-5 N-(piperidin-1-yl)benzenesulfonamide 
• 101863-15-4 4-methyl-N-(piperidin-1-yl)benzenesulfonamide 
• 64268-86-6 4-nitro-N-piperidin-1-yl-benzenesulfonamide 
• 7223-74-7 1-(2-aminobenzamido)piperidine 

Relevant articles and documents

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Kinetic modelling of synthesis of N-aminopiperidine from hydroxylamine-o-sulfonique acid and piperidine

A new route to synthesize N-aminopiperidine (NAPP) from hydroxylamine-O-sulfonique acid (HOSA) and piperidine was described. Kinetics of the reaction was investigated to optimize the conditions of the synthesis. Since the reaction is fast, this study was carried out in a diluted medium (10-3 to 10-2 mol/l). To determine the concentration of the reaction product, NAPP was allowed to react with formaldehyde and the product was analysed by UV and HPLC techniques. The formation of NAPP is consistent with the first-order reaction to two reagents, governed by the nucleophilic substitution via SN2 mechanism. Oxidation of NAPP by HOSA was identified as the main secondary reaction which consistently reduced the yield of NAPP. A number of differential equations were elaborated and solution of these equations serves to predict the behavior of the system as a function of the reagent concentrations, pH and temperature. From the corresponding mathematical treatment a unique implicit expression was derived that characterizes the reaction medium. It was found that the [PP] 0/[HOSA]0 molar ratio (p), the initial concentrations of [PP]0 and [HOSA]0, the ratio of rate constants k 2/k1 and temperature are the only parameters that affect the yield of NAPP from HOSA. The results calculated from this model are in good agreement with the experimental data and they can be used to determine the optimal conditions of the reaction. Pleiades Publishing, Ltd., 2012.

Optimization of biaryloxazolidinone as promising antibacterial agents against antibiotic-susceptible and antibiotic-resistant gram-positive bacteria

We previously discovered a series of novel biaryloxazolidinone analogues bearing a hydrazone moiety with potent antibacterial activity. However, the most potent compound OB-104 exhibited undesirable chemical and metabolic instability. Herein, novel biaryloxazolidinone analogues were designed and synthesized to improve the chemical and metabolic stability. Compounds 6a-1, 6a-3, 14a-1, 14a-3 and 14a-7 showed significant antibacterial activity against the tested Gram-positive bacteria as compared to radezolid and linezolid. Further studies indicated that most of them exhibited improved water solubility and chemical stability. Compound 14a-7 had MIC values of 0.125–0.25 μg/mL against all tested Gram-positive bacteria, and showed excellent antibacterial activity against clinical isolates of antibiotic-susceptible and antibiotic-resistant bacteria. Moreover, it was stable in human liver microsome. From a safety viewpoint, it showed non-cytotoxic activity against hepatic cell and exhibited lower inhibitory activity against human MAO-A compared to linezolid. The potent antibacterial activity and all these improved drug-likeness properties and safety profile suggested that compound 14a-7 might be a promising drug candidate for further investigation.

Synthesis and antibacterial activity evaluation of novel biaryloxazolidinone analogues containing a hydrazone moiety as promising antibacterial agents

A series of linezolid analogues containing a hydrazone moiety were designed, synthesized and evaluated for their antibacterial activity. Most compounds exhibited more potent antibacterial activity against S.aureus, MRSA, MSSA, LREF and VRE pathogens as compared with linezolid and radezolid. Compounds 9a, 9c, 9f, 9g, 10m and 10t were more potent against tested clinical isolates of MRSA, MSSA, VRE and LREF as compared to linezolid. Compound 9a exhibited comparable activity with linezolid against human MAO-A for safety evaluation and showed moderate metabolism in human liver microsome. The most promising compound 9a showed remarkable antibacterial activity against S.aureus, MRSA, MSSA, LREF and VRE pathogens with MIC value of 0.0675 mg/mL, respectively, which was 15- to 30-fold more potent than linezolid.