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1-[(4-Nitrophenyl)Methyl]pyrrolidine is a chemical compound characterized by a pyrrolidine ring with a 4-nitrophenylmethyl group attached. As a nitro compound, it features a nitro functional group, which consists of a nitrogen atom double-bonded to an oxygen atom. 1-[(4-Nitrophenyl)Methyl]pyrrolidine is recognized for its role as a nucleophile in the presence of a strong base, making it a valuable reagent in organic chemistry.

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  • 133851-67-9 Structure
  • Basic information

    1. Product Name: 1-[(4-Nitrophenyl)Methyl]pyrrolidine
    2. Synonyms: 1-[(4-Nitrophenyl)Methyl]pyrrolidine;1-(4-Nitrobenzyl)pyrrolidine
    3. CAS NO:133851-67-9
    4. Molecular Formula: C11H14N2O2
    5. Molecular Weight: 206.244
    6. EINECS: N/A
    7. Product Categories: N/A
    8. Mol File: 133851-67-9.mol
  • Chemical Properties

    1. Melting Point: N/A
    2. Boiling Point: N/A
    3. Flash Point: N/A
    4. Appearance: /
    5. Density: N/A
    6. Refractive Index: N/A
    7. Storage Temp.: 2-8°C
    8. Solubility: N/A
    9. CAS DataBase Reference: 1-[(4-Nitrophenyl)Methyl]pyrrolidine(CAS DataBase Reference)
    10. NIST Chemistry Reference: 1-[(4-Nitrophenyl)Methyl]pyrrolidine(133851-67-9)
    11. EPA Substance Registry System: 1-[(4-Nitrophenyl)Methyl]pyrrolidine(133851-67-9)
  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 133851-67-9(Hazardous Substances Data)

133851-67-9 Usage

Uses

Used in Organic Chemistry:
1-[(4-Nitrophenyl)Methyl]pyrrolidine is used as a reagent in organic chemistry for its nucleophilic properties, facilitating various chemical reactions.
Used in Pharmaceutical and Agrochemical Synthesis:
In the pharmaceutical and agrochemical industries, 1-[(4-Nitrophenyl)Methyl]pyrrolidine is utilized as a key intermediate in the synthesis of a range of products, contributing to the development of new drugs and pesticides.
Used in Catalyst Research:
1-[(4-Nitrophenyl)Methyl]pyrrolidine is also studied for its potential as a catalyst in organic reactions, aiming to improve the efficiency and selectivity of certain chemical processes.
Safety Note:
Due to its toxic nature and potential to cause skin and eye irritation, 1-[(4-Nitrophenyl)Methyl]pyrrolidine should be handled with caution, employing appropriate safety measures to minimize health risks.

Check Digit Verification of cas no

The CAS Registry Mumber 133851-67-9 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,3,3,8,5 and 1 respectively; the second part has 2 digits, 6 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 133851-67:
(8*1)+(7*3)+(6*3)+(5*8)+(4*5)+(3*1)+(2*6)+(1*7)=129
129 % 10 = 9
So 133851-67-9 is a valid CAS Registry Number.

133851-67-9SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 18, 2017

Revision Date: Aug 18, 2017

1.Identification

1.1 GHS Product identifier

Product name 1-[(4-nitrophenyl)methyl]pyrrolidine

1.2 Other means of identification

Product number -
Other names N-pyrrolidinyl-4-nitrobenzylamine

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:133851-67-9 SDS

133851-67-9Relevant articles and documents

Optical control of muscular nicotinic channels with azocuroniums, photoswitchable azobenzenes bearing two N-methyl-N-carbocyclic quaternary ammonium groups

Herrera-Arozamena, Clara,Villalba-Galea, Carlos A.,de la Fuente Revenga, Mario,Estrada-Valencia, Martín,Martí-Marí, Olaia,Pérez, Concepción,Rodríguez-Franco, María Isabel

, (2020)

By linking two N-methyl-N-carbocyclic quaternary ammonium groups to an azobenzene scaffold in meta- or para-positions we generated a series of photoswitchable neuromuscular ligands for which we coined the term “azocuroniums”. These compounds switched betw

Metal-Free Deoxygenation of Amine N-Oxides: Synthetic and Mechanistic Studies

Lecroq, William,Schleinitz, Jules,Billoue, Mallaury,Perfetto, Anna,Gaumont, Annie-Claude,Lalevée, Jacques,Ciofini, Ilaria,Grimaud, Laurence,Lakhdar, Sami

, p. 1237 - 1242 (2021/06/01)

We report herein an unprecedented combination of light and P(III)/P(V) redox cycling for the efficient deoxygenation of aromatic amine N-oxides. Moreover, we discovered that a large variety of aliphatic amine N-oxides can easily be deoxygenated by using only phenylsilane. These practically simple approaches proceed well under metal-free conditions, tolerate many functionalities and are highly chemoselective. Combined experimental and computational studies enabled a deep understanding of factors controlling the reactivity of both aromatic and aliphatic amine N-oxides.

A practical catalytic reductive amination of carboxylic acids

Andrews, Keith G.,Denton, Ross M.,Hirst, David J.,Stoll, Emma L.,Tongue, Thomas,Valette, Damien

, p. 9494 - 9500 (2020/10/02)

We report reductive alkylation reactions of amines using carboxylic acids as nominal electrophiles. The two-step reaction exploits the dual reactivity of phenylsilane and involves a silane-mediated amidation followed by a Zn(OAc)2-catalyzed amide reduction. The reaction is applicable to a wide range of amines and carboxylic acids and has been demonstrated on a large scale (305 mmol of amine). The rate differential between the reduction of tertiary and secondary amide intermediates is exemplified in a convergent synthesis of the antiretroviral medicine maraviroc. Mechanistic studies demonstrate that a residual 0.5 equivalents of carboxylic acid from the amidation step is responsible for the generation of silane reductants with augmented reactivity, which allow secondary amides, previously unreactive in zinc/phenylsilane systems, to be reduced.

Ruthenium and Iron-Catalysed Decarboxylative N-alkylation of Cyclic Α-Amino Acids with Alcohols: Sustainable Routes to Pyrrolidine and Piperidine Derivatives

Afanasenko, Anastasiia,Hannah, Rachael,Yan, Tao,Elangovan, Saravanakumar,Barta, Katalin

, p. 3801 - 3807 (2019/07/31)

A modular and waste-free strategy for constructing N-substituted cyclic amines via decarboxylative N-alkylation of α-amino acids employing ruthenium- and iron-based catalysts is presented. The reported method allows the synthesis of a wide range of five- and six-membered N-alkylated heterocycles in moderate-to-excellent yields starting from predominantly proline and a broad range of benzyl alcohols, and primary and secondary aliphatic alcohols. Examples using pipecolic acid for the construction of piperidine derivatives, as well as the one-pot synthesis of α-amino nitriles, are also shown.

Synthesis, β-hematin inhibition studies and antimalarial evaluation of new dehydroxy isoquine derivatives against Plasmodium berghei: A promising antimalarial agent

Valverde, Edgar A.,Romero, Angel H.,Acosta, María E.,Gamboa, Neira,Henriques, Genesis,Rodrigues, Juan R.,Ciangherotti, Carlos,López, Simón E.

supporting information, p. 498 - 506 (2017/11/13)

Many people are affected by Malaria around the world, and the parasite is developing resistance against available drugs. Currently, isoquine and N-tert-butyl isoquine are some of the most promising antimalarial candidates that have already reached Phase I

INHIBITORS OF LOW MOLECULAR WEIGHT PROTEIN TYROSINE PHOSPHATASE (LMPTP) AND USES THEREOF

-

Paragraph 00233, (2018/11/26)

Protein tyrosine phosphatases (PTPs) are key regulators of metabolism and insulin signaling. As a negative regulator of insulin signaling, the low molecular weight protein tyrosine phosphatase (LMPTP) is a target for insulin resistance and related conditions. Described herein are compounds capable of modulating the level of activity of low molecular weight protein tyrosine phosphatase (LMPTP) and compositions, and methods of using these compounds and compositions.

Dehydrogenative Aromatization and Sulfonylation of Pyrrolidines: Orthogonal Reactivity in Photoredox Catalysis

Muralirajan, Krishnamoorthy,Kancherla, Rajesh,Rueping, Magnus

supporting information, p. 14787 - 14791 (2018/10/20)

Oxidative dehydrogenative aromatization and selective sulfonylation reactions of N-heterocycles under visible-light photoredox catalysis were established. The mild reaction conditions make this approach an appealing and versatile strategy to functionalize/oxidize pyrrolidines whereby arylsulfonyl chlorides were identified to be both catalyst regeneration and sulfonylation reagents.

Beta-carboline derivative targeted to CDK and DNA and preparation method and medical application thereof

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Paragraph 0104, (2017/06/02)

The invention discloses a beta-carboline derivative targeted to CDK and DNA and a preparation method and medical application thereof. The beta-carboline derivative has a structure shown in the general formula I in the description. The compound can be applied in combination with other antitumor drugs and can also be applied in combination with radiotherapy. The antitumor drugs or radiotherapy and the compound can be applied at the same time or at different times. The combined therapy can perform a synergistic effect, and thus the therapeutic effect can be easily improved.

Synthesis and biological evaluation of a new series of ebselen derivatives as glutathione peroxidase (GPx) mimics and cholinesterase inhibitors against Alzheimer's disease

Luo, Zonghua,Liang, Liang,Sheng, Jianfei,Pang, Yanqing,Li, Jianheng,Huang, Ling,Li, Xingshu

supporting information, p. 1355 - 1361 (2014/03/21)

A series of ebselen derivatives were designed, synthesised and evaluated as inhibitors of cholinesterases (ChEs) and glutathione peroxidase (GPx) mimics. Most of the compounds were found to be potent against AChEs and BuChE, compounds 5e and 5i, proved to be the most potent against AChE with IC50 values of 0.76 and 0.46 μM, respectively. Among these hybrids, most of the compounds were found to be good GPx mimics compare with ebselen. The selected compounds 5e and 5i were also used to determine the catalytic parameters and in vitro hydrogen peroxide scavenging activity. The results indicate that compounds 5e and 5i may be excellent multifunctional agents for the treatment of AD.

Design and synthesis of novel 3-substituted-indole derivatives as selective H3 receptor antagonists and potent free radical scavengers

Tang, Li,Zhao, Liying,Hong, Lingjuan,Yang, Fenyan,Sheng, Rong,Chen, Jianzhong,Shi, Ying,Zhou, Naimin,Hu, Yongzhou

, p. 5936 - 5944 (2013/09/23)

A series of novel 3-substituted-indole derivatives with a benzyl tertiary amino moiety were designed, synthesized and evaluated as H3 receptor antagonists and free radical scavengers for Alzheimer's disease therapy. Most of these synthesized co

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