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1H-Benzimidazole,2-(2-pyrrolidinyl)-,(S)-(9CI) is a chiral chemical compound with the molecular formula C13H14N2. It is a derivative of benzimidazole, featuring a pyrrolidine group attached to the benzene ring. As a chiral molecule, it exists in two enantiomeric forms, (S)and (R)-. The (S)-enantiomer has garnered interest for its potential pharmaceutical and medicinal applications, particularly as an antifungal agent, and as a building block in organic synthesis. However, further research is necessary to fully explore its applications and properties.

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  • 59592-35-7 Structure
  • Basic information

    1. Product Name: 1H-Benzimidazole,2-(2-pyrrolidinyl)-,(S)-(9CI)
    2. Synonyms: 1H-Benzimidazole,2-(2-pyrrolidinyl)-,(S)-(9CI);2-pyrrolidin-2-yl-1H-benzimidazole(SALTDATA: 2HCl);2-(pyrrolidin-2-yl)-1H-benzo[d]iMidazole
    3. CAS NO:59592-35-7
    4. Molecular Formula: C11H13N3
    5. Molecular Weight: 187.24
    6. EINECS: N/A
    7. Product Categories: BENZIMIDAZOLE
    8. Mol File: 59592-35-7.mol
  • Chemical Properties

    1. Melting Point: N/A
    2. Boiling Point: 434.4°C at 760 mmHg
    3. Flash Point: 216.5°C
    4. Appearance: /
    5. Density: 1.211g/cm3
    6. Vapor Pressure: 9.53E-08mmHg at 25°C
    7. Refractive Index: 1.653
    8. Storage Temp.: 2-8°C
    9. Solubility: N/A
    10. CAS DataBase Reference: 1H-Benzimidazole,2-(2-pyrrolidinyl)-,(S)-(9CI)(CAS DataBase Reference)
    11. NIST Chemistry Reference: 1H-Benzimidazole,2-(2-pyrrolidinyl)-,(S)-(9CI)(59592-35-7)
    12. EPA Substance Registry System: 1H-Benzimidazole,2-(2-pyrrolidinyl)-,(S)-(9CI)(59592-35-7)
  • 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: 59592-35-7(Hazardous Substances Data)

59592-35-7 Usage

Uses

Used in Pharmaceutical and Medicinal Applications:
1H-Benzimidazole,2-(2-pyrrolidinyl)-,(S)-(9CI) is used as a potential antifungal agent for its ability to target and inhibit the growth of fungi, which can be beneficial in treating various fungal infections.
Used in Organic Synthesis:
1H-Benzimidazole,2-(2-pyrrolidinyl)-,(S)-(9CI) serves as a building block in organic synthesis, providing a foundation for the development of new compounds with diverse applications in various chemical and pharmaceutical industries.
While the provided materials do not specify different industries for the applications, the general uses mentioned above can be applicable across various fields where antifungal agents and organic synthesis are relevant. Further research and development would be required to tailor the applications to specific industries and optimize the compound's properties for those uses.

Check Digit Verification of cas no

The CAS Registry Mumber 59592-35-7 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 5,9,5,9 and 2 respectively; the second part has 2 digits, 3 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 59592-35:
(7*5)+(6*9)+(5*5)+(4*9)+(3*2)+(2*3)+(1*5)=167
167 % 10 = 7
So 59592-35-7 is a valid CAS Registry Number.
InChI:InChI=1/C11H13N3/c1-2-5-9-8(4-1)13-11(14-9)10-6-3-7-12-10/h1-2,4-5,10,12H,3,6-7H2,(H,13,14)/t10-/m1/s1

59592-35-7SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 15, 2017

Revision Date: Aug 15, 2017

1.Identification

1.1 GHS Product identifier

Product name 1H-Benzimidazole,2-(2-pyrrolidinyl)-,(S)-(9CI)

1.2 Other means of identification

Product number -
Other names -

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 -
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More Details:59592-35-7 SDS

59592-35-7Downstream Products

59592-35-7Relevant articles and documents

Microwave synthesis process of 2-pyrrole-5-fluorobenzimidazole

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Paragraph 0022; 0023; 0024, (2018/03/26)

A microwave synthesis process of 2-pyrrole-5-fluorobenzimidazole includes steps: allowing 4-fluoro-o-phenylenediamine and proline to react in polyphosphoric acid at high temperature and under microwave irradiation for a period of time, wherein the following reaction equation is for reference. Reaction is promoted through microwave irradiation, so that reaction time for synthesizing 2-pyrrole-5-fluorobenzimidazole I is reduced greatly, experiment operation is simplified, and yield is increased; product preparation cost is lowered greatly, and the microwave synthesis process meets industrial requirements.

Facile synthesis, characterization and antimicrobial activity of 2-alkanamino Benzimidazole derivatives

Ajani, Olayinka O.,Aderohunmu, Damilola V.,Olorunshola, Shade J.,Ikpo, Chinwe O.,Olanrewaju, Ifedolapo O.

, p. 109 - 120 (2016/05/09)

Benzimidazole derivatives are known to represent a class of medicinally important compounds which are extensively used in drug design and catalysis. A series of 2-substituted benzimidazole derivatives 10a-i was herein synthesized from the reaction of o-phenylenediamine with some amino acids using ameliorable pathway. The chemical structures of the synthesized compounds were confirmed by IR, UV, 1H-NMR, 13C-NMR, Mass spectral and analytical data. The compounds were investigated for their antimicrobial activity alongside gentamicin clinical standard. The results showed that this skeletal framework exhibited marked potency as antimicrobial agents. The most active compound was 1H-benzo[d]imidazol-2-yl)methanamine, 10a.

The synthesis of chiral isotetronic acids with amphiphilic imidazole/pyrrolidine catalysts assembled in oil-in-water emulsion droplets

Zhang, Boyu,Jiang, Zongxuan,Zhou, Xin,Lu, Shengmei,Li, Jun,Liu, Yan,Li, Can

, p. 13159 - 13162 (2013/03/13)

We have synthesized a class of novel amphiphilic organocatalysts for the cascade reaction of aketoacids to aldehydes using water as the solvent. Under the optimized reaction conditions, various functionalized isotetronic acids were obtained with high yields (up to 94%) and excellent ee values (up to 99%). Both water and emulsion states were found to be crucial for achieving the high reactivity and stereoselectivity. It was also determined that the catalyst molecules are distributed mainly on the surface of the emulsion droplets according to the direct fluorescence image of the reaction system.

Peptide deformylase inhibitors of Mycobacterium tuberculosis: Synthesis, structural investigations, and biological results

Pichota, Arkadius,Duraiswamy, Jeyaraj,Yin, Zheng,Keller, Thomas H.,Alam, Jenefer,Liung, Sarah,Lee, Gladys,Ding, Mei,Wang, Gang,Chan, Wai Ling,Schreiber, Mark,Ma, Ida,Beer, David,Ngew, Xinyi,Mukherjee, Kakoli,Nanjundappa, Mahesh,Teo, Jeanette W.P.,Thayalan, Pamela,Yap, Amelia,Dick, Thomas,Meng, Wuyi,Xu, Mei,Koehn, James,Pan, Shi-Hao,Clark, Kirk,Xie, Xiaoling,Shoen, Carolyn,Cynamon, Michael

scheme or table, p. 6568 - 6572 (2009/09/30)

Bacterial peptide deformylase (PDF) belongs to a subfamily of metalloproteases catalyzing the removal of the N-terminal formyl group from newly synthesized proteins. We report the synthesis and biological activity of highly potent inhibitors of Mycobacterium tuberculosis (Mtb) PDF enzyme as well as the first X-ray crystal structure of Mtb PDF. Structure-activity relationship and crystallographic data clarified the structural requirements for high enzyme potency and cell based potency. Activities against single and multi-drug-resistant Mtb strains are also reported.

Synthesis of chiral benzimidazole-pyrrolidine derivatives and their application in organocatalytic aldol and Michael addition reactions

Reddy, K. Rajender,Krishna, G. Gopi,Rajasekhar

, p. 4289 - 4299 (2008/03/13)

An efficient and mild approach for the synthesis of pyrrolidine- benzimidazoles has been reported. They were further employed for the aldol and Michael addition reactions to afford the corresponding products with good yields and moderate enantioselectivit

Synthesis and activity of pyrrolidinyl- and thiazolidinyl-dipeptide derivatives as inhibitors of the Tc80 prolyl oligopeptidase from Trypanosoma cruzi

Joyeau, Roger,Maoulida, Chanfi,Guillet, Cindy,Frappier, Francois,Teixeira, Antonio R.L.,Schrevel, Joseph,Santana, Jaime,Grellier, Philippe

, p. 257 - 266 (2007/10/03)

Pyrrolidinyl- and thiazolidinyl- dipeptide derivatives, featuring either a vinyl sulfone-, a 2-ketobenzothiazole-, a nitrile-, or a benzimidazole group at the C-terminus, were designed and synthesized as potential inhibitors of the prolyl-specific Tc80 proteinase from Trypanosoma cruzi, the agent of Chagas' disease. These compounds were evaluated in vitro towards the target enzyme which was classified as a serine protease belonging to the prolyl oligopeptidase family (EC 3.4.21.26). A peptidyl nitrile and two peptidyl α-ketobenzothiazoles were shown to be potent reversible and competitive inhibitors of Tc 80 proteinase, with K(i) values in the range 38- 219 nM, and compared advantageously with some known mammalian prolyl oligopeptidase inhibitors. (C) 2000 Editions scientifiques et medicales Elsevier SAS.

Benzimidazoles/Imidazoles Linked to a Fibrinogen Receptor Antagonist Template Having Vitronectin Receptor Antagonist Activity

-

, (2008/06/13)

Vitronectin receptor antagonists having the formula: STR1 which are useful for the treatment of inflammation, cancer and cardiovascular disorders, such as atherosclerosis and restenosis, and diseases wherein bone resorption is a factor, such as osteoporsis.

Heterocyclization of the 2-aminoalkyl (and aryl) benzimidazoles under phase transfer catalysis conditions

Cherkaoui, O.,Essassi, E.M.,Zniber, R.

, p. 255 - 259 (2007/10/02)

A number of new imidazolo (pyrazino and diazepino) benzimidazoles have been prepared by reaction between 2-aminoalkyl (and aryl)benzimidazoles and dibromoalkanes Br-(CH2)n-Br under phase transfer catalysis conditions.These products have been characterized by 1H NMR, IR, MS and their microanalysis. --- Key words: heterocyclization / benzimidazole / diazepinobenzimidazole / benzimidazolo benzodiazepin

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