101306-91-6

Basic information

• Product Name: Benzenemethanesulfonic acid, 4-(dimethylamino)-a-hydroxy-, monosodium salt
• CAS NO: 101306-91-6
• Molecular Formula: C9H13NO4S.Na
• Molecular Weight: 253.254
• Mol File: 101306-91-6.mol
• Article Data: 11

Chemical Properties

• CAS DataBase Reference: Benzenemethanesulfonic acid, 4-(dimethylamino)-a-hydroxy-, monosodium salt(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenemethanesulfonic acid, 4-(dimethylamino)-a-hydroxy-, monosodium salt(101306-91-6)
• EPA Substance Registry System: Benzenemethanesulfonic acid, 4-(dimethylamino)-a-hydroxy-, monosodium salt(101306-91-6)

Safety Data

• Hazardous Substances Data: 101306-91-6(Hazardous Substances Data)

Upstream product

• 100-10-7 4-dimethylamino-benzaldehyde 

Downstream Products

• 109728-40-7 1,3-dimethyl-2-(4-dimethylaminophenyl)benzimidazolium iodide 
• 2562-72-3 1-methyl-2-(4-N,N-dimethylaminophenyl)benzimidazole 
• 1620558-13-5 ethyl 2-(4-(dimethylamino)phenyl)-1-(3-(2-oxopyrrolidin-1-yl)propyl)-1H-benzo[d]imidazole-5-carboxylate 
• 1147718-69-1 5-chloro-1-cyclopentyl-2-(4-N,N-dimethylaminophenyl)-1H-benzimidazole 
• 66949-12-0 4-(4'-N,N-dimethylaminobenzylidene)-2-phenyloxazole-5(4H)-one 

Relevant articles and documents

Nucleophilic Addition to Double Bond Systems, II. Kinetics of the Reaction of Sulfit with Aromatic Aldehydes

The rate constants of the addition of sulfit to aromatic aldehydes have been measured directly at pH=7 using stopped flow and temperature jump methods. - Keywords: Aromatic aldehydes; Nucleophile addition; Stopped flow; Temperature jump.

Potent sirtuin inhibition with 1,2,5-trisubstituted benzimidazoles

Two series of compounds were synthesized based on the benzimidazole scaffold. The compounds were subsequently screened for their SIRT1, SIRT2 and SIRT3 activities. Three of the compounds showed good inhibitory activity against SIRT2 in this study with the most potent compound (5i) having an IC50 value of 2.9 μM. Molecular docking analysis demonstrated that 5i was able to inhibit SIRT2 by displacing the co-factor NAD+ in the active site. This was further confirmed experimentally by ligand-NAD+ competitive assay.

1 H -Benzimidazole-5-carboxamidine derivatives: Design, synthesis, molecular docking, DFT and antimicrobial studies

In this study, 15 new N-(cyclohexyl)-2-substituted-1H-benzimidazole-5-carboxamidine derivatives that could be new antimicrobial agents were synthesized and their antimicrobial activities were determined using the microdilution method. Some of the derivatives showed significant efficacy against MRSA and VREF with an MIC value of 8 μg mL-1 compared to reference drugs. Molecular docking studies of the compounds against PBP4 and active and allosteric regions of PBP2a were performed and estimated ADME profiles were calculated. The nitrogens of the amidine group of M7, one of the most effective antimicrobial compounds compared to reference drugs, formed two separate hydrogen bonds with ASP275 (1.77 ?) and ASP295 (1.83 ?) in the allosteric region of PBP2a. Geometric optimization parameters, MEP analysis, and HUMO and LUMO quantum parameters of M7 were calculated using DFT/B3LYP theory and the 6-311G(d,p) basis set and the results are displayed.

Synthesis and evaluation of antimycobacterial activity of new benzimidazole aminoesters

Abstract A total of 51 novel benzimidazoles were synthesized by a 4-step reaction starting from basic compound 4-fluoro-3-nitrobenzoic acid under relatively mild reaction conditions. The structure of the novel benzimidazoles was confirmed by mass spectra as well as 1H NMR spectroscopic data. Out of the 51 novel synthesized compounds, 42 of them were screened for their antimycobacterial activity against Mycobacterium tuberculosis H37Rv strain using BacTiter-Glo Microbial Cell Viability (BTG) method. Results of activity screened using Alamar Blue method was also provided for comparison purposes. Two of the novel benzimidazoles synthesized showed moderately good activity with IC50 of less than 15 μM. Compound 5g, ethyl 2-(4-(trifluoromethyl)phenyl)-1-(2-morpholinoethyl)-1H-benzo[d]imidazole-5-carboxylate, was found to be the most active with IC50 of 11.52 μM.