1222-57-7

Basic information

• Product Name: zolimidine
• Synonyms: zolimidine;2-(4-Methylsulphonyl)phenyl]imidazo(1,2,a)pyridine;2-(p-Methylsulfonylphenyl)imidazo[1,2-a]pyridine;2-[4-(Methylsulfonyl)phenyl]imidazo[1,2-a]pyridine;Solimidin;Zolimidin;Zoliridine;2-(4-mesylphenyl)imidazo[1,2-a]pyridine
• CAS NO: 1222-57-7
• Molecular Formula: C₁₄H₁₂N₂O₂S
• Molecular Weight: 272.34
• EINECS: 214-947-4
• Mol File: 1222-57-7.mol
• Article Data: 36

Chemical Properties

• Melting Point: 242-244°
• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Appearance: /
• Density: 1.2677 (rough estimate)
• Refractive Index: 1.6000 (estimate)
• CAS DataBase Reference: zolimidine(CAS DataBase Reference)
• NIST Chemistry Reference: zolimidine(1222-57-7)
• EPA Substance Registry System: zolimidine(1222-57-7)

Safety Data

• Hazardous Substances Data: 1222-57-7(Hazardous Substances Data)

Usage

Originator

Solimidin,Selvi,Italy ,1974

Manufacturing Process

190 g of 2-aminopyridine were dissolved in 350 ml of dioxane and the solution was reacted with 277 g of p-methylsulfonyl-ω-bromoacetophenone. After two hours at room temperature the 2-(4'-methylsulfonylphenyl)[1,2- a]imidazopyridine was filtered, washed and recrystallized by alcohol.

Therapeutic Function

Antiulcer

InChI:InChI=1/C14H12N2O2S/c1-19(17,18)12-7-5-11(6-8-12)13-10-16-9-3-2-4-14(16)15-13/h2-10H,1H3

Upstream product

• 2076-70-2 2-(4-methylsulfanylphenyl)imidazo[1,2-a]pyridine 
• 504-29-0 2-aminopyridine 
• 56041-85-1 4-ethynylthioanisole 
• 10297-73-1 4-(methanesulfonyl)acetophenone 
• 100-68-5 methyl-phenyl-thioether 
• 110-86-1 pyridine 
• 1562372-99-9 N-{1-[4-(methylsulfonyl)phenyl]ethylidene}-4H-1,2,4-triazol-4-amine 
• 1492879-69-2 C₁₁H₁₃NO₄S 
• 214958-27-7 2-(4-iodophenyl)imidazo[1,2-α]pyridine 
• 20277-69-4 sodium methansulfinate 
• 75-52-5 nitromethane 
• 5398-77-6 para-methanesulfonylbenzaldehyde 
• 50413-24-6 2-bromo-1-(4-methanesulfonylphenyl)ethanone 
• 1778-09-2 4-(Methylthio)acetophenone 

Downstream Products

• 2076-75-7 4-((2-(4-(methylsulfonyl)phenyl)imidazo[1,2-a]pyridin-3-yl)methyl)morpholine 
• 3323-13-5 2-(4-(methylsulfonyl)phenyl)imidazo[1,2-a]pyridine-3-carbaldehyde 
• 1609583-37-0 2-(4-(methylsulfonyl)phenyl)-3-(phenylthio)imidazo[1,2-a]pyridine 
• 1609583-53-0 2-(4-(methylsulfonyl)phenyl)-3-(naphthalen-1-ylthio)imidazo[1,2-a]pyridine 

Relevant articles and documents

A multi pathway coupled domino strategy: I2/ TBHP-promoted synthesis of imidazopyridines and thiazoles via sp3, sp2 and sp C-H functionalization

I2/TBHP-promoted, one-pot, multi pathway synthesis of imidazopyridines and thiazoles has been achieved through readily available ethylarenes, ethylenearenes and ethynearenes. I2/TBHP as an initiator and oxidant is used to realize the C-H functionalization of this domino reaction. Simple and available starting materials, wide range of functional group tolerance, high potential for drug activity of the products and application in production are the advantageous features of this method.

Interfacing sugar-based surfactant micelles and Cu nanoparticles: A nanoreactor for C-S coupling reactions in water

A simple and sustainable synergistic catalytic protocol by interfacing nanomicelles and metal nanoparticles (MNPs) is reported for C-S coupling reactions in water. The sugar-based surfactant GluM was synthesized by introducing a PEG chain to stabilize MNPs and self-assembled to form nanomicelles. Cu2O nanoparticles were generated via in situ reduction of copper salt in an aqueous solution of the sugar-based surfactant. The nature of the interaction between nanomicelles and Cu2O nanoparticles was revealed by XPS, XRD, in situ IR, TEM, and 1H NMR. A broad substrate scope with moderate to excellent yields was documented and the recycling of the GluM/Cu aqueous mixture was surprising.

Design, synthesis and anticancer activity of sulfenylated imidazo-fused heterocycles

We report herein, the design, synthesis and study of anticancer properties of sulfenylated 2-phenylimidazo[1,2-a]pyridines and their analogues. A set of twenty sulfenylated imidazo[1, 2-a]pyridine derivatives were synthesized. Whereby elusive amendments to the imidazo[1,2-a]pyridine motif confer dramatic changes in functional affinity of a novel action to modulate anticancer activity in seven different human cancer cell lines i.e.: MDA MB 231 (breast), HepG2 (liver), Hela (cervical), A549 (lung), U87MG (glioblastoma), SKMEL-28 (skin melanoma) and DU-145 (prostate) by employing MTT assay. Among the series, compounds 4e (naphthalene), 4f (styrene) and 4h (thiomethyl) showed potent activity towards human liver cancer cells HepG2. Cell cycle analysis results revealed that these compounds arrested the cell cycle at G2/M phase and induced apoptosis in human liver cancer cells HepG2. It was further confirmed by Hoechst staining, Measurement of mitochondrial membrane potential (ΔΨm) and Annexin V-FITC assay.