147716-03-8

Basic information

• Product Name: 1-METHYL-5-TRIBUTYLSTANNANYL-1H-IMIDAZOLE
• Synonyms: 1-METHYL-5-TRIBUTYLSTANNANYL-1H-IMIDAZOLE;1-METHYL-5-(TRIBUTYLSTANNYL)IMIDAZOLE;1-METHYL-5-(TRIBUTYLSTANNYL)-1H-IMIDAZOLE;1-Methyl-5-(tributylstannyl)-1H-imidazole 97%;1-Methyl-5-(tri-n-butylstannyl)iMidazole, 90+%;(1-Methyl-1H-imidazol-5-yl)tributylstannane;5-Tributylstannyl-N-methylimidazole;1-Methyl-5-(tributylstannyl)iMidazole 95%
• CAS NO: 147716-03-8
• Molecular Formula: C₁₆H₃₂N₂Sn
• Molecular Weight: 371.15
• Product Categories: Stannanes
• Mol File: 147716-03-8.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 411.447 °C at 760 mmHg
• Flash Point: >110℃
• Appearance: /
• Density: 1.220 g/mL at 25 °C
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: n20/D1.510
• PKA: 6.91±0.22(Predicted)
• Water Solubility: Sparingly soluble in water.
• CAS DataBase Reference: 1-METHYL-5-TRIBUTYLSTANNANYL-1H-IMIDAZOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-METHYL-5-TRIBUTYLSTANNANYL-1H-IMIDAZOLE(147716-03-8)
• EPA Substance Registry System: 1-METHYL-5-TRIBUTYLSTANNANYL-1H-IMIDAZOLE(147716-03-8)

Safety Data

• Hazard Codes: T,N
• Statements: 21-25-36/38-48/23/25-50/53
• Safety Statements: 36/37/39-45-60-61-35
• RIDADR: UN 2788 6.1/PG 3
• WGK Germany: 3
• HazardClass: 6.1
• Hazardous Substances Data: 147716-03-8(Hazardous Substances Data)

Usage

Uses

1-Methyl-5-(tri-n-butylstannyl)imidazole is used in pharmaceuticals, drug candidates, ligands for transition metal catalysts and other molecular functional materials.

InChI:InChI=1/C4H5N2.3C4H9.Sn/c1-6-3-2-5-4-6;3*1-3-4-2;/h2,4H,1H3;3*1,3-4H2,2H3;/rC16H32N2Sn/c1-5-8-11-19(12-9-6-2,13-10-7-3)16-14-17-15-18(16)4/h14-15H,5-13H2,1-4H3

Upstream product

• 616-47-7 1-methyl-1H-imidazole 
• 1461-22-9 tributyltin chloride 

Downstream Products

• 406216-69-1 4-(3-chlorophenyl)-1-methyl-6-[(1-methyl-1H-imidazol-5-yl)carbonyl]-2(1H)-quinolinone 
• 1138449-79-2 5-(1-methyl-1H-imidazol-5-yl)-1-(3-{(1S,5R)-1-[4-(trifluoromethyl)phenyl]-3-azabicyclo[3.1.0]hex-3-yl}propyl)-2,4(1H,3H)-pyrimidinedione 
• 1265917-43-8 C₁₃H₁₀ClN₃ 
• 939803-03-9 C₃₀H₃₇FN₄O₅S 
• 1272354-01-4 C₂₄H₂₀N₆ 
• 1440963-63-2 N₂-(2-methoxy-4-(1-methyl-1H-imidazol-5-yl)phenyl)-N₄-methyl-5-(trifluoromethyl)pyrimidine-2,4-diamine 
• 1217841-79-6 1-(4-hydroxyphenyl)-2-(3-methyl-3H-imidazol-4-yl)-1H-indole-3-carbaldehyde 
• 1138035-02-5 tert-butyl methyl{[4-(1-methyl-1H-imidazol-5-yl)-5-(phenylsulfonyl)thiophen-2-yl]methyl}carbamate 
• 202197-16-8 (1-Benzyl-1H-indazol-5-yl)-(7-(3-methyl-3H-imidazol-4-yl)quinazolin-4-yl)-amine 
• 202196-75-6 (1-Benzyl-1H-indazol-5-yl)-(6-(3-methyl-3H-imidazol4-yl)-quinazolin-4-yl)-amine 

Relevant articles and documents

p27 PROTEIN INDUCER

The present invention provides a p27 protein inducing agent comprising a compound represented by general formula (11) below or pharmaceutically acceptable salt thereof as an active ingredient: wherein G 1 , G 2 , G 3 and G 8 are each independently selected from -N= etc., Ring G 6 is selected from divalent aryl etc., A is selected from amino etc., G 4 is selected from oxygen etc., G 5 is selected from oxygen etc., G 7 is selected from -CH 2 - etc., and R 2 is selected from C 1-6 alkyl etc.

3-‘4-HETEROCYCLYL -1,2,3,-TRIAZOL-1-YL!-N-ARYL-BENZAMIDES AS INHIBITORS OF THE CYTOKINES PRODUCTION FOR THE TREATMENT OF CHRONIC INFLAMMATORY DISEASES

Disclosed compounds of formula (I), which inhibit production of cytokines involved in inflammatory processes and are thus useful for treating diseases and pathological conditions involving inflammation such as chronic inflammatory disease. Also disclosed are processes for preparing these compounds and pharmaceutical compositions comprising these compounds.

Cross-coupling methods for the large-scale preparation of an imidazole - Thienopyridine: Synthesis of [2-(3-methyl-3H-imidazol-4-yl)-thieno[3,2-b]pyridin-7-yl] -(2-methyl-1H-indol-5-yl)-amine

The multihundred-gram synthesis of [2-(3-methyl-3H-imidazol-4-yl)-thieno[3,2-b]pyridin-7-yl] -(2-methyl-1H-indol-5-yl)-amine (1) is described utilizing a Stille cross-coupling of an iodothienopyridine (3) with 5-(tributylstannyl)-1-methylimidazole (11). Several cross-coupling methods were evaluated for the conversion of thienopyridine 3 to imidazole - thienopyridine 2, but only two were effective: the Stille coupling and a Negishi cross-coupling of the organozinc reagent derived from 2-(tertbutyldimethylsilyl)-1-methylimidazole and iodothienopyridine (3). The latter procedure worked well on laboratory scale (50 g), but was capricious upon scale-up. The issues with scale-up of an organostannane reagent are discussed, including control and analysis of organotin levels.