Purity | Size | Price | VIP Price | USA Stock *0-1 Day | Global Stock *5-7 Days | Quantity | |||||
{[ item.p_purity ]} | {[ item.pr_size ]} |
{[ getRatePrice(item.pr_usd, 1,1) ]} {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate) ]} |
{[ getRatePrice(item.pr_usd, 1,1) ]} | Inquiry {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate) ]} {[ getRatePrice(item.pr_usd,1,item.mem_rate) ]} | {[ item.pr_usastock ]} | Inquiry - | {[ item.pr_chinastock ]} | Inquiry - |
* Storage: {[proInfo.prStorage]}
CAS No. : | 460087-82-5 | MDL No. : | MFCD07021385 |
Formula : | C9H7IN2O2 | Boiling Point : | - |
Linear Structure Formula : | - | InChI Key : | BOMNUWULLKLFNL-UHFFFAOYSA-N |
M.W : | 302.07 | Pubchem ID : | 16413170 |
Synonyms : |
|
Num. heavy atoms : | 14 |
Num. arom. heavy atoms : | 9 |
Fraction Csp3 : | 0.11 |
Num. rotatable bonds : | 2 |
Num. H-bond acceptors : | 3.0 |
Num. H-bond donors : | 0.0 |
Molar Refractivity : | 59.19 |
TPSA : | 43.6 Ų |
GI absorption : | High |
BBB permeant : | Yes |
P-gp substrate : | No |
CYP1A2 inhibitor : | Yes |
CYP2C19 inhibitor : | No |
CYP2C9 inhibitor : | No |
CYP2D6 inhibitor : | No |
CYP3A4 inhibitor : | No |
Log Kp (skin permeation) : | -6.51 cm/s |
Log Po/w (iLOGP) : | 2.37 |
Log Po/w (XLOGP3) : | 2.3 |
Log Po/w (WLOGP) : | 1.73 |
Log Po/w (MLOGP) : | 1.5 |
Log Po/w (SILICOS-IT) : | 1.71 |
Consensus Log Po/w : | 1.92 |
Lipinski : | 0.0 |
Ghose : | None |
Veber : | 0.0 |
Egan : | 0.0 |
Muegge : | 0.0 |
Bioavailability Score : | 0.55 |
Log S (ESOL) : | -3.51 |
Solubility : | 0.0943 mg/ml ; 0.000312 mol/l |
Class : | Soluble |
Log S (Ali) : | -2.85 |
Solubility : | 0.423 mg/ml ; 0.0014 mol/l |
Class : | Soluble |
Log S (SILICOS-IT) : | -3.1 |
Solubility : | 0.24 mg/ml ; 0.000794 mol/l |
Class : | Soluble |
PAINS : | 0.0 alert |
Brenk : | 1.0 alert |
Leadlikeness : | 0.0 |
Synthetic accessibility : | 2.14 |
Signal Word: | Warning | Class: | |
Precautionary Statements: | P261-P264-P270-P271-P280-P301+P312-P302+P352-P304+P340-P305+P351+P338-P330-P332+P313-P337+P313-P362-P403+P233-P405-P501 | UN#: | |
Hazard Statements: | H302-H315-H319-H335 | Packing Group: | |
GHS Pictogram: |
* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
95% | In ethyl acetate; acetonitrile; | C. 3-Iodo-imidazo[1,2-a]pyridine-6-carboxylic acid methyl ester N-iodosuccinamide (1.55 g, 6.89 mmol) was added to a solution of imidazo[1,2-a]pyridine-6-carboxylic acid methyl ester (1.1 g, 6.24 mmol) in acetonitrile (50 mL) which had been cooled to 0 C. under a nitrogen atmosphere. The reaction stirred for 1 hr, then concentrated in vaccuo to a residue. The residue was dissolved in ethyl acetate (50 mL) and washed with 10% sodium bisulfate (2*10 ml) and brine (1*20 mL), then the organic layers were dried over MgSO4 and evaporated to give 3-iodo-imidazo[1,2-a]pyridine-6-carboxylic acid methyl ester as a pale yellow solid (1.79 g, 95%). 1H NMR (250 MHz, CDCl3): δ 8.91 (s, 1H), 7.85 (dd, 1H, J=2.5, J=10), 7.80 (s, 1H), 7.69 (d, 1H, J=10), 4.01 (s, 3H). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
65% | With sodium carbonate;tetrakis(triphenylphosphine)palladium (0); In methanol; toluene; | D. 3-(2-Ethoxy-3,5-diisopropyl-phenyl)-imidazo[1,2-a]pyridine-6-carboxylic acid methyl ester 3,5-Diisopropyl-2-methoxymethoxy-phenyl-boronic acid (455 mg, 1.83 mmol), followed by tetrakis(triphenylphosphine)palladium(0) (191 mg, 0.16 mmol), and 2M sodium carbonate solution (3.31 ml, 3.32 mmol) were added to a solution of 3-iodo-imidazo[1,2-a]pyridine-6-carboxylic acid methyl ester (500 mg, 1.66 mmol) in toluene (10 mL). This reaction was then heated to 80 C. overnight, then cooled to ambient temperature and partitioned between brine (10 mL) and ethyl acetate (50 mL). The organic layer was dried over MgSO4 and evaporated to a residue. The residue was purified by silica gel chromatography (5% MeOH in dichlorometlane) to yield 3-(2-ethoxy-3,5-diisopropyl-phenyl)-imidazo[1,2-a]pyridine-6-carboxylic acid methyl ester as a yellow solid (411 mg, 65%). 1H NMR (250 MHz, CDCl3): δ 8.71 (s, 1H), 7.70 (m, 1H), 7.62 (m, 1H), 7.41 (m 1H), 7.19 (d, 1H, J=1.2), 7.08 (d, 1H, J=1.2), 3.85 (s, 3H), 3.38 (m, 1H), 3.29 (q, 2H, J=6.8),2.90 (m, 1H), 1.28 (s, 3H), 1.26 (s, 6H), 1.24 (s, 3H), 0.75 (t, 3H, J=6.8). MS [EI+] 381 (M+H)+. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
75% | tetrakis(triphenylphosphine) palladium(0); In toluene;Reflux; | A mixture of <strong>[460087-82-5]methyl 3-iodoimidazo[1,2-a]pyridine-6-carboxylate</strong> (1.00 g, 3.30 mmol), 2-(tri-n-butylstannyl)pyridine (2.44 mg, 6.62 mmol), tetrakis(triphenylphosphine)palladium(0) (381 mg, 0.33 mmol) and toluene (50 mL) was heated under reflux overnight. After cooling, the reaction mixture was diluted with ethyl acetate, washed with saturated aqueous sodium hydrogen carbonate solution and saturated brine, dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The residue was purified by basic silica gel column chromatography (hexane/ethyl acetate=4/1-1/1) to give the title compound (630 mg, yield 75%) as colorless crystals.1H NMR (DMSO-d6) δ 3.93 (3H, s), 7.34-7.38 (1H, m), 7.80 (2H, d), 7.94 (1H, dt, J=2.1, 6.0 Hz), 8.07-8.10 (1H, m), 8.55 (1H, s), 8.73-8.75 (1H, m), 10.63 (1H, t, J=1.5 Hz). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
56% | With sodium carbonate;tetrakis(triphenylphosphine) palladium(0); In 1,2-dimethoxyethane; water;Reflux; Inert atmosphere; | A mixture of <strong>[460087-82-5]methyl 3-iodoimidazo[1,2-a]pyridine-6-carboxylate</strong> (1.40 g, 4.63 mmol), (4-methoxyphenyl)boronic acid (845 mg, 5.56 mmol), tetrakis(triphenylphosphine)palladium(0) (268 mg, 0.232 mmol), 2 M aqueous sodium carbonate solution (4.63 mL) and 1,2-dimethoxyethane (50 mL) was heated under reflux under an argon atmosphere overnight. After cooling, the reaction mixture was diluted with ethyl acetate, washed with saturated aqueous sodium hydrogen carbonate solution and saturated brine, dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (hexane/ethyl acetate=1/1-0/1) to give the title compound (730 mg, yield 56%) as colorless crystals.1H NMR (DMSO-d6) δ 3.85 (3H, s), 3.87 (3H, s), 7.17 (2H, d, J=8.7 Hz), 7.58-7.64 (2H, m), 7.65-7.75 (2H, m), 7.80 (1H, s), 8.90 (1H, t, J=1.2 Hz). |
[ 885276-95-9 ]
Methyl 3-iodoimidazo[1,2-a]pyridine-8-carboxylate
Similarity: 0.99
[ 1262409-63-1 ]
Ethyl 3-iodoimidazo[1,2-a]pyridine-8-carboxylate
Similarity: 0.96
[ 1009378-93-1 ]
Methyl 3-iodoimidazo[1,2-a]pyridine-7-carboxylate
Similarity: 0.93
[ 136117-69-6 ]
Methyl imidazo[1,2-a]pyridine-6-carboxylate
Similarity: 0.83
[ 957120-91-1 ]
Methyl imidazo[1,2-a]pyridine-6-carboxylate hydrochloride
Similarity: 0.82
[ 885276-95-9 ]
Methyl 3-iodoimidazo[1,2-a]pyridine-8-carboxylate
Similarity: 0.99
[ 1262409-63-1 ]
Ethyl 3-iodoimidazo[1,2-a]pyridine-8-carboxylate
Similarity: 0.96
[ 1009378-93-1 ]
Methyl 3-iodoimidazo[1,2-a]pyridine-7-carboxylate
Similarity: 0.93
[ 1384429-70-2 ]
3-Iodoimidazo[1,2-a]pyridine-6-carboxylic acid
Similarity: 0.92
[ 1384429-92-8 ]
3-Iodoimidazo[1,2-a]pyridine-8-carboxylic acid
Similarity: 0.91
[ 885276-95-9 ]
Methyl 3-iodoimidazo[1,2-a]pyridine-8-carboxylate
Similarity: 0.99
[ 1262409-63-1 ]
Ethyl 3-iodoimidazo[1,2-a]pyridine-8-carboxylate
Similarity: 0.96
[ 1009378-93-1 ]
Methyl 3-iodoimidazo[1,2-a]pyridine-7-carboxylate
Similarity: 0.93
[ 1384429-70-2 ]
3-Iodoimidazo[1,2-a]pyridine-6-carboxylic acid
Similarity: 0.92
[ 1384429-92-8 ]
3-Iodoimidazo[1,2-a]pyridine-8-carboxylic acid
Similarity: 0.91