Home Cart 0 Sign in  
X

[ CAS No. 460087-82-5 ] {[proInfo.proName]}

,{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]}
3d Animation Molecule Structure of 460087-82-5
Chemical Structure| 460087-82-5
Chemical Structure| 460087-82-5
Structure of 460087-82-5 * Storage: {[proInfo.prStorage]}
Cart0 Add to My Favorites Add to My Favorites Bulk Inquiry Inquiry Add To Cart

Quality Control of [ 460087-82-5 ]

Related Doc. of [ 460087-82-5 ]

Alternatived Products of [ 460087-82-5 ]

Product Details of [ 460087-82-5 ]

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 :

Calculated chemistry of [ 460087-82-5 ]

Physicochemical Properties

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

Pharmacokinetics

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

Lipophilicity

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

Druglikeness

Lipinski : 0.0
Ghose : None
Veber : 0.0
Egan : 0.0
Muegge : 0.0
Bioavailability Score : 0.55

Water Solubility

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

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 1.0 alert
Leadlikeness : 0.0
Synthetic accessibility : 2.14

Safety of [ 460087-82-5 ]

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:

Application In Synthesis of [ 460087-82-5 ]

* 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.

  • Downstream synthetic route of [ 460087-82-5 ]

[ 460087-82-5 ] Synthesis Path-Downstream   1~6

  • 1
  • N-Iodosuccinamide [ No CAS ]
  • [ 136117-69-6 ]
  • [ 460087-82-5 ]
YieldReaction ConditionsOperation 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).
  • 2
  • [ 460087-82-5 ]
  • [ 330935-04-1 ]
  • [ 460087-83-6 ]
YieldReaction ConditionsOperation 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)+.
  • 3
  • [ 460087-82-5 ]
  • [ 98546-51-1 ]
  • [ 1191885-70-7 ]
  • 4
  • [ 136117-69-6 ]
  • [ 460087-82-5 ]
  • 5
  • [ 460087-82-5 ]
  • [ 17997-47-6 ]
  • [ 1005205-48-0 ]
YieldReaction ConditionsOperation 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).
  • 6
  • [ 460087-82-5 ]
  • [ 5720-07-0 ]
  • [ 1005205-43-5 ]
YieldReaction ConditionsOperation 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).
Same Skeleton Products
Historical Records

Related Functional Groups of
[ 460087-82-5 ]

Esters

Chemical Structure| 885276-95-9

[ 885276-95-9 ]

Methyl 3-iodoimidazo[1,2-a]pyridine-8-carboxylate

Similarity: 0.99

Chemical Structure| 1262409-63-1

[ 1262409-63-1 ]

Ethyl 3-iodoimidazo[1,2-a]pyridine-8-carboxylate

Similarity: 0.96

Chemical Structure| 1009378-93-1

[ 1009378-93-1 ]

Methyl 3-iodoimidazo[1,2-a]pyridine-7-carboxylate

Similarity: 0.93

Chemical Structure| 136117-69-6

[ 136117-69-6 ]

Methyl imidazo[1,2-a]pyridine-6-carboxylate

Similarity: 0.83

Chemical Structure| 957120-91-1

[ 957120-91-1 ]

Methyl imidazo[1,2-a]pyridine-6-carboxylate hydrochloride

Similarity: 0.82

Iodides

Chemical Structure| 885276-95-9

[ 885276-95-9 ]

Methyl 3-iodoimidazo[1,2-a]pyridine-8-carboxylate

Similarity: 0.99

Chemical Structure| 1262409-63-1

[ 1262409-63-1 ]

Ethyl 3-iodoimidazo[1,2-a]pyridine-8-carboxylate

Similarity: 0.96

Chemical Structure| 1009378-93-1

[ 1009378-93-1 ]

Methyl 3-iodoimidazo[1,2-a]pyridine-7-carboxylate

Similarity: 0.93

Chemical Structure| 1384429-70-2

[ 1384429-70-2 ]

3-Iodoimidazo[1,2-a]pyridine-6-carboxylic acid

Similarity: 0.92

Chemical Structure| 1384429-92-8

[ 1384429-92-8 ]

3-Iodoimidazo[1,2-a]pyridine-8-carboxylic acid

Similarity: 0.91

Related Parent Nucleus of
[ 460087-82-5 ]

Other Aromatic Heterocycles

Chemical Structure| 885276-95-9

[ 885276-95-9 ]

Methyl 3-iodoimidazo[1,2-a]pyridine-8-carboxylate

Similarity: 0.99

Chemical Structure| 1262409-63-1

[ 1262409-63-1 ]

Ethyl 3-iodoimidazo[1,2-a]pyridine-8-carboxylate

Similarity: 0.96

Chemical Structure| 1009378-93-1

[ 1009378-93-1 ]

Methyl 3-iodoimidazo[1,2-a]pyridine-7-carboxylate

Similarity: 0.93

Chemical Structure| 1384429-70-2

[ 1384429-70-2 ]

3-Iodoimidazo[1,2-a]pyridine-6-carboxylic acid

Similarity: 0.92

Chemical Structure| 1384429-92-8

[ 1384429-92-8 ]

3-Iodoimidazo[1,2-a]pyridine-8-carboxylic acid

Similarity: 0.91