Structure of 4649-09-6
*Storage: {[sel_prStorage]}
*Shipping: {[sel_prShipping]}
The BI-3802 was designed by Boehringer Ingelheim and could be obtained free of charge through the Boehringer Ingelheim open innovation portal opnMe.com, associated with its negative control.
4.5
*For Research Use Only !
Change View
Size | Price | VIP Price | US Stock |
Global Stock |
In Stock | ||
{[ item.pr_size ]} |
Inquiry
{[ getRatePrice(item.pr_usd, 1,1,item.pr_is_large_size_no_price, item.pr_usd) ]} {[ getRatePrice(item.pr_usd,item.pr_rate,1,item.pr_is_large_size_no_price, item.discount_usd) ]} {[ getRatePrice(item.pr_usd, 1,1,item.pr_is_large_size_no_price, item.pr_usd) ]} |
Inquiry {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate,item.pr_is_large_size_no_price, item.vip_usd) ]} | Inquiry {[ item.pr_usastock ]} In Stock Inquiry - | {[ item.pr_chinastock ]} {[ item.pr_remark ]} In Stock 1-2 weeks - Inquiry - | Login | - + | Inquiry |
Please Login or Create an Account to: See VIP prices and availability
US Stock: ship in 0-1 business day
Global Stock: ship in 5-7 days
1-2weeks
Inquiry
{[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate,item.pr_is_large_size_no_price, item.vip_usd) ]}
{[ getRatePrice(item.pr_usd, 1,1,item.pr_is_large_size_no_price, item.pr_usd) ]}
{[ getRatePrice(item.pr_usd,1,item.mem_rate,item.pr_is_large_size_no_price, item.pr_usd) ]}
Inquiry
{[ getRatePrice(item.pr_usd,item.pr_rate,1,item.pr_is_large_size_no_price, item.vip_usd) ]}
{[ getRatePrice(item.pr_usd, 1,1,item.pr_is_large_size_no_price, item.pr_usd) ]}
{[ getRatePrice(item.pr_usd, 1,1,item.pr_is_large_size_no_price, item.pr_usd) ]}
In Stock
- +
Please Login or Create an Account to: See VIP prices and availability
US Stock: ship in 0-1 business day
Global Stock: ship in 2 weeks
Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.
Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.
Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.
Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.
Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.
CAS No. : | 4649-09-6 |
Formula : | C8H6N2O |
M.W : | 146.15 |
SMILES Code : | C2=C(C1=C(N=CC=C1)[NH]2)C=O |
MDL No. : | MFCD03407363 |
InChI Key : | KAIWRKYDYWYFIT-UHFFFAOYSA-N |
Pubchem ID : | 5372812 |
GHS Pictogram: |
![]() |
Signal Word: | Warning |
Hazard Statements: | H302-H315-H317-H319-H335 |
Precautionary Statements: | P261-P301+P312-P302+P352-P304+P340-P305+P351+P338 |
Num. heavy atoms | 11 |
Num. arom. heavy atoms | 9 |
Fraction Csp3 | 0.0 |
Num. rotatable bonds | 1 |
Num. H-bond acceptors | 2.0 |
Num. H-bond donors | 1.0 |
Molar Refractivity | 41.48 |
TPSA ? Topological Polar Surface Area: Calculated from |
45.75 Ų |
Log Po/w (iLOGP)? iLOGP: in-house physics-based method implemented from |
0.97 |
Log Po/w (XLOGP3)? XLOGP3: Atomistic and knowledge-based method calculated by |
0.77 |
Log Po/w (WLOGP)? WLOGP: Atomistic method implemented from |
1.38 |
Log Po/w (MLOGP)? MLOGP: Topological method implemented from |
0.35 |
Log Po/w (SILICOS-IT)? SILICOS-IT: Hybrid fragmental/topological method calculated by |
2.17 |
Consensus Log Po/w? Consensus Log Po/w: Average of all five predictions |
1.13 |
Log S (ESOL):? ESOL: Topological method implemented from |
-1.77 |
Solubility | 2.48 mg/ml ; 0.017 mol/l |
Class? Solubility class: Log S scale |
Very soluble |
Log S (Ali)? Ali: Topological method implemented from |
-1.31 |
Solubility | 7.14 mg/ml ; 0.0489 mol/l |
Class? Solubility class: Log S scale |
Very soluble |
Log S (SILICOS-IT)? SILICOS-IT: Fragmental method calculated by |
-2.84 |
Solubility | 0.213 mg/ml ; 0.00146 mol/l |
Class? Solubility class: Log S scale |
Soluble |
GI absorption? Gatrointestinal absorption: according to the white of the BOILED-Egg |
High |
BBB permeant? BBB permeation: according to the yolk of the BOILED-Egg |
Yes |
P-gp substrate? P-glycoprotein substrate: SVM model built on 1033 molecules (training set) |
No |
CYP1A2 inhibitor? Cytochrome P450 1A2 inhibitor: SVM model built on 9145 molecules (training set) |
Yes |
CYP2C19 inhibitor? Cytochrome P450 2C19 inhibitor: SVM model built on 9272 molecules (training set) |
No |
CYP2C9 inhibitor? Cytochrome P450 2C9 inhibitor: SVM model built on 5940 molecules (training set) |
No |
CYP2D6 inhibitor? Cytochrome P450 2D6 inhibitor: SVM model built on 3664 molecules (training set) |
No |
CYP3A4 inhibitor? Cytochrome P450 3A4 inhibitor: SVM model built on 7518 molecules (training set) |
No |
Log Kp (skin permeation)? Skin permeation: QSPR model implemented from |
-6.64 cm/s |
Lipinski? Lipinski (Pfizer) filter: implemented from |
0.0 |
Ghose? Ghose filter: implemented from |
None |
Veber? Veber (GSK) filter: implemented from |
0.0 |
Egan? Egan (Pharmacia) filter: implemented from |
0.0 |
Muegge? Muegge (Bayer) filter: implemented from |
1.0 |
Bioavailability Score? Abbott Bioavailability Score: Probability of F > 10% in rat |
0.55 |
PAINS? Pan Assay Interference Structures: implemented from |
0.0 alert |
Brenk? Structural Alert: implemented from |
1.0 alert: heavy_metal |
Leadlikeness? Leadlikeness: implemented from |
No; 1 violation:MW<1.0 |
Synthetic accessibility? Synthetic accessibility score: from 1 (very easy) to 10 (very difficult) |
1.18 |
* 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 |
---|---|---|
89% | With triethylamine;dmap; In dichloromethane; at 20℃; | A round-bottom flask was charged with Int-15 (6.6 g, 45 mmol), (BoC)2O (10.7 g, 50 mmol), 4-dimethylaminopyridine (55 mg, 0.45 mmol), triethylamine (13 g, 130 mmol), and DCM (50 mL). The mixture was stirred at room temperature overnight, concentrated to dryness, and purified by flash column chromatography to afford product Int-16 (9.8 g, 89%). |
82% | With dmap; In acetonitrile; at 20℃; for 6.5h; | To a suspension of 1H-pyrrolo[2,3-b]pyridine-3-carbaldehyde (304 mg, 2.08 mmol; commerciallyavailable from, for example, Enamine) and di-tett-butyl dicarbonate (0.580 mL, 2.50 mmol) inacetonitrile (5 mL) was added DMAP (28 mg, 0.23 mmol) and the reaction mixture stirred at rt under nitrogen for 6.5 h before being left to stand overnight. The reaction mixture was concentrated in vacuo to give a brown solid which was dissolved in dichloromethane (3 mL) and loaded onto a 25 g SNAP silica cartridge and purified by flash chromatography eluting with a gradient of 3O-5O% ethylacetate in cyclohexane. The required fractions were combined and concentrated in vacuo before the residue was dissolved in dichloromethane (6 mL), transferred to a tarred vial, concentrated under a stream of nitrogen and dried in vacuo to give a white solid; ter1butyl 3-formyl-1H-pyrrolo[2,3- b]pyridine-1-carboxylate (420.7 mg, 1.71 mmol, 82 % yield).LCMS (2 mm high pH) Rt = 0.97 mi m/z= 247 for [MH] |
With dmap; triethylamine; In acetonitrile; at 0 - 20℃; for 18.0h; | To an acetonitrile solution (0.2 M) of lH-pyrrolo[2,3-b]pyridine-3-carbaldehyde (1 eq.) was added triethylamine (1.05 eq.), DMAP (0.3 eq.) and di-tert-butyl carbonate (1.2 eq.) at 0 0C. The resulting mixture was allowed to warm slowly to RT over 18 h. The resulting mixture was then diluted with water and extracted with EtOAc. The combined organic extracts were washed further with sat. aq. NH4Cl, sat. aq. NaHCO3 and brine, dried over Na2SO4 and filtered. |
0.779 g | With dmap; In acetonitrile; at 20℃; | General procedure: To a solution of an appropriate indole, azaindole or alternative heterocycles (1.0 eq) and di-ferf-butyl dicarbonate (1eq. to 2 eq., more in particular 1.2 eq) in acetonitrile was added DMAP (0.1 to 0.5 eq. more in particular 0.1 eq). The reaction mixture was stirred overnight at room temperature. The reaction mixture was concentrated under reduced pressure. The residue was dissolved in dichloromethane and washed with a saturated sodium bicarbonate solution. The phases were separated. The aqueous phase was extracted with dichloromethane. The organic phases were combined, washed with a saturated ammonium chloride solution, water and brine, dried over magnesium sulfate, filtered and concentrated under reduced pressure. The BOC-protected compound was used in the next step without further purification. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
48% | With hydrogenchloride; In methanol; water; at 60 - 80℃; for 6h; | General procedure: To a solution of (7) 1-(1H-pyrrolo[2,3-b]pyridine-3-carbaldehyde (0.300g, 2.053mmol) in 32% aqueous HCl/methanol (1.5:1 v/v) (4.5ml/3 ml) was added a selected bicyclic scaffold (tetralone, indanone, 3-coumaranone, 4-chromanone and thiochroman-4-one) (2.053mmol) and the reaction was refluxed for at least 6h at 60-80C. The progress of the reaction was monitored by silica gel TLC with ethyl acetate as mobile phase. When the reaction reached completion, the target products were isolated by precipitation with ice-cold water, after which they were purified by recrystallisation with ethanol. |
A130950 [858275-30-6]
2-Methyl-1H-pyrrolo[2,3-b]pyridine-3-carbaldehyde
Similarity: 0.87
A208208 [32399-08-9]
2-(Methylamino)nicotinaldehyde
Similarity: 0.87
A130950 [858275-30-6]
2-Methyl-1H-pyrrolo[2,3-b]pyridine-3-carbaldehyde
Similarity: 0.87
A130950 [858275-30-6]
2-Methyl-1H-pyrrolo[2,3-b]pyridine-3-carbaldehyde
Similarity: 0.87
A208208 [32399-08-9]
2-(Methylamino)nicotinaldehyde
Similarity: 0.87
A125494 [83393-46-8]
1-(1H-Pyrrolo[2,3-b]pyridin-3-yl)ethanone
Similarity: 0.93
A130950 [858275-30-6]
2-Methyl-1H-pyrrolo[2,3-b]pyridine-3-carbaldehyde
Similarity: 0.87
A172730 [849067-90-9]
1H-Pyrrolo[2,3-b]pyridine-5-carbaldehyde
Similarity: 0.85
A130950 [858275-30-6]
2-Methyl-1H-pyrrolo[2,3-b]pyridine-3-carbaldehyde
Similarity: 0.87
A130950 [858275-30-6]
2-Methyl-1H-pyrrolo[2,3-b]pyridine-3-carbaldehyde
Similarity: 0.87