Structure of 10472-24-9
*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. : | 10472-24-9 |
Formula : | C7H10O3 |
M.W : | 142.15 |
SMILES Code : | O=C(C1C(CCC1)=O)OC |
MDL No. : | MFCD00001411 |
InChI Key : | PZBBESSUKAHBHD-UHFFFAOYSA-N |
Pubchem ID : | 66328 |
GHS Pictogram: |
![]() |
Signal Word: | Warning |
Hazard Statements: | H227-H315-H319-H335 |
Precautionary Statements: | P305+P351+P338 |
Num. heavy atoms | 10 |
Num. arom. heavy atoms | 0 |
Fraction Csp3 | 0.71 |
Num. rotatable bonds | 2 |
Num. H-bond acceptors | 3.0 |
Num. H-bond donors | 0.0 |
Molar Refractivity | 35.13 |
TPSA ? Topological Polar Surface Area: Calculated from |
43.37 Ų |
Log Po/w (iLOGP)? iLOGP: in-house physics-based method implemented from |
1.47 |
Log Po/w (XLOGP3)? XLOGP3: Atomistic and knowledge-based method calculated by |
0.52 |
Log Po/w (WLOGP)? WLOGP: Atomistic method implemented from |
0.53 |
Log Po/w (MLOGP)? MLOGP: Topological method implemented from |
0.25 |
Log Po/w (SILICOS-IT)? SILICOS-IT: Hybrid fragmental/topological method calculated by |
1.2 |
Consensus Log Po/w? Consensus Log Po/w: Average of all five predictions |
0.79 |
Log S (ESOL):? ESOL: Topological method implemented from |
-0.92 |
Solubility | 17.2 mg/ml ; 0.121 mol/l |
Class? Solubility class: Log S scale |
Very soluble |
Log S (Ali)? Ali: Topological method implemented from |
-1.0 |
Solubility | 14.2 mg/ml ; 0.0996 mol/l |
Class? Solubility class: Log S scale |
Very soluble |
Log S (SILICOS-IT)? SILICOS-IT: Fragmental method calculated by |
-0.98 |
Solubility | 15.0 mg/ml ; 0.105 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) |
No |
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 |
-6.8 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) |
2.05 |
* 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 |
---|---|---|
With diphenyl hydrogen phosphate; silver carbonate; In hexane; at 40℃; for 16.0h; | General procedure: A dry single-necked flask was charged with 2-alkynylaldehyde 1 (0.4 mmol, 1 equiv), ketone 2 (0.8 mmol, 2 equiv), and diphenylphosphate (10 mg, 0.04 mmol, 10 mol %) in hexane (2.4 mL), and silver carbonate (2.75 mg 0.01 mmol, 2.5 mol%) was added. The mixture was heated to 40 C and stirred until the 2-alkynylaldehyde was completely consumed (progress of the reaction was monitored by TLC). The hexane was evaporated and the mixture was diluted in EtOAc (50 mL) and washed three times with water. The organic layer was dried over anhydrous Na2SO4 and filtered. After evaporating the EtOAc, the crude product was dissolved in dichloromethane and purified by column chromatography (silica gel; pentane/EtOAc, 96:4) to give pure 1H-isochromenes 3 as yellow oils or as colorless solids. In the case of phenylacetone and 2-phenylcyclohexanone as ketone nucleophiles, the crude product was directly purified by flash chromatography on silica gel. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
100% | 2-Bromo-3-chloroaniline (600 g, 2.91 mol) and concentrated aqueous HCI (1500 mL, 49.4 mol) in water (1500 mL) were placed into a 4-necked RBF. The mixture was stirred overnight to give a solution. A solution of NaN02 (212 g, 3.07 mol) in water (720 mL) was added dropwise with stirring at 0-5 C. After 1.5 h, a solution of KOAc (4020 g, 40.9 mol) in water (6000 mL) and methyl 2-oxocyclopentane-1 -carboxylate (420 g, 2.95 mol) was added dropwise with stirring at 0-5 C. The resulting solution was stirred at 0-5 C for 0.5 h then for 2 h at RT. The solution was then extracted with 2 x10 L of DCM. The combined organic phases were washed with 1 x 5 L of brine. The solution was dried over anhydrous Na2S04 and concentrated to yield methyl 1-((2-bromo-3-chlorophenyl)diazenyl)-2-oxocyclopentane-1 -carboxylate (1070 g, 100%, 97 wt%). | |
100% | 2-Bromo-3-chloroaniline (600 g, 2.91 mol) and concentrated aqueous HCI (1500 mL, 49.4 mol) in water (1500 mL) were placed into a 4-necked RBF. The mixture was stirred overnight to give a solution. A solution of NaN02 (212 g, 3.07 mol) in water (720 mL) was added dropwise with stirring at 0-5 C. After 1 .5 h, a solution of KOAc (4020 g, 40.9 mol) in water (6000 mL) and methyl 2-oxocyclopentane-1 -carboxylate (420 g, 2.95 mol) was added dropwise with stirring at 0-5 C. The resulting solution was stirred at 0-5 C for 0.5 h then for 2 h at RT. The solution was then extracted with 2 x10 L of DCM. The combined organic phases were washed with 1 x 5 L of brine. The solution was dried over anhydrous ^SC and concentrated to yield methyl 1 -((2-bromo-3-chlorophenyl)diazenyl)-2-oxocyclopentane-1 -carboxylate (1070 g, 100%, 97 wt%). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
82% | A mixture of <strong>[96558-73-5]2-bromo-3-chloroaniline</strong> (2.00 kg, 9.69 mol), hydrochloric acid (36 wt%, 4.85 L, 58.1 mol) and water (5 L) was stirred for 1 h. The resulting solution was cooled to 0 C, then a solution of NaNC>2 (702 g, 10.2 mol) in water (2.4 L) was gradually added over 1 h at 0-5C. After stirring for 1 h, methyl 2-oxocyclopentane-1 -carboxylate (1.38 kg, 9.69 mol) was gradually added at 0-5C. Then a solution of KOAc (13.3 kg, 136 mol) in water (20 L) was added gradually. The resulting solution was allowed to react for an additional 45 min at 0-5 C. The solution was then extracted three times with DCM (12 L per extraction). The combined organic extracts were washed with brine (10 L) and then charged to another reactor containing a solution of cone, sulfuric acid (4.75 kg, 48.5 mol) in MeOH (3.1 kg). The resulting solution was allowed to react for 3 h at 10-20 C. The solution was concentrated to about 8 L and then two cycles of adding MeOH (18 L per cycle) and distilling off solvent (18 L per cycle) under reduced pressure were completed. The resulting slurry was cooled to 0-10 C, stirred for 1 h and then filtered. The solid was washed with MeOH (2 x 2 L) and then dried in an oven under reduced pressure to give (E/Z)-dimethyl 2-(2-(2-bromo-3-chlorophenyl)hydrazono)hexanedioate, (0229) (Intermediate 1 , 3.3 kg, 94 wt%, 82%); m/z (ES+), [M+H]+ = 391. NMR (500 MHz, (0230) CHLOROFORM-d, 27C) delta 1.98 (m, 2H), 2.41 (t, 2H), 2.59 (t, 2H), 3.66 (s, 3H), 3.87 (s, 3H), 7.05 (dd, 1 H), 7.17 - 7.23 (m, 1 H), 7.49 (dd, 1 H), 12.48 (bs, 1 H). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
76% | With silica gel; In neat (no solvent); at 20℃; | General procedure: To a mixture of 1 (621 muL, 0.711 g, 5 mmol) and SiO2 (7.11 g, 10 g per 1 g of 1), was added corresponding amines 2a-z (1.0 equiv) dropwise while stirring at rt. The resulting solid mixture was typically stirred for 1 h to overnight at rt. Upon complete consumption of starting material based on LCMS analysis, the solid mixture was purified by silica gel column chromatography to give the desired products 3a-z upon drying under vacuum (Table 1). |
A403445 [52784-32-4]
Methyl 2-Oxo-1-cycloheptanecarboxylate
Similarity: 0.97
A166152 [611-10-9]
Ethyl 2-oxocyclopentanecarboxylate
Similarity: 0.94
A125049 [6289-46-9]
Dimethyl 2,5-dioxocyclohexane-1,4-dicarboxylate
Similarity: 0.94
A153451 [41302-34-5]
Methyl 2-oxocyclohexanecarboxylate
Similarity: 0.94
A192505 [28269-03-6]
(1R,2R)-rel-Dimethyl 4-oxocyclopentane-1,2-dicarboxylate
Similarity: 0.93
A403445 [52784-32-4]
Methyl 2-Oxo-1-cycloheptanecarboxylate
Similarity: 0.97
A166152 [611-10-9]
Ethyl 2-oxocyclopentanecarboxylate
Similarity: 0.94
A125049 [6289-46-9]
Dimethyl 2,5-dioxocyclohexane-1,4-dicarboxylate
Similarity: 0.94
A153451 [41302-34-5]
Methyl 2-oxocyclohexanecarboxylate
Similarity: 0.94
A403445 [52784-32-4]
Methyl 2-Oxo-1-cycloheptanecarboxylate
Similarity: 0.97
A166152 [611-10-9]
Ethyl 2-oxocyclopentanecarboxylate
Similarity: 0.94
A125049 [6289-46-9]
Dimethyl 2,5-dioxocyclohexane-1,4-dicarboxylate
Similarity: 0.94
A153451 [41302-34-5]
Methyl 2-oxocyclohexanecarboxylate
Similarity: 0.94