Structure of 659-28-9
*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. : | 659-28-9 |
Formula : | C8H5F3O2 |
M.W : | 190.12 |
SMILES Code : | C1=C(C=CC(=C1)OC(F)(F)F)C=O |
MDL No. : | MFCD00041530 |
InChI Key : | XQNVDQZWOBPLQZ-UHFFFAOYSA-N |
Pubchem ID : | 69573 |
GHS Pictogram: |
![]() |
Signal Word: | Warning |
Hazard Statements: | H315-H319-H335 |
Precautionary Statements: | P261-P305+P351+P338 |
Num. heavy atoms | 13 |
Num. arom. heavy atoms | 6 |
Fraction Csp3 | 0.12 |
Num. rotatable bonds | 3 |
Num. H-bond acceptors | 5.0 |
Num. H-bond donors | 0.0 |
Molar Refractivity | 38.51 |
TPSA ? Topological Polar Surface Area: Calculated from |
26.3 Ų |
Log Po/w (iLOGP)? iLOGP: in-house physics-based method implemented from |
1.74 |
Log Po/w (XLOGP3)? XLOGP3: Atomistic and knowledge-based method calculated by |
2.97 |
Log Po/w (WLOGP)? WLOGP: Atomistic method implemented from |
3.66 |
Log Po/w (MLOGP)? MLOGP: Topological method implemented from |
1.59 |
Log Po/w (SILICOS-IT)? SILICOS-IT: Hybrid fragmental/topological method calculated by |
2.54 |
Consensus Log Po/w? Consensus Log Po/w: Average of all five predictions |
2.5 |
Log S (ESOL):? ESOL: Topological method implemented from |
-3.03 |
Solubility | 0.176 mg/ml ; 0.000926 mol/l |
Class? Solubility class: Log S scale |
Soluble |
Log S (Ali)? Ali: Topological method implemented from |
-3.19 |
Solubility | 0.124 mg/ml ; 0.000652 mol/l |
Class? Solubility class: Log S scale |
Soluble |
Log S (SILICOS-IT)? SILICOS-IT: Fragmental method calculated by |
-2.98 |
Solubility | 0.201 mg/ml ; 0.00106 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 |
-5.35 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) |
1.16 |
* 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 |
---|---|---|
62% | Preparation of Sch 425084 Compound 29. To a solution of N,N,N-Trimethylethylenediamine (1.2 mL, 8.6 mmol) in THF (8 mL) at -20 C. was added n-BuLi (1.6 M, 5.4 mL, 8.6 mmol) dropwise. After 15 min 4-trifluoromethoxybenzaldehyde (1.5 g, 7.8 mmol) in THF (8 mL) was added. The mixture was stirred for 15 minutes and additional n-BuLi (1.6M, 14.6 mL, 23 mmol) was added. The reaction mixture was stirred at -20 C. for 1 h, then placed in the freezer at -20 C. for 20 h. The mixture was cooled to -40 C, and a solution of bis(2-fluorophenyl)disulfide (4.0 g, 15.7 mmoles) in 30 mL THF was added. The reaction mixture was stirred at -35 C. for 3 h. The reaction mixture was poured into 0.5 N HCl and extracted with EtOAc. The organic layer was washed with water and brine, dried over Na2SO4, filtered and concentrated to an oil. Purification by sgc (3percent EtOAc/hexanes) gave 1.55 g (62percent) of Compound 29 as a solid. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
85% | With piperidine; pyridine; for 3h;Heating / reflux; | A mixture of 5.00 g (3.80 ml, 26.3 mmol) 4-Trifluoromethoxy-benzaldehyde, 3.10 g (30.0 mmol) malonic acid, 0.26 g (3.0 mmol) piperidine and 15.0 ml pyridine was kept at reflux temperature until carbon dioxide development ceased (3 h). After cooling to room temperature the reaction mixture was poured onto 50 g ice and 15 ml 6N HCI. The precipitate was isolated, washed with water and dried. Yield: 5.20 g (85%) 3- (4-TRIFLUOROMETHOXY-PHENYL)-ACRYLIC acid. LH-NMR (400MHZ, D6-DMSO) : 8= 6. 57 (d, 1H, 2-H), 7.40 (d, 2H, 3'-/5'-H), 7.62 (d, 1H, 3-H), 7.84 (d, 2H, 2'-/6'-H), 12.5 (br, 1H, COOH). |
85% | With piperidine; In pyridine; for 3h;Heating / reflux; | A mixture of 5.00 g (3.80 ml, 26.3 mmol) 4-trifluoromethoxy-benzaldehyde, 3.10 g (30.0 mmol) malonic acid, 0.26 g (3.0 mmol) piperidine and 15.0 ml pyridine was kept at reflux temperature until carbon dioxide development ceased (3 h). After cooling to room temperature the reaction mixture was poured onto 50 g ice and 15 ml 6N HCl. The precipitate was isolated, washed with water and dried. Yield: 5.20 g (85%) 3-(4-Trifluoromethoxy-phenyl)-acrylic acid. 1H-NMR(400 MHz, D6-DMSO): delta=6.57(d, 1H, 2-H), 7.40(d, 2H, 3'-/5'-H), 7.62(d, 1H, 3-H), 7.84(d, 2H, 2'-/6'-H), 12.5(br, 1H, COOH). |
85% | With piperidine; In pyridine; for 3h;Heating / reflux; | A mixture of 5.00 g (3.80 ml, 26.3 mmol) 4-trifluoromethoxy-benzaldehyde, 3.10 g (30.0 mmol) malonic acid, 0.26 g (3.0 mmol) piperidine and 15.0 ml pyridine was kept at reflux temperature until carbon dioxide development ceased (3 h). After cooling to room temperature the reaction mixture was poured onto 50 g ice and 15 ml 6N HCl. The precipitate was isolated, washed with water and dried. Yield: 5.20 g (85%) 3-(4-Trifluoromethoxy-phenyl)-acrylic acid. 1H-NMR(400 MHz, D6-DMSO): delta=6.57(d, 1H, 2-H), 7.40(d, 2H, 3'-/5'-H), 7.62(d, 1H, 3-H), 7.84(d, 2H, 2'-/6'-H), 12.5(br, 1H, COOH). |
A solution of 4-trifluoromethoxybenzaldehyde (26.3 mmol), malonic acid (5.6 g, 53.8 mmol) and piperidine (0.265 mL, 2.7 mmol) in pyridine (15 mL) was heated to 70 C. for 18 h. Water (200 mL) was added to the reaction solution. The mixture was acidified to pH 4 using concentrated hydrochloric acid. The solution was filtered. The solid was washed with water. The solid was dried in vacuo to give the title Compound 4a (1.2 g). 1H-NMR (d6-DMSO) delta (ppm): 6.80 (d, J=16.02 Hz, 1H), 6.72 (m, 2H), 6.38 (m, 2H), 5.55 (d, J=16.00 Hz, 1H). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
85% | With sulfuric acid; acetic acid; at 30℃; for 3h; | Step 1 : 7-bromo-3-[[4-(trifluoromethoxy)phenyl]methylene]chroman-4-one To a stirred solution of <strong>[18442-22-3]7-bromochromane-4-one</strong> (1.8 g, 7.9 mmol) in Acetic acid (10 mL) at 0C was added 4-(trifluoromethoxy) benzaldehyde (1 .2 mL, 8.5 mmol) and con. sulfuric acid (5 mL). The mixture was stirred at 30C for 3 h and subsequently diluted with water and neutralized with solid NaHC03. The mixture was extracted with EtOAc ( 2 X 20 mL) and the organic layer was dried over Sodium sulfate and evapo- rated under vacuum to afford 7-bromo-3-[[4- (trifluoromethoxy)phenyl]methylene]chroman-4-one (2.7 g, 85%). 1H NMR (CDCI3): 7.78-7.83 (2H, m), 7.13-7.30 (m, 6H), 5.28 (2 H, d, J = 1 .8Hz). |
A104710 [52771-21-8]
3-(Trifluoromethoxy)benzaldehyde
Similarity: 1.00
A189059 [73960-07-3]
4-(Difluoromethoxy)benzaldehyde
Similarity: 0.96
A236842 [886503-52-2]
4-Methoxy-2-(trifluoromethoxy)benzaldehyde
Similarity: 0.94
A336387 [93249-62-8]
2-Hydroxy-5-(trifluoromethoxy)benzaldehyde
Similarity: 0.94
A322316 [85684-61-3]
3-(Difluoromethoxy)benzaldehyde
Similarity: 0.94
A104710 [52771-21-8]
3-(Trifluoromethoxy)benzaldehyde
Similarity: 1.00
A189059 [73960-07-3]
4-(Difluoromethoxy)benzaldehyde
Similarity: 0.96
A236842 [886503-52-2]
4-Methoxy-2-(trifluoromethoxy)benzaldehyde
Similarity: 0.94
A336387 [93249-62-8]
2-Hydroxy-5-(trifluoromethoxy)benzaldehyde
Similarity: 0.94
A322316 [85684-61-3]
3-(Difluoromethoxy)benzaldehyde
Similarity: 0.94
A104710 [52771-21-8]
3-(Trifluoromethoxy)benzaldehyde
Similarity: 1.00
A189059 [73960-07-3]
4-(Difluoromethoxy)benzaldehyde
Similarity: 0.96
A236842 [886503-52-2]
4-Methoxy-2-(trifluoromethoxy)benzaldehyde
Similarity: 0.94
A336387 [93249-62-8]
2-Hydroxy-5-(trifluoromethoxy)benzaldehyde
Similarity: 0.94
A322316 [85684-61-3]
3-(Difluoromethoxy)benzaldehyde
Similarity: 0.94
A104710 [52771-21-8]
3-(Trifluoromethoxy)benzaldehyde
Similarity: 1.00
A189059 [73960-07-3]
4-(Difluoromethoxy)benzaldehyde
Similarity: 0.96
A236842 [886503-52-2]
4-Methoxy-2-(trifluoromethoxy)benzaldehyde
Similarity: 0.94
A336387 [93249-62-8]
2-Hydroxy-5-(trifluoromethoxy)benzaldehyde
Similarity: 0.94
A322316 [85684-61-3]
3-(Difluoromethoxy)benzaldehyde
Similarity: 0.94
A104710 [52771-21-8]
3-(Trifluoromethoxy)benzaldehyde
Similarity: 1.00
A236842 [886503-52-2]
4-Methoxy-2-(trifluoromethoxy)benzaldehyde
Similarity: 0.94
A336387 [93249-62-8]
2-Hydroxy-5-(trifluoromethoxy)benzaldehyde
Similarity: 0.94
A199511 [94651-33-9]
2-(Trifluoromethoxy)benzaldehyde
Similarity: 0.92
A421321 [85013-98-5]
1-(4-(Trifluoromethoxy)phenyl)ethanone
Similarity: 0.92