Structure of 1000341-27-4
*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. : | 1000341-27-4 |
Formula : | C8H4F3IN2 |
M.W : | 312.03 |
SMILES Code : | FC(C1=CC2=C(C=C1)C(I)=NN2)(F)F |
MDL No. : | MFCD09263230 |
InChI Key : | ARPPCBLAYCXFHA-UHFFFAOYSA-N |
Pubchem ID : | 24729344 |
GHS Pictogram: |
![]() |
Signal Word: | Warning |
Hazard Statements: | H302-H315-H319-H335 |
Precautionary Statements: | P261-P305+P351+P338 |
Num. heavy atoms | 14 |
Num. arom. heavy atoms | 9 |
Fraction Csp3 | 0.12 |
Num. rotatable bonds | 1 |
Num. H-bond acceptors | 4.0 |
Num. H-bond donors | 1.0 |
Molar Refractivity | 53.81 |
TPSA ? Topological Polar Surface Area: Calculated from |
28.68 Ų |
Log Po/w (iLOGP)? iLOGP: in-house physics-based method implemented from |
1.52 |
Log Po/w (XLOGP3)? XLOGP3: Atomistic and knowledge-based method calculated by |
3.12 |
Log Po/w (WLOGP)? WLOGP: Atomistic method implemented from |
4.34 |
Log Po/w (MLOGP)? MLOGP: Topological method implemented from |
3.31 |
Log Po/w (SILICOS-IT)? SILICOS-IT: Hybrid fragmental/topological method calculated by |
3.94 |
Consensus Log Po/w? Consensus Log Po/w: Average of all five predictions |
3.25 |
Log S (ESOL):? ESOL: Topological method implemented from |
-4.15 |
Solubility | 0.0221 mg/ml ; 0.0000708 mol/l |
Class? Solubility class: Log S scale |
Moderately soluble |
Log S (Ali)? Ali: Topological method implemented from |
-3.39 |
Solubility | 0.127 mg/ml ; 0.000406 mol/l |
Class? Solubility class: Log S scale |
Soluble |
Log S (SILICOS-IT)? SILICOS-IT: Fragmental method calculated by |
-4.73 |
Solubility | 0.0058 mg/ml ; 0.0000186 mol/l |
Class? Solubility class: Log S scale |
Moderately 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 |
-5.99 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 |
0.0 |
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<0.0 |
Synthetic accessibility? Synthetic accessibility score: from 1 (very easy) to 10 (very difficult) |
2.01 |
* 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 |
---|---|---|
83% | With iodine; potassium hydroxide; In N,N-dimethyl-formamide; at 20.0℃; for 3.0h; | I2 (330 mg, 1.30 mmol, 2.0 eq.) was added to a stirred solution of 14 (121 mg, 0.65 mmol, 1.0 eq.) and KOH (73 mg, 1.30 mmol, 2.0 eq.) in DMF (6.5 mL) at rt. After stirring at rt for 3 h, the reaction mixture was quenched with sat Na2S2O3(aq) and extracted with EtOAc, dried over MgSO4, and evaporated in reduced pressure, to give the crude product. Purification with Yamazen automated chromatography with Hex:EtOAc = 9:1 as eluent to give 15 (169 mg, 83%) as a colourless solid, 1H NMR (300 MHz, CDCl3) delta 10.65 (1H, br s), 7.82 (1H, d, J = 3.0 Hz), 7.65 (1H, d, J = 9.0 Hz), 7.47 (1H, dd, J = 9.0, 0.5 Hz); MS (ESI) m/z 313 [(M + H)+], RT 4.46 min (condition B). |
With iodine; potassium hydroxide; In N,N-dimethyl-formamide; at 20.0℃; for 3.0h; | Reference Example 17; 6-Trifluoromethyl-3-iodo-1H-indazolePotassium hydroxide (73 mg, manufactured by Wako Pure Chemical Industries, Ltd.) and iodine (330 mg, manufactured by Kanto Chemical Co., Inc.) were added to a solution of 6-(trifluoromethyl)-1H-indazole (121 mg) synthesized according to the literature (Shoji, et al., Tetrahedron Lett., 2004, 45, 1769-1772) in N,N-dimethylformamide (6.5 mL, manufactured by Kanto Chemical Co., Inc.), and the mixture was stirred for 3 hours at room temperature. An aqueous solution of sodium thiosulfate (20 mL) was added to the reaction solution, and the mixture was extracted with ethyl acetate (3×20 mL), washed with brine (40 mL), and dried (MgSO4). The solvent was then evaporated. The resulting residue was purified by silica gel column chromatography (hexane:ethyl acetate=9:1), to give 169 mg of the title compound. LC-MS: HPLC retention time 4.46 minutes, m/z 313 (M+H), condition B-1. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
100% | With dmap; triethylamine; In dichloromethane; at 20.0℃; for 1.0h; | DMAP (33 mg, 0.271 mmol, 0.5 eq.) was added to a stirred solution of 15 (169 mg, 0.542 mmol, 1.0 eq.), Boc2O (237 mg, 1.08 mmol, 2.0 eq.) and Et3N (110 mg, 1.08 mmol, 2.0 eq.) in CH2Cl2 (5.4 mL) at rt. After stirring at rt for 1 h, the reaction mixture was quenched with water and extracted with EtOAc, dried over MgSO4, and evaporated in reduced pressure, to give the crude product. Purification with Yamazen automated chromatography with Hex:EtOAc = 9:1 as eluent to give ethyl ester product 16 (231 mg, quant) as a colourless solid, 1H NMR (300 MHz, CDCl3) delta 8.50 (1H, s), 7.63 (1H, d, J = 1.5 Hz), 7.62 (1H, d, J = 1.5 Hz), 1.74 (9H, s); MS (ESI) m/z 413 [(M + H)+], RT 5.00 min (condition B). |
With dmap; triethylamine; In dichloromethane; at 20.0℃; for 1.0h; | Reference Example 18; t-butyl 6-trifluoromethyl-3-iodo-1H-indazole-1-carboxylateTo a solution of the compound of Reference Example 17 (169 mg) in dichloromethane (5.4 mL, manufactured by Kanto Chemical Co., Inc.), dicarboxylic acid di-t-butyl ester (237 mg, manufactured by Wako Pure Chemical Industries, Ltd.), triethylamine (0.11 mL, manufactured by Wako Pure Chemical Industries, Ltd.) and dimethylaminopyridine (33 mg, manufactured by Tokyo Chemical Industry Co., Ltd.) were added, and the mixture was stirred for one hour at room temperature. Water (20 mL) was added to the reaction solution, and the mixture was extracted with chloroform (3×20 mL), washed with brine (40 mL), and dried (MgSO4). The solvent was then evaporated. The resulting residue was purified by silica gel column chromatography (hexane:ethyl acetate=7:3), to give 231 mg of the title compound. LC-MS: HPLC retention time 5.00 minutes, m/z 413 (M+H), condition B-1. | |
With dmap; triethylamine; at 20.0℃; | General procedure: 3-Iodo-1H-indazole (S1, 5.00 g, 19.5 mmol) was placed in a round-bottom flask and dissolved in tetrahydrofuran (100 mL). 4-Dimethylaminopyridine (0.24 g, 1.9 mmol, 0.1 equiv) was then added, followed by di-tert-butyl dicarbonate (5.4 mL, 24 mmol, 1.2 equiv). Triethylamine (5.4 mL, 39 mmol, 2.0 equiv) was slowly added to the clear, brown solution by syringe. The resulting solution was stirred at room temperature until it was complete as determined by TLC. The reaction was then diluted with water (75 mL) and ethyl acetate (50 mL). After separating the layers, the aqueous phase was extracted with additional ethyl acetate (3 × 50 mL). The combined organic layers were washed with brine (100 mL), then shaken over magnesium sulfate, filtered, and concentrated under reduced pressure to give the crude product. This material was purified by column chromatography over silica gel (hexanes/ethyl acetate: 100/0 to 90/10) to give the title compound as an orange solid (6.20 g, 93%). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
65% | With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium acetate; In 1,4-dioxane; water; at 100.0℃; for 16.0h;Inert atmosphere; | (1207) To the iodo compound 389 (30 mg, 0.16 mmol), in dioxanewater (31 ml), 3,4-dichloro phenyl boronic acid (37 mg, 0.19 mmol), sodium acetate (62 mg, 0.76 mmol) and PdCl2(dppf) (23 mg, 0.03 mmol) were added. Then the reaction mixture was heated to 100 C. for 16 h. Then reaction mixture was cooled and diluted with ethyl acetate. Organic layer was separated and washed with water, brine and dried. Crude residue was column chromatographed to yield 390 (3-(3,4-dichlorophenyl)-6-(trifluoromethyl)-1H-indazole) in 65% yield. 1H NMR (CDCl3): 10.41 (br s, 1H), 8.1 (m, 2H), 7.68-7.72 (m, 2H), 7.60 (m, 1H), 7.53 (d, 1H). Mass spectrum (ESI+): m/z=331 [M+1]. |
A285195 [887567-79-5]
4,6-Difluoro-3-iodo-1H-indazole
Similarity: 0.81
A162590 [885271-64-7]
5-(Trifluoromethyl)-1H-indazole
Similarity: 0.80
A114812 [887568-00-5]
6-Bromo-4-fluoro-3-iodo-1H-indazole
Similarity: 0.73
A249467 [633335-82-7]
5-Bromo-6-fluoro-3-iodo-1H-indazole
Similarity: 0.73
A162590 [885271-64-7]
5-(Trifluoromethyl)-1H-indazole
Similarity: 0.80
A101035 [885694-00-8]
7-(Trifluoromethyl)-1H-indazole
Similarity: 0.70
A160986 [1000341-21-8]
3-Bromo-6-(trifluoromethyl)-1H-indazole
Similarity: 0.70
A150803 [954239-22-6]
6-(Trifluoromethyl)-1H-indazole
Similarity: 0.69
A179394 [1428234-73-4]
4-Bromo-5-(trifluoromethyl)-1H-indazole
Similarity: 0.67
A285195 [887567-79-5]
4,6-Difluoro-3-iodo-1H-indazole
Similarity: 0.81
A162590 [885271-64-7]
5-(Trifluoromethyl)-1H-indazole
Similarity: 0.80