Structure of 14548-39-1
*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. : | 14548-39-1 |
Formula : | C9H7BrO |
M.W : | 211.06 |
SMILES Code : | C1=CC(=CC2=C1CCC2=O)Br |
MDL No. : | MFCD02179286 |
InChI Key : | SEQHEDQNODAFIU-UHFFFAOYSA-N |
Pubchem ID : | 139778 |
GHS Pictogram: |
![]() |
Signal Word: | Warning |
Hazard Statements: | H315-H319-H335 |
Precautionary Statements: | P261-P305+P351+P338 |
Num. heavy atoms | 11 |
Num. arom. heavy atoms | 6 |
Fraction Csp3 | 0.22 |
Num. rotatable bonds | 0 |
Num. H-bond acceptors | 1.0 |
Num. H-bond donors | 0.0 |
Molar Refractivity | 47.19 |
TPSA ? Topological Polar Surface Area: Calculated from |
17.07 Ų |
Log Po/w (iLOGP)? iLOGP: in-house physics-based method implemented from |
2.05 |
Log Po/w (XLOGP3)? XLOGP3: Atomistic and knowledge-based method calculated by |
2.36 |
Log Po/w (WLOGP)? WLOGP: Atomistic method implemented from |
2.58 |
Log Po/w (MLOGP)? MLOGP: Topological method implemented from |
2.42 |
Log Po/w (SILICOS-IT)? SILICOS-IT: Hybrid fragmental/topological method calculated by |
3.44 |
Consensus Log Po/w? Consensus Log Po/w: Average of all five predictions |
2.57 |
Log S (ESOL):? ESOL: Topological method implemented from |
-3.04 |
Solubility | 0.193 mg/ml ; 0.000914 mol/l |
Class? Solubility class: Log S scale |
Soluble |
Log S (Ali)? Ali: Topological method implemented from |
-2.36 |
Solubility | 0.924 mg/ml ; 0.00438 mol/l |
Class? Solubility class: Log S scale |
Soluble |
Log S (SILICOS-IT)? SILICOS-IT: Fragmental method calculated by |
-3.98 |
Solubility | 0.0224 mg/ml ; 0.000106 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 |
-5.91 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 |
0.0 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) |
1.72 |
* 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 |
---|---|---|
100% | With sodium tetrahydroborate; In ethanol; at 10 - 20℃; for 3h; | 168.8g compd. 6 and 650 ml of ethanol is added during the reaction of the bottle. Next, the water temperature is lower than 10 C, NaBH445g of small amounts of added. Next, raised in temperature to room temperature, the reaction solution is a 3-hour continuous agitation. After the reaction is completed, ethanol is removed, then the hydrolysis of 10% HCl 450 ml is added is in order. The mixture is extracted by dichlomethane, thereafter is washed with water, dried and then, the solvent is removed, 170g compd. 7 in which yield 100% (corallite solid). The reaction of the pathway of the following relationships. |
99% | With sodium borohydrid; In methanol; | Example 10 Part A, 6-Bromo-2,3-dihydro-1H-inden-1-ol To a solution of 6-bromo-1-indanone (prepared as described by Cornelius, Lyndon A. M. and Combs, Donald W. Synth. Commun. (1994), 24(19), 2777-88) (1.4 g, 6.57 mmol) in 20 mL of methanol was added sodium borohydride (0.087 g, 2.3 mmol) over a period of five minutes at room temperature. The reaction mixture was stirred for two hours at room temperature, concentrated under pressure and partitioned between ethyl acetate (50 mL) and 1N HCl (20 mL). The ethyl acetate layer was dried over sodium sulfate and concentrated under reduced pressure to yield the title compound as a solid (1.4 g, 99%). 1H NMR (CDCl3): delta 7.45 (s, 1H), 7.3 (d, 1H), 7.0 (d, 1H), 5.2 (t, 1H), 2.9 (m, 1H), 2.7 (m, 1H), 2.4 (m, 1H), 1.9 (m, 2H). |
99% | With methanol; sodium tetrahydroborate; at 20℃; for 2h;Inert atmosphere; | To a solution of 6-bromo-2,3-dihydro-1 H-inden-1 -one (5 g, 23.69 mmol) in methanol (50 mL) was added sodium borohydride (0.896 g, 23.69 mmol) under N2 protection. The reaction mixture was stirred for 2 h at ambient temperature. Then the solvent was removed by reduced pressure. The residue was dissolved inlOO mL of ethyl acetate and 20 mL of 1 N HCI. The organic layer was separated and the aqueous layer was extracted with EtOAc (3 x 30 mL). Thecombined organic layer was washed with brine (30 mL), dried over anhydrous Na2SO4 and concentrated to afford the title compound 6-bromo-2,3-dihydro-1 H-inden-1 -ol (5.0 g, 23.47 mmol, 99%). LC-MS m/z 195.0 (M-OH), 1.46 mm (ret. time). |
99% | With methanol; sodium tetrahydroborate; at 20℃; for 2h;Inert atmosphere; | To a solution of 6-bromo-2,3-dihydro-1H-inden-1-one (5 g, 23.69 mmol) in methanol (50 mL) was added sodium borohydride (0.896 g, 23.69 mmol) under N2 protection. The reaction mixture was stirred for 2 h at ambient temperature. Then the solvent was removed by reduced pressure. The residue was dissolved in100 mL of ethyl acetate and 20 mL of 1 N HCl. The organic layer was separated and the aqueous layer was extracted with EtOAc (3 x 30 mL). The combined organic layer was washed with brine (30 mL), dried over anhydrous Na2SO4 and concentrated to afford the title compound 6-bromo-2,3-dihydro-1H-inden-1-ol (5.0 g, 23.47 mmol, 99%). LC-MS m/z 195.0 (M-OH)+, 1.46 min (ret. time). |
97% | With methanol; sodium tetrahydroborate; at 20℃; for 2h;Inert atmosphere; | To a solution of 6-bromo-2,3-dihydro-1H-inden-1-one (5 g, 23.69 mmol) in methanol (100 mL) was added sodium borohydride (0.986 g, 26.1 mmol) under N2. The reaction mixturewas stirred at ambient temperature for 2 hrs. The solvent was removed by reducedpressure. The residue was re-dissolved in 100 mL of ethyl acetate and 20 mL of iN HCI.The organic layer was separated and the aqueous layer was extracted with ethyl acetate(3x). The combined organic layer was washed with brine and dried over anhydrous Na2SO4.After filtration and concentration, the title compound 6-bromo-2,3-dihydro-1 H-inden-1 -ol (4.9g, 23.0 mmol, 97%) was obtained and was carried over to next step without furtherpurification. LC-MS mlz 197.0 (M+H-18), 1.80 mm (ret. time) |
96% | With methanol; sodium tetrahydroborate; for 0.5h;Inert atmosphere; | Under N2 atmosphere, 6-bromo-1-indanone (1 mmol) was dissolved in MeOH (2.25 mL) and NaBH4 (1 mmol) was added in 3 portions, every 10 min. After 30 min, the solvent was evaporated and crude was dissolved in EtOAc (1 mL) and H2O (3 mL). The aqueous layer was extracted with EtOAc and the combined organic extracts were dried and concentrated to dryness to give pure alcohol in 96% yield. 1H-NMR (400MHz, CDCl3) delta ppm: 7.3-7.2 (m, 2H), 7.14 (dd, , J=8 and 2 Hz, 1H), 5.26 (t, J=6 Hz, 1H,), 3.09-3.01 (m, 1H), 2.87-2.80 (m, 1H), 2.62-2.54 (m, 1H), 2.03-1.96 (m, 1H). |
96% | With methanol; sodium tetrahydroborate; for 0.5h;Inert atmosphere; | Under N2 atmosphere, 6-bromo-1 -indanone (1 mmol) was dissolved in MeOH (2.25 mL) and NaBH4 (1 mmol) was added in 3 portions, every 10 min. After 30 min, the solvent was evaporated and crude was dissolved in EtOAc (1 mL) and H20 (3 mL). The aqueous layer was extracted with EtOAc and the combined organic extracts were dried and concentrated to dryness to give pure alcohol in 96% yield.1 H-NMR (400MHz, CDCI3) delta Dppm: 7.3-7.2 (m, 2H), 7.14 (dd, , J=8 and 2 Hz, 1 H), 5.26 (t, J=6 Hz, 1 H,), 3.09-3.01 (m, 1 H), 2.87-2.80 (m, 1 H), 2.62-2.54 (m, 1 H), 2.03- 1 .96 (m, 1 H). |
96% | With sodium tetrahydroborate; ethanol; at 20℃; for 12h; | EtOH (250 mL) containing indanone compound 12 (5.00 g, 23.7 mmol) NaBH4 (806 mg, 21.3 mmol) was added to the solution at ambient temperature.at ambient temperature.After stirring for 12 hours at the same temperature,The reaction mixture was quenched with saturated NH 4 Cl and then concentrated in vacuo. The residue was extracted with EtOAc.The combined organic layers were dried over MgSO 4 and concentrated in vacuo.The residue was purified by flash column chromatography on silica gel (EtOAc / n-hexane = 1: 4) to afford 4.86 g (96%) of compound 18 as a white solid. |
95% | With sodium tetrahydroborate; In methanol; at 20℃; for 2h; | To a solution of 6-bromoindan-1-one (Aldrich, cat No.597147: 250 mg, 1.2 mmol) in methanol (3 mL) was added sodium tetrahydroborate (49 mg, 1.3 mmol) in 2 portions. The reaction mixture was stirred at room temperature for 2 h leading to complete conversion. The solvent was removed and the residue was partitioned between water and EtOAc. The EtOAc layer was washed with brine, dried over sodium sulfate, and the solvent was removed to obtain 6-bromoindan-1-ol (racemic, 240 mg, 95%) which was used in the next step without further purification. LC-MS calculated for C9H8Br (M+H-H2O)+: m/z=195.0. found 195.0. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
0.628 g (86%) | In ethanol; water; | Step 1) Preparation of o-[(2,3-dihydro-6-bromoinden-3-ylidene)hydrazino]-benzoic acid To a solution of 6-bromoindanone (0.447 g, 2.12 mmol) [Adamczyk, M. et al. J. Org. Chem. 1984, 49, 4226-4237] in ethanol (100 mL) was added a solution of <strong>[33906-30-8]2-hydrazinobenzoic acid hydrochloride</strong> (0.800 g, 4.24 mmol) in deionized water (50 mL). The mixture was stirred for 1 h then cooled to 0 C. The precipitated hydrazone was vacuum filtered and dried in vacuo to afford 0.628 g (86%) of the title compound as a yellow solid: mp 186 C. (dec). |
A152552 [34598-49-7]
5-Bromo-2,3-dihydro-1H-inden-1-one
Similarity: 1.00
A104347 [32281-97-3]
7-Bromo-3,4-dihydronaphthalen-1(2H)-one
Similarity: 0.95
A254852 [66361-67-9]
6-Bromo-3,4-dihydronaphthalen-1(2H)-one
Similarity: 0.95
A170334 [2001-29-8]
1-(4-Bromophenyl)-2-phenylethanone
Similarity: 0.95
A107244 [1273655-83-6]
5-Bromo-6-methyl-2,3-dihydro-1H-inden-1-one
Similarity: 0.93
A152552 [34598-49-7]
5-Bromo-2,3-dihydro-1H-inden-1-one
Similarity: 1.00
A104347 [32281-97-3]
7-Bromo-3,4-dihydronaphthalen-1(2H)-one
Similarity: 0.95
A254852 [66361-67-9]
6-Bromo-3,4-dihydronaphthalen-1(2H)-one
Similarity: 0.95
A125755 [87779-78-0]
3-Bromo-6,7,8,9-tetrahydro-5H-benzo[7]annulen-5-one
Similarity: 0.95
A170334 [2001-29-8]
1-(4-Bromophenyl)-2-phenylethanone
Similarity: 0.95
A152552 [34598-49-7]
5-Bromo-2,3-dihydro-1H-inden-1-one
Similarity: 1.00
A104347 [32281-97-3]
7-Bromo-3,4-dihydronaphthalen-1(2H)-one
Similarity: 0.95
A254852 [66361-67-9]
6-Bromo-3,4-dihydronaphthalen-1(2H)-one
Similarity: 0.95
A125755 [87779-78-0]
3-Bromo-6,7,8,9-tetrahydro-5H-benzo[7]annulen-5-one
Similarity: 0.95
A170334 [2001-29-8]
1-(4-Bromophenyl)-2-phenylethanone
Similarity: 0.95