Purity | Size | Price | VIP Price | USA Stock *0-1 Day | Global Stock *5-7 Days | Quantity | |||||
{[ item.p_purity ]} | {[ item.pr_size ]} |
{[ getRatePrice(item.pr_usd, 1,1) ]} {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate) ]} |
{[ getRatePrice(item.pr_usd, 1,1) ]} | Inquiry {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate) ]} {[ getRatePrice(item.pr_usd,1,item.mem_rate) ]} | {[ item.pr_usastock ]} | Inquiry - | {[ item.pr_chinastock ]} | Inquiry - |
* Storage: {[proInfo.prStorage]}
CAS No. : | 351005-12-4 | MDL No. : | MFCD00666887 |
Formula : | C8H7BrO2S | Boiling Point : | - |
Linear Structure Formula : | - | InChI Key : | QRJKMGQWHAQEST-UHFFFAOYSA-N |
M.W : | 247.11 | Pubchem ID : | 288396 |
Synonyms : |
|
Num. heavy atoms : | 12 |
Num. arom. heavy atoms : | 6 |
Fraction Csp3 : | 0.25 |
Num. rotatable bonds : | 0 |
Num. H-bond acceptors : | 2.0 |
Num. H-bond donors : | 0.0 |
Molar Refractivity : | 50.92 |
TPSA : | 42.52 Ų |
GI absorption : | High |
BBB permeant : | Yes |
P-gp substrate : | No |
CYP1A2 inhibitor : | Yes |
CYP2C19 inhibitor : | No |
CYP2C9 inhibitor : | No |
CYP2D6 inhibitor : | No |
CYP3A4 inhibitor : | No |
Log Kp (skin permeation) : | -6.84 cm/s |
Log Po/w (iLOGP) : | 1.54 |
Log Po/w (XLOGP3) : | 1.36 |
Log Po/w (WLOGP) : | 2.65 |
Log Po/w (MLOGP) : | 1.93 |
Log Po/w (SILICOS-IT) : | 2.42 |
Consensus Log Po/w : | 1.98 |
Lipinski : | 0.0 |
Ghose : | None |
Veber : | 0.0 |
Egan : | 0.0 |
Muegge : | 0.0 |
Bioavailability Score : | 0.55 |
Log S (ESOL) : | -2.6 |
Solubility : | 0.622 mg/ml ; 0.00252 mol/l |
Class : | Soluble |
Log S (Ali) : | -1.86 |
Solubility : | 3.45 mg/ml ; 0.014 mol/l |
Class : | Very soluble |
Log S (SILICOS-IT) : | -3.73 |
Solubility : | 0.0459 mg/ml ; 0.000186 mol/l |
Class : | Soluble |
PAINS : | 0.0 alert |
Brenk : | 0.0 alert |
Leadlikeness : | 1.0 |
Synthetic accessibility : | 2.43 |
Signal Word: | Warning | Class: | N/A |
Precautionary Statements: | P280-P305+P351+P338 | UN#: | N/A |
Hazard Statements: | H302 | Packing Group: | N/A |
GHS Pictogram: |
* 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 |
---|---|---|
65% | Stage #1: With oxone In methanol at 0℃; for 2 h; Stage #2: With sodium hydrogen sulfite In methanol; water for 0.166667 h; Stage #3: With sodium hydrogencarbonate In methanol; water |
Dissolve 4-bromo-1, 2-bis-bromomethyl-benzene (J. Org. Chef., 1418-1421, 1985; 3.42 g, 9.96 mmol) in a 2 to 1 mixture of ethanol (EtOH) and THF (1196 mL) and heat the solution to 70°C with stirring. Add a solution of Na2S. 9H2O (2.63 g, 10.96 mmol) in water (40 mL), dropwise, over 10 hours using a syringe pump. Continue to heat and stir for another 10 hours. Cool to room temperature and remove the organic solvent under reduced pressure. Add water (200 mL) to the residue and extract the aqueous layer with EtOAc (3 x 200 mL). Combine the organic layers and dry with Na2S04, filter, concentrate and purify by flash column chromatography (silica gel, hexanes) to give 1.27 g of 5-bromo-1, 3-dihydro-benzo [c] thiophene (59percent). Dissolve 5-bromo-1, 3-dihydro-benzo [c] thiophene (1. 25 g, 5.79 mmol) in methanol (25 mL) and add oxone (10.7 g, 17. 4 mmol). Stir the reaction mixture for 2 hours at 0°C and then add a 1M aqueous sodium bisulfite solution (100 mL). Stir the reaction mixture for 10 minutes and add saturated NaHCO3 solution (200 mL). Extract the aqueous layer with CH2C12 (3 x 100 mL). Combine the organic layers and dry with Na2S04, filter, concentrate and purify by flash column chromatography (silica gel, 0-5percent MeOH/CH2Cl2) to give 930 mg of 5-bromo-1, 3-dihydro-benzo [c] thiophene 2, 2-dioxide (65percent). Dissolve 5-bromo-1, 3-dihydro-benzo [c] thiophene (860 mg, 3.50 mmol) and hexamethylditin (3 eq. ) in toluene and add tetrakis (tripheuylphosphine) palladium (0) (Pd (PPh3) 4, 0.1 eq. ). Flush the flask with N2 and then heat the mixture to 120°C with stirring. Continue to heat the mixture for 5 hours and then cool to room temperature. Add water (50 mL) and extract aqueous layer with EtOAc (3 x 50 mL). Combine the organic layers and dry with Na2SO4, filter, concentrate and purify by flash chromatography (silica gel, 10-30percent EtOAc/hexane) to give 1.22 g of the title compound (100percent). |
[ 25195-52-2 ]
1-Bromo-2-((methylsulfonyl)methyl)benzene
Similarity: 0.85
[ 53531-69-4 ]
(4-Bromophenyl)methanesulfonyl chloride
Similarity: 0.69
[ 83834-10-0 ]
3,7-Dibromodibenzo[b,d]thiophene
Similarity: 0.65
[ 702672-96-6 ]
2-Bromo-1-methyl-4-(methylsulfonyl)benzene
Similarity: 0.62
[ 118621-30-0 ]
2-(4-Bromophenyl)-5-phenylthiophene
Similarity: 0.61
[ 25195-52-2 ]
1-Bromo-2-((methylsulfonyl)methyl)benzene
Similarity: 0.85
[ 156867-56-0 ]
4-((Methylsulfonyl)methyl)benzaldehyde
Similarity: 0.64
[ 702672-96-6 ]
2-Bromo-1-methyl-4-(methylsulfonyl)benzene
Similarity: 0.62
[ 1187830-61-0 ]
4-Aminoisothiochroman 2,2-dioxide hydrochloride
Similarity: 0.60
[ 70399-02-9 ]
1-Bromo-4-(isopropylsulfonyl)benzene
Similarity: 0.59
[ 22964-00-7 ]
2-(5-Bromobenzo[b]thiophen-3-yl)ethanamine hydrochloride
Similarity: 0.54
[ 1034305-17-3 ]
2-(5-Bromo-2-fluorobenzyl)benzo[b]thiophene
Similarity: 0.54
[ 1190198-24-3 ]
6-Bromobenzo[b]thiophene-2-carbonitrile
Similarity: 0.53
[ 10243-15-9 ]
3-Bromo-2-methylbenzo[b]thiophene
Similarity: 0.52