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. : | 73087-83-9 | MDL No. : | MFCD12024284 |
Formula : | C18H10Br3N | Boiling Point : | - |
Linear Structure Formula : | - | InChI Key : | NRTDFHUSNYJENJ-UHFFFAOYSA-N |
M.W : | 479.99 | Pubchem ID : | 11059889 |
Synonyms : |
|
Num. heavy atoms : | 22 |
Num. arom. heavy atoms : | 19 |
Fraction Csp3 : | 0.0 |
Num. rotatable bonds : | 1 |
Num. H-bond acceptors : | 0.0 |
Num. H-bond donors : | 0.0 |
Molar Refractivity : | 103.88 |
TPSA : | 4.93 Ų |
GI absorption : | Low |
BBB permeant : | No |
P-gp substrate : | Yes |
CYP1A2 inhibitor : | Yes |
CYP2C19 inhibitor : | No |
CYP2C9 inhibitor : | No |
CYP2D6 inhibitor : | No |
CYP3A4 inhibitor : | No |
Log Kp (skin permeation) : | -4.21 cm/s |
Log Po/w (iLOGP) : | 4.05 |
Log Po/w (XLOGP3) : | 7.07 |
Log Po/w (WLOGP) : | 7.07 |
Log Po/w (MLOGP) : | 6.21 |
Log Po/w (SILICOS-IT) : | 6.04 |
Consensus Log Po/w : | 6.09 |
Lipinski : | 1.0 |
Ghose : | None |
Veber : | 0.0 |
Egan : | 1.0 |
Muegge : | 2.0 |
Bioavailability Score : | 0.55 |
Log S (ESOL) : | -7.84 |
Solubility : | 0.00000689 mg/ml ; 0.0000000144 mol/l |
Class : | Poorly soluble |
Log S (Ali) : | -6.99 |
Solubility : | 0.000049 mg/ml ; 0.000000102 mol/l |
Class : | Poorly soluble |
Log S (SILICOS-IT) : | -9.05 |
Solubility : | 0.000000428 mg/ml ; 0.0000000009 mol/l |
Class : | Poorly soluble |
PAINS : | 0.0 alert |
Brenk : | 0.0 alert |
Leadlikeness : | 2.0 |
Synthetic accessibility : | 1.85 |
Signal Word: | Warning | Class: | N/A |
Precautionary Statements: | P261-P280-P305+P351+P338 | UN#: | N/A |
Hazard Statements: | H302-H315-H319-H332-H335 | 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 |
---|---|---|
88% | With N-Bromosuccinimide In N,N-dimethyl-formamide at 20℃; for 3 h; | To a 100 mL round bottom flask was added 1.61 g (5 mmol) of 9-(4-bromophenyl)carbazole and 20 mL of DMF at room temperature. A solution of 1.78 g (10 mmll) of N-bromosuccinimide in DMF was added dropwise with a constant pressure dropping funnel. he reaction mixture was stirred at room temperature for 3 h, poured in ice water, precipitated a large amount of white precipitate. the resulting white solid was purified by silica gel column (petroleum ether) to give 3,6-dibromo-9-(4-bromophenyl)carbazole in 88percent yield. |
78% | With N-Bromosuccinimide In dichloromethane at 0℃; for 6 h; Darkness | Compound 2 (3.0 g, 0.09 mol) was dissolved in dichloromethane (50 mL) in a three-necked round-bottom flask fitted with a magnetic stirrer. NBS (in dichloromethane, 4.10 g, 0.023 mol) was added dropwise from a dropping funnel at 0 °C and in the darkness. After the addition was completed, the reaction mixture was stirred for 6 h. It was quenched with water and extracted 3 times with dichloromethane. The organic layer was evaporated under reduced pressure. The residue was purified by silica gel chromatography with petroleum ether/dichloromethane (10:1) as the eluent to afford a gossypine solid (16) (3.37 g, 78.0percent). Mp: 195–199 °C; Anal. calcd. for C18H10Br3N (percent): C, 45.05; H, 2.10; N, 2.92. Found: C, 45.24; H, 2.25; N, 2.67. |
61% | With N-Bromosuccinimide; acetic acid In chloroform at 0 - 20℃; for 10 h; | The compound (1)[9- (4-bromo-phenyl) -9H-carbazole] [9- (4-bromo-phenyl) -9H-(10 g, 31 mmol) was dissolved in chloroform (90 ml) and acetic acid (90 ml) was added. N-bromosuccinimide (11.6 g, 65 mmol) was added in small portions at 0 ° C. After the temperature was raised to room temperature, the reaction was allowed to proceed for 10 hours. The solid formed in the reaction was then filtered. The resulting solid was dissolved in a small amount of toluene, and the mixture was allowed to stand at 0 for 3 days to obtain only a needle-like white solid to obtain an intermediate compound (2) (9.1 g, 61percent). |
55% | With N-Bromosuccinimide In N,N-dimethyl-formamide at 20℃; for 3 h; | Preparation of 3,6-dibromo-9-(4-bromophenyl)-9H-carbazole (0320) To a solution of 9-(4-bromophenyl)-9H-carbazole (0.1 g, 0.31 mmol, 1 eq.) in DMF (3.5 mL), N-Bromosuccinimide (0.12 g, 0.69 mmol, 2.2 eq.) in DMF (3.5 mL) was added dropwise and the mixture was allowed to stir at room temperature for 3 hours. Water was then added to give white precipitate which was recrystallized with hexane to yield white solids (0.082 g, 55percent). (0321) 1H NMR (CDCl3, 400 MHz) δ 7.20 (d, 2H, J=8.5 Hz), 7.37 (d, 2H, J=8.6 Hz), 7.50 (dd, 2H, J=1.9, 8.7 Hz), 7.73 (d, 2H, J=8.5 Hz). 13C NMR (100 MHz, CDCl3) δ 139.8, 136.0, 133.5, 129.7, 128.7, 124.2, 123.5, 121.9, 113.5, 111.4. HRMS (TOF MS ES+): calcd for C18H10 Br3N [M]+ 478.8338. found 478.8349. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
75% | With copper(l) iodide; caesium carbonate In N,N-dimethyl-formamide at 220℃; for 0.5 h; Microwave irradiation | General procedure: 9H-Carbazole (1.0 mmol), Cs2CO3 (1.0 mmol), iodobenzene (1.1 mmol), CuI (0.1 mmol), and DMF (2 mL) were added to a 5-mL vial. The vial was sealed with a crimp cap and placed in a Biotage initiator microwave cavity. After irradiation at 220 °C for the appropriate time and subsequent cooling, the reaction mixture was diluted with saturated aqueous ammonium chloride. Products were isolated by extraction into ethyl acetate. The organic layer was dried over anhydrous magnesium sulfate, filtered, and concentrated. Products were purified by silica gel column chromatography using a hexane/ethyl acetate solvent. N-Phenyl-carbazole (2a)22 was obtained (96percent yield) as a white solid. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
66% | With caesium carbonate In N,N-dimethyl-formamide at 150℃; for 24 h; | General procedure: A mixture of a fluorinated aryl halide (2.0 mmol), a carbazole (0.5 mmol), and a base (2.0 mmol) in solvent (2 mL) was allowed to react under air atmosphere. The reaction mixture was heated to the specified temperature for 24 h. After reaction completion, the mixture was added to brine (15 mL) and extracted with CH2Cl2 (3 × 15 mL). The combined extract was concentrated under reduced pressure and the product was isolated by short chromatography on a silica gel (200–300 mesh) column. |
[ 750573-26-3 ]
9-(3,5-Dibromophenyl)-9H-carbazole
Similarity: 0.96
[ 1259224-11-7 ]
5-Bromo-2,3-diphenyl-1H-indole
Similarity: 0.84
[ 287976-94-7 ]
4-Bromo-N-(4-bromophenyl)-N-(4-(sec-butyl)phenyl)aniline
Similarity: 0.84
[ 301353-96-8 ]
1-(3,6-Dibromo-9H-carbazol-9-yl)-3-(phenylamino)propan-2-ol
Similarity: 0.84
[ 10075-49-7 ]
5-Bromo-1,3-dimethyl-1H-indole
Similarity: 0.98
[ 750573-26-3 ]
9-(3,5-Dibromophenyl)-9H-carbazole
Similarity: 0.96
[ 4583-55-5 ]
5-Bromo-2,3-dimethyl-1H-indole
Similarity: 0.94
[ 750573-26-3 ]
9-(3,5-Dibromophenyl)-9H-carbazole
Similarity: 0.96
[ 301353-96-8 ]
1-(3,6-Dibromo-9H-carbazol-9-yl)-3-(phenylamino)propan-2-ol
Similarity: 0.84