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. : | 327021-88-5 | MDL No. : | MFCD29761255 |
Formula : | C11H10BrN | Boiling Point : | - |
Linear Structure Formula : | - | InChI Key : | JCEVVEDOCLAFTJ-UHFFFAOYSA-N |
M.W : | 236.11 | Pubchem ID : | 20637256 |
Synonyms : |
|
Num. heavy atoms : | 13 |
Num. arom. heavy atoms : | 9 |
Fraction Csp3 : | 0.27 |
Num. rotatable bonds : | 0 |
Num. H-bond acceptors : | 0.0 |
Num. H-bond donors : | 1.0 |
Molar Refractivity : | 58.62 |
TPSA : | 15.79 Ų |
GI absorption : | High |
BBB permeant : | Yes |
P-gp substrate : | Yes |
CYP1A2 inhibitor : | Yes |
CYP2C19 inhibitor : | Yes |
CYP2C9 inhibitor : | No |
CYP2D6 inhibitor : | No |
CYP3A4 inhibitor : | No |
Log Kp (skin permeation) : | -5.3 cm/s |
Log Po/w (iLOGP) : | 2.36 |
Log Po/w (XLOGP3) : | 3.43 |
Log Po/w (WLOGP) : | 3.42 |
Log Po/w (MLOGP) : | 3.17 |
Log Po/w (SILICOS-IT) : | 4.37 |
Consensus Log Po/w : | 3.35 |
Lipinski : | 0.0 |
Ghose : | None |
Veber : | 0.0 |
Egan : | 0.0 |
Muegge : | 1.0 |
Bioavailability Score : | 0.55 |
Log S (ESOL) : | -3.98 |
Solubility : | 0.0249 mg/ml ; 0.000105 mol/l |
Class : | Soluble |
Log S (Ali) : | -3.44 |
Solubility : | 0.0853 mg/ml ; 0.000361 mol/l |
Class : | Soluble |
Log S (SILICOS-IT) : | -4.97 |
Solubility : | 0.00252 mg/ml ; 0.0000107 mol/l |
Class : | Moderately soluble |
PAINS : | 1.0 alert |
Brenk : | 0.0 alert |
Leadlikeness : | 1.0 |
Synthetic accessibility : | 1.99 |
Signal Word: | Warning | Class: | N/A |
Precautionary Statements: | P264-P280-P302+P352-P305+P351+P338-P332+P313-P337+P313-P362 | UN#: | N/A |
Hazard Statements: | H315-H319 | 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 |
---|---|---|
19 mg | With di-isopropyl azodicarboxylate; triphenylphosphine In dichloromethane for 0.666667h; Heating; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 4 steps 1.1: I2; Mg / tetrahydrofuran / 0.5 h / Heating 1.2: CuBr / tetrahydrofuran / 1 h 2.1: Dess-Martin periodinane / CH2Cl2 / 0 °C 3.1: NaOAc; NH2OH*HCl / methanol; H2O / 4 h / 20 °C 4.1: 19 mg / DIAD; triphenylphosphine / CH2Cl2 / 0.67 h / Heating |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 3 steps 1: Dess-Martin periodinane / CH2Cl2 / 0 °C 2: NaOAc; NH2OH*HCl / methanol; H2O / 4 h / 20 °C 3: 19 mg / DIAD; triphenylphosphine / CH2Cl2 / 0.67 h / Heating |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 2 steps 1: NaOAc; NH2OH*HCl / methanol; H2O / 4 h / 20 °C 2: 19 mg / DIAD; triphenylphosphine / CH2Cl2 / 0.67 h / Heating |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 4 steps 1.1: I2; Mg / tetrahydrofuran / 0.5 h / Heating 1.2: CuBr / tetrahydrofuran / 1 h 2.1: Dess-Martin periodinane / CH2Cl2 / 0 °C 3.1: NaOAc; NH2OH*HCl / methanol; H2O / 4 h / 20 °C 4.1: 19 mg / DIAD; triphenylphosphine / CH2Cl2 / 0.67 h / Heating |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
12% |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
73% | Stage #1: 6-bromo-1,2,3,4-tetrahydrocyclopent[b]indole With bis(dibenzylideneacetone)-palladium(0); tricyclohexylphosphine In toluene at 20℃; for 0.166667h; Stage #2: potassium triisopropylsilane-thiolate In tetrahydrofuran; toluene at 20 - 80℃; for 17.9833h; | B.27b Palladium dibenzylidene-acetone (0.155 g, 5 mol %) and tricyclohexylphosphine (0.19 g, 20 mol %), were weighed out into a flask pre-flushed with argon, and subsequently flushed with argon for 5 min before dissolution in toluene (20 mL). The deep red mixture was stirred at room temperature for 5 minutes under argon, then 6-bromo-1,2,3,4-tetrahydrocyclopent[b]indole (0.8 g, 3.4 mmol) was added in one portion. After a further 5 min a solution of potassium (triisopropylsilyl)sulfide (Tetrahedron Letts., 1994, 35(20), 3221-3224 and 3225-6)) in tetrahydrofuran (6 mL) was added via syringe over 4 min The mixture was stirred for 45 min at room temperature, heated at 80° C. (bath temp) for 70 min then cooled to room temperature over 16 h. The mixture was partitioned between toluene (40 mL) and water (60 mL). The separated aqueous layer was extracted with toluene (30 mL) and the combined organic extracts were washed with brine (20 mL), dried (Na2SO4), filtered and concentrated in vacuo. The residue was purified by column chromatography [SiO2; heptane-ethyl acetate (98:2) to (96:4)] to yield 1,2,3,4-tetrahydro-6-(triisopropylsilyl)thio cyclopent[b]indole as a pale yellow solid (0.85 g, 73%); NMR (400 MHz, CDCl3) δH 7.76 (1H, br s, NH), 7.43 (1H, d, J 1.5 Hz), 7.27-7.25 (1H, m), 7.18 (1H, dd, J 8.2, 1.5 Hz), 2.85 (2H, obs dt, J 6.9, 1.6 Hz), 2.79 (2H, obs t, J 7.0 Hz), 2.52 (2H, obs quint, J 7.0 Hz), 1.29-1.19 (3H, m), 1.08 (18H, d, J 7.0 Hz); HPLC: [Supelcosil ABZ+; 1.0 ml/min, methanol-10 mM aqueous ammonium acetate solution, (90:10)] 99% (11.1 min). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
74% | With tris-(dibenzylideneacetone)dipalladium(0); trifuran-2-yl-phosphane In 1,4-dioxane at 50℃; for 10h; Schlenk technique; Inert atmosphere; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
96% | With tris-(dibenzylideneacetone)dipalladium(0); C41H30NO2P In o-xylene at 20℃; Schlenk technique; Inert atmosphere; enantioselective reaction; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
89% | Stage #1: 6-bromo-1,2,3,4-tetrahydrocyclopent[b]indole; methyl 2-methylprop-2-enyl carbonate With tris-(dibenzylideneacetone)dipalladium(0); C41H32NO2P In dichloromethane at 20℃; Inert atmosphere; Schlenk technique; Stage #2: acetyl chloride With pyridine In dichloromethane at 20℃; Schlenk technique; Inert atmosphere; enantioselective reaction; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 3 steps 1.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h / 0 °C / Inert atmosphere 1.2: 0 - 20 °C / Inert atmosphere 2.1: palladium diacetate; sodium phosphate dibasic dodecahydrate; silver(I) triflimide / N,N-dimethyl acetamide / 10 h / 80 °C / Inert atmosphere; Schlenk technique 3.1: tetrakis(triphenylphosphine) palladium(0); sodium carbonate / methanol; 1,2-dimethoxyethane; water / 80 °C / Inert atmosphere; Schlenk technique |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 2 steps 1.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h / 0 °C / Inert atmosphere 1.2: 0 - 20 °C / Inert atmosphere 2.1: palladium diacetate; sodium phosphate dibasic dodecahydrate; silver(I) triflimide / N,N-dimethyl acetamide / 10 h / 80 °C / Inert atmosphere; Schlenk technique |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
0.42 g | Stage #1: 6-bromo-1,2,3,4-tetrahydrocyclopent[b]indole With sodium hydride In N,N-dimethyl-formamide at 0℃; for 0.5h; Inert atmosphere; Stage #2: acetyl chloride In N,N-dimethyl-formamide at 0 - 20℃; Inert atmosphere; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With acetic acid at 120℃; Inert atmosphere; |
[ 164736-47-4 ]
7-Bromo-1,2,3,4-tetrahydrocyclopenta[b]indole
Similarity: 1.00
[ 21865-50-9 ]
6-Bromo-2,3,4,9-tetrahydro-1H-carbazole
Similarity: 0.98
[ 109160-55-6 ]
2-Bromo-5,6,7,8,9,10-hexahydrocyclohepta[b]indole
Similarity: 0.98
[ 78863-99-7 ]
2-Bromo-6,7,8,9-tetrahydro-5H-carbazole
Similarity: 0.98
[ 327022-09-3 ]
8-Bromo-1,2,3,4-tetrahydrocyclopenta[b]indole
Similarity: 0.97
[ 164736-47-4 ]
7-Bromo-1,2,3,4-tetrahydrocyclopenta[b]indole
Similarity: 1.00
[ 21865-50-9 ]
6-Bromo-2,3,4,9-tetrahydro-1H-carbazole
Similarity: 0.98
[ 109160-55-6 ]
2-Bromo-5,6,7,8,9,10-hexahydrocyclohepta[b]indole
Similarity: 0.98
[ 327022-09-3 ]
8-Bromo-1,2,3,4-tetrahydrocyclopenta[b]indole
Similarity: 0.97
[ 420802-56-8 ]
5-Bromo-1,2,3,4-tetrahydrocyclopenta[b]indole
Similarity: 0.94