Home Cart 0 Sign in  
X

[ CAS No. 327021-88-5 ] {[proInfo.proName]}

,{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]}
3d Animation Molecule Structure of 327021-88-5
Chemical Structure| 327021-88-5
Chemical Structure| 327021-88-5
Structure of 327021-88-5 * Storage: {[proInfo.prStorage]}
Cart0 Add to My Favorites Add to My Favorites Bulk Inquiry Inquiry Add To Cart

Quality Control of [ 327021-88-5 ]

Related Doc. of [ 327021-88-5 ]

Alternatived Products of [ 327021-88-5 ]

Product Details of [ 327021-88-5 ]

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 :

Calculated chemistry of [ 327021-88-5 ]

Physicochemical Properties

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

Pharmacokinetics

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

Lipophilicity

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

Druglikeness

Lipinski : 0.0
Ghose : None
Veber : 0.0
Egan : 0.0
Muegge : 1.0
Bioavailability Score : 0.55

Water Solubility

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

Medicinal Chemistry

PAINS : 1.0 alert
Brenk : 0.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 1.99

Safety of [ 327021-88-5 ]

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:

Application In Synthesis of [ 327021-88-5 ]

* 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.

  • Downstream synthetic route of [ 327021-88-5 ]

[ 327021-88-5 ] Synthesis Path-Downstream   1~14

  • 1
  • [ 877203-72-0 ]
  • [ 327021-88-5 ]
YieldReaction ConditionsOperation in experiment
19 mg With di-isopropyl azodicarboxylate; triphenylphosphine In dichloromethane for 0.666667h; Heating;
  • 2
  • [ 285-67-6 ]
  • [ 327021-88-5 ]
YieldReaction ConditionsOperation 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
  • 3
  • (+/-)-2-(4-bromophenyl)cyclopentanol [ No CAS ]
  • [ 327021-88-5 ]
YieldReaction ConditionsOperation 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
  • 4
  • [ 863127-14-4 ]
  • [ 327021-88-5 ]
YieldReaction ConditionsOperation 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
  • 5
  • [ 106-37-6 ]
  • [ 327021-88-5 ]
YieldReaction ConditionsOperation 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
YieldReaction ConditionsOperation in experiment
12%
  • 7
  • [ 327021-88-5 ]
  • potassium triisopropylsilane-thiolate [ No CAS ]
  • [ 327022-10-6 ]
YieldReaction ConditionsOperation 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).
  • 8
  • [ 327021-88-5 ]
  • [ 181712-21-0 ]
  • C15H16BrNO [ No CAS ]
YieldReaction ConditionsOperation in experiment
74% With tris-(dibenzylideneacetone)dipalladium(0); trifuran-2-yl-phosphane In 1,4-dioxane at 50℃; for 10h; Schlenk technique; Inert atmosphere;
  • 9
  • [ 327021-88-5 ]
  • [ 181712-21-0 ]
  • C15H16BrNO [ No CAS ]
YieldReaction ConditionsOperation in experiment
96% With tris-(dibenzylideneacetone)dipalladium(0); C41H30NO2P In o-xylene at 20℃; Schlenk technique; Inert atmosphere; enantioselective reaction;
  • 10
  • [ 327021-88-5 ]
  • [ 81112-28-9 ]
  • [ 75-36-5 ]
  • C17H18BrNO [ No CAS ]
YieldReaction ConditionsOperation 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;
  • 11
  • [ 327021-88-5 ]
  • C25H21NO [ No CAS ]
YieldReaction ConditionsOperation 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
  • 12
  • [ 327021-88-5 ]
  • C19H16BrNO [ No CAS ]
YieldReaction ConditionsOperation 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
  • 13
  • [ 327021-88-5 ]
  • [ 75-36-5 ]
  • C13H12BrNO [ No CAS ]
YieldReaction ConditionsOperation 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;
  • 14
  • [ 120-92-3 ]
  • [ 40887-80-7 ]
  • [ 327021-88-5 ]
YieldReaction ConditionsOperation in experiment
With acetic acid at 120℃; Inert atmosphere;
Same Skeleton Products
Historical Records

Related Functional Groups of
[ 327021-88-5 ]

Bromides

Chemical Structure| 164736-47-4

[ 164736-47-4 ]

7-Bromo-1,2,3,4-tetrahydrocyclopenta[b]indole

Similarity: 1.00

Chemical Structure| 21865-50-9

[ 21865-50-9 ]

6-Bromo-2,3,4,9-tetrahydro-1H-carbazole

Similarity: 0.98

Chemical Structure| 109160-55-6

[ 109160-55-6 ]

2-Bromo-5,6,7,8,9,10-hexahydrocyclohepta[b]indole

Similarity: 0.98

Chemical Structure| 78863-99-7

[ 78863-99-7 ]

2-Bromo-6,7,8,9-tetrahydro-5H-carbazole

Similarity: 0.98

Chemical Structure| 327022-09-3

[ 327022-09-3 ]

8-Bromo-1,2,3,4-tetrahydrocyclopenta[b]indole

Similarity: 0.97

Related Parent Nucleus of
[ 327021-88-5 ]

Other Aromatic Heterocycles

Chemical Structure| 164736-47-4

[ 164736-47-4 ]

7-Bromo-1,2,3,4-tetrahydrocyclopenta[b]indole

Similarity: 1.00

Chemical Structure| 21865-50-9

[ 21865-50-9 ]

6-Bromo-2,3,4,9-tetrahydro-1H-carbazole

Similarity: 0.98

Chemical Structure| 109160-55-6

[ 109160-55-6 ]

2-Bromo-5,6,7,8,9,10-hexahydrocyclohepta[b]indole

Similarity: 0.98

Chemical Structure| 327022-09-3

[ 327022-09-3 ]

8-Bromo-1,2,3,4-tetrahydrocyclopenta[b]indole

Similarity: 0.97

Chemical Structure| 420802-56-8

[ 420802-56-8 ]

5-Bromo-1,2,3,4-tetrahydrocyclopenta[b]indole

Similarity: 0.94