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[ CAS No. 32774-29-1 ] {[proInfo.proName]}

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3d Animation Molecule Structure of 32774-29-1
Chemical Structure| 32774-29-1
Chemical Structure| 32774-29-1
Structure of 32774-29-1 * Storage: {[proInfo.prStorage]}
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Product Details of [ 32774-29-1 ]

CAS No. :32774-29-1 MDL No. :MFCD00130167
Formula : C10H10BrNO Boiling Point : -
Linear Structure Formula :- InChI Key :ZENXDUDCTZLSRP-UHFFFAOYSA-N
M.W : 240.10 Pubchem ID :122956
Synonyms :

Calculated chemistry of [ 32774-29-1 ]

Physicochemical Properties

Num. heavy atoms : 13
Num. arom. heavy atoms : 9
Fraction Csp3 : 0.2
Num. rotatable bonds : 2
Num. H-bond acceptors : 1.0
Num. H-bond donors : 2.0
Molar Refractivity : 56.93
TPSA : 36.02 Ų

Pharmacokinetics

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) : -5.78 cm/s

Lipophilicity

Log Po/w (iLOGP) : 1.92
Log Po/w (XLOGP3) : 2.79
Log Po/w (WLOGP) : 2.47
Log Po/w (MLOGP) : 1.96
Log Po/w (SILICOS-IT) : 3.35
Consensus Log Po/w : 2.5

Druglikeness

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

Water Solubility

Log S (ESOL) : -3.47
Solubility : 0.082 mg/ml ; 0.000342 mol/l
Class : Soluble
Log S (Ali) : -3.2
Solubility : 0.151 mg/ml ; 0.000627 mol/l
Class : Soluble
Log S (SILICOS-IT) : -4.38
Solubility : 0.0101 mg/ml ; 0.000042 mol/l
Class : Moderately soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 1.6

Safety of [ 32774-29-1 ]

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:

Application In Synthesis of [ 32774-29-1 ]

* 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.

  • Upstream synthesis route of [ 32774-29-1 ]
  • Downstream synthetic route of [ 32774-29-1 ]

[ 32774-29-1 ] Synthesis Path-Upstream   1~7

  • 1
  • [ 117235-22-0 ]
  • [ 32774-29-1 ]
YieldReaction ConditionsOperation in experiment
83%
Stage #1: With lithium aluminium tetrahydride In tetrahydrofuran at 0 - 20℃; for 0.5 h;
Stage #2: With water; sodium sulfate In tetrahydrofuran at 0℃;
2-(5-Bromo-lflr-indol-3-yl)ethanol (13). The method of Bascop, S. L;Laronze, J. Y.; Sapi, J. Synthesis of 2-aminopropyle-3-indole-acetic(propionic) acid derivatives. ARKIVOC 2003, 46-61, was followed. To a solution of ester 12 (4 mmol, 1 equiv) in anhydrous THF (50 mL) was added lithium aluminium hydride (LiAlH4; 16 mmol, 4 equiv) in portions with the temperature maintained at 0 °C. The reaction mixture was brought to room temperature and stirred for 30 min. Excess LiAlH4 was destroyed by careful addition of a saturated aqueous solution of Na2SO4 with the temperature maintained at about 0 0C. The mixture was filtered and the filtrate washed with THF. The combined filtrates were concentrated under reduced pressure, the residue was acidified to pH 6 with 10 percent HCl and extracted with CHCl3. The combined organic layer was dried (anhydrous Na2SO4), filtered, evaporated to dryness and purified using flash column chromatography by elution with EtOAc/hexane to give the alcohol 13. Yield: 83 percent; 1H NMR (300 MHz, CDCl3): δ 2.97 (t, J = 18 Hz, 2 H), 3.86-3.93 (m, 2 H), 4.09 (t, J = 21 Hz,l H), 7.09 (d, J= 3 Hz, 1 H), 7.22 (d, J= 9 Hz, 1 H), 7.75 (s, 1 H), 8.10 (s, 1 H); MS (APCI): mlz 241.2 [M + H]+.
Reference: [1] Journal of Medicinal Chemistry, 2010, vol. 53, # 19, p. 6838 - 6850
[2] Patent: WO2011/14128, 2011, A1, . Location in patent: Page/Page column 65
  • 2
  • [ 171513-22-7 ]
  • [ 32774-29-1 ]
Reference: [1] Patent: US6399616, 2002, B1,
  • 3
  • [ 40432-84-6 ]
  • [ 32774-29-1 ]
Reference: [1] Journal of Medicinal Chemistry, 2007, vol. 50, # 8, p. 1810 - 1827
[2] Patent: WO2011/14128, 2011, A1,
  • 4
  • [ 163160-56-3 ]
  • [ 32774-29-1 ]
Reference: [1] Chemical Communications, 2014, vol. 50, # 10, p. 1231 - 1233
[2] Organic Letters, 2017, vol. 19, # 7, p. 1504 - 1507
  • 5
  • [ 10075-50-0 ]
  • [ 32774-29-1 ]
Reference: [1] Chemical Communications, 2014, vol. 50, # 10, p. 1231 - 1233
[2] Organic Letters, 2017, vol. 19, # 7, p. 1504 - 1507
  • 6
  • [ 1191-99-7 ]
  • [ 622-88-8 ]
  • [ 32774-29-1 ]
Reference: [1] Angewandte Chemie - International Edition, 2013, vol. 52, # 49, p. 12910 - 12914[2] Angew. Chem., 2013, vol. 125, # 49, p. 13148 - 13152,5
[3] Journal of the American Chemical Society, 2018, vol. 140, # 21, p. 6710 - 6717
  • 7
  • [ 63843-81-2 ]
  • [ 32774-29-1 ]
Reference: [1] Chemical Communications, 2014, vol. 50, # 10, p. 1231 - 1233
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