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[ CAS No. 224434-83-7 ] {[proInfo.proName]}

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3d Animation Molecule Structure of 224434-83-7
Chemical Structure| 224434-83-7
Chemical Structure| 224434-83-7
Structure of 224434-83-7 * Storage: {[proInfo.prStorage]}
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Product Details of [ 224434-83-7 ]

CAS No. :224434-83-7 MDL No. :MFCD10700148
Formula : C9H5BrN2 Boiling Point : -
Linear Structure Formula :- InChI Key :PUBXTAVHPDZLBK-UHFFFAOYSA-N
M.W : 221.05 Pubchem ID :11470067
Synonyms :

Calculated chemistry of [ 224434-83-7 ]

Physicochemical Properties

Num. heavy atoms : 12
Num. arom. heavy atoms : 9
Fraction Csp3 : 0.0
Num. rotatable bonds : 0
Num. H-bond acceptors : 1.0
Num. H-bond donors : 1.0
Molar Refractivity : 50.71
TPSA : 39.58 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) : -5.9 cm/s

Lipophilicity

Log Po/w (iLOGP) : 1.74
Log Po/w (XLOGP3) : 2.46
Log Po/w (WLOGP) : 2.8
Log Po/w (MLOGP) : 1.6
Log Po/w (SILICOS-IT) : 3.15
Consensus Log Po/w : 2.35

Druglikeness

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

Water Solubility

Log S (ESOL) : -3.32
Solubility : 0.107 mg/ml ; 0.000484 mol/l
Class : Soluble
Log S (Ali) : -2.94
Solubility : 0.257 mg/ml ; 0.00116 mol/l
Class : Soluble
Log S (SILICOS-IT) : -4.23
Solubility : 0.013 mg/ml ; 0.000059 mol/l
Class : Moderately soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 1.65

Safety of [ 224434-83-7 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P280-P305+P351+P338 UN#:N/A
Hazard Statements:H302 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 224434-83-7 ]

* 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 [ 224434-83-7 ]
  • Downstream synthetic route of [ 224434-83-7 ]

[ 224434-83-7 ] Synthesis Path-Upstream   1~8

  • 1
  • [ 224434-83-7 ]
  • [ 101774-27-0 ]
Reference: [1] CrystEngComm, 2013, vol. 15, # 37, p. 7490 - 7497
  • 2
  • [ 5457-28-3 ]
  • [ 90271-86-6 ]
  • [ 224434-83-7 ]
Reference: [1] Organic letters, 2000, vol. 2, # 14, p. 2121 - 2123
  • 3
  • [ 17826-04-9 ]
  • [ 224434-83-7 ]
Reference: [1] Bioorganic and Medicinal Chemistry Letters, 1999, vol. 9, # 4, p. 569 - 572
[2] Bioorganic and Medicinal Chemistry, 2000, vol. 8, # 2, p. 363 - 371
[3] Patent: WO2010/151737, 2010, A2, . Location in patent: Page/Page column 142
[4] Bioorganic and Medicinal Chemistry Letters, 2011, vol. 21, # 19, p. 5897 - 5900
[5] CrystEngComm, 2013, vol. 15, # 37, p. 7490 - 7497
  • 4
  • [ 5457-28-3 ]
  • [ 224434-83-7 ]
YieldReaction ConditionsOperation in experiment
50% With N-Bromosuccinimide In dichloromethane EXAMPLE 8
This example describes the synthesis of 6-bromocyanoindole 14.Direct bromination of 3-cyanoindole 13 with NBS over silica in CH2Cl2 (Mistry et al, Tetrahedron Lett., 1986, 27, 1051, incorporated herein by reference) gave a 50percent yield of bromoindole 14 as the major product.Small amounts (10percent) of the 5-substituted regioisomer were also observed.
Although the yield was modest, the preparation of 14 requires only one step from commercially available 3-cyanoindole and is easily separated from the minor regioisomer by flash chromatography.
HMQC correlations confirmed the position of substitution.
Reference: [1] Patent: US2003/232988, 2003, A1, . Location in patent: Page column 0106
  • 5
  • [ 5457-28-3 ]
  • [ 90271-86-6 ]
  • [ 224434-83-7 ]
Reference: [1] Organic letters, 2000, vol. 2, # 14, p. 2121 - 2123
  • 6
  • [ 52415-29-9 ]
  • [ 1189-71-5 ]
  • [ 224434-83-7 ]
Reference: [1] Journal of Agricultural and Food Chemistry, 2018, vol. 66, # 16, p. 4062 - 4072
  • 7
  • [ 52415-29-9 ]
  • [ 224434-83-7 ]
Reference: [1] Bioorganic and Medicinal Chemistry, 2000, vol. 8, # 2, p. 363 - 371
[2] Bioorganic and Medicinal Chemistry Letters, 1999, vol. 9, # 4, p. 569 - 572
[3] CrystEngComm, 2013, vol. 15, # 37, p. 7490 - 7497
  • 8
  • [ 1261025-00-6 ]
  • [ 224434-83-7 ]
Reference: [1] CrystEngComm, 2013, vol. 15, # 37, p. 7490 - 7497
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