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[ CAS No. 81045-39-8 ] {[proInfo.proName]}

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3d Animation Molecule Structure of 81045-39-8
Chemical Structure| 81045-39-8
Chemical Structure| 81045-39-8
Structure of 81045-39-8 * Storage: {[proInfo.prStorage]}
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Product Details of [ 81045-39-8 ]

CAS No. :81045-39-8 MDL No. :MFCD03109888
Formula : C9H5Br2N Boiling Point : -
Linear Structure Formula :- InChI Key :KNBALCRXZUTMBP-UHFFFAOYSA-N
M.W : 286.95 Pubchem ID :271281
Synonyms :

Calculated chemistry of [ 81045-39-8 ]      Expand+

Physicochemical Properties

Num. heavy atoms : 12
Num. arom. heavy atoms : 10
Fraction Csp3 : 0.0
Num. rotatable bonds : 0
Num. H-bond acceptors : 1.0
Num. H-bond donors : 0.0
Molar Refractivity : 57.14
TPSA : 12.89 Ų

Pharmacokinetics

GI absorption : High
BBB permeant : Yes
P-gp substrate : No
CYP1A2 inhibitor : Yes
CYP2C19 inhibitor : Yes
CYP2C9 inhibitor : No
CYP2D6 inhibitor : No
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -5.58 cm/s

Lipophilicity

Log Po/w (iLOGP) : 2.34
Log Po/w (XLOGP3) : 3.48
Log Po/w (WLOGP) : 3.76
Log Po/w (MLOGP) : 2.99
Log Po/w (SILICOS-IT) : 3.79
Consensus Log Po/w : 3.27

Druglikeness

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

Water Solubility

Log S (ESOL) : -4.43
Solubility : 0.0107 mg/ml ; 0.0000373 mol/l
Class : Moderately soluble
Log S (Ali) : -3.43
Solubility : 0.106 mg/ml ; 0.000369 mol/l
Class : Soluble
Log S (SILICOS-IT) : -5.4
Solubility : 0.00115 mg/ml ; 0.00000399 mol/l
Class : Moderately soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 0.0
Synthetic accessibility : 1.61

Safety of [ 81045-39-8 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P261-P305+P351+P338 UN#:N/A
Hazard Statements:H302-H315-H319-H335 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 81045-39-8 ]

* 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 [ 81045-39-8 ]
  • Downstream synthetic route of [ 81045-39-8 ]

[ 81045-39-8 ] Synthesis Path-Upstream   1~6

  • 1
  • [ 119-65-3 ]
  • [ 34784-04-8 ]
  • [ 81045-39-8 ]
Reference: [1] Helvetica Chimica Acta, 1985, vol. 68, p. 1828 - 1834
[2] Helvetica Chimica Acta, 1985, vol. 68, p. 1828 - 1834
[3] Journal of Medicinal Chemistry, 2005, vol. 48, # 3, p. 744 - 752
  • 2
  • [ 119-65-3 ]
  • [ 34784-04-8 ]
  • [ 63927-22-0 ]
  • [ 81045-39-8 ]
Reference: [1] Synthesis, 2002, # 1, p. 83 - 86
  • 3
  • [ 119-65-3 ]
  • [ 34784-04-8 ]
  • [ 63927-22-0 ]
  • [ 81045-39-8 ]
Reference: [1] Synthesis, 2002, # 1, p. 83 - 86
  • 4
  • [ 119-65-3 ]
  • [ 81045-39-8 ]
YieldReaction ConditionsOperation in experiment
56%
Stage #1: at 0℃;
Stage #2: at -25 - 20℃;
Stage #3: at 0℃; for 1 h;
Isoquinoline ( 13a) (1.83 ml, 15.50 mmol) was added slowly to concentrated H2SO4 ( 17 ml) at 0°C under stirring. The mixture was cooled at -25°C and sodium borohydride (6.34 g, 35.65 mmol) was added at a rate such that the reaction temperature was maintained between -25°C to -20°C. The resulting reaction was continued for 1 hour at the said temperature and then allowed to reach at room temperature. The reaction mixture was poured into crushed ice and the pH was adjusted to 7.0 using concentrated aqueous N¾. The resulting slurry was stirred for 1 hour at 0°C after which it was filtered and washed with ice-cold water. The crude product so obtained was air dried and purified by column chromatography to afford (2.5 g, 56percent) 5,8-dibromoisoquinoline (13b). MS (EI) rn/z: 286 (M+l). Ή NMR (400 MHz, DMSO-d6): 8 9.48 (s, 1H), 8.78 (d, J = 6 Hz, 1H), 8.06 (d, J = 8 Hz, 1H), 7.98 (dd, J = 6 Hz, J = 8 Hz, 2H).
Reference: [1] Organic Letters, 2017, vol. 19, # 1, p. 262 - 265
[2] Journal of Materials Chemistry C, 2015, vol. 3, # 22, p. 5835 - 5843
[3] Bioorganic and Medicinal Chemistry Letters, 2014, vol. 24, # 16, p. 4026 - 4030
[4] Patent: WO2013/5157, 2013, A1, . Location in patent: Page/Page column 36; 37
[5] Polymer, 2011, vol. 52, # 26, p. 6029 - 6036
[6] Reactive and Functional Polymers, 2011, vol. 71, # 8, p. 849 - 856
  • 5
  • [ 119-65-3 ]
  • [ 34784-04-8 ]
  • [ 81045-39-8 ]
Reference: [1] Helvetica Chimica Acta, 1985, vol. 68, p. 1828 - 1834
[2] Helvetica Chimica Acta, 1985, vol. 68, p. 1828 - 1834
[3] Journal of Medicinal Chemistry, 2005, vol. 48, # 3, p. 744 - 752
  • 6
  • [ 119-65-3 ]
  • [ 34784-04-8 ]
  • [ 63927-22-0 ]
  • [ 81045-39-8 ]
Reference: [1] Synthesis, 2002, # 1, p. 83 - 86
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