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[ CAS No. 5912-35-6 ] {[proInfo.proName]}

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3d Animation Molecule Structure of 5912-35-6
Chemical Structure| 5912-35-6
Chemical Structure| 5912-35-6
Structure of 5912-35-6 * Storage: {[proInfo.prStorage]}
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Product Details of [ 5912-35-6 ]

CAS No. :5912-35-6 MDL No. :MFCD09702034
Formula : C8H6BrN3 Boiling Point : -
Linear Structure Formula :- InChI Key :VJKKBVMEHDGRAZ-UHFFFAOYSA-N
M.W : 224.06 Pubchem ID :10704335
Synonyms :

Calculated chemistry of [ 5912-35-6 ]

Physicochemical Properties

Num. heavy atoms : 12
Num. arom. heavy atoms : 10
Fraction Csp3 : 0.0
Num. rotatable bonds : 0
Num. H-bond acceptors : 2.0
Num. H-bond donors : 1.0
Molar Refractivity : 51.64
TPSA : 51.8 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) : -6.39 cm/s

Lipophilicity

Log Po/w (iLOGP) : 1.56
Log Po/w (XLOGP3) : 1.8
Log Po/w (WLOGP) : 1.98
Log Po/w (MLOGP) : 1.13
Log Po/w (SILICOS-IT) : 1.89
Consensus Log Po/w : 1.67

Druglikeness

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

Water Solubility

Log S (ESOL) : -2.98
Solubility : 0.235 mg/ml ; 0.00105 mol/l
Class : Soluble
Log S (Ali) : -2.51
Solubility : 0.697 mg/ml ; 0.00311 mol/l
Class : Soluble
Log S (SILICOS-IT) : -3.83
Solubility : 0.0332 mg/ml ; 0.000148 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 1.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 2.1

Safety of [ 5912-35-6 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P261-P280-P305+P351+P338 UN#:N/A
Hazard Statements:H302-H312-H315-H319-H332-H335 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 5912-35-6 ]

* 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 [ 5912-35-6 ]
  • Downstream synthetic route of [ 5912-35-6 ]

[ 5912-35-6 ] Synthesis Path-Upstream   1~5

  • 1
  • [ 5912-34-5 ]
  • [ 5912-35-6 ]
YieldReaction ConditionsOperation in experiment
71%
Stage #1: at 0℃; for 0.5 h;
Stage #2: With sodium hydrogencarbonate In water
(3) 8-bromo-l,7-naphthyridin-6-amine.; To a 50 mL round-bottomed flask was added hydrobromic acid, 30percent in acetic acid (317 μl, 5868 μmol). 3-(cyanomethyl)picolinonitrile (280 mg, 1956 μmol) in AcOH (0.5 mL) was then added at 0 0C. The reaction mixture was stirred at 0 0C for 30 min. The solid was filtered out and washed with 50percent EtOAc/hexanes. The solid was treated with sat. NaHCO3 (5 mL) and the mixture was extracted with EtOAc (2 x 50 mL). The organic extract was washed with satd NaCl (5 mL), dried over Na2SO4, filtered and <n="130"/>concentrated in vacuo and the residue was purified by silica gel chromatography, eluting with 40percent EtOAc/hexanes to give 8-bromo-l,7-naphthyridin-6-amine (312 mg, 71percent yield). MS (ESI pos. ion) m/z calc'd for C8H6BrN3: 223.0, 225.0; found 224.0, 226.0. 1H NMR (300 MHz, CHLOROFORM-^) δ ppm 4.63 (s, 2 H) 6.61 (s, 1 H) 7.42 (dd, J=8.48, 4.09 Hz, 1 H) 7.85 (dd, J=8.48, 1.61 Hz, 1 H) 8.78 (dd, J=3.95, 1.61 Hz, 1 H)
Reference: [1] Journal of Medicinal Chemistry, 2000, vol. 43, # 4, p. 675 - 682
[2] Journal of Medicinal Chemistry, 2011, vol. 54, # 9, p. 3331 - 3347
[3] Journal of Medicinal Chemistry, 2011, vol. 54, # 13, p. 4735 - 4751
[4] Patent: WO2009/155121, 2009, A2, . Location in patent: Page/Page column 127-128
[5] Organic Process Research and Development, 2010, vol. 14, # 4, p. 883 - 889
[6] Patent: US6136821, 2000, A,
[7] Journal of Medicinal Chemistry, 2012, vol. 55, # 17, p. 7472 - 7479
  • 2
  • [ 6635-88-7 ]
  • [ 5912-35-6 ]
Reference: [1] Journal of Medicinal Chemistry, 2000, vol. 43, # 4, p. 675 - 682
[2] Organic Process Research and Development, 2010, vol. 14, # 4, p. 883 - 889
[3] Journal of Medicinal Chemistry, 2011, vol. 54, # 9, p. 3331 - 3347
[4] Journal of Medicinal Chemistry, 2012, vol. 55, # 17, p. 7472 - 7479
  • 3
  • [ 6443-85-2 ]
  • [ 5912-35-6 ]
Reference: [1] Organic Process Research and Development, 2010, vol. 14, # 4, p. 883 - 889
[2] Journal of Medicinal Chemistry, 2011, vol. 54, # 9, p. 3331 - 3347
[3] Journal of Medicinal Chemistry, 2012, vol. 55, # 17, p. 7472 - 7479
  • 4
  • [ 20970-75-6 ]
  • [ 5912-35-6 ]
Reference: [1] Journal of Medicinal Chemistry, 2011, vol. 54, # 13, p. 4735 - 4751
[2] Patent: WO2009/155121, 2009, A2,
  • 5
  • [ 116986-13-1 ]
  • [ 5912-35-6 ]
Reference: [1] Journal of Medicinal Chemistry, 2011, vol. 54, # 13, p. 4735 - 4751
[2] Patent: WO2009/155121, 2009, A2,
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