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[ CAS No. 603305-89-1 ] {[proInfo.proName]}

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3d Animation Molecule Structure of 603305-89-1
Chemical Structure| 603305-89-1
Chemical Structure| 603305-89-1
Structure of 603305-89-1 * Storage: {[proInfo.prStorage]}
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Product Details of [ 603305-89-1 ]

CAS No. :603305-89-1 MDL No. :MFCD18801029
Formula : C7H4BrNS Boiling Point : -
Linear Structure Formula :- InChI Key :NLHODWKWTMTFEN-UHFFFAOYSA-N
M.W : 214.08 Pubchem ID :66721107
Synonyms :

Calculated chemistry of [ 603305-89-1 ]

Physicochemical Properties

Num. heavy atoms : 10
Num. arom. heavy atoms : 9
Fraction Csp3 : 0.0
Num. rotatable bonds : 0
Num. H-bond acceptors : 1.0
Num. H-bond donors : 0.0
Molar Refractivity : 47.32
TPSA : 41.13 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) : -5.72 cm/s

Lipophilicity

Log Po/w (iLOGP) : 2.12
Log Po/w (XLOGP3) : 2.65
Log Po/w (WLOGP) : 3.06
Log Po/w (MLOGP) : 2.27
Log Po/w (SILICOS-IT) : 3.87
Consensus Log Po/w : 2.79

Druglikeness

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

Water Solubility

Log S (ESOL) : -3.5
Solubility : 0.0673 mg/ml ; 0.000314 mol/l
Class : Soluble
Log S (Ali) : -3.16
Solubility : 0.146 mg/ml ; 0.000684 mol/l
Class : Soluble
Log S (SILICOS-IT) : -3.83
Solubility : 0.0317 mg/ml ; 0.000148 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 2.37

Safety of [ 603305-89-1 ]

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 [ 603305-89-1 ]

* 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 [ 603305-89-1 ]
  • Downstream synthetic route of [ 603305-89-1 ]

[ 603305-89-1 ] Synthesis Path-Upstream   1~1

  • 1
  • [ 603305-89-1 ]
  • [ 272-67-3 ]
YieldReaction ConditionsOperation in experiment
62%
Stage #1: With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.333333 h;
Stage #2: With methanol; water In tetrahydrofuran; hexane at 20℃; for 1 h;
Dissolve 7-bromo-thieno[3,2-]pyridine (3.69 g, 17 mmol) in dry THF (20 mL) and cool to -78 0C. Add n-BuLi (1.6 M in hexane, 21.2 mL, 34 mmol) slowly to the mixture at -78 0C and stir at -78 0C for 20 min. Add MeOH/H2O=l/l (20 mL) and stir at room temperature for 1 h. Extract the reaction mixture with CH2Cl2. Wash the organic portion with saturated NaCl solution, dry over Na2SO4, and evaporate. Purify the resulting residue using silica gel chromatography, eluting with 100percent hexane to hexane:ethyl acetate = 10:1 to give the title compound (1.44 g, 62percent). ES/MS m/z 136 (M+ 1)+.
62%
Stage #1: With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.333333 h;
Stage #2: With water In tetrahydrofuran; methanol; hexane at 20℃; for 1 h;
3.69 g of 7-Bromo-thieno[3,2-b]pyridine (17 mmol) is dissolved in 20 ml of dry THF and cooled to -780C. 21.2 ml of n-BuLi 1.6M in hexane (34 mmol) is added slowly to the mixture at -780C and stirred at -780C for 20 min, and 20 ml of MeOH/H2O=l/l is added and stirred at room temperature for Ih. The reaction mixture is extracted with CHC12. The separated CH2Cl2 layer is washed with sat. NaCl, dried over Na2SO4 and evaporated. The crude product is applied onto a silica-gel chromatography column (Hexane -> Hexane:AcOEt=-10:l) to give 1.44 g of the title compound. Yield 62percent. mass spectrum (m/e):136(M+l); IH-NMR(CDCl3): 8.73(m, IH), 8.22(m, IH), 7.79(m, IH), 7.61 (m, IH), 7.29(m, IH) ppm.
Reference: [1] Patent: WO2008/36541, 2008, A1, . Location in patent: Page/Page column 25
[2] Patent: WO2006/107784, 2006, A1, . Location in patent: Page/Page column 89
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